Refine Search
Sort by
$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

$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

$5,995,000
4 Beds 5 Baths Residences Condo SubDv. 32789 Zip Code
Premier downtown Winter Park condominium. It doesn’t get any better than this. Unit #601 has been artfully remodeled with top quality finishes and amenities located in The Residences. It is a 2-story penthouse covering the entire west end of the top two floors and offering the most spectacular views of any residential unit in Winter Park. To the south, you look down and across the Rollins College campus with its traditional Mediterranean roof lines and the blue waters of tree-lined Lake Virginia. To the southwest, view the unimpeded downtown Orlando skyline, dramatically lit at night with seasonal fireworks displays. To the north is The Alfond Inn hotel & Lake Osceola, and to the direct west is Park Avenue and the downtown shopping district. The unit is wrapped with large entertainment balconies and features key interior rooms. The effect is like floating in the air. The building offers 24/7 security and concierge service with staff on duty at all times. There is an awe-inspiring rooftop pool and entertaining deck area, a spacious card room, parlor, art-work lined promenade and secured underground parking. Unit #601 has its own private oversized 2-car garage within the main parking garage. Coded elevators bring you safely to your special entrance lobby and double door foyer with fabulous 2-story great room and wall of glass beyond with adjacent piano/sitting area. Additional rooms on the main floor are the dining area, magnificent chef's kitchen with top-of-the-line appliances, exquisite cabinetry & butler's pantry. Office/library, secluded bedroom suite, laundry room and powder bath. A sweeping staircase (or private elevator) takes you to the 2nd floor containing the luxurious expansive master suite with sumptuous bath, morning kitchen, and spacious walk-in closet, plus 3rd and 4th separate and private bedroom suites including one with its own lounge area. This is truly a one-of-a-kind and special opportunity to own the best of the best in lock-n-leave in downtown Winter Park.

300 S Interlachen Avenue Unit 601, Winter Park

$6,600,000
5 Beds 7 Baths Chapman & Chase Plan/Town/Wint SubDv. 32789 Zip Code
Exquisite Winter Park estate designed by award winning architect Larry Boerder. Located just steps from Park Avenue’s upscale boutique shopping and restaurants, this architectural masterpiece is the epitome of luxury Winter Park Living. From the Restoration Hardware lighting, to the Thassos marble floors, nero marquina marble fireplace, laser cut stainless steel art panels, and designer finishes throughout, no expense was spared during the construction of this stunning residence. As you step through the custom glass front doors, you’re immediately greeted by the soaring 18-foot ceilings of the great room. The expansive kitchen is a chef’s dream, featuring imported custom cabinetry, marble countertops, Wolf & Subzero appliances, and the crown jewel, a French La Cornue gas range. Owners can choose from two primary bedroom suites, both with top-of-the-line custom closets, rich wood floors, and spacious spa baths. On the second floor there are three additional ensuite bedrooms, two of which have access to a 25 ft long balcony overlooking the pool and impeccably maintained grounds. At the end of the 90 ft grand hallway, you will find a magnificent, curved staircase with a striking chandelier, and the entrance to the lower level which is an entertainers dream, featuring a bar, theater, fitness room, and a full bathroom. Additional features include a home office, lounge, wine cellar, and multiple laundry rooms. Exterior amenities include a travertine driveway, dual 2 car garages with room for car lifts if you’re a car enthusiast, a resort style back yard with a summer kitchen, 50 ft covered lanai for entertaining, a massive pool and spa, and a private putting green to practice your short game. Don’t miss your opportunity to own one of Winter Parks most remarkable residences.

1001 Anchorage Court, Winter Park

$3,045,000
5 Beds 5 Baths Kenilworth Shores Sec 06 SubDv. 32789 Zip Code
Stunning modern residence boasting almost 5,000 square feet, located in the heart of Winter Park. As you step through the glass front doors, you’re immediately greeted by the grandeur of the marble entry floors, setting the tone for the exceptional finishes throughout this beautiful home. From the gorgeous wood floors laid in a herring bone pattern, to the custom staircase, designer light fixtures, and beautiful mill work, no expense was spared in the construction of this exquisite residence. This luxurious home features two primary bedroom suites both with large walk-in closets and lavish bathrooms that would rival even the most prominent spas. The chef’s kitchen features exquisite custom cabinetry, porcelain countertops, a walk-in pantry, and top of the line appliances including a ILVE Nostalgie range, and a Dacor wine refrigerator for storing up to 100 bottles of your favorite wine. The bright open floor plan connects the family room, dining area, and outdoor spaces, making it a perfect home for entertaining. On the second floor you will find a total of 4 bedrooms, three bathrooms, a second laundry room, and a secret door that leads to a spiral staircase and a private roof top deck overlooking Lake Berry and views in the distance of downtown Orlando. Situated on a spacious lot, this property features 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. Schedule your private showing today and experience the epitome of luxury Winter Park living.

633 S Phelps Ave, Winter Park

$2,700,000
4 Beds 5 Baths Windsong North Shore 43/74 SubDv. 32789 Zip Code
Perfectly nestled on the north side of Windsong on a premium Lake Berry water view, corner lot… This stunning Mizner Mediterranean estate has exquisite architectural detail and quality throughout in this one-owner, well maintained, custom-built residence. The home exudes grace & elegance with an open flexible floor plan including soaring ceilings and light flooding in from every direction. An exceptionally constructed and artfully designed home in every way. Well-manicured gardens adorn the exterior, while the brick paver circular drive meanders down the rear property line to a secluded, generous 3-car garage and motor court. Inside, you are welcomed with an elegant entry foyer opening to a “flex use” lakeview room (library, den, billiards rm, etc…), a private 1st level guest suite, and the stately great room that boasts 2 stories of windows & French doors, 2-sided masonry gas fireplace and an abundance of natural light leading out to a sunset/sunrise terrace. This space blends seamlessly with the formal dining and kitchen areas, creating an exceptional environment for entertainment. Continuing to the kitchen, this culinary haven is complete with ample cabinet space, a center island, gas cooktop, double ovens, Sub Zero refrigerator, butler’s pantry along with a casual, separate dining area... Upstairs - retreat to the spacious primary bedroom suite with seating area, lavish bath & dressing area along with generous wardrobe with island… The 3rd & 4th bedroom suites are also upstairs sharing a loft-lounge area… Outdoor living includes an oversized, almost 20,000 sf, premium Windsong lot with lush landscaping, mature tree canopy along with lakeview terrace and private lanai including summer kitchen… With proximity to hospitals, schools, golf courses, and the eclectic dining and shopping of Park Avenue, this immaculate one-owner home embodies luxury living at its finest with endless interior design possibilities and couldn’t begin to be reproduced today (land & home construction) anywhere near this offering price… NOTE: Pool designs available for review upon request - owner preferred not having one. Building plans show 6,390sf living area (7,483sf under roof)

526 Genius Drive, Winter Park

$2,750,000
3 Beds 4 Baths Tantum Add SubDv. 32789 Zip Code
Elevate your lifestyle with this exquisite Bermudan-style home in the heart of downtown Winter Park. Nestled in a prime location, you'll enjoy the convenience of being mere steps away from Park Avenue's renowned restaurants and shopping, as well as the newly revamped Winter Park Village with its vibrant shops and dining options. The Winter Park Golf Course is your neighbor, offering lush green views and recreational opportunities. Designed with a coastal modern aesthetic, this home welcomes you with warm and inviting features. Crafted by the renowned IBK Construction in collaboration with Z Properties, every detail exudes quality and sophistication. The first floor is a testament to thoughtful design, featuring a luxurious master bedroom suite with a generously sized walk-in closet. A well-appointed study and den space enhance the functionality of this level, while an abundance of natural light fills every corner of the home, creating an inviting atmosphere. Step outside to discover a cocktail pool, perfect for cooling off on warm Florida days, situated alongside a summer kitchen and a covered lanai. Landscaping by Signature adds to the tropical charm of the outdoor space. Upstairs, two guest bedroom suites await, each with its own private bath. A comfortable living area provides a cozy retreat, while a spacious bonus living space serves as a home theater and lounge room, complete with ample storage space for your entertainment needs. Practicality meets luxury with an inside laundry room and the convenience of natural gas for the cooktop, fireplace, and tankless water heater. The two-car garage ensures secure parking, and covered access from the garage to the home adds an extra layer of convenience. This exceptional home offers an opportunity to embrace the Winter Park lifestyle at its finest. Immerse yourself in the elegance of this coastal modern retreat, where every detail is designed for comfort and style. Contact us today for a private viewing and the chance to make this remarkable property your own.

350 Beloit Avenue, Winter Park

$4,250,000
4 Beds 5 Baths Osceola Shores Sec 01 SubDv. 32789 Zip Code
Welcome to "Modern Hacienda", the recipient of the 2022 American Residential Design Award - Best Custom Home by the American Institute of Building Design. A magnificent courtyard and garden masterpiece designed and built by award-winning and renowned architect/builder, Phil Kean Design Group. A perfect blend of indoor and outdoor living located on a lovely, large private oversized lot, walking distance to Park Avenue and Rollins College. With just over 4000 square feet, this one-story sprawling villa includes 14 ft. vaulted ceilings in the main living and gallery room, an oversized state-of-the-art Wolf/Subzero kitchen, a detached guest apartment with private living room, kitchenette, washer/dryer, and patio overlooking the pool and backyard. The very private owner's suite offers a luxury bathroom with two separate walk-in closets. The oversized, side-entry garage accomodates 4 cars, and is accessed by a covered walkway. The custom European-style cocktail pool is a focal point to the professionally landscaped backyard oasis, flanked by gorgeous, resort-style covered lanais.

120 Trismen Terrace, Winter Park

$2,846,000
4 Beds 4 Baths Camwood Sub SubDv. 32789 Zip Code
This exquisite residence features four spacious bedrooms, three and a half luxurious bathrooms, a convenient 2-car side-entry garage. Renovated from the ground up by Skolfield Homes in 2020, blending modern and traditional design seamlessly. The home is filled with an abundance of natural light and is highlighted by the light-toned wood flooring that flows throughout all living areas. This remarkable 3,772 square-foot open concept design in complete with delightful shiplap ceilings, sophisticated crown molding, a thoughtfully maintained temperature-controlled wine room, and an array of exquisite designer accents. The gourmet kitchen stands as the heart of the home, equipped with top-tier Wolf appliances, a natural gas stove, and custom white cabinets. The kitchen effortlessly flows into the spacious dining area and family room, which is graced by a cozy fireplace and expansive glass doors that opens to the sprawling outdoor living area. The bright and airy first-floor master suite boasts vaulted ceilings, a stylish double vanity, a spacious walk-in shower, and a generously sized closet. Completing the first floor is a versatile office/bonus room, a convenient half bath, and a well-appointed laundry room. Venturing upstairs, you'll discover three spacious guest suites, each thoughtfully designed, along with two full bathrooms to accommodate family and guests comfortably. The fenced backyard offers a peaceful retreat, featuring an inviting paver deck, a charming pergola, and a fully equipped summer kitchen complete with a smoker – a haven for outdoor gatherings and relaxation with ample space for future pool addition. Located on a substantial 0.34-acre corner lot with plenty of room to expand the home and near Park Avenue and zoned for A-rated schools. This property stands as a truly one-of-a-kind gem in the real estate market. Original structure built in 1992 with effective year built 2020.

1405 Green Cove Road, Winter Park