32789 Zip Code FL Real Estate, Homes with Outdoor Kitchen for Sale

5 Beds ⋅ 6 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

Award-winning Phil Kean design on a prominent corner lot in the heart of Winter Park, just minutes from Baldwin Park, Park Avenue, and East End Market—home to Michelin-rated dining and upscale retail. This 5-bed, 5.5-bath residence delivers clean lines, smart design, and seamless indoor-outdoor flow. Recognized with multiple honors, including the 2015 Parade of Homes 1st Place Award for Custom Homes, the American Residential Design Award from the AIBD, and the prestigious 2015 Aurora Awards, this home reflects the highest level of architectural achievement. A retractable Nanowall opens to a private outdoor escape with a heated saltwater pool, summer kitchen, fireplace, motorized screens, and mature bamboo landscape. Two driveways and a freshly laid zoysia lawn add presence to the front approach. Inside, 10’ ceilings and a fluid open plan frame the chef’s kitchen—finished with waterfall quartz, touch-close cabinetry, and Thermador appliances including a steam oven, induction cooktop, and 98-bottle wine cooler. The media room includes surround sound, a motorized screen, and a second retractable wall to the pool. Smart home controls manage lighting, security, Sonos, and cameras with ease. The guest suite offers a Murphy bed and private bath. The primary features a fireplace, spa-style bath, and custom closet. All bedrooms include en-suite baths. Additional highlights: whole-house generator, water filtration, foam insulation, sweep-in vacuum, and an EV-ready garage with custom storage.

1820 Englewood Road, Winter Park

$1,318,000

3 Beds ⋅ 3 Baths ⋅ Jenkins Add SubDv. ⋅ 32789 Zip Code

Welcome home to this one-of-a-kind, single-story Tuscan-style retreat nestled on an oversized lot in the heart of highly coveted Winter Park. From the moment you arrive, the round circular paver driveway and beautifully landscaped exterior set the tone for the warmth and elegance that awaits inside. Enter through custom wrought-iron gates into a private covered and screened in courtyard lanai, where a tongue-and-groove wood ceiling and a fully equipped gas summer kitchen create the perfect backdrop for effortless outdoor entertaining and everyday relaxation. Designed with character and comfort in mind, this thoughtfully updated home features exposed brick, wood-beamed ceilings, Italian porcelain tile, engineered wood flooring, and two sleek accordion glass doors that invite the outdoors in, creating a seamless indoor-outdoor lifestyle. The chef-inspired kitchen is the heart of the home, boasting quartz countertops, a mosaic backsplash, custom cabinetry, double sinks, a skylight, and newer stainless steel appliances—including a gas cooktop and wine fridge. The kitchen flows effortlessly into the dining and living areas, anchored by a Vermont Castings wood-burning stove with catalytic combustor framed in brick. Just steps away, a spacious butler’s pantry and laundry room lead to the attached air-conditioned two-car garage with epoxy floors, perfect for a home gym, storage, or EV charging. The split floor plan ensures ultimate privacy for the master suite, which overlooks the lush backyard and nearby park. French doors lead to a large walk-in closet and a newly renovated en-suite bath with dual vanities, a soaking tub, and a spa-style walk-in shower. The master also offers private access to the central courtyard. A detached third bedroom with its own full bath and newer flooring is ideal as a guest suite, home office, or income-producing rental space. In the rear of the property, a second, detached 20-foot-wide garage—also air-conditioned with epoxy flooring—is accessible through a separate gated driveway and offers even more space for collectibles or hobbies. The fully fenced backyard, rich with mature landscaping and orange trees, has room to add a pool and offers direct private access to Phelps Park with tennis, pickleball, basketball courts, a playground, and green space. Enhanced with a 5.7 kW solar panel array that doubles as the lanai roof, a brand-new 18 SEER York HVAC system, foam roof deck insulation, and extra wall soundproofing, this home is as energy-efficient as it is luxurious. Complete with a multi-zone irrigation system and landscape lighting, this truly special property offers the perfect blend of timeless charm, modern comfort, and an unbeatable Winter Park location. Perfectly situated on the iconic, tree-lined Palmer Avenue, this home offers unbeatable walkability—just a short stroll to Phelps Park and mere minutes from the boutiques and dining of Park Avenue, Interlachen Country Club, and the Winter Park Racquet Club- set up your private showing today.

1741 Palmer Avenue, Winter Park

$2,500,000

4 Beds ⋅ 5 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Under Construction. Brand-new, meticulously crafted residence built by renowned builder LUIH Homes offering 3,138 square feet of thoughtfully designed living space. As you arrive, the home's stunning architectural façade and detached two-car garage make a striking first impression. Inside, every detail has been carefully curated to offer both sophistication and functionality. Soaring ceilings and expansive windows flood the home with natural light, while engineered hardwood flooring and elegant designer lighting add warmth and refinement throughout. The heart of the home is an impressive open-concept living area anchored by a chef’s kitchen featuring custom cabinetry, quartz countertops, top-of-the line Thermador appliances, a walk-in pantry, and an oversized center island. The adjacent dining and living spaces offer seamless flow, highlighted by stunning finishes and built-in features that enhance both comfort and convenience. The luxurious primary suite features a spa-like ensuite bath featuring a freestanding soaking tub, oversized glass-enclosed shower, dual vanities with quartz countertops, and a large walk-in closet. Secondary bedrooms are equally spacious, with ample closet space and access to beautifully appointed bathrooms with premium fixtures and finishes. Step outside to a private backyard oasis offering a large, covered patio with a summer kitchen, a sparkling pool, and a spacious backyard. The detached garage provides added flexibility, ideal for vehicle storage, a workshop, or potential future guest house. Jump on your golf cart and within minutes you’re transported to Park Ave, with its amazing shops, fine dining, and everything else that Winter Park features. Schedule your private showing today and experience the epitome of luxury Winter Park living.

185 Sylvan Boulevard, Winter Park

$2,800,000

5 Beds ⋅ 4 Baths ⋅ South Lakemont Shores SubDv. ⋅ 32789 Zip Code

Welcome to a rare opportunity to embrace the Winter Park lakefront lifestyle in this custom-built masterpiece that blends timeless architecture with relaxed coastal sophistication. Crafted by Hanson Custom Homes and thoughtfully curated by Kate Voss Interiors, this modern coastal residence offers the perfect setting for those who value both refined living and a vibrant, connected lifestyle. With top-rated Winter Park schools, endless parks, bike paths, and the shopping, dining and events at Park Avenue and Baldwin Park just minutes away, the owners of this home spared no expense in creating a unique blend of luxury and livability in one of Central Florida’s most desirable communities. Step inside to soaring 14-foot ceilings, custom millwork, and a 20-foot Euro glass wall that disappears into a hidden pocket—blurring the line between indoors and out and filling the home with lake breezes and natural light. Whether you're hosting birthday parties by the lake, poolside barbecues, or just soaking in the serenity of a morning coffee on the water, this home was built to bring people together. The open-concept kitchen features exotic quartzite counters, a touchless faucet, Thermador appliances, and a full butler’s pantry and flows seamlessly into an expansive outdoor living space with motorized screens, a full summer kitchen, and views that stretch across your private beach and dock. Just steps from the pool, the lake becomes your playground—ideal for paddleboarding, fishing, or sunset cruises on your boat or jet ski. The primary suite comes complete with water views, motorized drapery, and spa-worthy bath finishes—including a steam shower, soaking tub, and private porch access. The main living areas are built for both entertaining guests and cozy family nights in, while the resort-style pool and spa deliver year-round fun with dual heat sources, LED lighting, and coral stone decking. Upstairs, every bedroom features lake views, walk-in closets, and smart layouts that offer both privacy and togetherness. The bright, central loft is perfect as a media room, homework space, or game lounge, keeping the family connected without sacrificing space. Energy-efficient spray foam insulation, an EV-ready oversized 3-car garage, smart-home integration, impact-rated glass, and commercial-grade soundproofing are just a few of the features that make everyday living seamless and secure. This one-of-a-kind property is ideally positioned with easy access to both Winter Park’s iconic charm and Baldwin Park’s family-friendly amenities—a true gem that offers the rare combination of newer construction, world-class craftsmanship, and a lifestyle built for generations to enjoy. There’s simply nothing else like this on the market. If you’ve been waiting for a newly built custom lakefront home that combines relaxed luxury with the best of Winter Park family living—this is the one. Call today to schedule your private showing.

1891 Lake Spier Drive, Winter Park

$995,000

4 Beds ⋅ 3 Baths ⋅ V H Musselwhites Sub SubDv. ⋅ 32789 Zip Code

WELCOME to 1821 WINDSOR DR in WINTER PARK, FLORIDA! This is a ONCE IN A LIFETIME OPPORTUNITY to own this BEAUTIFUL CUSTOM-BUILT MASTERPIECE of a HOME in ONE OF THE MOST DESIRED LOCATIONS in TOWN! When you buy this Home, you aren’t just purchasing a NEWLY BUILT CUSTOM HOME FULL OF LUXURIOUS UPGRADES and ARCHITECTURAL FEATURES; you are also buying into the LIFESTYLE that others DREAM OF LIVING in the LAKEMONT AREA of WINTER PARK! The A RATED LAKEMONT ELEMENTARY SCHOOL is just beyond your backyard! Phelps Park is also only ¼ mile away! The INFAMOUS PARK AVE is LESS THAN A MILE AND A HALF AWAY. There are over 175 LOCAL SHOPPES and RESTAURANTS in the immediate area of PARK AVE, mixed in with NUMEROUS PARKS AND GREEN SPACE! The RENOWNED ROLLINS COLLEGE is also LESS THAN A MILE AND A HALF AWAY! You will LIVE, WORK and PLAY in the MIDDLE of THE PLACE TO BE in TOWN! YOU CANNOT PICK A BETTER LOCATION to LIVE IN if you are wanting the WINTER PARK LIFESTYLE! The Home itself was Built in 2017! The CURRENT OWNERS are the ORIGINAL OWNERS and have IMMACULATELY MAINTAINED THIS HOME! This Home has a STATE-OF-THE-ART PHOTOVOLTAIC SOLAR SYSTEM that is PAID OFF and WILL CONVEY WITH THE HOUSE so the NEW OWNER WILL HAVE MINIMAL POWER COSTS and TOP OF THE LINE SOLAR ENERGY! Structural Upgrades that are above and beyond are: Architectural Features such as the Roof Shape and the Design of the Exterior Walls that are meant to withstand the strongest of hurricane winds. The home is also built up on one extra layer of Cinderblock to avoid any flooding risk! You will notice as soon as you pull up to the house, there is a BEAUTIFUL CURB APPEAL that is emphasized by the mature, but low maintenance landscaping. Walking into the house, your attention is immediately drawn to the BEAUTIFUL WOOD LOOK PORCELAIN TILE that is THROUGHOUT THE ENTIRE MAIN LIVING AREA and BEDROOMS! The house opens up into a very large and modern floor plan! The Main Living Area is a very large area that includes the Living/Family Room, an Oversized Gourmet Kitchen and a nice sized dining room! This entire space is punctuated by lots of perfectly placed windows for tons of natural light, warmth and comfort! The Kitchen has High-End Quartzite Countertops, an oversized island and Custom Walnut Soft-Close Cabinets! Stainless Steel Appliances, recess lighting and under cabinet lights top off what is already a DREAM KITCHEN! The PRIMARY SUITE is OVERSIZED with large windows and lots of space! The Primary Bathroom is the size of a Primary Bathroom you would expect in a home of twice its size! There is a HUGE OVERSIZED CUSTOM SHOWER with MULTIPLE SHOWER HEADS include a RAIN SHOWER HEAD and enough space for you and your significant other to comfortably shower at the same time! There is also an elegant garden tub if you prefer to bathe in relaxation! Lots of floor space, lots of counter space and well-designed dual vanities make the primary bathroom feel like its own little slice of heaven! There is also a very large, custom closet that has built-in “his & her” shelving. All secondary bedrooms are also a very healthy size!! Out back, you can enjoy the birds, plants and the nice Florida weather on your covered lanai that is over 250 square feet and has an OUTDOOR KITCHEN with a built-in refrigerator, and a built-in grill! Many species of plants in the natural backyard attract all sorts of birds to your home as well! Don't Miss This Opportunity! It's a One-of-a-Kind Home! Book your appointment today!

1821 Windsor Drive, Winter Park

$2,495,000

4 Beds ⋅ 5 Baths ⋅ Robert Dhu Macdonald Park SubDv. ⋅ 32789 Zip Code

Now offered at $2,495,000—an outstanding value for a thoughtfully designed pool home on a spacious lot in Winter Park’s most sought after neighborhoods. Located in the heart of the “Golden Triangle”—the core residential district just a short walk from Park Avenue’s world-class shopping and dining—940 Lincoln Circle is a beautifully renovated West Indies/Key West-style home that blends architectural charm, comfortable elegance, and thoughtful functionality on an oversized .33-acre lot. With 4 bedrooms and 4.5 bathrooms across 3,551 square feet, this home lives primarily as a one-story layout, enhanced by a private upstairs suite with bedroom, full bath, and bonus room—accessible from both inside and a separate outdoor entry. Ideal for multigenerational living, guests, or private work/living quarters, this flexible plan is rarely available in such a prime location. A gated front porch and covered entry open into the foyer and an expansive formal living room with vaulted wood-paneled ceilings and gas fireplace. The space flows easily into the dining area and kitchen, which overlook the screened porch and backyard oasis. The kitchen is appointed with marble countertops, custom cabinetry, gas cooktop, cabinet-paneled Sub-Zero refrigerator/freezer, double ovens, and a walk-in pantry. A custom wine room—perfect for entertaining—sits just off the main living space. A nearby den (or optional fourth bedroom with closet) is paired with a bright enclosed Florida room currently used as a home office with rose garden views. This wing connects to a full bath and a secondary bedroom at the front of the home. A stylish powder bath is conveniently tucked away for guests. The private primary suite is positioned at the rear of the property and features a soft entry, dual custom closets, outdoor access, and a beautifully appointed bathroom with dual vanities, glass-enclosed shower, soaking tub, and private water closet. Upstairs, a second guest suite with bonus/flex room and full bath is ideal for visitors, a gym, or studio. At the rear of the home, a welcoming family room with fireplace opens to the covered lanai and kitchen, offering ideal indoor-outdoor flow. The backyard is a fully fenced retreat with lush landscaping, renovated saltwater pool with new equipment, and mature trees surrounding multiple hardscape patios and garden paths. A well-appointed full bathroom with exterior access off the screened patio offers convenient functionality for pool use, gardening, or even dog washing—enhancing the home’s seamless indoor-outdoor lifestyle. The outdoor kitchen includes a Blaze grill, Fire Magic refrigerator, Blackstone griddle, stainless sink, storage cabinetry, and vent hood—creating a true resort-style environment. The oversized two-car garage features epoxy floors, built-in storage, and space for larger vehicles. Additional highlights include two Rinnai tankless water heaters, 2024 Trane condenser, 2019 Mitsubishi mini-split, full-house Generac generator with transfer switch, motorized shades by The Shade Store, and a well-appointed laundry room with built-in cabinetry, utility sink, and yard access. A rare opportunity in Winter Park’s most walkable and desirable neighborhood.

940 Lincoln Circle, Winter Park

$4,599,000

5 Beds ⋅ 7 Baths ⋅ Robert Dhu Macdonald Park SubDv. ⋅ 32789 Zip Code

Welcome to Lincoln! This new construction single family home has been meticulously crafted and constructed by Wooten Built, a locally established, award-winning developer and luxury home Builder. Location! Location! Location! Lincoln Circle is a quiet street next to Park Avenue restaurants and shopping. Easily walk to Winter Park shops, restaurants, and the Winter Park Golf Course. This bespoke home includes premium features, appliances, fixtures and finishes as follows: Elevator, Wolf/Sub-Zero appliances, wine cooler tower, built-in coffee maker, Lutron RA3 Automation, wired for security with plenty of camera drops, whole-house audio pre-wire featuring Sonos speakers and 5.1 surround, first floor primary bedroom with ensuite washer/dryer, additional guest suite first floor, 11’4” first floor ceilings and custom 10’ solid core DOORS, wet bar, large vaulted upstairs living room, large flex-space upstairs bonus room, trey ceilings, huge front entry window and door system, two 10’x10’ full-view garage doors, circular driveway, full-house natural gas generator, heated pool with spa and fire & water bowls, plenty of pool deck space, and exquisite landscaping. Smart glass covers the large ~14’ x 10’ front entry system… Choose frosted for privacy or transparent/thru-view at the press of a button! A 6’ masonry-stucco wall encompasses the property. The rear cabana/pergola houses the summer kitchen, pool bar, pool-bath and outdoor shower. Enjoy two fireplaces!: a 100” linear electric fireplace in living room and a 60” linear natural gas fireplace by the pool deck. Inquire with agent for more information.

985 Lincoln Circle, Winter Park

$3,450,000

4 Beds ⋅ 5 Baths ⋅ Golfview Heights SubDv. ⋅ 32789 Zip Code

Welcome to a stunning new home positioned near Windsong and the AdventHealth Hospital. This extraordinary property boasts 4,812 square feet under AC. The stately manner is thoughtfully designed with four commodious bedrooms and five full-size bathrooms. Additionally, it features an expansive three-car garage complemented by an impressively constructed circular paver driveway. The first floor showcases lofty 11.4-foot ceilings, while the second floor features equally impressive 10-foot ceilings. A plentiful array of windows and numerous sliding doors augment the home's overall charm by inviting a flood of natural sunlight. A medley of Lutron dimmers and smart switches grants effortless convenience at your fingertips. You will be warmly welcomed by a majestic steel glass hurricane impact door. Upon setting foot into this marvelous residence, one is instantly greeted by the glow of Oak wood floors, thoughtfully woven throughout each corner of the abode. Well-appointed Walnut and Oak wall panels add an unparalleled layer of understated luxury to this remarkable home. The kitchen is a visual treat with an expansive waterfall island dominating the space. Floor-to-ceiling cabinets deliver abundant storage while the gleaming Quartz countertops exhibit both beauty and durability. To add to its grandeur, a matching Quartz backsplash extends all the way to touch the ceiling, seamlessly melding simplicity with luxury. The kitchen comes fully equipped with all Thermador appliances, ready to cater to your every culinary need. This suite of top-tier appliances includes a grand 72-inch combo Freezer/Wine Tower/Fridge, a natural gas 48-inch Range with a steam oven guarantees an enjoyable cooking experience each time. Two fully equipped laundry rooms, one located on each floor. The master bedroom features an expansive sliding glass door leading you directly to the tranquillity of the sprawling backyard. The master bathroom is a serene, spa-like haven designed with luxurious Italian tiles, a natural stone accent wall that lends an air of sophistication. The floating cabinets add to the modern aesthetic and are enhanced by the backlit marble countertops, radiating a soft glow, adding to the relaxing atmosphere. The second floor boasts 3 well-appointed bedrooms and corresponding bathrooms, each outfitted with Marble countertops that enhance their plush ambience. Uniquely offering versatility, a large flex area graces this floor, which could be customized according to your liking or needs. Ensuring fun entertainment spaces within the confines of your home exists a game room too, catering to all age groups! The special feature is an in-built wet bar complemented by Cristallo Quartzite counters and custom cabinetry, thus serving as an ideal indoor party venue. As an extension of indoor living space, the outdoors is a sizeable terrace accented with contemporary glass railings. Yes, the backyard is a true oasis in this property. A large covered lanai provides ample space for relaxation or outdoor dining. The summer kitchen features state-of-the-art appliances to assist in making your entertaining dreams come true. No luxury home would be complete without a pool, and this one comes with a gas-heated saltwater pool and a spa. A full pool Bathroom with a Steam Shower. Travertine pavers enhance the overall appeal. In conclusion, the home exhibits a smooth blend of advanced technology and high-end finishes, promising a luxurious living experience!

182 N Phelps Avenue, Winter Park

$1,545,000

4 Beds ⋅ 4 Baths ⋅ Lake Monte Sub SubDv. ⋅ 32789 Zip Code

Stunning contemporary home in Winter Park is close to Park Avenue and all of the wonderful restaurants, shops and the historic farmer's market. This luxurious home exudes a crisp, pristine setting with modern living spaces and a well-designed, stylish living environment. Off the foyer entry is a home office or bonus room as well as a powder bath. The beautiful dining room is open to an elegant living room and dreamy modern fireplace. The kitchen is perfect for entertaining with "LG Snowstorm Quartz" kitchen countertops, wine fridge, Thermador gas range and appliances. The first floor Primary Suite has a huge walk-in closet with laundry. Enter the bathroom to see the uniquely stylish soaking tub and shower and dual vanity. Upstairs find 3 spacious bedrooms, all with walk-in closets, a large loft, laundry room and 2 additional bathrooms. The outdoor patio sports a remote screen to access the sparkling pool and spa. Fenced-in property gives privacy and a sense of calm, particularly on the deck and Pergola in the back yard. Zoned for A-rated Brookshire Elementary, Glenridge Middle, and Winter Park High School. MORE PICTURES FRIDAY!

1831 Mizell Avenue, Winter Park

$3,100,000

5 Beds ⋅ 6 Baths ⋅ Park Grove SubDv. ⋅ 32789 Zip Code

Introducing a stunning brand-new custom home by Butler Ridge Development, located in the highly desirable Park Grove neighborhood—strolling distance to Winter Park’s famed Park Avenue. This home offers timeless elegance, modern luxury, and walkable access to top-tier dining, shopping, and culture. From the inviting circular drive and professionally designed landscaping by Joe Knight, including a signature front palm that sets the tone for this elegant Florida property, every exterior detail makes a statement. Step through the inviting entry into an airy and sun-drenched interior featuring soaring ceilings, wide-plank white oak floors, oversized picture windows, and beautiful crown molding throughout. Inside, a sophisticated office with custom built-ins welcomes you, alongside a thoughtfully designed guest suite with a luxurious bathroom with roll-in shower, soft white finishes, and a custom walk-in closet—ideal for extended family or visitors. The heart of the home is a soaring great room with 14'8" ceilings, a sleek fireplace, and a full wall of sliding glass doors overlooking the resort-style backyard. Entertain with ease in the open-concept living, dining, and chef’s kitchen—complete with a dramatic waterfall island, premium Thermador appliances (including four freezer drawers and diamond ice), dual-fuel range ovens with 6-burner gas cooktop, a 3rd oven + convection microwave, and expansive custom pantry. Adjacent mudroom and decorative laundry room. The first-floor primary suite is a tranquil retreat, featuring pool access, spa bath with soaking tub, separate shower with multiple sprayers, dual vanities, and a spacious custom walk-in closet. Upstairs, a loft-style bonus room complements the smart split-plan layout with 3 additional bedroom suites, walk-ins, and ample storage. Enjoy the best of Florida living in the beautifully landscaped backyard. Designed for both relaxation and entertaining, the outdoor living space includes a saltwater pool with elegant fountain feature, marble pavers, summer kitchen with built-in grill, sink, and beverage fridge, an outdoor bathroom, and ample grassy area for play or pets. 3-Car garage. Located within the highly desirable Dommerich Elementary, Maitland Middle, and Winter Park High School zones, and just minutes from downtown Winter Park, this home offers walkability, elegance, and convenience—wrapped into one exceptional property.

731 Williams Drive, Winter Park

$2,495,000

5 Beds ⋅ 6 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

This Fabulous transitional 5 bedroom pool home is perfect for family living & entertaining & just minutes from downtown Winter Park's shopping, entertainment & dining on Park Avenue. Floor plan is ideal w/ 2 bedroom suites downstairs plus office/flex space. Meticulously constructed by Austin Homes, modern & traditional elements blend together w/ its open layout & clean lines. Main floor features a gourmet kitchen w/ Wolf, Sub Zero & Cove stainless appliances, large island, soft close custom wood cabinets & spacious walk-in pantry w/ coffee center/dry bar. This amazing kitchen opens to the family room, exquisite ceiling detail & French doors. The spacious master retreat has a generous walk-in closet. Master bath has a tub, dual vanities & separate shower. Office features a beautiful decorative ceiling design. Private guest suite, laundry & powder bath complete the 1st floor. Upstairs are 3 bedroom suites, a bonus rm, 2nd laundry & a finished walk-in attic. Step outside & relax on your covered lanai w/ summer kitchen or cool off in the sparkling pool/spa w/ sun shelf & heated spa flanked by a large cabana w/ fireplace. Back yard is beautifully landscaped & fenced for privacy. Relax in your private hot tub enclave with television. Amenities include: granite & quartz counter tops, Level 4 smooth finish walls & ceilings, hardwood floors in all main living areas, custom closet systems, brick paved driveway, PGT vinyl Low E insulated windows, core fill & block walls, high density spray foam insulation in ceilings, R13 in walls, Trane 16 Seer variable speed AC dual systems & 2 tankless water heaters.

1690 Palm Avenue, Winter Park

$2,435,000

5 Beds ⋅ 6 Baths ⋅ Eastline SubDv. ⋅ 32789 Zip Code

Welcome to a one-of-a-kind, custom-designed residence offering the perfect blend of modern sophistication, thoughtful functionality, and resort-style amenities. Designed by Origins Residential Design and meticulously constructed by Native Homes, this 5-bedroom, 5.5-bathroom showplace is located in one of Winter Park’s most sought-after neighborhoods—just minutes from Park Avenue, Baldwin Park, and top-rated schools. This exceptional home was built in 2019 and features a flexible, open-concept layout that exudes comfort and luxury. The spacious main living areas are drenched in natural light and designed for seamless entertaining and everyday ease. The split-bedroom floorplan offers five generously sized en-suite bedrooms, each with its own private bath—no shared walls between any bedrooms ensure total peace and privacy for all. Two bedrooms are located on the first floor, including the lavish downstairs primary suite with a spa-inspired bathroom featuring a soaking tub, oversized dual vanities, frameless glass shower, and an enormous custom-designed walk-in closet. The heart of the home is the chef’s dream kitchen, masterfully laid out with distinct zones for cooking and gathering. Highlights include a gas cooktop, Thermador appliances, huge quartz-topped island, 42” cabinets, a cozy coffee and juicing nook, an oversized walk-in pantry, and a striking design that marries stainless steel with warm brass accents. Just off the kitchen, a separate beverage zone includes a built-in wine fridge, making entertaining effortless. No detail has been overlooked—from the White Oak hardwood flooring and marble inlay floors, to the suspended ceilings, solid Shaker-style interior doors, 7” milled baseboards, and designer light fixtures throughout. Modern conveniences include pre-wired surround sound, recessed lighting, dimmable lighting with frameless switch plates, custom framed mirrors, new Kohler bath fixtures, and a whole-house water filtration system. Restoration Hardware sheer drapes ($20K), remote-operated Shade Store treatments Enjoy seamless indoor-outdoor living in the resort-style backyard retreat. The ultra high-end, zero-edge saltwater pool and spa feature Aqua Pearl interior finish, glass mosaics, and are fully smartphone-controlled, including lighting, jets, and both gas spa and pool heaters. Entertain under the covered outdoor patio complete with an Artisan grill, new neutral-toned accent walls, and outdoor kitchen—all surrounded by sandblasted Carrara marble pavers, remote-controlled vanishing screens, and a full privacy fence with Podocarpus hedge. Extensive professional landscaping includes fresh sod, tilled and leveled topsoil, blooming flower bushes, and river rock side paths. The backyard also features new turf, a dedicated dog run, and completely upgraded irrigation for optimal efficiency. Oversized 2-car garage, tile roof, gutter guards, security system with cameras, new washer/dryer, and professional landscaping with upgraded irrigation. Quiet zone near hospitals, attracting medical professionals. Electrical lines to be buried within few months and very strong internet. Minutes to Baldwin Park, Park Avenue, restaurants, shopping, Wellness Center, and scenic trails. Zoned for top-rated Winter Park schools (Brookshire, Glenridge, Winter Park High) and near private schools- Lake Highland Prep, Park Maitland, Geneva School and more

1795 Greenwich Avenue, Winter Park

$3,485,000

5 Beds ⋅ 6 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

On one of Winter Park’s most scenic brick-lined streets, this exceptional two-story residence commands attention on a spacious corner lot, blending timeless architectural elegance with modern luxury. Built in 2016 by the highly regarded Rex-Tibbs Development & Construction, the home showcases quality craftsmanship throughout, from its striking curb appeal to its impeccably appointed interiors. A three-car side-entry garage, air-conditioned and offering generous storage, is connected to the home via a covered walkway, adding functionality and charm. Inside, beautiful wood floors extend seamlessly throughout the entire home, including all bedrooms, creating a warm, cohesive atmosphere. The main level offers an elegant formal dining room and a flexible front room that can serve as a home office, library or formal living area. The heart of the home is the expansive family room, anchored by a gas fireplace and illuminated by natural light through large sliding glass doors that open to the lanai and pool. Overlooking the family room, the open-concept kitchen is a culinary dream, featuring a Wolf six-burner gas range with double ovens, Sub-Zero refrigerator, abundant cabinetry and expansive counter space, ideal for everyday living and entertaining. The first-floor primary suite is a retreat, with French doors leading directly to the pool area, a luxurious spa-style bath, and a custom 14-by-10-foot walk-in closet designed for maximum organization and style. A secondary primary suite, also on the main level, includes a generous walk-in closet and a private en-suite bath, offering flexibility for guests or multigenerational living. Upstairs, the home continues to impress with a spacious recreation/game room, a separate bonus room and three additional bedrooms, all of which feature en-suite baths and walk-in closets, ensuring comfort and privacy for family and visitors alike. Step outside to experience resort-style living at its finest. The covered lanai is equipped with a fully outfitted summer kitchen, including a built-in grill, while the pool area is a showstopper, complete with a dramatic gas fire display, tranquil waterfall, ambient lighting, and a lush wall of bamboo that enhances privacy and lends a tropical ambiance. A separate outdoor cabana with TV and seating area offers a place to unwind or entertain in style. Beyond the home, the location is unbeatable. In one of Winter Park’s most desirable neighborhoods, you’re just minutes from the upscale shops, fine dining and cultural attractions of Park Avenue. The home is also conveniently close to top-rated public and private schools, premier medical facilities and major transportation hubs, including the Orlando Executive Airport and Orlando International Airport, ensuring ease of access for business and leisure travel alike. This remarkable property offers the ultimate in refined living, combining luxury, comfort and convenience in one of Central Florida’s sought-after communities.

2171 Forrest Road, Winter Park

$8,900,000

8 Beds ⋅ 9 Baths ⋅ Green Oaks Rep 02 SubDv. ⋅ 32789 Zip Code

Discover an extraordinary lifestyle at this one-of-a-kind estate, elegantly situated on the shores of Lake Maitland in the distinguished Winter Park area. This remarkable property is unlike any other in the market, seamlessly blending sophisticated Mediterranean and Spanish architectural elements to create a serene and inviting retreat. Upon entering through the stately steel gates, you are welcomed by a picturesque, tree-lined driveway that leads to a formal motor court, enveloped in lush, mature landscaping that ensures complete privacy. Spanning an expansive 2.10 acres with an impressive 217 feet of lake frontage, this estate offers a breathtaking park-like setting that is perfect for both relaxation and vibrant entertaining. The primary residence encompasses six generously sized bedrooms and 6.5 luxurious baths, featuring exquisite traditional custom details and an abundance of elegant living space. Outside, indulge in the stunning waterside rose garden and pavilion, alongside an expansive pool designed for year-round enjoyment and perfect for hosting guests. This estate also boasts a delightful gatehouse, which includes a one-bedroom, one-bath suite and a dedicated two-car garage, providing an ideal retreat for visitors. Additionally, a separate lake house, constructed in 2004, features richly hued wooden vaulted ceilings, a cozy stone fireplace, and a generously sized covered porch that spans the length of the home showcasing spectacular views of the water and gardens. This property transcends the notion of a mere home; it embodies a truly unique lifestyle. Whether you desire serene lakeside tranquility or a sumptuous entertainer's haven, this exceptional offering presents an unmatched opportunity to own a slice of paradise in Winter Park. As you step through the grand double-door entry of the main residence, you are enveloped in elegance and comfort. This thoughtfully designed home balances functionality with style, featuring dual office suites, a game room, and ample storage space throughout, catering to the demands of modern living. The awe-inspiring 22.5-foot ceilings in the grand foyer and dining room create an impressive ambiance, illuminated by uniquely designed windows that flood the space with natural light. The smartly designed floor plan ensures both privacy and convenience, with the primary suite thoughtfully positioned in a secluded area of the home, while an additional main-level bedroom provides flexibility for guests or family. The expansive kitchen is a culinary dream, boasting a spacious island, breakfast bar, a walk-in pantry, and a gas cook range, all seamlessly connected to a cozy dinette area. Upstairs, you’ll find four additional bedrooms and three beautifully renovated bathrooms that prioritize comfort and space. Step outside to an oversized screened and covered lanai, complete with multiple skylights that invite the beauty of the outdoors inside, perfect for relaxation or entertaining. Enjoy captivating views of the pool area, rose garden with Tea House, and tranquil lake, creating an idyllic backdrop for both peaceful moments and lively gatherings. This main residence is a sophisticated blend of luxury and practicality, designed for those who truly appreciate the finer things in life. Don’t miss this rare opportunity to claim this stunning residence as your own—schedule a private showing today to experience the unparalleled elegance and uniqueness of this extraordinary estate!

2001 Bett Mar Lane, Winter Park

$2,300,000

4 Beds ⋅ 4 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code

PRESENTING THE NEWEST WINTER PARK RESIDENCE BUILT BY M. LAHR HOMES! Just completed, this stunning custom level home has come together perfectly with design and finish features that have to be seen in person to be truly appreciated. The combination of a fantastic floor plan that integrates perfectly with the expansive covered outdoor patio/pool/spa/outdoor space makes this house feel nothing less than a resort. This entire outdoor area is an incredible natural four (4) season extension of the interior living space! The home boasts an unparalleled combination of function, elegance and aesthetics. Simply....more detailed, functional, and higher quality than typical Winter Park new construction. The prominent, timeless, and elegant features of this home's exterior are the first taste of the professional design and the experience continues once entering and touring this home and property. Please see floor plans included in photos and CLICK ON TOUR LINK FOR A COMPREHENSIVE VIDEO WALK THROUGH TOUR. Located in a great Winter Park location in the highly desirable Audubon K-8/Winter Park High School District. Minutes to DT Orlando, Baldwin Park, DT Winter Park, WP Park Ave. Shopping, Winter Park Village, Advent Health Village, Orlando Regional Medical Center, Lake Highland Prep., and more. One of Central Florida's most dynamic areas! You will not find a better opportunity to secure a recently completed, highly detailed, unique luxury home in the WP area that offers the feel, presentation, and function of 2814 Parkland Drive.

2814 Parkland Drive, Winter Park

$2,594,550

3 Beds ⋅ 3 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Experience modern elegance in this stunning Lake Sylvan estate with breathtaking lake views and seamless indoor-outdoor living. The open-concept design features a gourmet kitchen (renovated 2023) with quartzite countertops, a wet bar, and luxe appliances. French doors, a custom gas fireplace, and designer lighting add refined charm to the living room. Step outside to nearly 1500 sqft of additional living space on the lake featuring a heated pool, spa, covered patio with gas fireplace, summer kitchen and lakeside firepit. With three bedrooms and a versatile office (easily a fourth), this home adapts to your needs. The first-floor primary suite opens to the pool, while an upstairs primary suite has dual custom closets, a spa-like bath, and a private flex space. Upgrades include a new roof with gutters and gutter guards (2022), new water heaters (2023), interior paint (2021) exterior paint (2023), water filtration, system, dual propane tanks, security system, plantation shutters, and three AC units. The above garage attic is accessible by staircase and can easily be enclosed to make a 5th bedroom, game room or flex space. This lakefront sanctuary offers privacy, sophistication, and modern convenience plus is located just minutes from Park Avenue's charming shops and restaurants. Don’t miss the opportunity to make this lake front home yours. Schedule your private showing today!

254 Sylvan Boulevard, Winter Park

$3,200,000

5 Beds ⋅ 5 Baths ⋅ Kenilworth Shores Sec 01 SubDv. ⋅ 32789 Zip Code

Located in the heart of Winter Park this exquisite modern residence built by Vimaro Homes features almost 5,000 square feet of luxury living space. As you step through the glass front doors, you’re immediately greeted by the grandeur of the marble entry floors and custom archways, setting the tone for the exceptional finishes throughout this stunning home. From the gorgeous wood floors laid in a herring bone pattern, to the designer light fixtures, arched doorways, and beautiful mill work, no expense was spared in the construction of this remarkable residence. The chef’s kitchen features exquisite custom cabinetry, marble countertops, a massive butler’s pantry, top of the line appliances including a ILVE Nostalgie range, and a wine cellar. The great room features a wall of glass that opens to the spacious covered lanai blending the indoor and outdoor spaces. The primary bedroom suite overlooks the private back yard and features a spa bath that would rival even the most prominent spas. Last but not least there is a massive walk in closet with separate his and hers sections, and a washer and dryer. Additional features include a first-floor game room, home office, formal dining room, a second floor loft area, 4 additional bedrooms, and second floor laundry room. Situated on a spacious lot, this property features a circular driveway, and a large, fenced yard with mature landscaping, perfect for outdoor activities and entertaining. The highlight of this home is the inviting pool, providing a refreshing oasis for those hot summer days. Jump on your golf cart and within minutes you’re transported to Park Ave, with its amazing shops, fine dining, and everything else that Winter Park has to offer. Don’t miss your opportunity to own this stunning Winter Park home crafted by renowned builder Vimaro Homes.

1833 Loch Berry Road, Winter Park

$1,305,000

4 Beds ⋅ 4 Baths ⋅ Sevilla SubDv. ⋅ 32789 Zip Code

Back on the market at no fault of the seller. Step into the charm of old Florida with this stunning historic home in the heart of Winter Park's exclusive Sevilla neighborhood. Built in 1973 by Charles Clayton, this beautifully preserved residence seamlessly blends timeless elegance with modern comforts. Featuring original hardwood floors, intricate crown molding, and a cozy wood-burning fireplace, every detail reflects meticulous craftsmanship and a timeless aesthetic. The updated gourmet kitchen boasts high-end appliances while maintaining its classic appeal. Nestled on a tree-lined brick street, the home sits on a lushly landscaped lot with a spacious backyard, including a 64,000 gallon custom pool, perfect for enjoying Florida's warm evenings. Just minutes from Park Avenue's boutiques, restaurants, and within walking distance of A-rated schools, this rare gem offers the perfect blend of history, luxury, and location. Don't miss your chance to own a piece of Winter Park's rich heritage!

1600 Barcelona Way, Winter Park

$1,800,000

4 Beds ⋅ 4 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Under Construction. Modern elegance and timeless sophistication define 1682 Arbor Park Dr, a meticulously crafted new construction home in the heart of Winter Park, FL. Spanning 2,950 square feet, this 4-bedroom, 3.5-bathroom residence also features a dedicated office and a conditioned attic that can be used as a fifth bedroom, offering flexible living space to accommodate a variety of needs. The gourmet kitchen is a standout feature, boasting Thermador appliances, custom cabinetry, and an expansive island, making it ideal for both daily use and entertaining. Included appliances are a 36” gas range, microwave drawer, 36” refrigerator, and dishwasher. Flowing effortlessly into the living and dining areas, the home is bathed in natural light, enhancing its modern yet warm aesthetic. The primary suite, located on the second floor, offers a spa-like retreat with dual vanities, a soaking tub, and a walk-in shower. Also on the second floor are bedrooms three, four, and a conditioned attic space, which serves as an optional fifth bedroom. The first floor includes bedroom two and a dedicated office, offering privacy and convenience. The outdoor living spaces have been thoughtfully curated to provide the ultimate in relaxation and entertainment, featuring a private pool surrounded by lush, manicured landscaping. A separate, elegantly appointed pool cabana further enhances the home’s allure, creating an idyllic space for leisure or hosting guests in style. Located just moments from Park Avenue, this home offers unrivaled access to Winter Park’s finest boutique shopping, gourmet dining, and the vibrant lifestyle for which the area is known. Utilities include electricity, water, sewer, and gas connection. 1682 Arbor Park Dr is a rare opportunity to experience the pinnacle of luxury living, where modern sophistication and timeless charm come together to create an exceptional residence. Please note: Images shown are renderings and are for illustrative purposes only. Final construction details, finishes, and features may vary.

1682 Arbor Park Drive, Winter Park

$4,100,000

5 Beds ⋅ 5 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Welcome home to this one-of-a-kind custom-designed and built home by Ferrarini Custom Homes, Inc. in February 2024. This singular mid-century modern home is like no other in Winter Park. Boasting an ideal location just steps from Phelps Park as well as only 1.5 miles from Park Avenue makes it the ideal home for the most discerning buyer. Custom features abound in this stunning 4582 sq. ft. masterpiece, including white oak floors, beams, and wood details in most rooms, 5 BRs, and 4.5 BAs. The first floor features a primary suite and guest suite as well as an office, great room, dedicated bar, dining area, and exquisite kitchen with a secret pass-through door to the scullery. The second level boasts three generously sized bedrooms and two baths. Cable wire railing, stone, wood inlay details, custom front door, oversized lanai with summer kitchen, outdoor fireplace, huge pool with firepit and separate firepit conversation area, the list goes on and on... This unique lot is a rare find in Winter Park - oversized in both width and depth with dimensions of 155’ deep and 143’ wide. The interior features over 6600 square feet under roof and a 4-car garage with a work-bench area included. The outdoor area features a 34-foot patio with a built-in gas grill, gas fireplace, and large-format porcelain pavers. The remote screen provides you with ease of access to your custom-designed pool with pebbletec, an outdoor shower, and a firepit nestled amongst the landscaping. The rear yard is completely irrigated and includes a well for irrigation to keep water expenses down significantly. The custom-designed pool is large for Winter Park, featuring a lounging shelf as well as a 10’ fire feature and swim-out. The massive deck is adorned with wood-like porcelain pavers with a porcelain coping. Smart home features in this home include wireless controls for audio, a/c, garage doors, pool equipment, lighting, and exterior cameras. Additionally there is upgraded spray foam insulation, gas appliances (water heaters, fireplaces, washer, range), and an elevation featuring Cultured stone, Hardi Siding, and a Jeldwyn 10’ front entry door. Herringbone pavers lead you from the cobblestone street to the magnificent front entry. Buyers will enjoy the extensive landscaping and privacy hedges. The landscaping is mature for a brand-new home! Privacy abounds everywhere in this home. Custom landscape lighting adds to the estate feel of this home. The gourmet kitchen features all Wolf and Sub-zero appliances, which include a Wolf range, Wolf 2cd oven, steam oven, Sharp microwave, Cove dishwasher with custom wood panel, a Sub-zero Refrigerator with custom panel, and a Sub-zero Freezer also with a custom panel. Disguised between the refrigerator and freezer is a secret hidden door to the scullery. Exotic countertops abound throughout the house. Quartzite like you have never seen before is evident in the kitchen and bar. Antolini Italian marble that was specially treated with “Zerocare Plus” can be found on the kitchen counters and kitchen backsplash. Custom cabinetry throughout the house, featuring white oak. Additional appliances include 3 beverage refrigerators, 1 wine refrigerator, ice maker, and a secondary 36” refrigerator. Every detail has been thought-out and implemented for you in this breathtaking home! Do not wait - the work has been done for you with NO waiting time for new construction. This elegant home will not last!

1691 Chestnut Avenue, Winter Park

$4,500,000

6 Beds ⋅ 6 Baths ⋅ Killarney Point SubDv. ⋅ 32789 Zip Code

"The Point House" on lake Killarney. Rarely available oasis, this spectacular lake front residence is positioned on a peninsula with .90 acres and over 440+ feet of lake frontage with unobstructed lake views to the south, west and east. Constructed in 2012, this home features 6,000 living square footage (3,977 on the 1st level / 1,950 on the 2nd level), 4,000 sq. ft. of outdoor space, elevator, infinity pool, boat house and tennis court. Main level offers 35 x 32 great room w/kitchen and dining, a separate dining area, 36 x 20 family room with bar/wine room, 4 bedrooms/ 3.5 baths, laundry room and 4 multi slider panel doors that open to wrap around patio with outdoor kitchen. 2nd floor offers a 2nd laundry room, lofted library, guest bedroom and primary bedroom with suite/lounge/built in wet bar and additional 4 multi slide panel doors that open to a wrap around balcony. Experience the serenity and tranquility of old Florida under the majestic cypress trees beaming with wildlife/eagles/beavers and the ever changing landscape from sunrise to sunset.

2118 Lake Drive, Winter Park

$4,273,211

4 Beds ⋅ 5 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

Steeped in history and masterfully reimagined, this 1926 Winter Park estate blends architectural provenance with modern refinement. Thoughtfully restored by E2 Homes, the residence honors its past while offering contemporary sophistication. Unlike many historic properties, it is free from preservation restrictions, allowing for seamless enhancements. On the shores of Lake Virginia along the desirable Winter Park Chain of Lakes, this 3,181-square-foot estate features four bedrooms, three full baths and two half baths, with three bedrooms in main house plus detached one-bedroom guest cottage. The second-floor primary suite is a private retreat with a Juliet balcony, dual closets and an elegantly appointed bath with an expansive dual-sink vanity, a separate water closet, and a washroom with a shower-tub combination. A Jack and Jill bath, adorned with Maharam wallpaper, serves the additional upstairs bedrooms. The Poliform TWELVE kitchen showcases European craftsmanship with Gaggenau and Sub-Zero appliances, sleek Italian cabinetry, and natural basalt countertops. The formal dining room, framed by arched windows and French doors, opens to a vine-covered courtyard, while the sunroom offers uninterrupted lake views. A fireplace in the living room, flanked by custom built-ins, adds warmth to the home’s contemporary aesthetic. Beyond its striking interiors, the estate is an architectural rarity, featuring original woodwork by Gene Leedy, a key figure in the Sarasota School of Architecture. The home is crowned with sought-after Ludowici-Celadon Imperial roof tiles. Poliform built-ins extend throughout, including a dedicated upstairs office/library. An integration of art and architecture, the property features site-specific installations by acclaimed artist Matt Olson. His No Separation project finds a compelling continuation here, with a sculptural installation of galvanized steel surrounding a crepe myrtle, accompanied by a matching bike rack. The entryway, designed by Olson’s firm OOIEE and inspired by Sol LeWitt, makes a striking first impression. Designed for seamless indoor-outdoor living, the estate’s exterior spaces are as refined as its interiors. A covered deck overlooks a heated saltwater pool and spa, while a custom cedar hot tub blends into the landscape. A wood-clad pergola shelters the outdoor kitchen, featuring a Röshults system with a professional-grade grill, sink and storage. The boathouse includes a partial bath, creating a waterfront sanctuary. A Sonos-integrated sound system extends from the main house to the patio, guesthouse and boathouse, ensuring a seamless sensory experience. The detached guesthouse is a private retreat with a full bedroom, bath, kitchenette and Poliform built-ins. Floor-to-ceiling windows frame manicured grounds and lake views, while a private covered porch provides a tranquil space for relaxation. Every detail has been meticulously curated, from designer lighting to motorized roller shades and a wood-burning fireplace anchoring the living room. A private wine library enhances the home’s sophisticated appeal. Meticulously maintained by E2 Concierge services, the residence undergoes routine wellness checks and meticulous upkeep. A distinctive home of this caliber is rarely available, a residence where history, architecture and art converge in harmony. This is a once-in-a-lifetime opportunity to own one of Winter Park’s architecturally and artistically significant properties.

1336 College Point, Winter Park

$1,835,000

4 Beds ⋅ 4 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

A timeless masterpiece, this 1935 English Cottage, designed by the renowned Gamble Rogers, stands as a testament to classic elegance and enduring craftsmanship. Nestled on nearly half an acre in one of Winter Park’s most coveted neighborhoods, this home has been thoughtfully updated with modern luxuries while preserving its original charm. Inside, warm Heart of Pine floors, beadboard vaulted ceilings, restored period hardware, and custom built-ins create an inviting ambiance. Spacious formal and casual living areas include a dining room, separate living and family rooms, an office, and a versatile flex space. The expanded and renovated kitchen is a chef’s dream, now featuring marble countertops, custom white cabinetry, a Wolf gas range, stainless steel appliances, a built-in Miele espresso machine, and a farmhouse sink. The thoughtful redesign includes a custom range hood, a new ventilation system, and an integrated refrigerator/freezer drawer in the island. The first-floor primary suite is a private retreat with serene backyard views, two walk-in closets, and a bathroom with dual vanities, a clawfoot tub, and a separate shower. Upstairs, two bedrooms share a charming bathroom. Outside, a lushly landscaped backyard offers an idyllic escape with a newly installed pool heater (2023), a restored koi pond, and extensive hardscape additions. A covered porch and a newly added summer kitchen with plumbing make this home an entertainer’s paradise. The fully fenced property is surrounded by mature landscaping, refreshed with new perennials and heirloom camellias. Additional recent upgrades include a new roof (2021), restored siding, new gutters with leaf guards, and a new irrigation system. A detached guest house with a sitting area and loft provides the perfect private space for visitors. Located just minutes from Park Avenue, downtown Orlando, and zoned for the sought-after Audubon Park K-8 and Winter Park High School, this home embodies the perfect blend of historic elegance and modern convenience.

160 Glenridge Way, Winter Park

$2,250,000

4 Beds ⋅ 6 Baths ⋅ Shores Lake Killarney Sec 02 SubDv. ⋅ 32789 Zip Code

Nestled along the serene shores of Lake Killarney, one of Winter Park's best-kept secrets Lake Killarney is one of Winter Park's largest freshwater spring-fed lakes (240 acres) this stunning lakefront home offers breathtaking views and direct water access. Featuring a private boat lift, dock, and spacious outdoor entertaining areas, this property is perfect for boating enthusiasts and nature lovers alike, including boat, canoe, kayak, ski, fish, windsurf or jet ski on this pristine lake. Come early for your appointment and drive the entire quaint neighborhood and see why this neighborhood for lakefront living is so sought after. Where else can you boat and dock at Trader Joe's, Hillstone's Restaurant, some of Winter Park's most desirable shopping and restaurant establishments? The home is located just minutes from Park Ave., I-4, Rollins College, Winter Park Village, Winter Park's Ravaudage and ALL OF Winter Park's restaurants and shopping!! Inside, you’ll find an open-concept layout with high ceilings, large windows, and modern finishes. The gourmet kitchen boasts stainless steel appliances, quartz countertops, and an extra-large island, ideal for entertaining. The home boasts 4 bedrooms, 4 full baths, 2 half baths, 3694 square feet of living space, with 2 primary suites including a spa-like bathroom and a private deck overlooking the lake view; A 3-car garage with a gym area and sauna, an outdoor kitchen and a boat dock with an electric boatlift. Don’t miss this rare opportunity to own a slice of paradise on Lake Killarney! Contact us today to schedule a private tour.

301 Rippling Lane, Winter Park

$4,950,000

5 Beds ⋅ 7 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

New Hamptons-style residence offering a seamless blend of elegance and modern sophistication. A gated entrance opening to a circular driveway and motor court, set the stage for enjoying this exceptional estate. As you enter home, an impressive 2-story foyer with a glass-paneled staircase wraps around a temperature-controlled wine room and a transparent glass elevator, effortlessly connecting all levels including an expansive third-floor multi-purpose space. Designed for contemporary living, the thoughtfully curated floor plan features a spacious open concept kitchen/gathering room along with the dining area enjoy a wall of glass doors and picture window overlooking an expansive lanai, and serene backyard with a sparkling pool and spa. The main residence offers 4 bedrooms, private home office, and multiple flex spaces, complemented by a detached pool cabana that serves as a 5th guest retreat or versatile use building. The gourmet kitchen is an entertainer’s dream, featuring dual 10-foot stone islands, a 60-inch Wolf range, dual 36-inch Sub-Zero refrigerator and freezer columns, a warming drawer, beverage center and a 146-bottle Sub-Zero dual-zone wine cooler. A separate pantry kitchen is equipped with a Dacor induction cooktop, convection oven, additional refrigerator, microwave, dishwasher and ample cabinetry, ideal for catering and meal preparation. The 1st-level primary suite is a tranquil retreat, offering a sitting area, an all-marble bath with a glass-enclosed shower, multiple body sprays, a soaking tub, and French doors leading to a secluded Zen garden with an outdoor shower and fountain. There is also a hidden private home office near the front of home. The second level hosts 3 additional en-suite bedrooms, a generous lounge area, bar, and a well-appointed laundry room with extra storage cabinetry. As noted previously, there is also a unique 3rd level accessible by a staircase or elevator. The outdoor living is elevated with a spacious lanai featuring motorized screens, a gas fireplace, dining space, and a summer kitchen with a 54-inch Coyote wood and gas grill, plus a separate burner beneath a remote-controlled louvered roof. There is also a detached cabana perfectly suited for a guest suite, fitness studio, additional office or game room, complete with a full bath, mini kitchen, and washer/dryer. Crafted with meticulous attention to detail, this home showcases Anderson windows, 10-foot solid doors, high-end lighting, plumbing and electrical fixtures, custom cabinetry built-ins, as well as Trane HVAC systems, ensuring quality and comfort... Lush landscaping, including magnolia trees, bamboo and cypress, surrounds the property, creating a private sanctuary. An attached side-entry garage features a powered car lift providing space for up to three vehicles. Ideally near Interlachen Country Club, Winter Park Racquet Club, Phelps Park/YMCA, and renowned Park Avenue. Note: Partial staging by RH and the furniture package can be purchased separately...

1660 Palmer Avenue, Winter Park

$987,500

4 Beds ⋅ 3 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Charming Spanish-Style Bungalow with Private Oasis in the Heart of Winter Park. Step into the elegance of Old Florida with this exquisite Spanish-style bungalow, nestled in Winter Park. Offering the perfect blend of historic charm and modern luxury, this 4-bedroom, 2.5-bath retreat is a hidden gem surrounded by lush, mature landscaping, creating a private sanctuary just minutes from the best Winter Park has to offer. From the moment you arrive, you’ll be captivated by the stunning curb appeal, featured on the front cover of Home & Garden magazine. The beautifully maintained exterior, with its 2023 terracotta-styled flat roof sets the stage for what lies within. Inside, timeless character meets contemporary upgrades. French terracotta flooring, antique hardware, and neutral warm tones create an inviting atmosphere, while thoughtful renovations ensure every modern convenience is at your fingertips. The kitchen is a chef’s dream, boasting vanilla quartz countertops with gold flecks, beautifully complementing the bronze accents and upgraded appliances. The open-concept design seamlessly connects the kitchen, dining, and living area ideal for entertaining. For more intimate gatherings, unwind in the spacious family room or soak in the natural light from the attached sunroom, which overlooks the lush backyard retreat. Step outside to a tranquil space perfect for morning coffee or evening cocktails, all while enjoying the peaceful sounds of nature. The pool and jacuzzi (new heater installed in 2021) add a touch of resort-style living, surrounded by meticulously curated landscaping with extensive landscape lighting (2022) that enhances the homes enchanting ambiance. Situated in a vibrant, walkable neighborhood known for its tree-lined streets and friendly atmosphere, this home is just a short stroll to Lake Knowles, the YMCA, and Phelps Park. Bring your golf cart and enjoy easy access to Interlachen Golf & Country Club or the Winter Park Racquet Club. Plus, you’re less than a mile from the newly renovated Winter Park Hospital and just minutes from Park Ave world-class dining and shopping. Top-rated schools: Zoned for Lakemont Elementary, Maitland Middle, and Winter Park High School. This rare, character-filled home offers a perfect blend of privacy, luxury, and location. Don’t miss your chance to own a piece of Winter Parks most desirable neighborhood!

1585 Chestnut Avenue, Winter Park

$1,877,500

5 Beds ⋅ 6 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Nestled in the highly sought-after Orwin Manor neighborhood of Winter Park, this stunning Spanish Revival home at 1446 Berkshire Ave, offers a luxurious lifestyle with unparalleled proximity to Winter Park’s finest amenities including Historic Park Avenue and Rollins College. Located on a tree-lined street, this residence exudes timeless elegance, complemented by a circular driveway that leads you to its impressive facade. The home has been thoughtfully updated with fresh interior and exterior paint, along with the addition of three new HVAC systems, ensuring modern comfort throughout. Boasting over 4,000 square feet of living space, the home features five generously sized bedrooms, including a second-floor Primary Suite that offers both luxury and privacy. The suite is complete with a private sitting area, a terrace overlooking the lushly landscaped grounds, and a spa-like bath with dual sinks, jetted tub, and a walk-in shower. A spacious walk-in closet provides ample storage space and custom built-ins. In addition to the three bedrooms, the second-floor features a spearate bonus room that is perfect for a private office, or could be converted to an in-law/guest suite, adding versatile living space to the property. The chef’s kitchen is a culinary dream, featuring solid wood 42” cabinetry, elegant granite countertops and a new subway tile backsplash. Adding to the Kitchen's functionality and sophistication are Copper prep and main sinks, Wolf Natural Gas Range, dual dishwashers, under counter ice maker and a walk-in pantry, A separate casual dining space and an island/breakfast bar seamlessly open into the family room, creating an ideal setting for everyday living and entertaining. Off the Kitchen and family room is a full guest bathroom with built in desk area and a multifunctional game room that could convert to a 6th bedroom. Outside, the private oasis is designed for both relaxation and entertainment. A resort-style pool with tranquil fountains serves as the centerpiece, while a beautifully crafted Spanish styled privacy wall, accented with lighting and peaceful bamboo, offers a serene atmosphere. Enjoy the cooler evening relaxing around the piped natural gas fire pit. Enjoy the expansive Cabana area includes a summer kitchen, as well as dedicated seating and dining areas, all overlooking the pool and lush landscaping. With its prime Winter Park location, exceptional privacy, and resort-style amenities, this remarkable home offers the perfect blend of style, comfort, and convenience in one of Winter Park’s most desirable neighborhoods.

1446 Berkshire Avenue, Winter Park

$1,300,000

4 Beds ⋅ 3 Baths ⋅ Banks Colonial Estates SubDv. ⋅ 32789 Zip Code

Look at this rare opportunity to own a chic and trendy residence in winter park in an incredible location. You will be amazed at this fully remodeled one level four bedroom home on a fenced corner lot. This home has amazing curb appeal, with its wide half circle paved driveway, with plenty of parking flanked with lush mature landscaping. The open floor plan offers today's contemporary living and entertaining with designers porcelain tile, trendy light fixtures, plantation shutters and a family room with high vaulted ceilings. The designer kitchen has just been totally remodeled with Custom cabinets, Viking stainless steel appliances,custom vented hood and breakfast bar seating. To beautiful for words. A must see!! The spacious master bedroom suite boasts wood floors, 2 walk in closets duel vanities, a completely remodeled bathroom with a tiled shower and a separate soaking tub. The secondary bathroom, has been completely remodeled with marble flooring, double vanity sinks. The guest bedroom is its own en-suite. You will feel like you're on vacation when stepping out through the sliding glass doors leading to your private oasis with trex composite decking. The backyard was designed for entertaining and gathering around the wood burning fire pit, the summer kitchen with DCS gas grill, or just relaxing under the aluminum gazebo equip with fans. The entire home was remodeled in 2024. Short distance to Rollins College, Winter Park High school, Park Ave, Lake Virginia, the best restaurants, shopping and more. Don't miss out on this extraordinary property. Be sure and schedule a viewing.

1400 S Pennsylvania Avenue, Winter Park

$1,707,880

5 Beds ⋅ 4 Baths ⋅ Henkel Add SubDv. ⋅ 32789 Zip Code

Under Construction. New construction, single family home from FG Schaub Custom Homes, featuring five bedrooms and four bathrooms with custom curated finishes within a 3312sqft., open floor plan. Approaching the home, you'll notice the gorgeous Transitional design and spacious front porch with tongue and groove ceilings. Upon entering, you will be treated to extensive natural light, hardwood floors, 10’ ceilings, energy efficient LED lighting, 8' solid core doors and smooth drywall walls and ceilings finish - no orange peel here!! The first floor primary suite features a tray ceiling, crown molding, an en-suite bathroom with large walk-in shower and a spacious closet with custom built ins. Also on the first floor is a conveniently located laundry room and secondary bedroom/flex room with a walk in closet and ensuite bathroom. The well appointed kitchen has a large island with seating, quartz countertops, tile backsplash, Thermador appliance package, custom cabinetry and a walk in pantry. As you ascend the staircase with solid wood treads and custom metal railing you'll discover a large activity space, bedroom with an en suite bathroom and walk in closet. On the opposite side of the second floor are two more spacious bedrooms with carpet flooring, walk in closets and a shared bathroom with dual sinks. Completing the exterior is a transitional room with a full summer kitchen, pool with sunshelf and paver deck, shingle roof and a 2 car garage with epoxy flooring and dedicated EV charger outlet. Energy efficiency items include: LED lighting, high performance, Low-E windows and block and stucco construction. Enjoy peace of mind with the 1 year builders warranty and the manufacturer's warranty on most major appliances. No HOA fees and just moments from Publix, Trader Joe’s, Park Avenue, Mills/50, the Science Center, Winter Park Events Center, Advent Health and a fantastic array of restaurants and coffee shops.

1417 Miller Avenue, Winter Park

$2,599,000

5 Beds ⋅ 5 Baths ⋅ Via Tuscany Oaks 47/75 SubDv. ⋅ 32789 Zip Code

Nestled in the exclusive, sought-after cul-de-sac of Via Tuscany Oaks, this estate offers a rare opportunity to own a premier piece of Winter Park real estate. Situated among only six other distinguished homes and surrounded by a meticulously landscaped central park, this property perfectly blends privacy, elegance, and an unmatched location. The chef’s kitchen is a masterpiece of both design and functionality, featuring custom copper sinks, exquisite marble countertops, and custom cabinetry—an ideal space for both intimate meals and large gatherings. Step outside to find an entertainer’s dream: a custom-built summer kitchen complete with a grill, wet bar, refrigerator, and kegerator. This outdoor space is designed for luxury living, with a pool bath, putting green, and outdoor shower, creating the perfect atmosphere for both relaxation and entertainment. The first-floor Master Suite is a true sanctuary, offering a serene retreat with a spacious spa-like bath that includes a steam shower, vaulted ceilings, and dual walk-in closets—providing both comfort and luxury. Upstairs, four additional bedrooms, two full baths, and a balcony overlooking the central park offer an abundance of space and tranquility, with a perfect balance of privacy and scenic views. Located just steps from the Winter Park Racquet Club and only a short stroll to the renowned Park Avenue, this home places you in the heart of everything Winter Park has to offer—award-winning dining, shopping, and cultural experiences.

1000 Via Tuscany Oaks Way, Winter Park

$2,500,000

5 Beds ⋅ 6 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

In one of Winter Parks desired neighborhoods, this exquisite Bates Custom Homes house is a three-year-old modern farmhouse that offers the ideal blend of style, luxury and comfort. With five spacious bedrooms, a creative hub and 4.5 beautifully appointed baths, this home is designed for relaxed living and elegant entertaining. The primary suite is downstairs and boasts large windows and a spa-like bath with dual vanities, a soaking tub, a walk-in shower and a custom walk-in closet. An additional four bedrooms are upstairs. The heart of the home is the open-concept kitchen, featuring top-of-the-line appliances like Wolf and Sub-Zero, that make cooking a pleasure. Adjacent to the kitchen, you'll find a light-filled eating area and cozy living space, ideal for family gatherings while turning the surround sound on listening to your favorite tunes or watching your favorite movie. A thoughtfully designed office provides the space for remote work or study. Step outside to your own private oasis, where a charming veranda overlooks a sparkling heated pool and spa, and a fully equipped cabana house. Complete with a fireplace, outdoor kitchen and bath, this space is ideal for year-round entertaining. The expansive backyard is a peaceful retreat, with lush landscaping providing privacy and tranquility. Additional features include a large, functional laundry room with a dedicated dog-washing station making it convenient for the pet owner. There is also an extra washer and dryer upstairs. This home is a masterpiece, combining modern sophistication with comfort and practicality.

1506 Chestnut Ave., Winter Park

$2,300,000

5 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Stunning New Construction Pool Home – Available Now! Completed in 2024, this exquisite 5-bedroom, 4-bathroom home with an office and bonus room offers a perfect blend of luxury, comfort, and functionality. Available for immediate move-in, this exceptional residence features high-end finishes and is designed for modern living. As you step inside, you're greeted by soaring ceilings and rich hardwood floors that flow seamlessly throughout the home—no carpeting here! The spacious master suite is conveniently located on the first floor, offering a serene retreat complete with a spa-like bath and a custom walk-in closet. A second bedroom on the first floor is ideal for guests, providing them with a private and comfortable space. Upstairs, you'll find three generously sized bedrooms, two full baths, and a large bonus room—perfect for a media room, play area, or home gym. Plus, there's a huge walk-in storage room lined with shelves, offering an abundance of organizational space. For those who love to entertain, the formal dining room features an impressive walk-in wine room, adding a touch of sophistication. The gourmet kitchen is a chef's dream, boasting top-of-the-line appliances, a spacious island with ample seating, and plenty of cabinetry for storage. An adjacent fully equipped summer kitchen with gas appliances and phantom screens ensures seamless indoor-outdoor living. Additional highlights include custom plantation shutters throughout, a heated spa/pool combo for year-round enjoyment, and an oversized two-car garage with plenty of storage options. This home has it all—luxury, convenience, and modern design, all in a prime location. Don't miss the opportunity to make this dream home yours today! Contact us for a private tour and more information!

2172 Temple Drive, Winter Park

$2,530,000

4 Beds ⋅ 5 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

This stunning one-story home, situated on a nearly half acre lot in the heart of the Vias in Winter Park, offers a rare combination of luxury, comfort, and modern amenities. Boasting soaring ceilings between 12' and 17' and an expansive private pool area, this home is designed for both entertaining and everyday living. The home features solid maple cabinetry, maple hardwood floors, and custom built-ins throughout. Pella thermal pane windows provide excellent energy efficiency and natural light. Two remote-controlled gas fireplaces add warmth and elegance to the living/dining rooms and primary bedroom. Multi-slide glass pocket doors create a seamless flow between the interior and outdoor spaces, perfect for enjoying the resort-style pool area. A true culinary haven, the kitchen includes granite countertops, a 30” double Thermador convection oven, a 48” built-in Sub-Zero refrigerator, Bosch dishwasher, Viking wine refrigerator, and Dacor 6-burner gas cooktop—ideal for both intimate meals and large gatherings. The luxurious primary suite is a true retreat, with its own fireplace, his and her custom-designed walk-in closets, and an updated spa-like bathroom. The home offers an idyllic backyard with lush landscaping and a completely private pool and spa area. Retractable screens on the patio allow you to enjoy the outdoors in comfort, even on cooler days or without the presence of insects. Recent updates include a new tile roof in (2023), a renovated guest half bath (2023), and a renovated primary bath and closet (2024). The home has also been freshly painted inside (2022) and out (2024). A circular drive and 3-car garage provide ample parking and convenience, while the porte-cochère adds a touch of elegance to the entrance. The well-appointed laundry room includes a Leibherr 36” refrigerator, washer and dryer, sink, and pantry for extra storage. Set on a double lot (120 X 165), this home offers expansive outdoor space, providing privacy and room for relaxation or recreation. Nestled on a charming “Olde” Winter Park brick street, this home enjoys both tranquility and proximity to the best that Winter Park has to offer. This home is truly a rare find—combining luxury, comfort, and practicality in one exceptional package. It’s perfect for those who appreciate the single-story style, ample space, and the ability to entertain year-round!

1215 Via Salerno, Winter Park

$2,100,000

4 Beds ⋅ 3 Baths ⋅ N/A SubDv. ⋅ 32789 Zip Code

Discover your own slice of paradise on this extraordinary property spanning nearly five acres, perfectly nestled between two serene lakes in Winter Park. Offering unmatched privacy and tranquility, this retreat is ideal for those who value seclusion, natural beauty, and convenience—all within city limits, yet feeling a world away. With motorized boats allowed on both lakes, you can spend afternoons cruising, water skiing, tubing, or simply enjoying the water. A newly constructed custom dock, located just behind the home, ensures your boating experience is effortless and enjoyable. From the moment you arrive, the journey begins with a picturesque 1,000-foot gravel driveway that winds through lush woods, crosses a charming creek, and leads to a private gated entrance. The property is perfectly positioned between Lake Bell to the east, offering breathtaking sunrises, and Lake Wilderness to the west, showcasing spectacular sunsets. With over 1,000 feet of combined lake frontage, this setting is as rare as it is stunning. The outdoor space is a true haven, highlighted by a custom-designed pool inspired by Florida’s natural beauty, complete with solar heating for year-round comfort. Private gardens have been thoughtfully crafted to enhance the property’s serenity, providing peaceful retreats throughout the grounds. An expansive open field offers endless opportunities for family games, outdoor adventures, or quiet relaxation. This meticulously crafted home was built with exceptional attention to detail. The family room features dual walls of sliding glass doors, flooding the space with natural light and providing uninterrupted views of the lakes. The kitchen is a chef’s dream, boasting custom cabinetry, a handcrafted stone and wood hood, a gas cooktop, double ovens, and a unique center island. A cozy breakfast nook with a stone fireplace overlooks the pool, while the formal dining room exudes sophistication. The living room, complete with a gas fireplace, is the perfect place to unwind. Newly installed flooring, featuring rich and elegant Italian custom tiles, adds warmth and style throughout the home. Additionally, a brand-new roof was installed in 2024, ensuring long-lasting durability. With no HOA and ample space for vehicles, boats, and recreational toys, this property is as practical as it is beautiful. This home is also equipped with a whole house generator. Opportunities to own a lakeside estate like this are incredibly rare—don’t miss your chance to experience stunning views, abundant wildlife, and timeless charm in your own private sanctuary. SECURITY CAMERAS ON PREMISE. ALL INFORMATION IS ASSUMED ACCURATE BUT NOT GUARANTEED. MEASUREMENTS ARE APPROXIMATE. BUYERS AND THEIR AGENTS MUST VERIFY ALL INFORMATION THAT IS IMPORTANT TO THEM.

1032 Early Avenue, Winter Park

$1,635,000

3 Beds ⋅ 4 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

Welcome to 2619 Lafayette Avenue, a brand-new construction nestled in the heart of Winter Park, FL. This luxurious home offers over 2,800 square feet of meticulously designed living space, where modern elegance meets timeless style. Step inside to discover an open-concept floor plan that seamlessly blends sophistication with functionality. The grand kitchen is a chef's dream, featuring premium solid wood cabinetry and a stunning Venetian hand-plastered range hood. Adjacent to the kitchen, the beautiful laundry room adds convenience and style to your daily routine. This exquisite home boasts three bedrooms plus a versatile flex room, perfect for use as a guest bedroom or home office. The expansive primary suite is located on the main floor, offering a spa-like retreat with a resort-inspired ensuite bath. Indulge in the large stand-up shower, standalone tub, and dual sink vanities, creating a sanctuary of relaxation. Upstairs, you'll find two additional bedrooms, each with its own ensuite modern designer full bathroom, along with a spacious loft room that provides extra living space. Outdoor living is elevated with a covered lanai featuring a built-in summer kitchen, perfect for entertaining. The spacious pool offers a private oasis for relaxation and fun. Enjoy the convenience of being in close proximity to downtown Winter Park and the vibrant Park Avenue, where dining, shopping, and entertainment await.

2619 Lafayette Avenue, Winter Park

$2,600,000

4 Beds ⋅ 3 Baths ⋅ Tuscany Terrace SubDv. ⋅ 32789 Zip Code

EXQUISITE RESIDENCE IN THE VIAS! This custom-designed home features 4 bedrooms, 3-full baths and sophisticated touches of elegance throughout. The modern design philosophy blurs the lines between the interior and exterior spaces of the home and creates a cohesive feel that’s open and airy. Built with SMART home technology, the home is outfitted for thermal efficiency and uses a LUTRON lighting system, central vac system, as well as a home audio and security system. High-end interior finishes include white oak floors, La Cantina Panoramic doors, a chef’s kitchen with SUBZERO and WOLF appliances, and a luxurious primary bedroom with spa en suite, complete with an oversized jetted tub. Motorized, retractable screens on the lanai lift to reveal a magnificent resort-inspired backyard. Summer kitchen, heated saltwater pool, a 9-hole mini golf course, and perfectly manicured landscaping by Keller Outdoors all blend to create the perfect private oasis. Located within one of Winter Park’s most desirable neighborhoods, the Vias offer picturesque brick streets for walking and proximity to the Racquet Club and Chain of Lakes.

1211 Via Estrella, Winter Park

$3,450,000

5 Beds ⋅ 5 Baths ⋅ Green Oaks Rep SubDv. ⋅ 32789 Zip Code

Stunning Winter Park residence.

1821 Summerland Avenue, Winter Park

$2,400,000

4 Beds ⋅ 5 Baths ⋅ Tantums Additions To Winter Park SubDv. ⋅ 32789 Zip Code

New price is $150K below a November 2024 appraisal! Home has been pre-inspected; seller is willing to share the 4PT Report as well as the appraisal. Located in the heart of Winter Park's downtown corridor, 1010 N Pennsylvania Ave offers a luxurious Mediterranean-inspired design with so many modern upgrades, all just steps from Park Avenue’s shops, Winter Park Village, and Whole Foods Market. This stunning home, set on a prime lot adjacent to the Winter Park Golf Course, provides the perfect balance of privacy and convenience. Upon entering through custom double front doors, you’re greeted by an impressive foyer with soaring ceilings and a striking wall-mounted water fountain. The luxurious primary suite is privately situated on one side of the home and features an elegant bath, dual sinks, exquisite shower, and customized his-and-her walk-in closets. A second bedroom or office/study (with a private ensuite bath and walk-in closet) is also on the first floor across from the primary bedroom. This flexible space includes a custom walnut Murphy bed, allowing for dual use as a guest room or office.Continue into the open-concept home as it seamlessly flows from the living room to the dining room. A massive double-sided gas fireplace serves as a centerpiece between the dining room and family room areas. The gourmet kitchen is a chef's dream, outfitted with Sub-Zero Wolf appliances, a reverse osmosis water system, and a large island with bar-top seating that joins the family room. Oversized windows allow natural light to flood these spaces. Sliding doors open to an expansive 35-foot covered lanai, ideal for entertaining or al fresco dining. The lanai features a summer kitchen (with Egg grill) and retractable screens, leading out to a private saltwater pool and spa, which can be heated quickly through a mobile app. A fenced yard includes a small, turfed area, perfect for pets or play. A gate leads right out to the adjacent golf course. Upstairs, you’ll find a private third bedroom with an ensuite bath, along with a versatile multi-use space that can be used as a gym, theater room, or additional living area. For added privacy, a separate fourth bedroom suite is located at the rear of the home. This "apartment-like" suite includes a bedroom, private bath, living area with small refrigerator and sink along with a large second-story private terrace with sweeping views of the golf course. This living area features its own outside entry and security system, offering complete independence from the rest of the home and a door within that can be locked to separate, if desired. Additional features include a whole-home Briggs & Stratton generator, water softener system, tankless water heaters, two newer Trane 16 seer HVAC systems, a security system with multiple cameras, and exterior painting with a lifetime transferable warranty. With its unparalleled location and exceptional design, 1010 N Pennsylvania Ave is a rare opportunity to own a home that combines luxury living with modern convenience. Don’t miss your chance to make this exceptional property your next home! Feel free to request an upgrades and features sheet outlining all the wonderful aspects of this home!

1010 N Pennsylvania Avenue, Winter Park

$2,500,000

4 Beds ⋅ 5 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

Stunning Winter Park modern home on the tree streets.

1700 Palm Avenue, Winter Park

$3,250,000

4 Beds ⋅ 6 Baths ⋅ Tuscania SubDv. ⋅ 32789 Zip Code

Welcome to this stunning well-appointed home in the highly desirable Via's of Winter Park. This one-level home offers a blend of modern design, luxury and functionality. Nestled on a tree-lined street, this four-bedroom, four-bathroom home with two-half baths is designed for comfort and entertaining. Upon entering you are immersed in 25-foot-high ceilings and greeted by an expansive, light-filled space featuring gorgeous hardwood floors in all main rooms of the home. With custom details throughout, the main living room has custom built-in shelving and a remote-controlled fireplace. The dining room showcases a beautiful, custom wood drop-ceiling feature, elegant chandelier, custom drapes and remote-controlled blinds, plus a show stopping glass-enclosed wine cellar with wine refrigerator and dimmable LED lights. The chef’s kitchen is a culinary masterpiece with extra-tall cabinetry, and has an enclosed coffee station, over and under dimmable lighting, Thermador appliances including a six-burner natural gas range/oven, a second built-in convection oven, microwave, and two full-size dishwashers along with a huge walk-in pantry with custom shelving. The oversized quartzite island features a large sink and room for plenty of seating. A separate breakfast area creates an inviting space for casual dining and entertaining. The primary suite is made extra private by the split plan layout and features an open yet separate 7-by-10-foot flex space for a reading nook, an exercise area, a desk for extra office use or a makeup vanity area. The bedroom with wood floors has a custom wood accent wall with dimmable LED lighting along with the home's signature private outdoor shower. The spacious, open spa-like bath includes separate vanities, tons of storage at each sink, two separate water closets, one with a bidet, a modern soaking tub, and large marble walk-in shower with body sprays. The two extra large walk-in closets with custom built-ins ensure ample wardrobe and storage space. All additional bedrooms are spacious with full en-suite baths and walk-in closets with custom built-ins. The dedicated office offers a large viewing window, wall mounted TV, built-in shelving and cabinets, custom leather-look wallpaper and remote-controlled blinds with custom drapes. The outdoor living space is equally impressive featuring a covered lanai and a full summer kitchen with grill, marble countertops and flooring, an oversized ceiling fan and large screened TV. The pool and spa, controlled by Aqua Link App, provides tranquility and relaxation with a waterfall feature and safety screens. Additional features of the home include a Lutron lighting system with app control, Sonos speaker in all main rooms including outdoor lanai, custom window treatments and custom lighting throughout. The oversized yard is meticulously landscaped and is made extra private by the low-maintenance vinyl fence. The attached oversized two-car garage includes custom shelving and a finished air-conditioned attic for extra storage. This stunning property is ideally just steps from Winter Park Racquet Club and within proximity to the renowned shopping and unique dining options on Park Avenue. With easy access to downtown Orlando, and sporting and entertainment venues, there is also access to Orlando’s International Airport and the area’s famous theme parks. This home, which has too many features to list, offers the best of luxury and convenience.

1141 Whitesell Drive, Winter Park

$775,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winter Park Twnhms SubDv. ⋅ 32789 Zip Code

Introducing an exceptional opportunity at The Mondrian Winter Park, a stunning waterfront community featuring 30 contemporary townhomes elegantly situated along the serene shores of Lake Killarney. This remarkable residence is truly a standout, showcasing top-tier finishes that exemplify both quality and value. As you enter, you'll be greeted by fresh interior paint and updated flooring that enhance the home's modern appeal. Enjoy the added comfort of privacy shades, stylish light fixtures, and ceiling fans that enhance the overall ambiance. The chef-inspired kitchen is a culinary dream, equipped with a natural gas cooktop and a wine refrigerator, perfect for entertaining. Retreat to the luxurious master suite, which offers a walk-in glass shower, a separate water closet, and ample closet space for all your storage needs. Your own personal oasis awaits on the expansive rooftop terrace, complete with a hot tub spa, purgola, grilling station, and generous lounge area, ideal for hosting gatherings or relaxing under the stars. With soaring 10'6" ceilings on the second level and expansive storefront-style windows, natural light floods the living space, creating a bright and inviting atmosphere. Each of the three spacious bedrooms comes with its own bath, ensuring privacy and comfort for family members or guests. Nestled in the heart of beautiful Winter Park, just north of downtown Orlando, this luxury enclave offers an unparalleled lifestyle. Experience breathtaking views of Lake Killarney from the newly constructed dock or unwind in the lakeside Pavilion as you watch the sunset. For those who enjoy water activities, a private boat slip is available for purchase, allowing you to cruise across the lake to visit Trader Joe’s or enjoy a meal at Shake Shack. Outdoor enthusiasts will appreciate the community’s kayak and paddleboard racks, providing easy access for fishing, exercising, or simply soaking in the tranquil waters. Nearby, Winter Park Village boasts a variety of shopping and fine dining options, while the vibrant Farmer’s Market and renowned Enzian Theater offer an array of local culture and entertainment. Discover the ultimate blend of luxury, comfort, and convenience at The Mondrian Winter Park—where every detail is meticulously crafted for your enjoyment and every moment holds the potential for adventure. Welcome to your new home.

1818 Mondrian Circle, Winter Park

$5,250,000

5 Beds ⋅ 6 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

This gorgeous, new-construction FG Schaub custom home is the epitome of stunning contemporary design by architect, Michael Weinrich. As you enter this sprawling residence, with views of both Lake Sue and Lake Chelton you'll be greeted by exquisite tile work with brass inlays, wood floors, drop down ceiling, crown molding, wainscoting and natural light that pulls the outside living in. The first floor was meticulously designed with your Owner’s suite, an additional en suite bedroom with walk in closet, large laundry room with full size washer and dryer and an abundance of cabinet and counter space, an eye catching drop zone, elevator, storage room, kitchen and great room. The kitchen truly is a chef’s dream with Quartz countertops, spacious island, custom cabinetry with a satin brass inlay, and modern appliances including Tru refrigerator, freezer, a dual zone 150 bottle wine fridge, 60" Wolfe range with a custom range hood. The custom cabinetry continues into hidden butlers pantry complete with ice maker, microwave drawer, additional sink and Bosch dishwasher. The great room will be your hot spot for entertaining! Located off the kitchen, offering plenty of space for friends and family to gather with easy access to the pool area. Floor to ceiling Anderson windows, bar and an electric fireplace for that added touch of ambiance. Continuing into the Owner's suite you will find more expansive Anderson windows, private access to the outdoor living area, luxurious en-suite bathroom and custom closet. Feast your eyes on the 3x10 large format porcelain tile flooring, dual undermount glass sinks, 24K plated brushed gold fixtures, towel warmer, free standing soaking tub, large walk in shower and private water closet with smart toilet in your Owner’s bathroom. And the closet is a feature in itself with lighted LED rods, custom built ins, full length door mirrors and island. Access the second floor via the private elevator or staircase with a glass railing that leads to 3 additional bedrooms, all en-suite with custom tile work and walk in closets with built ins. You'll also find an additional laundry room with a stackable washer and dryer, linen closet, mechanical room and the activity space complete with wet bar and wrap around balcony with a custom glass railing offering sunsets over Lake Sue. Step outside to your own private oasis featuring a sparkling pool with 3 built in stools, sunshelf and spa, fire pit, and cabana with a full summer kitchen, roll away screens, half bathroom and an outdoor shower - ideal for weekend gatherings or relaxing evening meals poolside. Attention to detail carries out to the oversized 3-car garage which features epoxy flooring and a custom LED light design on the ceiling. While a hand crafted iron gate to the front courtyard gives a nod to Winter Parks favorite resident peacocks. A standing seam metal roof and lush landscaping adds the final aesthetic touch on this FG Schaub masterpiece. Welcome home to one of the most exceptional properties on the market!

210 Chelton Circle, Winter Park

$1,575,000

4 Beds ⋅ 5 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

Located in the heart of Winter Park, one of Orlando’s desirable metro regions. This stunning, year-old modern home offers both style and convenience. This house sits proudly on a spacious corner lot, featuring a large front lawn and striking architectural pillars that create a grand entrance. The property boasts a durable and sleek metal roof, adding both aesthetic appeal and long-term durability. The detached garage offers privacy and quiet, while still allowing for easy access to the main house. Inside, you’ll find an open, airy layout with sleek modern finishes. The kitchen is a true chef’s dream, equipped with high-end GE Café line appliances, bright white cabinetry accented with brass and gold finishes, and a stunning backsplash that ties the entire space together. The home features scratch-resistant flooring throughout, ensuring a blend of beauty and practicality. Perfect for entertaining, the spacious kitchen island overlooks the open living and dining areas, creating a seamless flow. Step outside to enjoy a courtyard-style outdoor space, ideal for al fresco dining or relaxing after a long day. The primary bedroom, conveniently located on the main floor, offers the ultimate in privacy and tranquility. The bedroom features a large window with electronic blackout shades and a beautifully designed en-suite bathroom. The primary bath includes a luxurious soaking tub, modern non-slip tiles, and marble countertops, providing a spa-like retreat. Upstairs, the home features a common loft area, offering additional living space perfect for a cozy lounge, home office, or media room. Each upstairs bedroom is complete with its own en-suite bathroom and walk-in closet with floor-to-ceiling cabinetry, providing both luxury and ample storage. The guest bathroom is conveniently located under the staircase near the entrance, offering easy access for visitors. Located in the Winter Park neighborhood, this home combines modern elegance with a prime location close to shopping, dining, parks, and top-rated schools. With its thoughtful design, premium features, and unbeatable location, this home is a rare gem in today’s market. Don’t miss your chance to own this extraordinary property!

2435 Chantilly Avenue, Winter Park

$695,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winter Park Twnhms SubDv. ⋅ 32789 Zip Code

This particular unit has been priced thoughtfully to reflect the necessary interior improvements based on its history as a rental unit since 2018, offering a unique opportunity for savvy buyers and investors alike. Welcome to The Mondrian Winter Park Townhomes, an exclusive waterfront community featuring 30 stunning contemporary homes on the picturesque shores of Lake Killarney. This exceptional former model home is a true standout, boasting a wealth of high-end upgrades that set it apart from the competition. Step inside to discover a freshly painted interior adorned with modern light fixtures, stylish ceiling fans, and a premium Viking appliance package. The private, fenced rear yard adds an extra touch of outdoor tranquility. The home’s clean, contemporary design is accentuated by expansive storefront-style windows and soaring 10'6" ceilings in the great room, creating a bright and airy ambiance throughout. This thoughtfully designed floor plan features three spacious bedrooms, each showcasing engineered wood flooring, and generous walk-in closets. Two of the bedrooms offer luxurious ensuite baths for added convenience. The primary bedroom includes access to a private patio complete with a summer kitchen, perfect for enjoying serene evenings or entertaining loved ones. Nestled in the heart of Winter Park, just north of downtown Orlando, this luxury waterfront community is mere minutes from the vibrant shops, dining options, and recreational activities that both Winter Park and Orlando have to offer. Enjoy breathtaking views of Lake Killarney from the newly completed dock or unwind in the lakeside pavilion as you watch the sunset. Act quickly as only one private boat slip remains! With your own slip, you can easily cruise across the lake to shop at Trader Joe's or savor a meal at Shake Shack. The community also provides convenient racks for kayaks and paddleboards, perfect for fishing, exercising, or simply soaking up the sun on the lake. Nearby Winter Park Village offers a plethora of shopping and fine dining experiences for you and your family, while the charming Farmer’s Market and the renowned Enzian Theater provide opportunities for leisurely outings and entertainment. Experience the ultimate in luxury living in this prime location, where comfort and convenience come together seamlessly. Don't miss out on this incredible opportunity! We're excited to announce that this home is available at entry-level pricing for the community, making it the perfect time to act. If you're interested in embracing a luxurious lakeside lifestyle, we encourage you to reach out to us today.

1802 Mondrian Circle, Winter Park

$2,650,000

5 Beds ⋅ 6 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Welcome to this renovated traditional home, ideally situated on a corner lot in one of the most desirable neighborhoods in all of Central Florida. This charming, white-washed brick exterior Winter Park home offers everything a family could need. This two-story, 3 car garage, residence showcases the finest upgrades and provides an unparalleled living experience. As you enter the front door, the first floor welcomes you with a formal dining room that provides the perfect setting for entertaining guests with a custom-built wine display at arm's reach. Conversely, you also have an office that doubles as a sitting room with an exterior door leading to a charming cigar porch. As you continue down the hall, you enter an elegant living room featuring a gas fireplace, custom built-ins, and accordion stacking doors that open to a picturesque outdoor living area. The large chef's kitchen is equipped with a gas cooktop, farm sink, stainless appliances, quartz countertops, a butler's pantry, lots of cabinet storage, and a breakfast nook overlooking the pool. Opposite the kitchen, you have the first-floor primary bedroom with custom built-in closets and a large bathroom. Venture upstairs through one of the two staircases to an additional four bedrooms, three full bathrooms, and a bonus/theatre room, including two oversized storage closets that can be multifunctional. This is an excellent house for entertaining and enjoying the Florida sunshine with the expansive backyard, where you'll find a large pool, a covered sitting area, and a fully equipped summer kitchen with a grill, Green Egg, sink, and fridge. Located in the premier neighborhood of Winter Park, this home is minutes from Park Avenue, with numerous top restaurants, shops, and yearly events to enjoy. You can also easily access major roadways, top golf clubs, and tennis facilities such as the Winter Park Racquet Club and Interlachen Golf and Country Club. This home is zoned for highly rated Winter Park schools, including Dommerich Elementary, Maitland Middle, and Winter Park High School. This exquisite residence epitomizes elegant living in a prime location. Don't miss the opportunity to make this stunning home your own.

1421 Place Picardy, Winter Park

$6,050,000

5 Beds ⋅ 8 Baths ⋅ Morse & Pennsylvania Twnhms SubDv. ⋅ 32789 Zip Code

Distinctive. Inspirational. Timeless. Casa K is the ultimate in luxury and location. Designed by internationally respected architect, Kamal Rizk and constructed in 2022, it is a sanctuary in the heart of our city. The unique fusion of innovative design, superior craftsmanship & luxury finishes shaped this almost 9,000 SF, 5 bedroom, 7.5 bathroom residence w/ guest suite into the contemporary estate that it is today. Upon entry, the retreat-like elegance of the great room is remarkable. This commodious space incorporates the foyer, formal living, dining, bar & family rooms. It seamlessly opens to the outside via a Pella made “wall of sliding glass.” Italian wood flooring & elaborate millwork are appreciated features, as well as modern lighting, custom window treatments & sound operated w/ ease via Lutron. Beyond the family room is the kitchen & hidden scullery where livable luxury resides. Poliform cabinetry, Cambria countertops & top of the line appliances complete these exceptionally versatile spaces. The showcase glass enclosed floor to ceiling wine refrigeration anchors the kitchen & artfully displays up to 975 bottles. The outdoor living is a natural extension of the interior spaces & features a courtyard style pool complete w/ a hand carved, granite rear wall & 16’ linear in-pool fire feature. The kitchen terrace offers a DCS grill, motorized screens, cooling misters & more. A private office, lounge & 1.5 bathrooms complete the downstairs. Bathrooms on both levels showcase elevated selections from Boffi, Zucchetti, Poliform, Inbani, Paffoni & other iconic brands that enforce the refined, contemporary style & quality throughout. Notable lighting in the office, lounge & throughout include artistic fixtures by FLOS, Moooi, Serge Mouille & more. Access to the 2nd floor is provided via the elevator or stairwell. The upper floor is composed of the primary suite, 2 alternate bedroom suites, a 2nd office/flex room w/ en-suite bath, laundry room, gym & flex use guest apartment. The dreamy primary bedroom was designed with a soft entry, private terrace & hidden closets. The closets are part luxury boutique, part meticulously organized space w/ Poliform customization, motion activated light & windows w/ motorized shades made w/ UV protection to shield the interior spaces. The elegant approach to the primary bathroom includes floating vanities secured to stone covered walls, glass enclosed shower, standalone tub, custom-made dressing table & private water closets. Set apart from the primary, the alternate suites & living areas are finished w/ consistent quality & design. With flawless connection, the guest apartment may be used as an extension of the main home or it can be securely separated at a point just beyond the gym. The current owners use one of the bedroom suites as a craft room, which opens to the guest apartment’s main living spaces; the family room, a full kitchen w/ island seating, laundry & a final bedroom suite. Above is a magical roof top terrace with fireplace & bar. The owner’s entry is at the rear of the property, via a concealed driveway that leads to the 4-car garage, from which a hidden door opens directly into the kitchen. Guest parking is available. In this haven of opulent serenity, you may live the life you want, where you want.

654 W Morse Boulevard, Winter Park

$1,665,000

4 Beds ⋅ 4 Baths ⋅ Lake Killarney Shores SubDv. ⋅ 32789 Zip Code

**Stunning New Construction in Lake Killarney Shores** Welcome to your dream home in the highly sought-after Lake Killarney Shores! This exquisite 4-bedroom, 3.5-bathroom residence boasts a spacious 2,857 square feet of luxurious living space, complete with a charming casita featuring its own private bathroom. Enjoy the ultimate outdoor lifestyle with a refreshing saltwater pool, sun bench, and an outdoor kitchen perfect for entertaining. As you enter through the grand solid wood front door, you are greeted by luxury wood flooring in Captiva Maple and an abundance of natural light that fills the open-concept living areas. The home features 11-foot ceilings on the first floor, level 5 drywall, and 7.5-inch baseboards, creating an elegant and airy atmosphere. The gourmet kitchen is a chef's delight, showcasing a stunning marble backsplash, quartz countertops with a waterfall feature, and top-of-the-line Electrolux appliances, including a refrigerator, dishwasher, microwave, and a custom pot filler. A wine cooler adds a touch of sophistication, while the custom electric fireplace by Dimplex provides warmth and ambiance. Step outside to your private oasis, where a beautifully paved patio with seashell accents surrounds the saltwater pool. The summer kitchen is equipped with a gas grill, sink, refrigerator, and quartz countertops, making it ideal for alfresco dining. A privacy wall adorned with lush greenery ensures tranquility and seclusion from neighbors. Additional features include premium Pella windows with SunDefence for energy efficiency, a Dixie Pools tankless water heater, and two Daikin HVAC systems for optimal comfort. All door hardware is from Emtek and Richelieu, while stunning chandeliers and sconces from Light Style of Orlando and LBL Lighting add a touch of elegance throughout. With private lake access to Lake Killarney and proximity to Park Avenue's shopping and dining options, including Trader Joe's, this home offers the perfect blend of luxury and convenience. Don’t miss your chance to own this exceptional property—schedule your private tour today!

501 Country Club Drive, Winter Park

$1,525,000

4 Beds ⋅ 4 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Discover the perfect blend of elegance and functionality in this meticulously renovated single-story gem in one of the most sought-after neighborhoods in Winter Park. This chic transitional home, spanning 3,237 heated square feet, offers a seamless combination of contemporary design with a BRAND NEW ROOF, September ‘24. Inside, you'll find an open, airy layout with high-end finishes and smart touches throughout. The home features four spacious bedrooms, including two luxurious primary suites. The main suite boasts a spa-like bathroom with double vanities, striking granite countertop, an oversized frameless shower with dual shower heads, and a free-standing soaking tub. The second primary suite has a private entrance, washed brick accent wall, along with dual vanities and upgraded Kohler fixtures. At the heart of the home is a gourmet kitchen that’s truly a chef’s dream. It features a sleek granite island, European-style soft-close cabinetry, Jenn-Air appliances, including stainless steel gas cooktop with Zephyr hood and articulating pot filler, French door refrigerator, combo wall oven/microwave, and reverse osmosis system for purified water. Adjacent is the generous walk-in pantry with chrome shelving providing more than ample storage for all your culinary needs. Relax in the bright great room, where a soaring ceiling and stylish whitewashed brick wood burning fireplace creates a warm and welcoming ambiance. Sliding doors with electric shades seamlessly connect to an outdoor oasis featuring a paver patio, summer kitchen complete with a bar sink, built-in gas grill, hood, and refrigerator — perfect for al fresco dining and entertaining. Additional highlights include energy-efficient Vinyl Low E glass windows and doors, a Rennai tankless gas water heating system, programmable 15 SEER Carrier heat pump system, and security system. The indoor laundry room’s thoughtful design includes matching cabinetry, a Maytag washer, and matching gas dryer. The outdoor space features a wood-fenced yard for added privacy, and plenty of room for a pool. With no HOA and zoned for top-rated schools, this home is located within walking distance of Winter Park’s finest schools, Blue Jacket Park, East End Market, and more. Don’t wait to elevate your lifestyle with this stunning Winter Park property!

660 Arjay Way, Winter Park

$995,000

4 Beds ⋅ 3 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Welcome to this stunning 4-bedroom, 2.5-bathroom POOL home with a NEW ROOF, offering a perfect blend of modern luxury and functionality, located in the desirable Sylvan Lake Shores neighborhood of Winter Park. The property boasts a thoughtfully designed open floor plan with dark oak wood floors and recessed lighting throughout, creating a bright and inviting atmosphere. The gourmet kitchen is a standout feature, equipped with a gas stainless steel range, pot filler, stainless steel hood, quartz countertops, a farmhouse-style sink, and a large island with seating—perfect for casual dining or entertaining guests. French doors open from the kitchen and living areas to a covered, paver lanai, where you’ll find an outdoor summer kitchen complete with a fridge, gas cooktop, grill with rotisserie feature, and vented hood. The outdoor living space also includes a TV, offering the ideal setup for year-round entertaining. Step into your private backyard oasis, fully fenced and surrounded by lush vegetation, a waterfall, and a water feature. The paver, heated pool provides a relaxing escape, while the expansive lanai runs the width of the home and features seating, dining, and lounge areas. Whether hosting a poolside gathering or enjoying a quiet evening, this backyard offers unparalleled privacy and tranquility. The home’s split floor plan ensures privacy for all, with the primary bedroom and two secondary bedrooms featuring French doors that open to their own private retreats. The primary suite has been fully remodeled and includes a spacious walk-in closet with built-ins and a safe, as well as private access to the pool deck. The luxurious en-suite bathroom boasts a dual-sink vanity, a throne room, and a large shower with a wand feature, creating a spa-like experience. Additional features include a Nest thermostat, Ring security system, a laundry room with a utility sink, and a 2-car garage. The office, which can be used as a fourth bedroom, offers built-in cabinets, shelves, and a closet, providing ample storage. The home also comes with a gas hot water heater and a new metal roof, ensuring energy efficiency and durability. Located just minutes from Winter Park's vibrant shopping, dining, and top-rated schools, this home offers a rare opportunity to enjoy modern living in one of Central Florida’s most sought-after areas. Schedule your private showing today and discover the perfect blend of comfort, luxury, and outdoor living!

345 Sylvan Boulevard, Winter Park

$4,100,000

5 Beds ⋅ 7 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Experience the pinnacle of luxury living in this stunning five-bedroom estate situated on an oversized 120-foot wide lot on a tranquil and premier Vias brick street. This elegant Tuscan Mediterranean enjoys over 5,600 square foot of living space offering an exceptional blend of elegance and comfort, ideal for both intimate gatherings as well as grand entertaining. As you step through the foyer, you are welcomed to the open formal living and dining areas, with a wall of glass straight ahead capturing grand views of the sparkling pool and beautifully landscaped backyard. The heart of the home is the spacious, chef-inspired island kitchen, featuring top-of-the-line appliances, a hidden walk-in pantry, and a 12-by-12 breakfast nook. This space seamlessly connects to the main casual gathering room and additional flex/media room beyond, making it perfect for hosting large gatherings. The gathering area is anchored by gorgeous built-ins and a modern linear fireplace, with large sliding glass doors that open to the expansive covered lanai, blending indoor and outdoor living. The flex/media room is bathed in natural light, thanks to oversized picture windows that frame lush backyard/pool views as well. It also features a glass-enclosed, temperature-controlled wine room and a powder/pool bath that leads to an outdoor shower. On the opposite side of the main level, there is a stately office/library, with its wall of built-ins, providing a peaceful workspace with full views of the front courtyard. The grand primary suite is a true retreat, the gracious space includes a sitting area, a spa-like primary bath, two ample walk-in closets, and access to a private, trellis-covered courtyard with a fountain. The first floor also includes a hidden full guest suite with an ensuite bath. Upstairs, you'll find a large loft/bonus room with built-ins, along with three additional bedroom suites, each boasting ensuite baths and walk-in closets. The private backyard is an oasis, featuring a beautiful, tropical pool with a waterfall feature, a relaxing spa and lush mature grounds. The covered lanai extends your living space outdoors, complete with a seating/lounging area with a gas fireplace and TV, a summer kitchen, and room for alfresco dining. A split three-car garage and a picturesque brick paver driveway enhance the home's curb appeal. Situated in the highly sought-after The Vias neighborhood of Winter Park, 1231 Via Salerno offers the perfect blend of privacy and convenience, just minutes from upscale dining and shopping on Park Avenue, the Winter Park Racquet Club, Interlachen Country Club, and top-rated schools. This is a rare opportunity to own a truly exceptional home in one of Winter Park's most desirable locations.

1231 Via Salerno, Winter Park

$711,000

4 Beds ⋅ 3 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

ACCEPTING BACK UP OFFERS! Introducing an exquisite residence in the heart of Winter Park, where sophistication meets comfort. This meticulously renovated 4-bedroom, 2.5-bathroom home offers a refined living experience, with every detail thoughtfully designed for the discerning buyer. Upon entry, you’ll be greeted by a spacious layout that seamlessly blends elegance with functionality. The primary suite boasts a luxuriously updated bathroom, while the gourmet kitchen is equipped with state-of-the-art appliances—dishwasher, microwave, range, and refrigerator—catering to your every culinary need. Modern enhancements, including new vinyl flooring, custom cabinetry, and a fully remodeled upstairs bathroom with updated plumbing, elevate the home’s appeal. The wood-burning fireplace provides a cozy focal point, perfect for intimate gatherings. The outdoor space is a private retreat, featuring a newly replastered pool with a state-of-the-art heater and salt system. Entertain in style with the newly added summer kitchen or relax on the freshly repaved patio. A newly paved driveway adds to the home’s curb appeal. This turnkey property is offered fully furnished and tastefully decorated (excluding select personal items), allowing you to move in effortlessly and immediately enjoy the lifestyle it offers. Don’t miss the opportunity to own this stunning Winter Park gem. Schedule your private showing today and step into a world of elegance and modern luxury.

355 Cambridge Boulevard, Winter Park

$3,000,000

5 Beds ⋅ 6 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Welcome to this exquisite 5-bedroom, 5.5-bathroom home built by Lundev, perfectly situated in the highly sought-after Timberlane Shores neighborhood of Winter Park. Spanning 4,080 square feet, this property offers the ultimate blend of luxury and comfort. Thoughtfully designed for both entertaining and everyday living, this home features high-end finishes and top-quality craftsmanship throughout. Upon entering, you're greeted by a charming front porch with a cozy fireplace, setting the tone for the warmth and elegance that continues inside. This inviting outdoor space is perfect for relaxing with a morning coffee or enjoying cool evenings with friends and family. Step inside to find a spacious great room, ideal for gathering and entertaining, boasting ample natural light and a seamless flow to the rest of the home’s main living areas. The gourmet kitchen is a chef’s dream, boasting high-quality appliances, a wine cooler, refrigerator drawers, and a casual café area for everyday dining. The adjacent formal dining room offers a sophisticated space for hosting elegant dinner parties and holiday gatherings. These thoughtfully designed spaces ensure that every meal and event is special. The luxurious primary suite is conveniently located on the first floor, providing a tranquil retreat with easy access. It features a spa-like bathroom with double sinks, a soaking tub, a shower, a linen closet, and a large walk-in wardrobe for ample storage. Additionally, on the main floor you will also find a detached bedroom or office with an en-suite bathroom, built-in closet, and private entrance offering flexibility and making it ideal for guests or as a private workspace. Upstairs, you’ll find three aditional bedrooms, each featuring its own en-suite bathroom and walk-in closet, providing comfort and privacy for all occupants. A versatile loft/den area on the second floor adds extra living space, perfect for a home office, playroom, or relaxation area, catering to various lifestyle needs. The outdoor area is an entertainer's paradise, complete with a private pool & spa, a cabana with a pleasant fireplace, and a summer kitchen for alfresco dining and entertaining. Whether hosting a barbecue or enjoying a quiet afternoon by the pool, this space is designed for relaxation and enjoyment. With its great location, this home offers excellent proximity to Blue Jacket Park, Baldwin Park, and the vibrant Park Avenue, known for its entertainment options, shops, and restaurants. Experience luxury living in one of Winter Park's most coveted areas. Schedule your private tour today to see this stunning property in person!

1730 Winchester Drive, Winter Park

$1,700,000

4 Beds ⋅ 4 Baths ⋅ Windsong Elizabeths Walk SubDv. ⋅ 32789 Zip Code

WINDSONG - Welcome to an Unparalleled Mediterranean Retreat in Exclusive Winter Park! Step into this incomparable custom home, boasting just under 4,000 square feet of luxurious living space, and discover a haven of ultimate privacy. Nestled on a serene cul-de-sac, this meticulously designed residence promises a lifestyle of tranquility and sophistication. As you enter through the grand wrought iron door, you are greeted by an impressive foyer adorned with soaring high ceilings, elegant wood beams, and graceful travertine flooring that extends throughout the home. The newly painted interior adds a fresh, contemporary touch. The first-floor primary bedroom retreat exudes luxury with its gleaming hardwood floors, sparkling light fixtures, and a lavish en-suite bathroom featuring a walk-in shower and a spacious walk-in closet. The closet is a true masterpiece, with backlit shelves to showcase your prized possessions and a large island perfect for displaying watches, jewelry, and heirlooms. Designed for both entertaining and everyday living, the open floor plan offers a grand view of the spacious first floor, where magnificent high ceilings create a palatial ambiance. The living area features a built-in wall unit with lights, while the dining room boasts a beautiful tray lighted ceiling, adding a touch of sophistication to every meal. At the heart of this home is the gourmet kitchen, a culinary masterpiece equipped with rare Brazilian quartzite countertops, JennAir appliances, a wine refrigerator, a built-in cutting board, hidden spice racks, and a gas cooktop on the island. This kitchen is not only functional but also perfect for engaging in conversation with family and guests while preparing meals. Embrace the ultimate indoor-outdoor lifestyle with kitchen windows that open to the pool/bar area, creating a seamless transition to the picturesque courtyard oasis. Here, you'll find a heated saltwater pool with a spa, a summer kitchen with a retractable awning. Additional features include a large butler pantry with extra storage space, an adjacent laundry room with built-ins and hanging space, and convenient access to the garage. The first floor also houses a wine room and a spacious guest room with hardwood floors and a lavish full bathroom with floor-to-ceiling travertine tile. Ascend the wrought iron railing and hardwood stairs, adorned with imported decorative tile risers, to the second floor, where you'll find two additional bedrooms, each with separate entrances to a large tiled balcony overlooking the courtyard. A Jack and Jill bathroom with a shower completes the upstairs living space. This exceptional home also includes a water softener system for the entire house, ensuring comfort and convenience in every corner. Experience resort-style living at its finest in this architectural masterpiece, located in the highly sought-after Windsong community in Winter Park. Make this exquisite sanctuary your own and indulge in the epitome of luxury living.

1764 Elizabeths Walk, Winter Park

$1,825,000

4 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

EXPERIENCE THE ART OF LIVING IN THE HEART OF WINTER PARK! This stunning home, built in 2015 by LunDev Custom Homes, is located on a quiet, tree-lined, cul-de-sac street in Fontainebleau, a desirable area of Winter Park. The 2-story residence is situated on an oversized, manicured lot with mature landscaping and features 4 bedrooms, 3 1/2 baths, formal living room, office, gourmet kitchen, great room, bonus room, and playroom. The wide-plank wood flooring, plantation shutters, Restoration Hardware light fixtures, crown molding, wainscoting, and neutral paint colors are just some of the numerous exquisite aspects of this home. The primary bedroom suite is on the first floor and has patio doors leading to the covered lanai and pool area. The primary bathroom has 2 separate vanities with quartzite countertops, frameless glass-enclosed shower, and soaking tub. The gourmet kitchen has wide-plank wood flooring, 42-inch upper cabinets and quartzite countertops, under cabinet lighting, large center island with stainless-steel undermount sink, decorative pendant lighting, vented range hood, gas grill, and Bosch stainless-steel appliances. Additional features include mudroom, laundry room with washer and dryer, walk-in pantry, and butler's pantry with quartzite countertops and wine cooler. Kitchen opens to great room and dining area, overlooking pool and impeccably landscaped backyard. The great room has a gas fireplace and wide-plank wood flooring, with patio doors leading outdoors. The fenced backyard has extensive landscaping transforming it into a secluded and tranquil private retreat with a large inground pool and spa! The paver area surrounding the pool can accommodate ample furniture. The expansive covered lanai has motorized, retractable screens, an outdoor kitchen with gas grill, refrigerator, sink, polywood cabinets with quartzite counters, and a wood-plank ceiling with fans, recessed lighting, and sound speakers. **Irrigation well** **Outdoor shower** **Ring doorbell and cameras** **Extensive outdoor lighting** **New roof in 2022**. Conveniently located near Park Ave with shops, restaurants, Central Park and SunRail station. Close proximity to Rollins College, University of Central Florida, downtown Orlando, hospitals and employment centers, museums, art galleries, entertainment venues, lakes, parks, and tourist attractions. The meticulous workmanship and obvious pride of ownership make this a must see home!

2415 Versailles Avenue, Winter Park

$1,446,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Nestled on a picturesque, tree-lined street, this custom Mediterranean home excludes elegance and comfort. The exterior showcases classic Mediterranean architecture with a stucco facade, terracotta roof tiles and arched doorways. Inside the heart of the home is the open concept kitchen, featuring and oversized island perfect for casual dinning and entertaining. The kitchen is equipped with state-of-the-art appliances and an electronic and lighting package, adding a modern touch to traditional design. The backyard is an oasis of relaxation, highlighted by a covered patio that seamlessly extends the living space outdoors. Here you will find a sparkling pool and a hot tub, ideal for both leisurely afternoon and evening gatherings. An outdoor gas fireplace adds warmth and ambiance, creating the perfect setting for year-round entertainment. Upstairs you will find a desk area perfect for doing homework or art projects. There is a spacious bedroom with a private bath on one side and on the other side are two bedrooms with a shared bath. This house offers the perfect blend of luxury and functionality, making it an ideal retreat for those who appreciate both style and comfort.

1571 Sunset Drive, Winter Park

$1,695,000

4 Beds ⋅ 4 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

This spectacular new Winter Park residence built by Vimaro Homes boasts a striking modern exterior design that is sure to catch your eye. Step inside and you’re immediately greeted by a luxurious and inviting interior that is perfect for both relaxation and entertaining. The spacious family room truly blends indoor and outdoor living with a wall of glass overlooking the covered outdoor gathering area and sparkling pool. Prepare gourmet meals in the chef's kitchen, complete with top-of-the-line appliances that will impress even the most discerning home cook, while the kitchens sleek design with its large center island and custom cabinetry adds a touch of elegance. On the first floor, you'll find a guest bedroom, providing privacy and convenience for visiting friends or family. Upstairs, there are three additional bedrooms, including the expansive primary bedroom suite, a true sanctuary within the home. Relax and unwind in the spa bath, where you can indulge in a luxurious soak after a long day at the office. Step outside to your own private resort, complete with a summer kitchen, outdoor dining area, refreshing pool and expansive backyard, perfect for hosting gatherings or enjoying quiet relaxation. A quick ride on your golf cart transports you to Park Avenue and some of Central Florida’s best dining and luxury boutique shopping.

2435 Lafayette Avenue, Winter Park

$3,275,000

4 Beds ⋅ 6 Baths ⋅ Morseland Gardens SubDv. ⋅ 32789 Zip Code

Don't miss this unique opportunity to live on one of Winter Park's most sought-after streets, on the fairway of the WP-9 Golf Course. Just steps from Park Avenue, this custom home offers 4,360 SF of living space with a detached 373 SF casita. Meticulously maintained, recent updates include fresh landscaping (2023-2024), landscape lighting (2022), a new pool pump (2023), a new spa/pool heater (2024), newer HVAC units (2 in 2020), newer water heaters (2024 & 2021), new light fixtures (2024), and new carpet in 3 bedrooms (2024). This 4 bed/4.2 bath Mediterranean home welcomes you with a charming, covered front porch and stunning views across the 3rd fairway and beyond. Enjoy seamless outdoor entertaining in the private backyard with a covered lanai, summer kitchen, swimming pool, and heated spa, plus an air-conditioned casita/flex space (currently an office) with a ½ bath. Inside, the exceptional floor plan, accented by exquisite and detailed craftsmanship, offers a living/dining room combo, both flooded with natural light with great views of the golf course, a spacious family room flowing into the open kitchen with an eat-in bar and a sunny dinette area, and a private office. The primary suite features hardwood floors and pool views with direct access to the covered patio, plus an updated bathroom with a spacious, zero-entry glass shower, and 2 large walk-in closets with custom built-ins. Upstairs are 3 additional bedrooms, 3 full bathrooms, a loft space, and a large bonus room. The front circular brick drive offers plenty of guest parking, while a driveway leads around to the rear-facing, oversized 2-car garage, with a covered breezeway connecting it to the main house. Located just 2 blocks from Downtown Park Avenue, and boasting a 16,000 sq ft lot (192x83) and prime golf course frontage, the perfect blend of functionality and lifestyle awaits!

1080 Keyes Avenue, Winter Park

$2,900,000

5 Beds ⋅ 8 Baths ⋅ Windsong Lakeside Sec 02 43/71 SubDv. ⋅ 32789 Zip Code

ACCEPTING BACK UP OFFERS. Please review photos...some painting inside and out was completed this month (Dec). Custom masterpiece! 5 bedrooms, 5 full baths, and 3 half baths. The 5th bedroom is currently a media room upstairs w/ensuite full bathroom but could easily be a bedroom or in-law suite. The Winter Park Windsong community has many amenities such as lakefront clubhouse, splashpad area for families, lake for fishing/boating and plenty of walking paths along the lakes. The home has a large Master suite which features vaulted ceilings, separate his and her vanities, spa tub w/travertine and glass tile. Master shower has 3 separate water options w/ rainfall head, regular, and handheld option. Split his/her custom closet w/ hidden safe bolted to foundation of home. There is another bedroom downstairs w/ full bath which was used mainly for guests. The open-plan kitchen has an oversized granite island that can seat up to 8, w/ under-counter lighting and stone covered dimmable halogen “art light”, plus oversized cabinets w/ under-cabinet lighting, a Bosch dishwasher and a Wolf commercial range, Wolf steam oven & Wolf warming drawer, a Subzero refrigerator-freezer, and a custom tiled oven hood. Off the kitchen is a Butler’s Pantry and Walk-In Pantry w/ floor-to-ceiling custom shelving. Adjacent to the kitchen is a remote-controlled natural gas log fireplace w/ floor-to-ceiling stone veneer, and built-in seating w/under-seat hidden storage cabinets and dimmable halogen “art light” above the wood beam mantle. Past the laundry room, stairs lead to the second-floor man cave / game room / media room w/ drop down projector screen and surround sound system, full bath with shower, and hewn log bar with kegerator, plumbed and wired to be able to be easily converted to mother-in-law apartment. It also has a finished, oversized storage room. Across from the living room is a grand staircase leading to the loft area upstairs and two bedrooms w/ a full bath in each bedroom. This loft area space was great for friends gathering after school or could be another game room. Off from the loft is a large, finished, air-conditioned storage room. The impressive outdoor space features a fully enclosable patio w/ remote-control drop-down screen system, al fresco natural gas grill, custom wood cabinetry, and a wood-burning hand-laid stone fireplace w/ natural gas starter system. Outdoor TV and wired for a second TV. The pool/hot tub is natural gas heated, custom lighting system in both pool and hot tub, pool has swim resistor system for “lap in place” swimming and a newer (May 2022) Hayward heater. Finished 3-car garage with stucco, molding and Loewen windows, plus a driveway that can park up to 8 cars. Just a few more details: Nest climate control, 3 air handlers and zones, whole-house EWS water filtration system (rated at 10 years or 2.5 million gallons), second water filter system at kitchen sink for double-filtered drinking and cooking water, blown foam Icynene insulation, wood floors throughout. Alarm system w/ motion sensors, Loewen windows throughout house, wood beams and coffered ceilings on main floor and master bedroom, Rheem dual tankless natural gas, “continuous on” hot water system, tongue and groove ceilings on front porch and back covered summer kitchen/fireplace area, M & S intercom system throughout, Hidden storage room at entry, keyless Schlage entry system. One-owner custom home - Cahill Builders.

1618 Holts Grove Circle, Winter Park

$2,025,000

4 Beds ⋅ 4 Baths ⋅ Parklando SubDv. ⋅ 32789 Zip Code

Stunning, new Winter Park residence built by Vimaro Homes exudes modern elegance and luxurious living. As you step through the glass front doors you’re immediately greeted by a custom staircase, soaring two story ceilings, and a dramatic chandelier. From the gorgeous wood floors laid in a herring bone pattern, to the designer light fixtures, and beautiful mill work, no expense was spared in the construction of this exquisite residence. The open floor plan seamlessly connects the main living areas, creating a spacious and inviting atmosphere. The home features a total of 4 bedrooms with two primary bedroom suites, plus a home office, and two laundry rooms. The chef in the family is sure to fall in love with the open kitchen, with its large center island, striking quartz countertops, custom cabinetry, large pantry, and a spectacular ILVE Nostalgie gas range & built-in refrigerator. Step outside to your own private oasis, complete with a sparkling pool, a summer kitchen and an expansive outdoor living space, perfect for hosting gatherings or enjoying quiet relaxation. The beautifully landscaped yard provides a serene backdrop and enhances the overall curb appeal of this amazing property. Walk to Blue Jacket Park or jump on your golf cart for a short trip to East End market or Park Avenue with its amazing restaurants and luxury boutique shops. The proximity of this house to everything there is to do in Winter Park is truly hard to beat. Schedule your private showing today and experience the epitome of luxury Winter Park living.

2701 Norris Avenue, Winter Park

$1,750,000

4 Beds ⋅ 5 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. New Price!! Motivated Seller. Beautiful Winter Park pool home walkable to the East End Market. This Modern styled home has a Coastal feel with its straight lines and West Indies touches of wood. Located in the Northwood Terrace neighborhood where you blend the best locations of Winter Park and Baldwin Park. A lush Zoysia lawn with tropical landscaping and blooming annuals WOW you as you walk up the expansive double drive and entry. An 8-foot French glass door with side lights adorns the front elevation. The Modern sconce lighting and decorative cedar corbels complete this custom Coastal feel. An open gallery with twelve-foot-high ceilings boasts inlaid wood and LED lighting. To the right there is a thoughtfully designed first floor guest suite. This suite lends itself to a multi-generational space for guests. Within, another French door offers natural light to the suite. A walk-in shower with beautiful tile/fixtures is just to the right. The grand feel down the gallery continues as double doors roll open to reveal a large office space as does the Great Room opening to an expansive 2 story room. This generously sized room features a 4-panel sliding door, second story ship-lap wooden wall feature with views to the rear entertaining space. Adjacent, is the dining area with a covered patio perfect for coffee/breakfast. Back inside, the kitchen is quite the showstopper. Mitered edge double thickness Quartz counter tops give a rich feel as does the Thermador Appliance Package. The 48" Freestanding gas range features six-star shaped burners, as well as a griddle. Perfect for quick appetizers or searing your favorite steak or tuna. The 36" Thermador refrigerator offers much space and thoughtful design. A Thermador undercounter microwave is quiet and out of sight. A walk-in pantry has high shelf racks for storage. There is a large glass window behind the sink allowing an abundant amount of natural sunlight. The primary bedroom is situated behind the great room and features a recessed ceiling with custom wood inlaid and is complete with LED lighting. Hunter Douglas motorized shades are at your beckoning call for complete light out or just filtered light. Another rolling door reveals a luxury treat as you enter the primary bath. Eight-foot glass surround with wall/rain shower heads is just the prescription as is the grand soaking tub. Separate vanities offer luxury private space. A custom walk-in closet offers floor to ceiling shelving for all of your special accoutrements. At the end of the closet is the conveniently placed washer/dryer/laundry room with an ample utility sink. Upstairs there is an open loft/flex space. This area can serve as a play place or exercise area. Two additional bedrooms, each en-suite keeps everyone happy...The backyard private tropical oasis features a 14x32 heated/saltwater pool. A covered lanai as well as the outdoor kitchen makes grilling a snap. Motorized screens on the lanai extend the fun into the evening as there is also a cable hook up for television and entertaining. A whole house generator is included for any power outages. A sought after 3 - Car garage is perfect for the car enthusiast. The home is zoned for the newly constructed Audubon Park K-8, and the Winter Park School district. This coastal inspired home is available for a private showing. Schedule a visit soon.

2125 Sycamore Drive, Winter Park

$2,700,000

6 Beds ⋅ 5 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

Welcome to an EXCEPTIONAL property in the heart of Winter Park. Situated in a quiet neighborhood on a gorgeous tree-lined brick street, this custom-built home offers elegant features and craftsmanship throughout, boasting 6 bedrooms and 4.5 baths within its expansive 4000 square feet of thoughtfully laid-out living space. Upon stepping inside, one immediately notices the meticulous attention to detail, from the stunning wood floors to the custom millwork. The chef-inspired kitchen is a focal point, equipped with an abundance of custom solid-wood cabinets, gleaming quartz counter tops, a large island, a walk-in pantry, and top-of-the-line Thermador SS appliances, including separate Refrigerator and Freezer units, a 2 zone Wine Refrigerator, a 6-burner natural gas stove complete with a griddle, a pot filler, a steam/convection oven, and even a warming drawer — ensuring that entertaining and meal prep are effortless. Overlooking this exceptional kitchen is the spacious great room, all with a commanding view of the impressive private backyard. This outdoor oasis includes a spacious lanai with retractable screens, access to the pool bathroom and primary bedroom, a complete Summer Kitchen, a dazzling Salt-water pool with a sun shelf, solar heating, and even an outdoor shower — the perfect place to relax and unwind with Family and Friends. Tucked away on the first floor is the elegant primary suite, featuring a spa-inspired bath with double sinks, custom cabinetry, and exquisite tile work, along with a large walk-in shower with 3 shower heads, a luxurious soaking tub, and a water closet. This elegant owner’s retreat also enjoys a lighted tray ceiling, a quiet sitting area, and an expansive custom walk-in closet. Rounding out the first floor is a comfortable guest suite with a Murphy bed, a walk-in closet, and a private bath with an accessible shower, as well as a laundry room with storage cabinets, a large closet, and a utility sink. Upstairs, you'll find four well-appointed bedrooms with custom closets, two full baths, and a large bonus room that could serve as a great office, home gym, or playroom. Additional amenities include a large 2-car garage with an electric car charger, plus a separate 1-car garage, plenty of storage space, custom automated/motorized solar and blackout blinds with remotes & wifi, solid-core doors, wide base moldings, transferable Termite Bond, and two tankless water heaters. This remarkable home is flooded with natural light and ambiance, exuding a warm and cozy atmosphere. Zoned for some of the best public schools in the area, including Winter Park High School, and conveniently located near the WP YMCA Family Center, Phelps Park/Playground, WP Racquet Club, Interlachen Country Club, and just a short bike ride to Park Ave with its fine restaurants and shopping. Don't miss your chance to own this exquisite WINTER PARK PROPERTY and experience Florida living at its finest!

1620 Palm Avenue, Winter Park

$1,774,375

5 Beds ⋅ 5 Baths ⋅ Kenilworth Shores Sec 01 SubDv. ⋅ 32789 Zip Code

IMPROVED PRICE — Built in 2015, this stunning 3,762 SF Winter Park pool home boasts 5 bedrooms & 4 1/2 bathrooms, including two main-level bedroom suites & an office for the ultimate convenience & flexibility. Professional landscaping, including mature trees & a paver drive & walkway lead to a gracious front porch, creating an inviting first impression. Upon entering, guests are welcomed by a soft entryway & an office or den to the left, ideal for remote work or a cozy reading nook. The home features wide plank, hand-scraped wood floors, high ceilings, & extensive millwork, immediately showcasing its quality & comfortably elegant design. The open-concept kitchen, dining, & living areas are perfect for daily living & entertaining. The kitchen is a chef’s dream, offering more than ample countertop space, cabinetry for storage, a walk-in pantry with custom built-in organization, along with top-of-the-line stainless-steel GE Monogram appliances, including a built-in oven, microwave/oven, gas range with vent hood, dishwasher, beverage fridge, & ice maker. The kitchen countertops are a mix of granite & quartz, providing both beauty & functionality. One kitchen island features a prep sink, the beverage fridge, ice maker, & bar stool seating for casual meals. On the opposite kitchen wall, a deep farm sink is positioned under three tall, countertop-to-ceiling windows that flood the space with natural light. The dining & family rooms seamlessly connect & have three sets of glass doors that open to the covered outdoor entertaining area. This space includes large format electronic rolling screens, an outdoor kitchen with a built-in grill, vent hood, sink, & an under-counter refrigerator. The expansive paver-covered deck offers plenty of room for dining & relaxing under cover & out. The deck extends to the heated saltwater pool & spa, with additional uncovered deck space for lounge chairs. A powder room conveniently located off the main living area & adjacent to an exterior door serves guests & pool users alike. The primary suite, located on the main level, is a peaceful retreat with large windows offering views of the backyard oasis. Its luxurious bathroom includes two separate vanities, a stand-alone tub, a walk-in shower, a private water closet, & a spacious walk-in closet with custom organization. Completing the main level is an alternate bedroom with an en-suite bathroom, as well as built-in custom cabinetry for drop zone storage & a well designed main floor laundry room to the two-car oversized & attached garage or informal entrance to the home. Upstairs, you’ll find a large bonus room, the third & fourth bedrooms connected by a Jack-and-Jill bathroom, a fifth bedroom, & fourth full bathroom. The thoughtful design of this home extends to less noticeable areas including the professional landscaping supported by an irrigation system with a rain sensor, a second hook up for washer & dryer located upstairs if a laundry room on both levels is preferred, two propane tanks for gas-fueled appliances, a full-house generator, double-pane low-e windows, two HVAC systems (one new in 2022), blown fiberglass insulation, & abundant storage. Conveniently located near local grocery stores, ball fields, parks, the Cady Way Trail, Interlachen Country Club, Baldwin Park, Park Avenue, & well-rated public & private schools, this home offers a thoughtful, well functioning design & easy living lifestyle sure to delight its new owners.

431 Worthington Drive, Winter Park

$2,232,500

5 Beds ⋅ 4 Baths ⋅ Tuscany Place 1st Add SubDv. ⋅ 32789 Zip Code

A rare opportunity in the Vias of Winter Park to own .63 of an acre in a secluded cul-de-sac framed with mature oaks and landscaping. This home has been carefully renovated and stretches nearly 4,000 square feet on mostly one-level living making daily function effortless for today’s modern family. Five-bedroom four-bath home with split living bedroom plan, formal living and dining spaces and large open kitchen gathering space that spills into the covered porch and outdoor living and pool area. Kitchen has been completely redesigned with beautiful custom cabinetry, quartz counters, a spacious island for gatherings and preparation, light and bright finishes, and custom backsplash. The kitchen blends family space with custom milled bookcases providing terrific storage with views through glass doors and transom windows that lead to the outdoors and allowing beautiful ambient light through the house. Primary suite is in its own wing of the home for incredible privacy. This suite also features large closets, a large primary bath with double sinks and a seamless glass shower with marble porcelain tile accents for a clean and timeless look. Other bedrooms enjoy a split plan and are nestled on the other side of the house. With fully renovated baths, this home is ready to move in. One of the bedrooms is currently being used as a den but generous enough to be a mother-in-law suite or designed to be a secondary primary. The outdoor spaces makes the house an incredible home for entertaining with its summer kitchen. The large Florida pool and spa and a backdrop of greenery encourage relaxation at the end of the day. Professionally landscaped and outdoor lighting create an oasis that is hard to find in the Vias. It is a prime location and unique opportunity to find a property of this size in old Winter Park! Walk to WPRC, community parks and near the ICC, Phelps Park and a YMCA, zoned for Dommerich Elementary, Maitland Middle and Winter Park High.

1061 Tuscany Place, Winter Park

$1,890,000

4 Beds ⋅ 4 Baths ⋅ Sevilla SubDv. ⋅ 32789 Zip Code

This modern traditional one-story pool home is located in one of Winter Park’s finest neighborhoods, Sevilla. Situated on over ¾ of an acre on the creek of Mead Gardens with no rear neighbors. This special home features 4 bedrooms plus a den/office or nursery, boasting over 3600 square feet of living space. Lovely front porch, once inside one is greeted by a flood of natural light illuminating the large living and dining rooms. There are 2 primary bedrooms and spacious secondary bedrooms. The gourmet kitchen is a chef’s delight, appointed with custom wood cabinets providing an abundance of storage, ample counter and workspace, stainless steel appliances, granite countertops, an island, a workstation with a desk, and an eat-in area. Seamlessly connected to the kitchen is an oversized family room with vaulted beamed ceilings, fireplace and French doors to an outside oasis! The large covered lanai is perfect for entertaining, features an outdoor kitchen equipped with an Alfresco grill with side burner, refrigerator, sink, bar overlooking the large sparkling pool with a sun shelf, outdoor lighting, travertine and an expansive, private rear yard. The owner's retreat is a haven of tranquility with direct access to pool and a private terrace. Enjoy high ceilings and lots of natural light. It includes an attached den that could serve many uses. The spa-like bath is equipped with his-and-her baths, a soaking tub, a walk-in shower, and two walk-in closets. The exterior has been meticulously maintained with a newer roof, exterior paint (2018), pavered circular drive, a well and lush tropical landscape enhance the curb appeal. The home also features a three-car side entry garage, a super laundry room which offers plenty of additional storage, pool heater, designer light fixtures and colors throughout, engineered hardwood floors and crown molding. Situated within the sought-after Winter Park School District, with Audubon K-8 and Winter Park High School. Located just a short drive to Winter Park’s famed Park Avenue of shops, galleries and cafe's, Central Park, Rollins College, SunRail, the Farmer’s Market, and more. Call today for your private viewing of this pristine, well loved Sevilla home.

1711 Barcelona Way, Winter Park

$2,250,000

5 Beds ⋅ 5 Baths ⋅ Jenkins Second Add SubDv. ⋅ 32789 Zip Code

Welcome to a one-story custom-built contemporary home in Winter Park, completed in 2019 with new landscaping recently added. This stunning property offers 5 bedrooms, 4 full bathrooms, and one powder room in a split-floor plan with luxury finishes throughout. Upon entry, a grand foyer with soaring ceilings and exquisite lighting sets the tone for sophistication in the entire home. The formal dining room, adorned with designer fixtures and custom flooring, provides an elegant space for gatherings. A pass-through bar, featuring beautiful display shelves, connects the dining room to the great room, adding both convenience and style. The kitchen features top-of-the-line appliances, including a gas cooktop, ample cabinets, quartz countertops, an island, and a hidden walk-in pantry. The great room, with its stunning architecture and abundant natural light, features a gas fireplace and opens up to a tranquil outdoor space overlooking a heated pool and spa. This serene oasis is accessible through 10-foot sliding doors that seamlessly create a smooth transition for indoor and outdoor entertaining. The spacious primary suite, with a view of the pool area, creates a peaceful retreat. It includes a generous walk-in closet upon entry, a dedicated coffee bar nook, and a double-sided gas fireplace linking the bedroom with the luxurious bathroom that serves as a tranquil sanctuary, boasting double sinks, a lavish walk-in shower equipped with body jets, and a distinct vanity section. Each of the three additional bedrooms offers private en-suite bathrooms. The guest suite has direct access to the pool area for convenience. The fifth bedroom is a versatile space that can serve as a bedroom, office, or nursery, conveniently located near the master suite. Highly acclaimed Winter Park schools, proximity to local hospitals, Interlachen Country Club, Winter Park Racquet Club, walking distance to YMCA, Phelps Park, and minutes from shopping and dining on Park Ave make the location of this home very desirable! With numerous exceptional features, this home invites you to experience its luxurious beauty firsthand.

1770 Oakhurst Avenue, Winter Park

$5,999,000

6 Beds ⋅ 8 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Welcome to the epitome of refined luxury. Nestled in the heart of "The Vias" in Winter Park, this exceptional estate is the ultimate blend of timeless sophistication with contemporary comfort. Boasting 7,535 square feet of living space on a sprawling half-acre lot, this residence was built with impeccable craftsmanship and an array of upscale amenities, including a charming guest house and a distinctive natural slate roof complemented by timeless copper gutters. Designed with meticulous attention to detail, this distinguished home boasts 6 bedrooms and 8 bathrooms. The main level hosts an inviting primary suite with dual oversized walk-in closets, along with a chef's kitchen meticulously appointed to accommodate a dinner party of any size. Featuring dual Wolf ovens, dual Miele dishwashers, a Sub-Zero refrigerator and wine fridge, custom Busby cabinets, and rare Italian Calacatta Gold marble countertops, this kitchen is a culinary haven. Adjacent, the living room showcases exquisite Pecky Cypress beams and one of three wood-burning fireplaces placed throughout the residence. Floor-to-ceiling accordion glass doors in the great room seamlessly blend indoor and outdoor spaces, leading to the picturesque Hampton's style pool and a fully equipped summer kitchen, ideal for both entertaining and enjoying the meticulously landscaped grounds. The spacious second floor reveals four generously proportioned bedrooms and three bathrooms, each complete with spacious custom walk-in closets. Additionally, the upper level features a convenient second laundry room, private home gym, and a sizable flex space adaptable to various lifestyle needs. Above one of the two-car garages, a detached mother-in-law suite awaits, comprising a full bedroom, a bathroom, and a separate living room, offering unparalleled comfort and privacy. Come experience the laid-back elegance and vibrant energy 1460 Via Tuscany has to offer.

1460 Via Tuscany, Winter Park

$2,600,000

5 Beds ⋅ 5 Baths ⋅ Valencia Terrace SubDv. ⋅ 32789 Zip Code

Truly exceptional Downtown Winter Park home with all of the character and amenities that make this lifestyle so sought -after. Well designed floor plan combines expansive open kitchen/gathering room as well as a large formal dining room and separate living room. Three way split bedroom plan offers two bedrooms downstairs and three bedrooms upstairs. Fifth bedroom is best suited for additional office or media room upstairs. Well-appointed kitchen with Wolf gas range, unique onyx mosaic backsplash, loads of storage and island seating. Ideal for entertaining with French doors leading to large covered terrace overlooking an incredible waterfall pool. The backyard feels like a private resort- in addition to the heated pool and spa, enjoy a gas firepit with built-in seating and an outdoor kitchen- all surrounded by lush tropical landscaping. Relaxing upstairs terrace with views of WP golf course. Other notable features include newly painted interior, charming front porch. Ten foot ceilings and walls of windows throughout afford abundant natural light. Downstairs laundry room plus a second floor laundry closet for another washer& dryer. There is a charming second entry designed with built-ins for an ideal mudroom/drop zone. Architectural details include crown moldings, custom designed wrought iron, stone columns and a beautifully lit tray ceiling in primary bedroom. Real (not paver) brick driveway, porches and pool deck. Mature landscaping with tropical palms, magnolias and signature oaks. This home has been impeccably maintained and exudes quality throughout. Of course, the location is one of the most outstanding features of this home- Walk to Farmers market, Park Avenue shoppes and restaurants and of course the Winter park 9 just one house away.

1108 N New York Avenue, Winter Park

$1,325,000

4 Beds ⋅ 3 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Luxurious custom pool home in highly desired Winter Park on a beautiful brick street with mature trees! From the moment you walk into the grand entry, you will see that every detail was impeccably thought through from the custom carpentry, including extensive crown molding, to the 10’ ceilings to the ¼” hardwood oak flooring to the built-in living room and office bookshelves and cabinets to the spacious kitchen to multiple storage closets to the electronic lift for storing items in the attic in the garage. This four-bedroom, three-bathroom home has it all. The kitchen is equipped with stainless steel appliances, soft close Busby cabinets, gas cook top, double convection ovens, warming drawer, a custom-built Busby pantry, and a large island for food preparation and/or entertaining. Whether it is casual dining in the breakfast nook with pool views through the bay windows surrounded by beautiful wainscoting and bench seating with storage or entertaining in your formal dining room with an elegant tray ceiling, you, your family, and guests will feel at home. The Butler’s Pantry, located between the kitchen and formal dining room, is equipped with a wine fridge and is the perfect place to stage food when entertaining or for use as a bar or coffee station. The first-floor bedroom can be used as a bedroom, library or office. It is equipped with a walk-in closet and has an ensuite bathroom with a curbless walk-in shower. A beautiful hardwood staircase leads you to the second floor where you will find the remaining bedrooms and laundry room, which includes a laundry tub, built-in storage, built-in ironing board and attic storage with plywood decking. The front of the home has a beautiful porch with ceiling fans for relaxing and waving to the neighbors, while the back porch, also with ceiling fans, offers privacy and a summer kitchen with a beverage cooler and a DCS multipurpose grill that includes rotisserie and smoker options. The pool will invite you in on hot summer days and the hot tub will take all your worries away. The Plantation Shutters throughout the home let the natural light in or provide privacy. The grill, stove and fireplace are fueled by propane. The fireplace can be wood burning as well. There is a vinyl gate that can be closed across the driveway for additional privacy. The detached garage is oversized and will store two cars. There is lots of attic storage with plywood decking and is accessed by wood stairs and the electronic lift for ease of putting items in the attic! Pool/spa heater (2024). Water Heater (2020). Roof (2020). Two HVACs (2016 and 2019). Your stunning new Winter Park home is conveniently located between Park Avenue and Baldwin Park offering a wide array of restaurants and shopping options. This home is covered by a 2-10 Home Buyers Warranty during the listing period only. Buyer has opportunity to continue coverage at closing. Please ask your real estate agent for more details. See links for WALKTHROUGH VIDEO and MATTERPORT TOUR.

1741 Laurel Road, Winter Park

$1,615,000

5 Beds ⋅ 4 Baths ⋅ Fremar SubDv. ⋅ 32789 Zip Code

Step into a realm of timeless elegance and modern luxury with this custom-built Mediterranean-style estate in the heart of Winter Park. From the moment you enter, a grand foyer welcomes you with Turkish Travertine stone and wood floors, setting the tone for the exquisite craftsmanship and attention to detail that defines every corner of this home. The soaring 12-foot ceilings adorned with intricate molding create a sense of grandeur, while the spacious open floor plan bathes the interiors in natural light. Delight in the seamless integration of technology and comfort, with an intercom system, built-in speakers throughout, and electronic blackout curtains for effortless ambiance control. Indulge your senses in the culinary haven of the gourmet kitchen, boasting state-of-the-art stainless steel appliances, white cabinets, granite countertops, and a Butler's pantry with a wine refrigerator and bar area. The kitchen flows seamlessly into the family room, where a wood-burning fireplace with a gas starter invites cozy gatherings. The master bedroom suite is a sanctuary of luxury, featured in Florida Home Magazine for its custom-designed bath. Enjoy backlit floor-to-ceiling mirrors, a floating tub, a self-cleaning smart toilet with a bidet, a custom Barclay tub with a black matte exterior, Brizo hardware finished in Brilliance Polished Gold, and bathroom floor tiled in an oversized chevron pattern by Crossville in Ice White. The black and white penny round tiled shower floor is laid in a throwback diamond pattern, complemented by a Kuzco LED chandelier. Entertain in style with outdoor amenities that rival a five-star resort. Lounge by the heated saltwater pool and spa, practice your putting skills on the mini-golf green, or retreat to the Nikki Beach cabana for a moment of relaxation. The summer kitchen with a tongue and groove wood ceiling is perfect for al fresco dining, while the outdoor shower adds a touch of indulgence. Every detail has been carefully curated to enhance your lifestyle, from the custom-built closet systems to the self-cleaning smart toilet with a bidet. Enjoy the convenience of a surveillance system, electronic private gated access, and a Mosquito NIX misting system for outdoor comfort. Escape to your tropical oasis with this highly energy-efficient natural gas home equipped with Velux solar-powered skylights with an acoustic rain sensor that automatically closes the skylight at the first sign of rain. The average utility bill is $560 a month. The property also features premium artificial grass and a premium landscaping and lighting package throughout the entire property. Enjoy the serenity of no rear neighbors and indulge in the luxury of your private retreat. This Winter Park estate is not just a home; it's a masterpiece of design and functionality, offering a lifestyle of unparalleled luxury. Don't miss your chance to experience the epitome of gracious living in one of Florida's most coveted neighborhoods.

1864 Grinnell Terrace, Winter Park

$10,900,000

5 Beds ⋅ 8 Baths ⋅ Ellno Willo SubDv. ⋅ 32789 Zip Code

Experience luxury living at its finest with this custom-built masterpiece on the shores of Lake Virginia, proudly crafted by the renowned Phil Kean Design Group. Boasting five or six bedrooms, six full baths, and two half baths (plus library/office, second office, loft and lounge area, exercise room, theatre, bonus/flex room and lots of storage) sprawled across 8,188 heated square feet over three levels (includes high-quality residential elevator), every detail of this home exudes sophistication and elegance. Step through the grand entrance adorned with a custom steel front door from Cantera, where natural marble stone flooring leads you into a space illuminated by art lighting from Troy Lighting and picturesque views directly toward Rollins College Chapel. The wood-paneled walls and ceiling design perfectly complement the custom three-story Alan Mizrahi chandelier, setting the tone for opulent living. Entertain guests in the formal sitting room, complete with a custom Nero marble fireplace and a breathtaking 60" Alora chandelier. Eurowall 14-foot full collapsing doors seamlessly merge indoor and outdoor living spaces, while the kitchen beckons with Plato cabinetry, an Italian 60-inch range, and 4 slabs of Calacatta Italian marble. The double island, featuring countertops by Grothouse, is a chef's dream, accompanied by amenities like the Amuneal wine cabinet and Dacor full-height wine refrigerator. Relax in the family room under vaulted ceilings, where a 16-foot Eurowall opens to reveal views of the serene outdoors. A custom Nero Marquina marble fireplace adds warmth and charm, while automated draperies offer convenience at your fingertips. Retreat to the primary suite, complete with a beverage center and separate laundry room, before indulging in the luxurious primary bath featuring a bateau cast iron tub imported from London and heated floors. Additional bedrooms, all ensuite with walk-in closets, provide comfort and privacy for family and guests alike. Stay active in the fitness room equipped with wall-to-wall rubber gym flooring and a fully equipped "Mr. Steam" steam room. For entertainment, head to the third-floor theater boasting a 120-inch screen with a Sony projector and Triad surround sound speakers. Outside, professional hardscape and landscape design by Corey Mills and Signature Landscape create a picturesque backdrop for outdoor living. Enjoy 148 feet of lake frontage with seawall spanning property, a renovated boathouse, and a newly installed dock with Trex decking and boat lift. Experience resort-style living with a pool designed and installed by Paradise Pools, featuring knife edge and Infinity edge designs, Pentair equipment with mobile app control, and an outdoor kitchen equipped with DCS appliances, Sunbrite television, and more. Resting on an elevated (approximately 3/4 acre lot) on Lake Virginia of the Winter Park Chain of Lakes, this exceptional property offers unparalleled luxury and waterfront living. Don't miss the opportunity to make this your own private paradise.

181 Virginia Drive, Winter Park

$4,000,000

5 Beds ⋅ 6 Baths ⋅ Twelve Oaks SubDv. ⋅ 32789 Zip Code

Presenting a rare opportunity nestled within the enclave of Twelve Oaks, one of the most coveted areas in Winter Park. Set along a private drive with only a dozen residences this Spanish farmhouse was crafted under the discerning eyes of architect Gary Hancock and master builder Carlos Posada. Spanning 5,320 square feet, this house boasts 5 bedrooms, 4 full baths and 2 half baths. It is the essence of “Olde Winter Park” but was built in 2002. As you enter through the front courtyard and the custom front door you are welcomed into the gathering room adorned with a 13-foot pecky cypress beamed ceiling, Saltillo tile, and a stone fireplace. There is a seamless transition to the loggia that opens to the serene courtyard. The farmhouse gathering kitchen offers opportunities for cooking, dining, and conversation and also opens to the loggia. The first-floor primary suite offers a vaulted ceiling, Australian cypress wood floors, large walk-in closet, adjoining room that can be for exercise or a sitting room to compliment the primary bedroom, and a “hidden” entrance into a fully wood paneled study with built in bookcases and fireplace. The exercise room and study both open to another screened porch. Upstairs you will find 3 bedrooms with 3 full baths and ample closets and storage. The back courtyard is surrounded by beautiful flowers, landscaping and lighting and is covered with a canopy of trees. You will find a fireplace, outdoor kitchen, dining area, and steps leading to the mother-in-law suite over the garage. This well-loved home has been well maintained, with thoughtful details that add to its undeniable charm. Once described as “magical”, this property is truly the essence of Olde Winter Park living. Close to the charming boutiques and restaurants on Park Avenue.

1228 N Park Avenue, Winter Park

$2,750,000

5 Beds ⋅ 6 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Welcome to 1563 Lakehurst, a stunning five-bedroom, 5.5 bath pool home that epitomizes luxury living and has been meticulously remodeled. This residence won the prestigious Orlando Parade of Homes 2021 first place and grand award and is a masterpiece of design and craftsmanship. Initially conceived by the local architect Gary Hancock, this home was reimagined by the renowned Ted Maines and Hardwick General Contractors, resulting in a comfortably elegant living space deserving of accolades and awards. On an oversized lot on a charming brick-lined street in one of the most desirable neighborhoods of Central Florida, this home boasts an enviable address just moments from shops and restaurants of Winter Park and Park Avenue. Spanning over 4,200 square feet, the main house offers spacious and inviting living areas flooded with natural light. Every detail was considered throughout the renovation: top-of-the-line Anderson windows, custom inset cabinetry, luxury bi-fold Origin door, designer lighting, engineered oak floors, solid-core interior doors, custom mahogany front door, and many more finishes discerning buyers will recognize and appreciate. The kitchen is the heart of the home, featuring Wolf and Sub-Zero appliances, extensive custom inset cabinetry, Cambria luxury quartz, and a center island spanning almost 20 feet. The separate breakfast bar allows quick and easy coffee, tea and breakfast prep without disturbing the clean aesthetics of the kitchen. The open living space has an Origin luxury bifold door for indoor-outdoor living, and a vaulted cathedral ceiling finished with designer lighting. The lounge and bar offer a pre-dinner retreat before using the artfully designed formal dining room, with smoked glass, dramatic navy wood paneling, and custom herringbone wood floor. The light-filled primary bedroom is also on the ground floor. Updated in 2022, this bedroom has Phillip Jeffries wall covering and Flos pendants. The bath has two independent vanities and separate closets. A full pool bath with shower, additional powder room and large office or flexible space complete the first story. Three additional bedrooms provide ample space for family or guests. The largest bedroom has an en-suite bath, and two additional bedrooms are connected by a large bath with a double vanity. For those needing additional accommodations, the in-law suite over the garage offers an additional 400-plus square feet of living space, ideal for guests or multigenerational living. The extensive back patio has multiple areas for dining, entertaining and enjoying Florida living. The summer kitchen was installed in 2021, and there is additional wine and refrigeration space. The front parking pad and landscaping were completed in spring 2024. All the systems are from 2020 or newer. The roof was installed in 2020, two tankless water heaters were added in 2020, upstairs and downstairs Carrier air conditioners are from 2023, the guest house air conditioning is from 2021, and the guest house water heater is from 2024. Drywall, ceilings and tongue-and-groove were replaced, the home was taken down to the studs, and has an effective date for the build as 2020. With its unparalleled location, luxury, and craftsmanship, this home is a rare find. Don't miss your opportunity to own a piece of Winter Park's finest. Schedule your private showing today!

1563 Lakehurst Avenue, Winter Park

$2,345,000

5 Beds ⋅ 5 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

This gorgeous home has been meticulously maintained. From the moment you walk in the home, you will notice the natural light and luxurious space that this home provides. As you enter, you find the office space off to the left. As you walk forward, you will see the bar area, perfect for entertaining. The bar area overlooks the spacious family room and dining room. From these areas, you can see the beautiful outdoor space and pool. The kitchen area is complete with beautiful quartzite countertops, a gas grill, double ovens and a huge walk in pantry. The primary suite is located off of the living room area. It overlooks the pool and outdoor area. The beautiful en suite bathroom features dual vanities, a walk in shower and free standing soaking tub. Off of the kitchen is the full pool bath with a walk in shower. The backyard is truly an oasis with a covered area for relaxing, a summer kitchen and a pool perfect for enjoying the hot Florida days. Upstairs, you will find three more bedrooms. There is also a large bonus room area perfect for entertaining or just relaxing. This home is zoned for great schools and is located close to Park Avenue and all that Winter Park has to offer.

1651 Oneco Avenue, Winter Park

$1,355,000

5 Beds ⋅ 5 Baths ⋅ Golfview SubDv. ⋅ 32789 Zip Code

Under Construction. NEW CONSTRUCTION - Tired of searching for the perfect home in this tight inventory market? Why settle - buy new!! Fantastic Winter Park location! Walk or bike to all the wonderful things that are right at your doorstep. This modern take on the traditional farmhouse will delight you with the open floor plan and great use of space! There are 2 suites downstairs including the Primary, 2 more spacious suites upstairs and a huge bonus room that could be used as an office, gym or a 5th bedroom. The gourmet kitchen includes Kitchen Aid appliances, with a 36" GAS cooktop, built in microwave and wall oven and a 36" French door refrigerator and a wine fridge. The luxurious Primary suite features champagne faucets and a freestanding tub and a large, walk- in closet with custom built ins. This lovely home features warm wood flooring and impeccable attention to detail. Step out onto the large lanai featuring a fully equipped outdoor kitchen with a grill, sink and refrigerator as you enjoy your sparkling pool! Call us today for more details! Photos shown are of model home of the same floor plan and the colors and selections will vary. Make an appointment to see this beautiful home today.

3629 Midiron Drive, Winter Park

$3,270,500

5 Beds ⋅ 7 Baths ⋅ Parklando 03 SubDv. ⋅ 32789 Zip Code

Sold Data Entry Purpose Only!

2413 Winter Park Road, Winter Park

$1,300,000

3 Beds ⋅ 3 Baths ⋅ Lyman Ave Villas 1 SubDv. ⋅ 32789 Zip Code

Now is your chance to own this stunning and upgraded END UNIT Townhome, one block off Park Avenue! This is 1 of only 8 townhomes built by David Weekly in 2014, and the only one on the market with incredible Florida outdoor living. This unit is the gem, with the most privacy and largest side yard of all 8. The location is obviously AMAZING, but this home is even MORE AMAZING! SO many upgrades, you won't need to do a thing but move in and enjoy walking up to your favorite stores, restaurants, and of course the famous Winter Park Farmer's Market on Saturday mornings! Nothing has been overlooked in this gorgeous residence, so let's take a tour! Entering through the solid wood door, you are greeted with beautiful hardwood floors and custom window shutters. To your left is a bedroom and/or office with an easy access en-suite full bathroom. Down the hall your eye will be drawn to the breathtaking kitchen with an oversized island, high-end 42" white cabinets with a coffee rubbed stain, GE Monogram appliances, including a natural gas range, and a cozy place for your coffee bar! Looking further you will find the large dining area with a new crystal chandelier with matching pendants lights over the island. Keeping with the open concept, the cozy living space is next, and as you can see, it is large enough to accommodate a grand player piano! Now let's tour the upstairs living space. At the top of the stairs is a custom-built bookcase for all of your small collectables or pretty hardbound books. The oversized primary suite has beautiful Rifle Paper Wallpaper with, of course, the Winter Park Peacock pattern. There is so much natural light flowing through the windows from the southern and eastern exposure of this cozy corner bedroom. The primary bathroom has double sinks, a shower, and a private water closet. Next, we come to the custom-built laundry room, with storage cabinets for days! Coming out of the laundry room we find the 3rd bedroom in the home, a quiet room tucked away for children or guests, and this also has a full bathroom including a comfy tub. Now let's head back downstairs and step out to the OVER 1300 SQ FT OF FENCED-IN FRONT AND BACK OUTDOOR LIVING SPACE! The builder definitely took all of your outdoor needs into consideration when designing this space. The covered brick paver patio with an electric screen boasts a built-in summer kitchen with a gas grill, granite countertops, a wet sink, and a mini fridge. There is also a mounted TV on the wall (yes it stays!) to watch the games! Out in the yard the sellers recently installed pet-friendly artificial turf, a new (2023) heated spa, and an area for cornhole or Bocce ball, all inside a fully-fenced yard! The 2-car garage behind the home is accessed by a secured gated entrance. The garage floor has been fitted with custom SwissTrax tiles. Up above the garage is a 10x20 storage room that is large enough to stand up and walk around in, and it is floored, insulated and climate controlled with a new (2023) mini-split AC (no more need for that expensive storage unit for the Christmas decorations)! Other features include whole house security system, a new (2024) tankless on-demand hot water heater, new (2023) LG washer and dryer, and upgraded landscaping with Mexican stones. The HOA fees cover building insurance, landscaping, watering, pest control with termite bond, roof and gate maintenance. This nearly new townhome right next to Park Avenue is more than just a home, it's a lifestyle!

242 W Lyman Avenue, Winter Park

$2,312,000

5 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Elegance, comfort, and a welcoming environment blend cohesively at this chic British West Indies inspired new construction home positioned in one the most highly desirable places to live in the City of Winter Park. This magnificent five-bedroom, four-bath pool/spa home embraces high-end finishes and true quality craftsmanship that can be noted throughout. First glance upon arriving to the booming two-story home is the mature landscaping design that has a tropical feel. The floor plan is filled with hand-selected, engineered-hardwood flooring, natural light, and elegant fixtures filling the open-concept entertaining spaces creating an elevated living experience. Your inner home chef will delight in taking advantage of the oversized kitchen designed with exquisite cabinetry, oversized grand island, gas cook-top and opulence of high-end appliances. Dine in the formal dining that features a frameless glass walk-in wine closet with dry bar and wine chiller for the best selections of wines for entertaining. After a long day head over to the first-floor huge primary suite and primary bathroom for tranquility and relaxation that represents opulence and elegance. Additionally, the luxurious primary closet was designed to give gratification and enjoyment on a daily basis. This breathtaking custom-built home offers 10 ft high ceilings on the first and second floors and a guest suite on the first floor for privacy for all. The second floor offers three-bedrooms and two baths with one being an En-suite. The second floor Playroom/Entertaiment room sits perfectly between the second-floor bedrooms. To add, fourteen high-end audio speakers fill the home, pre-wired for security cameras and pre-wired Ev charging located in the massive two-car garage. The paradisaic setting is filled with functional and intricate landscaping that compliments the natural surroundings, including the huge functional open or closed screened Lanai with views of the nice sized heated salt/water pool and huge spa that can entertain plenty of a guest. To add, the summer kitchen is well equipped with a gas grille and chiller for beverages and prep space. This marvelous home additionally includes a private flex room/office and a large U-shaped driveway that offers high-end pavers for easy entering and exiting the property. Winter Park Racquet Club, Interlachen Country Club, Phelps Park, Lake Maitland, Park Ave shops and numerous shopping centers are all within minutes, allowing you to fully immerse yourself in your new community. Be the first to call this incredible home yours as you make your home in Winter Park!

2172 Temple Drive, Winter Park

$1,600,000

4 Beds ⋅ 5 Baths ⋅ Osceola Or Lakeview Deed SubDv. ⋅ 32789 Zip Code

Custom renovated home located in the highly desirable city of Winter Park offering over 3,600 square feet of living space with an abundance of natural lighting. The formal living room sits at the front of the home and is accented with a wood burning fireplace and hardwood floors that seamlessly flow throughout the home. To the right of the entrance is the guest suite with a private en suite bathroom. Across the hall are two additional bedrooms, a full bathroom, and another half bath. A large chef’s kitchen boasts spacious quartz countertops, white subway tile backsplash, stainless steel appliances, 6 burner gas range, double oven, and a center island with a wine refrigerator, microwave, and plenty of storage. The kitchen overlooks the family room with views of the backyard through French doors and floor to ceiling windows. Adjacent to the family room is the primary bedroom quarters featuring high ceilings, private backyard access, an oversized walk-in closet, a spa-like bathroom complete with dual vanities, a standalone tub, and a double-sided walk-in shower with two shower heads. Step outside to the covered patio where you will find an outdoor kitchen, lounge area, fenced backyard, outdoor bathroom, privacy hedges, no rear neighbors, and a beautiful swimming pool, perfect for relaxation and entertainment. Zoned for top rated schools: Lakemont Elementary, Maitland Middle, and Winter Park High. Located just blocks from Phelps Park, three minutes from Advent Health Winter Park Hospital, five minutes from Baldwin Park, and only five minutes away from Downtown Park Avenue’s restaurants and boutiques. Make this extraordinary Winter Park gem yours!

890 N Phelps Avenue, Winter Park

$2,120,000

4 Beds ⋅ 5 Baths ⋅ Flora Park First Add SubDv. ⋅ 32789 Zip Code

Stunning transitional modern home located in the heart of Winter Park. This immaculate residence features a bright open floor plan and boasts a chef's kitchen with a large center island and a prep sink, custom cabinetry, quartz counter tops, top of the line Wolf and Sub-Zero appliances, a walk-in pantry. The kitchen has an abundance of natural light that creates an inviting atmosphere for culinary creativity and entertaining, it opens to a spacious great room with a fireplace and a wall of glass that pockets into the wall combining the indoor and outdoor living spaces. The primary bedroom suite features a separate sitting area overlooking the backyard and a spa bath with a walk-in shower and large tub for soaking away the stresses of the day. The walk-in closet even has washer and dryer hookups for the ultimate convenience. Additional features include a home office, 2nd floor loft area, 3 additional bedrooms, and a 2nd floor laundry. Step outside to discover a private backyard oasis, complete with a covered lanai with retractable screens, a summer kitchen, and a sparkling pool surrounded by travertine pavers. The pergola adds a touch of elegance to this outdoor retreat, perfect for relaxing or hosting gatherings with friends and family. For those with multiple vehicles, the property features an extra-long driveway and an oversized 2-car garage with electric vehicle charger. This home truly embodies modern luxury and indoor-outdoor living, offering a perfect blend of comfort, style, and functionality. Located a short golf cart ride from Park Ave’s incredible restaurants and shopping, and walking distance to Phelps Park and the YMCA, the location is impossible to beat.

1616 Hibiscus Avenue, Winter Park

$4,500,000

6 Beds ⋅ 7 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Welcome to the 2024 New construction home of the year. This English Manor masterpiece offers 6 bedrooms, 5 full bathrooms and two half baths, plus a 3 car garage. From the moment you enter this home you will be struck by the natural light, exquisite design features, and the pull of the outside/inside living. The kitchen and living room space have been designed with extreme precision and perfect symmetry offering a harmonious atmosphere for gathering. The kitchen is a chef's dream, featuring an executive cabinet collection and two islands. The main island is made from a custom rolled steel cantilevered edge ironworks and is finished with a concrete sink with a waterfall edge design. Two separate Thermador column custom panel appliances for both the refrigerator and freezer, while the Cornu Fe Blanc dual fuel gas cooktop ensures culinary excellence. The Quartzite Calcutta Matarazzo tops add elegance. Behind the kitchen is the function of the design with expansive custom cabinetry, a microwave drawer, and double refrigerator drawers; plus a washer and dryer for convenience. Two additional washer and dryer spaces are provided throughout the house. Continue to the Owner's suite which offers expansive windows, a vaulted ceiling and a Poplar succor truss beam detail. Onto the Owners bathroom the exquisite detail continues. Dual custom designed wood cabinet vanities, quartz and marble countertops, imported marble flooring in a Chevron pattern, plus premium faucets and toilets, and a beautiful floating tub overlooking the private garden. The outside offers an extension of the interior which has been pulled together beautifully by the Blue Lagos Limestone flooring in the dining, lanai and breezeway area. The outdoors offers a spacious Summer kitchen with a Wolf gas grill, Sub-Zero beverage center, custom concrete countertops, Signature designed pool, spa and sun shelf. Upstairs offers a full flex space with a wet bar and views of both the front and rear of the home. Three oversized bedrooms all on-suite, with custom built in closets. Ascending to the third floor, a private retreat awaits, with ample space for a bedroom, living room, yoga studio, ready to be personalized to your liking. Welcome home to luxury living at its finest.

1444 Grove Terrace, Winter Park

$2,320,000

4 Beds ⋅ 4 Baths ⋅ Osceola Shores SubDv. ⋅ 32789 Zip Code

Exquisite total remodel in downtown Winter Park. Walk to Park Avenue, restaurants, shops and parks. No detail was overlooked! From the flooring to the appliances, light fixtures, and magnificent primary closet! You will feel like you are in Palm Beach inside and out, especially outside on the oversized lot, at the pool, on the porch, or in the summer kitchen. You will feel like you are at a five-star resort! This is a gem!

440 Lakewood Drive, Winter Park

$1,800,000

4 Beds ⋅ 4 Baths ⋅ Ellno Willo SubDv. ⋅ 32789 Zip Code

Luxurious Winter Park Retreat with Stunning Features! Welcome to 1661 Hillcrest Avenue, a masterpiece of coastal design nestled in the heart of the highly sought after Winter Park. This exceptional property presents an exclusive opportunity to own a home crafted by the Parade of Home Winner, Lazarus Development Group. This elegant home boasts 4 bedrooms, 3.5 baths, and a 2 car garage. As you step inside, you are greeted by a bright open, airy ambiance that invites you to effortlessly call it your home. The first floor boasts a seamless open floor plan concept with Great American wire brushed oak throughout, featuring a sprawling great room with decorative Faux and woods beams, a soaring foyer that leads to a private home office space and, a classy dining area. A meticulously designed kitchen equipped with Viking appliances, including a refrigerator and stove, along with a KitchenAid dishwasher make this kitchen a culinary enthusiast's dream. The home features an electric blind on kitchen window and shutters throughout. A large walk-in pantry ensures ample storage space, while an indoor gas fireplace adds a touch of elegance and warmth. Escape to your own private paradise with the impressive outdoor amenities. Host unforgettable gatherings in the outside summer kitchen, where al fresco dining becomes a daily delight with a fireplace and pool footsteps away. Backyard is zero maintenance and has K9 turf for dogs from Forever Lawn. The second floor is dedicated to the luxurious master suite that will be your own private sanctuary at the end of the day. Need more space? This home includes an upstairs versatile flex space that can be tailored to your needs that’d be perfect for movie nights, a home theater, a game room or play area. For added convenience, the upstairs offers a laundry room. Presented in immaculate condition with custom shutters, a third floor balcony that has expansive views offering additional outdoor living. This home is ready for you to move right in and start living the life of luxury. Every detail has been carefully considered, from the sleek finishes to the abundance of natural light that fills each room. Located in one of Winter Park's most coveted neighborhoods, this property offers not just a home, but a lifestyle. Excellent schools, fine dining and boutique shopping options on Park Avenue and Baldwin Park, very close proximity to Park Ave, Art shows or Rollins College and, easy access to downtown Orlando make this the perfect place to call home. This is more than a home—it's an unparalleled opportunity to own the lifestyle you deserve and a piece of Winter Park's finest living.

1661 Hillcrest Ave, Winter Park

$1,150,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winder Park Twnhms SubDv. ⋅ 32789 Zip Code

Experience waterfront luxury living at Mondrian Winter Park, an exclusive collection of 30 contemporary townhomes situated on the serene shores of Lake Killarney. Each meticulously designed residence boasts exquisite finishes, expansive storefront-style windows, and 11' ceilings to flood the interiors with natural light. This brand-new contemporary townhome with charming brownstone elements is a sophisticated residence boasting a unique layout, featuring the main living space on the second level for ultimate convenience and privacy. Revel in the seamless flow of the modern kitchen, dining room, and great room. A stylish primary bedroom and spa-inspired bath are located in the secluded rear of the home. This retreat includes two walk-in closets, a sitting area, beautifully appointed bath with designer tile, frameless glass shower and private water closet - thoughtfully designed for your comfort. Additionally, our highly advantageous split bedroom design offers two additional bedrooms with en suites on the first level, providing ample space and flexibility for your lifestyle. With the added convenience of a full-size laundry room, this townhome redefines elegance and functionality. A rooftop oasis complete with an outdoor kitchen, pergola, hot tub spa, and breathtaking lake views can be found on level three, this thoughtfully crafted space offers the ideal blend of comfort and sophistication. Located in the picturesque Winter Park just north of downtown Orlando, residents can indulge in lakeside living with access to a private boat slip, community kayaks, and a lakefront Pavilion. Whether you seek serene relaxation or vibrant entertainment, this prime location places you moments away from top-tier dining, shopping, and recreational amenities, ensuring a lifestyle of unparalleled convenience and luxury.

1766 Mondrian Circle, Winter Park

$3,620,000

3 Beds ⋅ 5 Baths ⋅ Park Hill SubDv. ⋅ 32789 Zip Code

A timeless brownstone in the exclusive Park Hill provides a lifestyle that is unparalleled. Enjoy world-class restaurants, shopping, events and museums within a short walk, and are the only brownstones on Park Avenue to have this highly sought-after, exclusive location. An inviting front courtyard welcomes you with a brick walkway to a covered entrance flanked by stately gas lanterns. This three-story home with an elevator features three en-suite bedrooms with three full and two-half baths, offering generous open living, dining and kitchen spaces that overlook a private courtyard complete with a summer kitchen. Large windows throughout the home seamlessly bring the outside in and allow natural light to gently roll in. The gathering space showcases an incredible built-in focal point with sliding doors detailed with a subtle starburst and an antique mirror backdrop, allowing art to be displayed or the doors to be opened to relax and enjoy your favorite show. Expansive 10-foot ceilings, extensive millwork and moldings throughout, gorgeous hardwood floors, upgraded designer-selected fixtures and hardware, additional lighted glass built-ins and French doors add to the architectural detail for an elevated living experience. A chef’s kitchen surrounds a center island, blending into the dining and living spaces for ease of entertainment. Wolf and Sub-Zero appliances, gorgeous light cabinetry, a pop of color on the island with bar seating, marble details, an incredible walk-in pantry and a wet bar/butler's nook deliver great function for intimate gatherings. A two-car air-conditioned garage with loads of storage, an organization system and additional ceiling storage round out the first-floor offerings. The second floor continues with upscale appointments, featuring a flex space with built-ins and a wet bar with an under-counter refrigerator that opens to an outside covered balcony. Also on this floor is a laundry room, loft area and two large bedrooms, each with a walk-in closet and its own bath. The third floor, the primary bedroom showcases an upholstered bed wall, three dormers overlooking Park Avenue, storage window benches with room to relax in a tranquil setting and a luxurious primary bath with floor-to-ceiling windows, dual vanities with high-quality materials and finishes, a large glass-enclosed shower and soaking tub. Two large walk-in closets with closet systems feature a makeup vanity with marble countertop, mirrored backsplash and hardwood floors with beautiful light to elevate the experience. A gracious morning/evening station with a Sub-Zero under-counter refrigerator and stylish backsplash opens to a private rooftop terrace with a fireplace, wet bar and TV, plus a half bath to enjoy evening sunsets and Florida breezes. Every detail has been accounted for in this Park Avenue property, offered fully furnished with designer selections throughout. Other details include Old Carolina brick, three-story block construction, soundproof hollow core floors, precast exterior trim and a slate mansard roof. There are five air conditioning units, three tankless gas water heaters and the property has been meticulously cared for.

637 N Park Avenue, Winter Park

$1,725,000

4 Beds ⋅ 4 Baths ⋅ Maitland Shores First Add SubDv. ⋅ 32789 Zip Code

Welcome to this ideal corner of Winter Park, part of the highly desirable Via's, and this stylishly renovated home. This four-bedroom, four-bath home spans over 3,400 square feet and ideally combines modern updates and timeless charm. The open floorplan seamlessly integrates the living, dining and kitchen areas, creating an ideal space for entertaining and everyday living. Natural light fills the interior, accentuating the sleek finishes and designer touches. Designer lighting, custom hood and gas stovetop make the kitchen an ideal place for preparing and hosting meals. The main level also features the primary bedroom, offering a tranquil retreat complete with a spacious en-suite bath with dual shower heads, a rain shower and a soaking tub. The expansive closet space in the primary bedroom is envious. Step outside into your private paradise, where a saltwater pool with sun shelf awaits. The covered patio with multiple fans ensures you can enjoy the outdoors comfortably, whether lounging poolside or dining alfresco. There is also a summer kitchen with additional refrigeration, ideal for entertaining. For those who love to stay active, there is an additional climate-controlled space with endless possibilities, whether a home gym, yoga studio, art space or office. Location is key, and this home is ideally in a highly desirable neighborhood, zoned for top-rated schools, including the No. 1 elementary school in Orange County. There is also neighborhood access to Lake Maitland. Enjoy easy access to Park Avenue, Winter Park Racquet Club and more. Schedule your private showing today.

914 Moss Lane, Winter Park

$1,297,000

4 Beds ⋅ 4 Baths ⋅ Phillips Place Winter Park SubDv. ⋅ 32789 Zip Code

Just a short drive from Park Avenue and Baldwin Park or a quick walk to the trendy Corrine Drive shops and restaurants is this stately, well-appointed Colonial residence. Featuring four bedrooms, three and a half bathrooms, and an office, this comfortable abode fits the needs of all families, small and large. Intimate formal living and dining spaces greet you on the left upon entering a welcoming foyer, while a discreet office sits tucked on the right with an adjoining closet. Wood floors span much of the first floor as the foyer opens up into an expansive living room with vaulted ceilings and a large kitchen, equipped with stainless steel appliances and natural stone countertops. Interior spaces continue with a downstairs primary suite with a large custom walk-in closet and a private outdoor courtyard, exclusive to the primary suite. Upstairs, three sizable bedrooms await with two recently-refreshed bathrooms. The home is an entertaining haven, with a luxe outdoor kitchen sporting DCS appliances as well as a screened in pool and spa with state of the art features. Beyond the screened area is plenty of green space, perfect for outdoor activities. The home, sitting on the end of a cul-de-sac, is the ultimate expression of privacy, surrounded by mature oaks and adjacent to a small pond. Enjoy peace, serenity, and the ultimate feeling of old Winter Park in this stately home, located in the Audubon K-8 school district and minutes away from the best Orlando has to offer.

2706 Phillips Park Court, Winter Park

$3,200,000

5 Beds ⋅ 6 Baths ⋅ Windsong Lakeside Sec 02 43/71 SubDv. ⋅ 32789 Zip Code

Nestled on almost a half-acre in Winter Park’s established and desirable Windsong neighborhood, this jaw-dropping five bedroom, five and one-half bath pool home is absolutely exquisite beyond compare! This custom built home by Michael Charles Homes and designed by Wolf-Rizor Interiors offering every quality feature imaginable. It is conveniently located just moments to Park Avenue’s dining and shopping and zoned for top-rated Winter Park schools. The open concept floor plan makes this home picture-perfect for entertaining. The impressive master bedroom suite features French doors to the well manicured backyard with a large pool, a brick paver open patio and a deck! Enjoy the many amenities of living in Windsong including lake access to the Winter Park Chain of Lakes, a clubhouse and pool for entertaining, as well as a playground area.

1560 Holts Grove Circle, Winter Park

$1,690,000

4 Beds ⋅ 6 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

Welcome to this beautiful home in Winter Park neighborhood. This beautiful home is built for entertaining. The spacious home offers a little over 4,600 square feet of living space. The first floor offers a large open floor plan with incredible view into tour outdoor oasis. The kitchen features a 6-burner range with grill and double oven, large Electrolux fridge and freezer, microwave drawer, wine fridge, upper and lower cabinets with under cabinet lighting. An ample living room, with wall-to-wall custom solid wood built-ins and wired in speakers. Full panel sliding doors which flow into the outdoor retreat featuring a full Paradise Grills outdoor kitchen built for grill masters and hibachi lovers. Full bar service set up, wired in music with lights to play to the beat or perhaps colors for the holiday seasons. The large 30 foot pool equipped with solar heated pool system, beautiful glass tiled firewall and jetted fountains. Pool storage, pool bath and outdoor shower. The opulent primary suite gives you enough room for a California king bed, large walk in closet and spa like bathroom with his and her vanities. Upstairs you will find a large loft with a huge bonus room and 3 large bedrooms each with en-suite bathrooms.

1411 Border Drive, Winter Park

$2,495,000

4 Beds ⋅ 7 Baths ⋅ Osceola Summit SubDv. ⋅ 32789 Zip Code

Welcome to an exquisite custom-built Mediterranean oasis nestled on a tranquil brick street in the heart of Winter Park. Recently updated and only one mile from Park Avenue's vibrant shops and restaurants, this home offers 4,240 square feet of luxurious living space, featuring 4 bedrooms, 5 full baths, and two half baths. Crafted in 2008 by Arlington Homes, this meticulously designed residence transforms every gathering into an unforgettable event. The expansive screened lanai, complete with a summer kitchen and full pool bath, seamlessly merges indoor and outdoor living, perfect for entertaining guests. The primary suite, located on the first floor, overlooks the serene screened pool/lanai and boasts his and her vanities, a lavish soaking tub, spacious shower, and ample walk-in closets. Indulge in the 145-bottle climate-controlled wine cellar or enjoy the convenience of the laundry room adjacent to the primary closet, featuring abundant storage and dual washer and dryer sets, one on each level. The gourmet kitchen dazzles with custom cabinetry, premium countertops, top-of-the-line appliances, and multiple dishwashers, complemented by refrigerator and freezer drawers. Upstairs, discover three bedroom en-suites, along with a sprawling media/bonus/game room featuring a wet bar and expansive private balcony. Conveniently situated near Baldwin Park, Park Avenue, and downtown Orlando, this residence also offers access to top-rated Winter Park Schools and Lake Highland Preparatory School, mere minutes away. This home epitomizes luxury living and unparalleled convenience, promising a lifestyle of sophistication and serenity in Winter Park's premier locale. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

360 Cortland Avenue, Winter Park

$3,217,500

4 Beds ⋅ 6 Baths ⋅ Winter Park Town Of SubDv. ⋅ 32789 Zip Code

Auction Property. AUCTION LIVE BIDDING OPEN: Bidding ends February 21st. Previously Listed $3.7M. Current High Bid $3M. No Reserve. Come home to your private estate in historic Olde Winter Park. Down a private lane, this Charleston-style residence offers the ultimate in privacy. The wrought-iron details and millwork mingle with luxurious finishes such as Brazilian hardwood, marble, and state-of-the-art home technology and upgrades. A top-of-the-line chef's kitchen with double Gaggenau ovens and butler's pantry anchor any gathering, while your formal dining room offers enough space to seat over a dozen friends and family. Enjoy your private owner's wing with two spa-worthy bathrooms and a laundry room. Guests benefit from a secluded retreat in the carriage house apartment, graced with a dedicated entrance. There's considered space for every mood, from the casual keeping room to the formal living room to the covered porch overlooking the tropical pool and fountain. There's even a cozy sunlit space off the library perfect for an additional office, reading nook, or yoga studio.

1106 Palmer Avenue, Winter Park

$1,965,000

4 Beds ⋅ 4 Baths ⋅ Windsong Elizabeths Walk SubDv. ⋅ 32789 Zip Code

Welcome to this stunning custom-built residence in the prestigious Windsong community of Winter Park, Florida. Constructed in 2004 by the renowned Signature Custom Homes and tastefully remodeled by Skolfield Homes, this exceptional property offers a blend of elegance and functionality. Spanning over 4,300 square feet, this meticulously designed home features four spacious bedrooms and three and a half bathrooms, including a luxurious primary bedroom conveniently located on the main floor. The primary suite boasts his and hers walk-in closets and an ensuite bathroom with a tub and shower, providing a private retreat for relaxation. In addition to the bedrooms, there is a dedicated office space downstairs, perfect for those who work from home, and a generous bonus room upstairs that can be customized to suit various needs. The upper level of the house accommodates three bedrooms and two bathrooms, providing ample space for family members or guests. The outdoor area is a true oasis, featuring a spacious fenced-in backyard with a pool, creating the perfect setting for entertaining or enjoying the Florida sunshine. The outdoor kitchen and grill add an extra layer of convenience for hosting gatherings. Situated in the sought-after Windsong community, residents benefit from top-rated Orange County public schools, adding to the appeal of this prime location. Whether you're drawn to the custom craftsmanship, the abundance of living space, or the resort-like outdoor amenities, this property embodies the essence of luxurious living in Winter Park, Florida. Don't miss the opportunity to make this exceptional house your new home.

1729 Elizabeths Walk, Winter Park

$1,495,000

4 Beds ⋅ 4 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

This fabulous, 2-story home, located just 1 block from Phelps Park and the YMCA, offers a BRAND NEW ROOF (Dec 2023) and features a long list of amenities, including a spacious downstairs Primary Suite, large open living area, dinette with a gas fireplace, upstairs bonus room, 2 flex/storage rooms, a covered rear patio with a summer kitchen, and so much more! Additional recent updates include a new HVAC system for the 2nd floor, new modern light fixtures & LED bulbs throughout, new ceiling fans, and newer wood flooring upstairs. The 1st floor, anchored by rich wood floors throughout, features an open kitchen with a gas cooktop, large island with room for seating, a large pantry, and a butler’s pantry with a side entrance. On one end of the kitchen, the spacious dinette is appointed with a gas fireplace, and provides access to the rear covered patio. The living room is accented by stylish wooden beams above, with French doors that open to a fabulous, covered patio and Summer kitchen, landscaped courtyard, and the 2-car garage. Tucked behind the staircase on the 1st floor is the Primary Suite, overlooking the back courtyard, with an enormous custom closet (13’ x 11.5’). The primary bathroom offers dual vanities, a large soaking tub, walk-in shower, linen closet, and a private water closet. The 2nd bedroom, conveniently situated just past the powder bathroom located under the staircase, is currently used as an office. A wooden staircase leads up to the second floor where you’ll find a bonus room with hardwood floors, 2 bedrooms, 2 full bathrooms, and 2 multi-purpose rooms that can be used for storage or an office/hobby room. The detached, 2-car garage sits behind the home, and is lined with 3 closets for great storage space, while additional space beyond the garage would be great for parking a golf cart. The property is fenced on 3 sides, while a gate closes off the covered patio area between the garage and the rear of the home for added privacy. Walk to Phelps Park and the YMCA, or jump in your car for a quick drive to all the boutiques and restaurants on Park Avenue. Please see the attachments for the floorplan, list of updates, and more!

1717 Pine Avenue, Winter Park

$2,699,999

5 Beds ⋅ 6 Baths ⋅ Windsong-Lookout Lndg Add 01 SubDv. ⋅ 32789 Zip Code

Welcome to this stunning custom-built pool home located in the highly sought after Windsong community. The home offers 5,066 sq. ft. of living space with 5 bedrooms, 5 and a half bathrooms, oversized 3 car garage and private in-law suite. Built in 2013 by Dave Cahill Company Homes, this thoughtfully designed home has left no detail overlooked and is an entertainers’ dream. Enjoy an open floor plan, high ceilings, gas fireplace and a spacious covered lanai that seamlessly blends indoor and outdoor living. The first floor features an eat-in kitchen, living room, dining room as well as the primary suite, additional bedroom ensuite, office, laundry room, wine room and powder/pool bath. The generously sized primary suite overlooks the backyard and boasts his and her vanities, soaking tub with separate shower and a large walk-in closet. The gourmet kitchen is enhanced with solid wood custom cabinetry, exotic blue granite, top of the line appliances, multiple dish washers, beverage drawers, and a large hidden pantry. The living space opens to a beautiful covered lanai with summer kitchen and bar overlooking the resort style pool complete with waterslide, fire bowls and spa. The second floor includes two bedroom ensuites with a large bonus/media/game room and wet bar for entertaining. The private in-law suite has its own entrance with stairway and offers a kitchenette, living and dining room with a separate bedroom ensuite. Play or swim in the lush backyard or enjoy the amenities of the Windsong community including clubhouse, community pools, splash pad, playgrounds and access to the beautiful Winter Park Chain of lakes. Conveniently located to Winter Park, Baldwin Park, Park Avenue, downtown Orlando. Top rated Winter Park Schools as well as Lake Highland Preparatory School are only minutes away. Call for your private showing today.

1737 Lookout Landing Circle, Winter Park

$3,450,000

5 Beds ⋅ 7 Baths ⋅ Windsong North Shore 43/74 SubDv. ⋅ 32789 Zip Code

Elegant Windsong Mediterranean on a premium-oversized corner lot with views of Lake Berry and the park. This residence was custom built by award-winning Cahill Homes founded in 1977 and an MCBC member. There is also community Chain-of-Lakes access via the HOA. This home features an extremely flexible, open floor plan including five bedrooms with primary suite, library and guest suite down, seven baths and two bonus and media rooms in approximately 7,100 square feet of living area. A grand entry invites guests along with soaring ceilings, hardwood and marble flooring, a beautiful wrought-iron staircase, and extensive windows and doors letting in lots of natural light flood. Luxury continues through the home and in the designer island kitchen with custom cabinetry and hard-carved details, granite countertops, and Sub-Zero and Wolf top-of-the-line appliances. The kitchen opens to a wonderful spacious gathering room with pool view, a gas fireplace and built-in cabinetry. Executive office with built-in shelving and lavish downstairs primary retreat featuring spa-like bath and dual solid-wood custom closets. Downstairs also enjoys a spacious secluded guest suite. The upstairs provides the ideal retreat for entertaining. inclusive of two bonus and flex rooms, and a full bar. There are three generously sized upstairs bedroom suites with dedicated baths and walk-in closets. The outdoor living is fabulous with a resort-style pool, spa & fire pit along with a summer kitchen and covered terrace. Additionally, there is a spacious three-car side entry garage along with a private motor court.

466 Genius Drive, Winter Park

$1,500,000

5 Beds ⋅ 4 Baths ⋅ Fremar SubDv. ⋅ 32789 Zip Code

Location, location! Lovely custom built 5 bedroom/4 bathroom pool home in a quiet and well established Winter Park neighborhood easily accessible to Park Avenue’s fine shops and restaurants, Baldwin Park, Advent Hospital and Orlando. The downstairs living areas and master suite open up to a lovely lanai with a full summer kitchen and roll down screens allowing you to enjoy the outdoors throughout the year. Relax in the saltwater pool and heated spa in the private back yard. The large kitchen with custom cabinets and solid stone counters opens to the family room and fireplace, offering a great gathering area overlooking the lanai and pool. The primary suite and all the bedrooms are on the first floor. The master suite and ensuite bath feature a large walk-in shower and jetted tub, walk-in closets and lovely travertine floors. Upstairs you will find an expansive game room, separate movie theater, office with a balcony and 4th bathroom. This versatile area could also work well as an in-law suite. Upstairs office has a closet and could be a 6th bedroom. The floor plan would suit a number of household configurations from a large family to multiple generations. New roof, new vinyl double pane insulated windows and new exterior paint in 2023. House is very efficient with very low electric and water bills – energy star appliances, tankless water heater, gas dryer and irrigation well. A-rated Winter Park schools and several excellent private and parochial schools are nearby.

1755 Grinnell Terrace, Winter Park

$3,650,000

4 Beds ⋅ 6 Baths ⋅ Winflor Court Pt Rep SubDv. ⋅ 32789 Zip Code

In the heart of Winter Park, Elegant, Immaculate, Stunning, One of a Kind…the list could go on & on. Welcome to the house that has absolutely “everything.” This one-story, newly constructed 2022 custom masterpiece, nestled at the end of a private cul-de-sac, has a modern, transitional & timeless style that appeals to anyone & everyone. Enjoy the combination of luxury, the highest quality finishes and a cozy & comfortable warmth that always feels like “home.” While this house is made for entertaining family & friends, it is also premierly located behind the renowned Enzian movie theater & less than 1 mile from Winter Park Village where you can enjoy a plethora of shopping, phenomenal restaurants and entertainment. Additionally, it is situated in the highly-coveted Dommerich school district offering A-rated educations for all families. If the sun is too much, just press your remote control and lower your electronic shades. If the mosquitos come out at night, don’t worry, just turn on your mosquito mister. When it’s unusually cold outside, just turn on your wall-mounted space heaters on the outdoor covered lanai. If you are thirsty, grab some wine from the kitchen wine refrigerator, pour yourself a beer from the summer kitchen keg or grab a soft drink from one of the 4 refrigerators. Enjoy the detached Fitness building with full gym equipment set up, powder bath & steam shower. If you prefer to swim laps, turn on your Badu Swim Jet Pool System & swim as many laps as like against the current. You have 4,060 SF which includes 4 Bedrooms (all en-suites with customized closet systems), 5 full baths, a powder bath, Bonus Room with built-in Office, large utility room with custom doggie area, huge gourmet Kitchen overlooking the family room, dining room and pool area along with an additional Chef’s Kitchen complete with sink, refrigerator & dishwasher. Additionally, the oversized 2 car garage does not disappoint with it’s industrial epoxy floor, custom wall & cabinet storage, incredible dog wash area, side door access to outside and access to a special attic storage under AC. No detail has been overlooked in this beauty from custom built-ins throughout, unique accent walls and metalwork, spectacular light fixtures, 3 sets of Nano Doors for indoor/outdoor living, the finest building materials, including luxurious engineered hardwood floors and the highest-end appliances including 2 WOLF ovens, SubZero refrigerator & Wine Refrigerator and so much more. Enjoy your wood-burning fireplace inside or your gas fire pit outside where you can add an above ground hot tub if you choose with the pre-wire already in place. There is a dedicated speaker for the fire pit area and surround sound speakers throughout. You will appreciate the curb appeal of this home from the outside with its clean, manicured, simplicity and ease of maintenance. No mowing in the back as it is all beautiful, artificial turf that stays green and manicured year-round. Not only does this home offer privacy, it also offers safety with it’s Simply Safe alarm system which includes 3 surveillance cameras (2 outside, 1 inside), window sensors, motion sensors, glass breakage alarms and a doorbell camera. Enjoy NO HOA and no water bill for irrigation with your own private well. This home also has underground utilities which is a bonus when Mother Nature comes around. Too many amazing components and features of this home to list here so come and see what could be your Dream Home!

1441 Cardinal Court, Winter Park

$1,318,675

5 Beds ⋅ 5 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

Under Construction. NEW CONSTRUCTION - Tired of searching for the perfect home in this tight inventory market? Why settle - buy new!! Fantastic Winter Park location! This modern take on the traditional farmhouse will delight you with the open floor plan and great use of space! There are 2 suites downstairs including the Primary, 2 more spacious suites upstairs and a huge bonus room that could be used as an office, gym or a 5th bedroom. The gourmet kitchen includes Kitchen Aid appliances, with a 36" GAS cooktop, built in microwave and wall oven and a 36" French door refrigerator and a wine fridge. The luxurious Primary suite features champagne faucets and a freestanding tub and a large, walk- in closet with custom built ins. This lovely home features warm wood flooring and impeccable attention to detail. Step out onto the large lanai featuring a fully equipped outdoor kitchen with a grill, sink and refrigerator as you enjoy your sparkling pool! Call us today for more details! Photos shown are of model home of the same floor plan and the colors and selections will vary. Make an appointment to see this beautiful home today.

1743 Indiana Avenue, Winter Park

$2,250,000

5 Beds ⋅ 5 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Elegant Charleston-style residence resting on an elevated lot across the street from lakefront residences with city owned lake access to Lake Osceola directly across the street. Premier location off Bonita Drive on a quiet, beautiful tree-lined brick street in the heart of Olde Winter Park. Oversized lot of .33 acres and 122 feet across the front of the property. Secluded dead-end street with only three neighbors. Gracious five-bedroom plus bonus room, five-bath home with a welcoming circular driveway. Wonderful floorplan with no wasted space. Downstairs enjoys a den and office or formal living room, plus a formal dining room, island kitchen open to gathering room and the fifth bedroom, and guest room off the bright two-story foyer provides sophistication with a wood-burning fireplace, new carpentry, tray ceiling, contemporary lighting and French doors leading to the covered porch. A formal dining room allows for seamless entertaining featuring beautiful built-ins. Spectacular chef’s kitchen of Skolfield Homes 2016 offers marble countertops, stainless steel appliances of Miele, Wolf and Sub-Zero, gas range with hood, built-in double oven, an oversized island and open eating space. Adjacent to the kitchen is the family room, with an abundance of windows and French doors, all overlooking the beautiful pool and brick patio. Downstairs guest/in-law suite with private bath, coffered ceilings and fireplace. Upstairs you will find the primary retreat with access to second floor balcony and a relaxing all new primary bath of Skolfield 2023 complete with dual sinks, glass shower, soaking tub and spacious walk-in closet. Three additional oversized, designer bedrooms and two full baths complete the upstairs. Wood floors, crown molding, top-of-the-line finishes can be found throughout this stunning home. Private shaded backyard offers several amenities including covered patio with summer kitchen and a tropical pool ideal for those hot Florida summer days. Air conditioners Trane and Nexia replaced in 2019. Rinnai gas water heater in 2022. All new interior paint, wallpaper in dining, office, powder bath, primary bath and guest bedroom. Interiors completed by Steele Street Designs. Surrounded by multi-million-dollar homes. Winter Park Chain consists of six lakes connected by navigable canals. Lake access via a city-owned lot across the street. Fishing public dock area to launch paddleboards, canoes and kayaks. Long driveway and roundabout are perfect for guests, multiple cars and parking. Ample storage spaces with under stairs closet, mud room, large hallway closet upstairs, attic and garage storage. Improvements list available upon request and attached to MLS. Home is "staged only" and ready for a flexible and fast closing.

1411 Elizabeth Drive, Winter Park

$2,270,000

4 Beds ⋅ 5 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Welcome to 1772 Pine Ave, a calming and elegant residence Built By Vimaro Homes, nestled in the heart of tree streets in Winter Park. Luxury and elegance resonate throughout this exquisite home. From the Restoration Hardware light fixatures to the custom architectural details and top of the line fixtures, no expense was spared in the construction of this stunning home. As you step through the front doors you are immediately greeted by a bright open floor plan that’s perfect for entertaining. The chef’s kitchen includes an oversized center island, quartz countertops, custom cabinetry, a walk-in pantry, and the crown jewel, a La Cornue Range. The primary bedroom suite features a separate sitting area, a spa bath with a walk-in shower and soaking tub, and a massive walk-in closet with built-in custom closet organizers. Exterior amenities include a spacious covered lanai, sparkling pool with a beach area for cooling off in the hot summer sun, and a separate cabana with a summer kitchen, bar area, and a pool bath. For the car enthusiast there is an oversized two car garage with a car lift to accommodate your sports car. Walking distance to Phelps Park and the YMCA and a short golf cart ride to Park Avenues dining and shopping, the location of this remarkable home is truly hard to beat. Don’t miss your opportunity to live the highly sought after Winter Park lifestyle in this amazing one-year-old home.

1772 Pine Avenue, Winter Park

$1,725,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

This 4-bedroom, 3.5-bath home located in Winter Park is truly stunning. From the moment you step inside, you'll be captivated by the attention to detail and the warm ambiance that permeates the entire home. The wood flooring in the foyer continues throughout most of the first floor, creating a beautiful and cohesive look. The office/study near the entry features a gas fireplace and windowpane pocket doors, offering a cozy and private space. The dining room is spacious and includes a large window seat, a convenient pass-through butler's pantry, and a wine cooler, perfect for entertaining and hosting unforgettable gatherings. Prepare to be amazed by the kitchen, which showcases custom wood cabinetry, commercial-style KitchenAid appliances, and a natural gas range. The open layout seamlessly connects the kitchen to the dining nook and great room, promoting effortless entertaining and family bonding. The great room opens up to a breathtaking courtyard lanai with a private saltwater pool, complete with fire and water features - a true oasis. The rear yard is secure with custom fencing and lighting, ensuring privacy and safety. The ground-floor primary bedroom offers a serene escape with double walk-in closets and a spa-like bath. Indulge in the hydro-massage tub, revel in the glass walk-in shower, and appreciate the double vanities, all designed to enhance your daily pampering routine. Upstairs, you'll find a versatile bonus room, three additional bedrooms, and two full baths. But that's not all. Step onto the unique covered outdoor space equipped with a gas fireplace, TV hookup, and summer kitchen, making it an ideal space for relaxation and outdoor enjoyment. This home is a work of art, featuring custom plantation shutters and thoughtfully designed feature walls, perfect for showcasing your prized artwork. Dimmable light controls, Nest thermostats, and app-enabled pool controls, convenience and energy efficiency are always at your fingertips. A charming residence adorned with a fresh coat of pristine white paint, accentuated by elegant blue ink details adorned with high-end carpeting, and enhanced with modern lighting fixtures and ceiling fans, this home is ready for you to move right in and make your own. Located in desirable Winter Park, this property offers proximity to the Winter Park Racquet Club, Park Avenue's shops and restaurants, the YMCA, and top-rated schools in Central Florida. Embrace the lifestyle you've always dreamed of in this exceptional Winter Park home. Bedroom Closet Type: Walk-in Closet (Primary Bedroom).

1800 Temple Drive, Winter Park

32789 Zip Code Real Estate & Homes with Outdoor Kitchen

Browse All 32789 Zip Code FL Properties with Outdoor Kitchen for Sale