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$199,900
1 Beds 1 Baths Lakeside Manor Apts Condo SubDv. 32789 Zip Code
Introducing a captivating 1-bedroom, 1-bathroom condo in a prime location, granting access to the serene Lake Killarney, complete with an array of enticing features and community perks. This condo promises a cozy and convenient living experience and it is situated on the first floor. Some features include luxury vinyl throughout, decorative electric fireplace, remodeled kitchen with breakfast bar, stainless steel appliances and glass backsplash. Also, a remodeled bath with a seamless glass shower. A standout feature is the designated parking spot, ensuring hassle-free parking. Residents are treated to an array of amenities enhancing their lifestyle. A central laundry room eliminates chore-related inconveniences. The community offers a pool and clubhouse for relaxation and socializing. A major highlight is the direct access to the picturesque Lake Killarney, offering breathtaking vistas and serene moments, perfect for leisure and tranquility. The condo's location is a commuter's dream, a few minutes from I-4. Proximity to Winter Park Village and College Park ensures diverse shopping and dining experiences. It's noteworthy that HOA approval is required for occupancy, with a two-year waiting period before rental. This fosters a sense of community and stability among residents. Seize the opportunity to make this condo your new home!

2500 Lee Road Unit 134, Winter Park

$480,000
3 Beds 3 Baths Indiana Place Condo SubDv. 32789 Zip Code
Tucked away on a quiet street blocks from the cultural heartbeat of Winter Park is this 3-bedroom, 2.5-bath townhouse-style condo that offers a balance of comfort, convenience, and charm. With nearly 1,600 square feet of thoughtful space, the two-story home lives large, featuring an open-concept main floor with high ceilings, ceramic tile throughout, a spacious kitchen with granite counters and pantry, and a cozy living area complete with fireplace, built-ins—perfect for stashing your favorite reads, and French doors that provide natural light and flow out to your private patio. Upstairs, the spacious primary suite features a walk-out balcony, updated bathroom with an elegant shower, dual sinks, and a large walk-in closet, while two additional bedrooms give you flexibility for guests, family, or even a quiet home office. Recent updates like brand-new carpet, a 2018 A/C system, and a 2025 water heater offer peace of mind, and the attached two-car garage adds that rare, practical bonus. But what really makes this spot sing is its unbeatable location—you're less than two miles mile from Park Avenue’s boutiques and brunch spots, a quick ride to Rollins College, and just minutes to Mead Gardens, Leu Gardens, the Orlando Science Center, Winter Park Village, AdventHealth Hospital, College Park, I-4, and the SunRail Station for an easy commute downtown. Whether you're strolling to the Saturday Farmers' Market or grabbing coffee before class at Rollins, this place lets you be in the middle of it all—without sacrificing space or comfort. HOA fees are low, leasing is allowed, and pets are welcome. It’s easy living in one of Central Florida’s most beloved neighborhoods—where everything just feels...right.

1545 Indiana Avenue Unit B, Winter Park

$234,000
2 Beds 1 Baths Lake Killarney Condo SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. Investors Dream with Minimal Lease Restrictions! Back on Market. Buyer financing fell through. Welcome to the Lake Killarney Condo Community! This two-bedroom, one-bathroom condo features sold surface countertops in the kitchen, complete bathroom renovation with updated fixtures, newer floors in some rooms, washer/dryer hookups, newer kitchen appliances, and a complete interior fresh coat of paint. Central heat/air was also added by the current owner to the screened in patio/balcony, including a closed off air duct to the balcony/patio, should you want to enclose the area. With a partial lake view from the patio, all you have to do to embrace nature is step outside your front door. This unit includes 1 parking space and visitor parking as well. Other amenities include the community pool, which overlooks Lake Killarney, a private loading dock for the boating expert in you, shuffleboard courts, grilling stations, and scenic outdoor seating areas, perfect for picnics, romantic sunsets, and daily meditation. HOA options for boat parking and dedicated kayak storage based upon availability. Located next door to Trader Joe’s and across from Winter Park Village, this condo offers convenient access to premier shopping, dining, and entertainment. Take a boat ride to Hillstone for happy hour or a delicious meal, relax in the pool while watching the sunset, or read a book under one of the park trees. Book your showing today and begin your ultimate lake life living!

151 N Orlando Avenue Unit 204, 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

$275,000
2 Beds 1 Baths Dubsdread Heights SubDv. 32789 Zip Code
Great Opportunity in Prime Location! Price adjustment below appraised value. Located just off the Fairbanks Avenue exit from I-4, this charming 2-bedroom, 1-bath fixer-upper sits on a generous 7,000 sq ft lot in a quiet, convenient neighborhood. With original hardwood floors in the living area and bedrooms, this home is full of character and ready for your personal touch. The enclosed front porch has been vented for A/C, creating a light-filled sunroom and entry foyer—perfect for a relaxing morning coffee or casual sitting area. The garage has been converted into a functional bonus room/office space and a large laundry but could easily be restored to a traditional garage if desired. The kitchen offers space for a small dining table, and the original tiled bathroom remains in great condition, preserving the home’s vintage charm. Many of the windows have been updated, enhancing both aesthetics and energy efficiency. The large backyard features a concrete pad with existing electrical service, ideal for a future shed, workshop, or outdoor living area. Recent major updates make this home even more attractive: New Central A/C installed in May 2023. $10,000 in crawl space improvements (vapor barrier, dehumidifiers, drainage matting, and new access door), with a transferable service plan. Whether you're looking to renovate, invest, or build new, this property offers flexible options in a rapidly appreciating area. Tear down and build your dream home, or restore this cottage to its former charm—the choice is yours. Don’t miss out—schedule your showing today!

849 Driver Avenue, Winter Park

$1,480,000
5 Beds 8 Baths Sevilla SubDv. 32789 Zip Code
OPPORTUNITY AWAITS – PURE POTENTIAL IN WINTER PARK’S SEVILLA NEIGHBORHOOD! Rare, Tudor-style estate sits on an oversized 0.44 acre lot (19,217 SF) at the end of a quiet cul-de-sac and offers elevated views of Lake Sue. Originally built in the 1970’s, this well-built, concrete block home, offers a very spacious interior layout with 5-bedrooms, 5 full baths, 2 half baths, formal living & dining rooms, a family room, and a large kitchen. Dramatic, exposed wood-beam, cathedral ceilings can be found in many of the rooms creating open and airy spaces. Architectural features such as Gothic arches, solid wood doors, craftsman window trim and framing, terracotta tile floors, two stone fireplaces, and an “old world” bar are just a few of the handcrafted details that have been installed throughout. This 2-story home offers a very functional floor plan. On the first floor you’ll find the kitchen, living, dining, and family rooms, a half bath, and two primary bedrooms, each with a full en suite. Upstairs are 3 generously sized bedrooms, two of which share a Jack-and-Jill bath, and the third which has “his and her bathrooms” as well as access to the upstairs bonus room. Outdoors there is no shortage of entertainment space. The home wraps around a large, courtyard-inspired pool, and is surrounded by well-landscaped gardens which create the perfect amount of privacy. Stroll the beautiful garden path and enjoy sweeping views of Lake Sue. Continue up the pathway to find a finished FDU (approximately 500 SF not included in home’s total SF) with a kitchenette and full bath. Located in one of Winter Park’s most desirable neighborhoods, residents of Sevilla enjoy the charm of this sidewalk neighborhood and its convenience to nearby Park Avenue with its many shops and restaurants. Its homes are also zoned for the coveted Audubon K-8 school district and top private schools are just a 10-minute drive away. This one-of-a-kind estate home is truly special and a must-see.

1742 Barcelona Way, 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

$493,000
3 Beds 2 Baths Lake Forest Park SubDv. 32789 Zip Code
Charming Mid-Century Ranch in Prime Winter Park Location – Steps from Blue Jacket Park. Ideally situated in the heart of Winter Park and just a stone’s throw from Baldwin Park’s beloved Blue Jacket Park, this tastefully updated 3 BEDROOM, PLUS OFFICE, 1.5 BATHROOM home blends timeless character with modern touches. Enjoy a freshly painted interior, stainless steel appliances, indoor laundry, and a newly landscaped backyard perfect for entertaining or relaxing in privacy. There's even a bonus office/flex space just off the dining room — ideal for working from home. Whether you're looking to move right in or explore the opportunity to build your dream home like several neighbors have done, the possibilities here are endless. The owner is willing to REPLACE THE ROOF prior to closing, offering peace of mind for future homeowners. Enjoy unbeatable proximity to Leu Gardens, Downtown Winter Park, and countless parks, restaurants, and boutique shops. Plus, you're just minutes from major highways, Downtown Orlando, and Orlando International Airport, making this location as convenient as it is desirable. Call to schedule your private showing today!

2327 Mulbry Drive, Winter Park

$3,200,000
6 Beds 6 Baths Windsong Lakeside Sec 01 43/70 SubDv. 32789 Zip Code
**This stunning estate just became an unbeatable opportunity--luxury living at a dramatically reduced price! Don't miss your chance to own this exceptional home in the highly coveted Windsong community with access to the gorgeous Winter Park chain of lakes. Prepare to be impressed as you enter this almost 6,000 square foot home adorned with custom high-end features throughout, plus a fabulous guest apartment with a full bathroom and kitchenette fully renovated to be enjoyed as a private poker/bourbon room. This exceptional residence has been converted to a full Smart Home with integrated controls for lighting, audio/video, security system with cameras, intercom, thermostat and sun shade. The beautiful chef's kitchen boasts a brand new 48” Sub-Zero refrigerator, and all new Wolf appliances including double 30” electric ovens, microwave, gas cooktop, hood insert, and warming drawer. For added convenience, a fully appointed Butler's pantry is adjacent to the kitchen. Retreat to the stunning first floor owner's suite featuring a newly installed electric fireplace, sitting area, a walk-in closet with custom cabinetry, a separate office/home gym and a spa-inspired bathroom with a jetted tub and steam shower. Just outside, step into your own personal wellness retreat with a new Polar Monkey brand cold plunge and a four-person sauna. Also, guests will enjoy the convenience of another private first floor bedroom suite. Upstairs are the additional three spacious bedrooms and bathrooms, a huge loft area, and hidden stairs leading to a generous air conditioned storage room, great for a home theater. The outside oasis greets you with a fully reimagined expansive covered lanai with an outdoor kitchen complete with a 60" Fire Magic grill, 60" Fire Magic vent hood, Summit refrigerator, and stainless steel cabinets. Relax by the sparkling saltwater pool with its sun shelf, retractable screen, and travertine deck surrounded by lush tropical landscaping and artificial turf for carefree living. The extensive renovations to this luxury estate continue with the installation of a new roof, new gutters with leaf guards, freshly painted exterior, new wood trellis, all new saltwater pool equipment, and epoxy garage flooring with added custom cabinets. Embrace this luxury lifestyle with exclusive access to the Windsong Residence Club overlooking the Winter Park Chain of Lakes, with amenities including lake access, community pools, splash park, playground, and use of the pontoon boat. This home may be purchased fully furnished. Don't miss the opportunity to own this spectacular home in one of Winter Park's most sought after neighborhoods with its top-rated schools, and proximity to shopping and dining on Park Avenue in picturesque downtown Winter Park!

141 S Phelps Avenue, Winter Park

$718,500
3 Beds 3 Baths Quarters At Winter Park Condo Ph 2 SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. A rare (and low-maintenance!) gem, this 3 bed/2.5 bath home is located just around the corner from Park Avenue and Rollins College. Tucked away in the most perfect location, this 2-story Winter Park condo was stripped down to the studs and completely remodeled in 2007 with all new plumbing, electrical, ductwork, flooring, appliances, and natural gas line, plus (2) newer HVAC systems installed in Nov. 2022. The gated front courtyard was designed by a landscape architect, where foliage, a potted herb garden, wooden bench, and fountain create a tranquil welcome for your guests. Enter to a spacious dining room flooded with natural light through the bank of French doors that open to the courtyard. A built-in dry bar, complete with 2 wine refrigerators, makes this a perfect space for entertaining, while oak wood flooring throughout the home adds warmth and charm. The stylish chef’s kitchen has cool concrete counters, custom cabinetry, and dual-fuel 6-burner Wolf range, plus a cozy dinette with a built-in terrazzo-topped table and banquette. A breakfast bar provides extra seating, and the living room beyond includes a clean-burning bioethanol fireplace and soaring windows with views of the interior screened 2-story courtyard. Upstairs, the private primary retreat offers multiple closets, a balcony overlooking the interior courtyard, and an en-suite bath featuring a large walk-in shower with body sprays, a towel warmer, and a laundry room with built-in storage. At the opposite end, the front-facing bedroom can double as an office, with a custom built-in desk and shelving along one wall, plus a screened balcony that overlooks the front courtyard, perfect for sipping your morning coffee or tea. A 3rd bedroom, 2nd full bathroom, linen closet, and quaint sitting area/nook complete the second floor. A private alleyway behind the building provides access to the oversized 2-car garage with a custom built-in workbench and sink, and 2 dedicated storage units. Walk to the Rollins, Park Avenue, the Winter Park Tennis Center, Azalea Lane Playground, or through the brand new Seven Oaks Park on your way to the shops and eateries along Orange Avenue. The ideal blend of sophistication and practicality, this condo is simply perfect for those seeking an effortless lifestyle in the heart of Winter Park.

1130 Washington Avenue Unit 11-C, 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

$749,000
3 Beds 3 Baths Henkel Add SubDv. 32789 Zip Code
Like new and totally turn-key! Built by award-winning Winter Park Custom Homes, coastal modern residence offers thoughtful design, high-end finishes, and an unbeatable location in Winter Park's coveted 32789 ZIP code. 3-bedroom, 2.5-bath home combines privacy with convenience. Minutes from Park Avenue, downtown Orlando and major local destinations. The home features authentic reclaimed European oak wood flooring throughout, 10-foot ceilings, and abundant natural light from a premium window and door package that frames garden and yard views. Open-concept floor plan flows through the main living area into a chef’s kitchen with marble countertops, backsplash, center island, Thermador gas range, walnut cabinetry, and custom millwork. Solid core 8’ doors, LED lighting, and a centralized On-Q AV closet with surround sound wiring. Recent updates include new Rejuvenation hardware throughout, freshly painted cabinets in the kitchen, laundry, mudroom and guest bath, a canopy installation at the kitchen entry, added storage solutions in the laundry and garage, interior painting and more. New grass and fence with gates installed. The primary suite features a spa-style bath with a large walk-in shower and soaking tub, and a generous walk-in closet. Additional features include custom window treatments, updated light fixtures, and mounted TVs in the living room and primary bedroom. Two more bedrooms upstairs with nicely sized closets and beautiful marble bathroom and shower/soaking tub. Built with long-term efficiency in mind, the home includes block construction, a concrete flat tile roof, spray foam insulation, Low-E glass, and custom metal Bahama shutters. The exterior has also been updated with new sod and fencing. Private garage, guest parking, security system and underground utilities. Close to highways, shopping, schools. Park Maitland, Lake Highland and public schools. No HOA! This home offers a rare opportunity to own a low-maintenance, design-forward residence in a prime Winter Park location with no detail overlooked. Furnishings can also be included upon request at a separate price. Move right in!

1429 Indiana Avenue, Winter Park

$920,000
3 Beds 4 Baths Mondrian/Winder Park Twnhms SubDv. 32789 Zip Code
Act quickly—only three units remain! We are excited to introduce a beautiful, brand-new modern brownstone located in the heart of Winter Park, with access to Lake Killarney. Nestled in an exclusive community of 30 contemporary townhomes, each residence is thoughtfully designed with exquisite finishes, expansive storefront-style windows, and 11-foot ceilings that welcome an abundance of natural light. This impressive 3-bedroom, 3.5-bath home comes packed with luxurious features that truly elevate its value. The unique layout places the main living space on the second level, seamlessly connecting a modern kitchen, dining room, and great room, perfect for entertaining. Also on this level, you'll find a spacious primary bedroom suite at the rear of the home, offering serene lake views from both the bedroom and spa-inspired bath. This retreat is complete with two generous walk-in closets, a cozy sitting area, and a beautifully designed bath featuring luxurious tile, a frameless glass shower, and a private water closet for added privacy. On the first level, our advantageous split-bedroom design includes two additional suite-style bedrooms, offering flexibility and space to accommodate your lifestyle. Convenience abounds, thanks to a full-size laundry room complete with a front-loading washer and dryer, making this home both elegant and functional. Ascend to the rooftop oasis, where you'll discover an outdoor kitchen, a pergola, a hot tub, and breathtaking views, creating the perfect atmosphere for relaxation and entertaining. Situated in the picturesque Winter Park, just north of downtown Orlando, residents enjoy lakeside living with access to a private boat slips, and a charming lakefront pavilion. Here, you’re moments away from outstanding dining, shopping, and recreational options, ensuring a lifestyle of unmatched convenience and luxury. Additional highlights include high-end level four drywall finishing throughout the home, designer-selected lighting fixtures that provide a striking ambiance, and custom closet systems designed for optimal organization and style. The durable Mohawk engineered flooring in a chic gray tone adds both beauty and warmth to each room. Enjoy cooking with a Samsung appliance package, featuring a natural gas cooktop and a tankless water heater for ultimate efficiency. The kitchen boasts luxurious quartz countertops and a stunning waterfall-edge island—ideal for culinary adventures and gatherings with friends. Finally, unwind on the level three composite decking, perfect for outdoor gatherings in the fresh air. Your oversized two-car garage comes with an epoxy-painted floor and a 220V EV outlet for added convenience and eco-friendly charging options. Welcome to your dream home, where every detail has been meticulously crafted to enhance your lifestyle, perfectly blending comfort, style, and sustainability. Live the life you’ve always wanted in our exceptional townhome!

1764 Mondrian Circle, Winter Park

$672,000
3 Beds 2 Baths Park West Condo SubDv. 32789 Zip Code
Welcome to Park West — an exclusive, gated enclave ideally situated just moments from the vibrant heart of downtown Winter Park. This impeccably maintained 3-bedroom, 2-bathroom residence with a versatile den offers an exceptional combination of elegance, comfort, and convenience. The den, currently utilized as a private home office, can easily serve as a third bedroom to accommodate your needs. The open-concept living and dining areas are highlighted by a traditional decorative fireplace, providing a warm and inviting ambiance for everyday living or entertaining. The spacious primary suite features a private en-suite bath with a walk-in shower and an expansive walk-in closet, while the second bedroom is located adjacent to the hallway bath, which includes a tub/shower combination. A dedicated laundry room with built-in shelving and generous storage is a rare and valuable amenity in condominium living. Residents of Park West enjoy access to an array of premier community features, including a clubhouse, swimming pool, and tennis/pickleball courts — all within the privacy and security of a gated setting. Best of all, this exceptional property is just a short stroll to the boutiques and dining of Park Avenue, world-class museums, Central Park, the SunRail station, and the Winter Park Golf Course. This is a rare opportunity to own a spacious, well-appointed condo in one of Winter Parks most sought-after neighborhoods.

300 Carolina Avenue Unit 304, Winter Park

$780,000
2 Beds 2 Baths Cloisters Condo SubDv. 32789 Zip Code
Experience unparalleled sophistication and tranquility with this extraordinary two-bedroom, two-bath condominium, boasting one of the rare and coveted water views in The Cloisters. Nestled on the serene shores of Lake Osceola, this residence offers a unique opportunity to enjoy stunning lake vistas that are available in only a small number of units within the complex. Spanning 1,351 square feet, this haven of light and serenity is designed to accentuate its breathtaking views. The primary suite is a harmonious retreat featuring an en-suite bath, a spacious dressing area with ample closet space, and potential for an added washer and dryer, ensuring both comfort and convenience. The separate kitchen opens to a generous living and dining area, offering picturesque views of glistening Lake Osceola – perfect for intimate gatherings or quiet evenings at home. More than just a place to call home, this condominium is a gateway to a lifestyle of elegance and ease. Exclusive amenities such as covered parking with a dedicated space conveniently close to the elevator, enhance the living experience. Additionally, boat docks, a gym, and an elegant community room within the complex provide leisure options. Managed expertly by FirstService Residential, this property promises a seamless and harmonious living experience. Located just steps from the vibrant shopping and dining of Park Avenue, the charm of Winter Park Village, nearby fitness centers, and the intellectual allure of Rollins College, this home places you at the center of Winter Park's most coveted attractions. Embrace the rare opportunity to own a unit with one of the most desirable water views in The Cloisters. Schedule your private viewing today and discover how this exceptional residence can become your canvas for an extraordinary life.

106 S Interlachen Avenue Unit 317, Winter Park

$2,550,000
5 Beds 6 Baths Fontainebleau SubDv. 32789 Zip Code
1440 Place Picardy, Winter Park, FL Custom-Built Elegance with Timeless Finishes A custom-built residence completed in 2008 that blends classic craftsmanship with luxurious, modern living. From the moment you step inside, the superior millwork, solid hardwood floors, and elegant design details make a lasting impression. The gourmet kitchen is a chef’s dream, featuring marble countertops, an oversized gas range, and premium DCS and Sub-Zero appliances. It opens seamlessly to a warm and inviting living area, complete with custom built-ins and a cozy gas fireplace—perfect for entertaining or quiet evenings at home. The spacious primary suite is located on the main floor and boasts generous walk-in closets and a versatile adjoining room, ideal for a home office, nursery, or private retreat. Upstairs, you'll find three expansive bedrooms, three full bathrooms, and a versatile bonus room—perfect for guests, hobbies, or a playroom. Lovingly maintained, this home received a new roof in 2021 and features high-quality windows and doors throughout, bathing every room in natural light. No detail was overlooked. Step outside to your private, beautifully landscaped backyard, which includes a second gas fireplace and a detached flex room—currently used as a gym, but easily converted into a private office or studio space. The oversized three-car side-entry garage offers abundant storage and includes a Tesla charger—ideal for electric vehicle owners. Nestled on a peaceful street, this home is just minutes from everything Winter Park has to offer and is located within the highly sought-after Dommerich, Maitland, and Winter Park school zones. Don’t miss this rare opportunity to own a truly exceptional home in one of Central Florida’s most desirable communities.

1400 Place Picardy, Winter Park

$675,000
3 Beds 2 Baths Parklando SubDv. 32789 Zip Code
Nestled in Winter Park one of Central Florida’s most picturesque and established neighborhoods, this beautifully updated 3-bedroom, 2-bathroom residence with a 2-car garage is where timeless charm meets modern, effortless living. Zoned for top-rated Audubon Park K–8 and Winter Park High School, this residence offers both high-end living and lasting value in a truly special location. Inside, you'll find a thoughtfully designed split floorplan with rich travertine floors, arched architectural details, and wood-framed windows that add warmth and timeless character. The primary room boast two walk-in-closets with custom built ins & gas fireplace visible from primary suite & dinning room. What you don’t see at first glance is the over $50,000 in premium upgrades that make this home truly turnkey. From the new roof (2024) and high-efficiency 19 SEER Goodman HVAC (2023) to the instant gas water heater, new garage door and mounting system (2024), fresh exterior paint (2024), and interior paint just completed (May 2025), no detail has been overlooked. Even the gutters and downspouts have been replaced and buried to protect your investment while maintaining the home’s clean aesthetic. The backyard is a true retreat, having undergone a $20,000 professional transformation in 2022 with elegant pavers, a custom pergola, a full irrigation system, and lush, private landscaping—perfect for hosting or unwinding outdoors. Beyond the property lines, this location is simply unbeatable. Zoned for Audubon Park K–8 and Winter Park High School, you’re not just buying a home — you’re investing in one of Orlando’s most sought-after school districts. You’re also minutes from East End Market, Baldwin Park, Leu Gardens, and the best dining, boutiques, and parks the city has to offer. This home is more than just upgraded — it’s elevated. A rare blend of thoughtful design, architectural charm, and everyday convenience, all set in a storybook neighborhood that you’ll love coming home to.Schedule your private tour today.

2602 Winter Park Road, Winter Park

$900,000
5 Beds 3 Baths Dommerich Estates SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to this exceptional –FULLY UPGRADED / POOL HOME– in the highly sought-after Dommerich Estates, where timeless style meets modern design on a spacious .31 ACRE CONSERVATION LOT with serene WOODED VIEWS! Major updates set this home apart; enjoy year round outdoor living with a large lanai featuring motorized retractable screens (2025), a new poolside pergola (2025) and a beautifully resurfaced pool with a sun shelf, new pool deck, and retaining wall (2022). Inside you will find CUSTOM CLOSETS (2025), new PLANTATION SHUTTERS and blinds (2025), FRESH PAINT (2025), an UPDATED ELECTRIC PANEL (2024) and SOLAR PANELS (Owned!) for maximum efficiency. This home also delivers DOUBLE PANE WINDOWS (2020), a NEWER ROOF (2020), WATER HEATER (2019), and a shed for additional outdoor storage was added just this year. Step into a light filled flowing OPEN CONCEPT layout and explore a home designed for both everyday living and entertaining. The heart of the home is the gorgeous CHEF’S KITCHEN, offering the perfect blend of cabinet and drawer storage, open shelving, UPGRADED STAINLESS STEEL APPLIANCES (that include a double wall oven!), sleek countertops, a striking subway tile backsplash and accent wall, and a generous ISLAND with breakfast bar seating. The adjacent dining area boasts a stunning BUILT-IN BAR, ideal for hosting! Throughout the home you will be delighted to find WOOD LOOK TILE and WOOD LAMINATE FLOORING, upgraded light fixtures and fans, elegant crown molding and thoughtful designer touches that elevate every space. The seamless indoor/outdoor flow leads to your private BACKYARD OASIS where you can lounge by the pool, relax under the pergola or gather with guests under the lanai while enjoying the peaceful conservation views. Additional highlights include a CIRCULAR DRIVEWAY, lush landscaping, and fabulous CURB APPEAL. Located in Winter Park with NO HOA this home gives you access to TOP-RATED SCHOOLS and unparalleled convenience being just off Howell Branch Road with easy access to SR 436. You are just minutes away from shopping, dining, parks, and several lakes - all while enjoying the privacy and quiet luxury of this remarkable home. Call today to schedule your tour!

3011 Temple Trail, 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

$535,000
2 Beds 1 Baths Cloisters Condo SubDv. 32789 Zip Code
The Cloisters, one of Winter Park's established and sought-after communities features an ornate architectural design complemented by lush landscaping and an inviting entryway. This fourth-floor two-bedroom, one-bathroom condominium offers approximately 901 square feet with a spacious and modern living experience. Upon entering this residence, you are greeted with a bright and open living area accentuated by abundant wide-plank oak hardwood flooring and complete with features such as crown molding, a Nest thermostat, recessed lighting, and plantation shutters. The primary bedroom provides ample space and natural lighting, while the updated kitchen boasts modern finishes, including new quartz countertops & backsplash, stainless steel appliances, and an induction oven. The bathroom has been upgraded with Kohler fixtures and porcelain tile. For added convenience, the home includes an in-unit washer and dryer, as well as a balcony providing access to the scenic views and spacious grounds. The electrical panel box has been updated, along with new electrical outlets throughout. Residents can enjoy the community's numerous amenities, including a heated pool, hosting events in the renovated social room with a full kitchen, boat dock, and putting green, all set against the tranquil backdrop of Lake Osceola. The association dues include cable TV, building insurance, internet, maintenance (grounds, exterior, pool), on-site management, sewer, trash collection and water, providing a maintenance-free lifestyle. Additional highlights include an assigned covered parking space, storage room and a lakefront seating area. This sophisticated condominium creates a welcoming and refined atmosphere, making this an ideal residence. The location is conveniently located within walking distance to the vibrant Park Avenue, offering access to boutique shopping, dining, Rollins College and the renowned Morse Museum.

100 S Interlachen Avenue Unit 410F, 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

$765,000
3 Beds 3 Baths Canton Ave Cottages 1 SubDv. 32789 Zip Code
BACK ON MARKET WITH NEW PRICE DUE TO BUYERS CASH PURCHASE DEFAULT!!!Rare find in the heart of Historic West Winter Park - Newer 2017 solid built David Weekley home now available! This modern designed chic home offers energy efficient features with luxury design. Walk into the home and be impressed by the voluminous ceilings and 8' door frames adorned with ceiling crown molding. This unique home design offers ultimate privacy with all bedrooms on the lower floor while the living/entertaining space is upstairs. Windows throughout the home filtrate a natural light that compliment the wooden floors. Upstairs you'll find the living space large and inviting. The chef's kitchen is spacious with abundant cabinetry and offers all stainless-steel Jenn Air appliances. The commercial style gas cooktop offers a wall mounted kettle water feature along with a flat surface griddle and is topped with a deco canopy range hood. The built-in bottom mount refrigerator is complimented alongside the programmable electric oven and convection/microwave. Center kitchen island doubles as dining space with room for four or there's room for a dining table. Solid wood cabinets are topped with glass doors to display stylish dinnerware. Dual pantry sliders with pull out drawers adjoin the wine refrigerator (Jenn Air of course) with additional cabinets. The Great Room's sliding glass doors welcomes you outside to the expansive maintenance free Hardee board deck. The deck is pre-plumbed for both water and gas to complete your grilling needs. The luxurious primary bedroom offers a tray ceiling and large walk-in closet. Venture into the impeccable primary bath and enjoy the huge walk in shower with built-in bench seat and overhead rain and wall mount shower heads. The additional two bedrooms share a bathroom accessible by each side but has a separate door to shower and toilet. The downstairs enormous laundry room is complete with a sink and additional cabinets. You'll find the garage oversized and can be described as 2.5 car size with epoxy coated flooring and an EV charger. Water Softner system stays - easy to use! There's an additional parking pad for your guests. The home is completely fenced and has energy efficient dual tankless gas water heaters and is prewired for 5.1 Surround sound audio. Best part of this small brick paved urban planned community - HOA pays for landscaping maintenance, plant replacement, mulch and sprinkler repair and you're connected to a natural gas utility service. Walk to the best shopping and dining available in Central Florida - Park Ave. and Winter Park Village. The Sunrail and Amtrak train depot is only 6 blocks away with Rollins College right around the corner. Easy commute to Downtown Orlando, Full Sail University and the Orlando International Airport. Best value in 32789 zip code!!! Call today for your showing.

441 N Capen Avenue, Winter Park

$1,199,000
3 Beds 3 Baths Maitland Shores First Add SubDv. 32789 Zip Code
Modern Midcentury Retreat with Luxe Upgrades & Private Community Lake Access This meticulously renovated 3-bed, 2.5-bath midcentury home blends timeless design with high-end contemporary finishes. Reimagined in 2021, it features an open floorplan highlighted by terrazzo flooring, quartz accent walls, and a cozy family room with bamboo floor and a gas fireplace. The sleek, chef-inspired kitchen showcases Italian Cento Per Cento wall tile, Thermador appliances including a 6-burner gas cooktop, double wall ovens (rotisserie + convection/steam), dual-zone wine fridge, Delorean-style cabinetry, and custom island lighting. A built-in pantry with pull-out shelving, cutlery storage, and a hydraulic lift mixer stand add both function and flair. Retreat to the Phil Kean-designed primary suite complete with king bed, nightstands, electric blinds, and integrated closet system. The ensuite spa bath features a Jacuzzi tub with high volume filler, separate high-pressure shower with steam, Robern vanity, and inset medicine cabinet to hide charging toothbrushes. Additional features include a 2-car garage with insulated door and interior storage, whole-house reverse osmosis water filtration, and a private backyard oasis with a saltwater pool and 10 x 15 cabana. Bring your boat and enjoy exclusive canal access to Lake Maitland!

2525 Venetian Way, Winter Park

$646,000
3 Beds 2 Baths Parklando SubDv. 32789 Zip Code
Welcome to this delightful 1,600 sqft home in one of Winter Park's most coveted neighborhoods. This three-bedroom, two-bathroom home blends classic charm with modern updates. Roof replaced 2023,A/C replaced 2021, double pane windows installed 2020. The beautifully updated kitchen features newer appliances and opens to a cozy living area with a character-rich wood-burning fireplace. The versatile 23'x11' living and dining area offers multiple configuration options, perfect for entertaining or creating dedicated spaces for different activities. A welcoming brick paver courtyard with charming arbor overhead creates a picturesque entrance. French doors open to a covered patio, perfect for outdoor living. Situated in a well-established neighborhood with new custom-built homes, this property balances mature community charm with contemporary design influences. The location is unbeatable – within easy walking distance to highly-rated Audubon Park K-8 school, the thriving Audubon Park Garden District restaurants, and unique boutique shopping. Just minutes away, you'll find Baldwin Park Village Center with it's Michelin Star rated restaurants, the vibrant Mills/50 District, and the iconic Park Avenue experience. This exceptional home offers the quintessential Winter Park lifestyle in a location that combines established neighborhood character with exciting urban accessibility.

2711 Parkland Drive, Winter Park

$1,635,000
4 Beds 5 Baths Acreage SubDv. 32789 Zip Code
Get Busy Living the Winter Park lifestyle in this custom 4-bedroom, 4.5-bathroom pool home tucked away at the end of a 150-foot private drive with gate. Designed with comfortable yet sophisticated living space, this home is perfect for those seeking a serene retreat for both everyday living and entertainment. The heart of the home is the sizable kitchen, boasting a gas stove, high-end appliances, and a truly unique island crafted from reclaimed wood with a solid concrete countertop — a perfect blend of rustic charm and modern design. The primary retreat is conveniently located on the first floor, featuring a spa-like bathroom complete with a soaking tub and a spacious walk-in shower. Upstairs, you'll find two additional ensuite bedrooms with the 4th bedroom that doubles as a home office complete with built-in desk and murphy bed. A generously sized bonus room/living area upstairs provides additional flexibility for a media room, playroom, or home office. Outdoors, the professionally designed and illuminated landscaping sets a warm, welcoming tone which includes a spectacular 12' x 40' salt-filtered heated pool surrounded by a luxurious travertine deck with fire-pit. Close proximity to all the charm and amenities Winter Park has to offer. This exceptional home offers privacy, elegance, and thoughtful design at every turn. Call today for an easy showing!

2402.5 Temple Drive, Winter Park