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119 results

Properties For Sale in Winter Park

119 results

Prioritise properties with...
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£2,404,710*
USD $3,300,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Award-winning Phil Kean design on a prominent corner lot in the heart of Winter Park, just minutes from Baldwin Park, Park Avenue, and East End Market—home to Michelin-rated dining and upscale retail. This 5-bed, 5.5-bath residence delivers clean lines, smart design, and seamless indoor-outdoor f...

Added on 07/06/2025 by Signature Collection Realty, FloridaAdded on 07/06/2025
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£2,401,067*
USD $3,295,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Nestled in peaceful Winter Park, your new contemporary home boasts expansive open living areas featuring 12-foot ceilings, five en-suite bedrooms, and outdoor living spaces spanning two levels. The semi-circular driveway and landscaped courtyard lead you to the front entry, adorned with fros...

Added on 12/06/2025 by Signature Collection Realty, FloridaAdded on 12/06/2025
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£2,368,275*
USD $3,250,000
Florida, Orange County, Winter Park
4 bedroom villa for sale

Welcome to 641 Virginia Drive, a rare and remarkable lakefront property located in the highly sought-after Timberlane Shores neighborhood of Winter Park. This expansive .48-acre lot offers approximately 100 feet of frontage on Lake Virginia, one of the most desirable lakes on the prestigious Wint...

Added yesterday by Signature Collection Realty, FloridaAdded yesterday
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£2,295,405*
USD $3,150,000
Florida, Orange County, Winter Park
4 bedroom villa for sale

Timeless elegance meets boutique craftsmanship at 541 W Canton Avenue—an exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Located just steps from Winter Park’s iconic Park Avenue, this French Quarter-inspired residence blends historic charm a...

Added on 08/06/2025 by Signature Collection Realty, FloridaAdded on 08/06/2025
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£2,295,405*
USD $3,150,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Welcome to a rare opportunity to embrace the Winter Park lakefront lifestyle in this custom-built masterpiece that blends timeless architecture with relaxed coastal sophistication. Crafted by Hanson Custom Homes and thoughtfully curated by Kate Voss Interiors, this modern coastal residence offers...

Added on 12/06/2025 by Signature Collection Realty, FloridaAdded on 12/06/2025
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£2,295,405*
USD $3,150,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Welcome to this exquisite 5-bedroom, 5.5-bathroom home built by Lundev, perfectly situated in the highly sought-after Timberlane Shores neighborhood of Winter Park. Spanning 4,080 square feet, this property offers the ultimate blend of luxury and comfort. Thoughtfully designed for both entertaini...

Reduced on 12/06/2025 by Signature Collection Realty, FloridaReduced on 12/06/2025
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£2,149,665*
USD $2,950,000
Florida, Orange County, Winter Park
4 bedroom villa for sale

Exquisite, Luxury Listing in the Heart of Winter Park! Stunning, single-story residence, customized and remodeled by Phil Kean Design Group. Open and spacious, 2,600 + SF interior layout which boasts 4 bedrooms, 3 full baths, a home office, living/dining spaces, a chef’s kitchen, and more. Throug...

Added on 12/06/2025 by Signature Collection Realty, FloridaAdded on 12/06/2025
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£2,113,230*
USD $2,900,000
Florida, Orange County, Winter Park
4 bedroom villa for sale

This award-winning Tuscan Mediterranean residence seamlessly blends timeless architecture with a light-filled, open interior, situated on a spacious corner lot just moments from Park Avenue. From the moment you step into the grand foyer—with its graceful circular staircase, custom tile work, and ...

Added on 07/06/2025 by Signature Collection Realty, FloridaAdded on 07/06/2025
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£2,113,230*
USD $2,900,000
Florida, Orange County, Winter Park
8 bedroom villa for sale

Step into your dream home in Winter Park! This stunning 7,000 SF residence, nestled on a peaceful street in the coveted Vias neighborhood, offers ample space across three levels, making it an ideal choice for those who crave both room to spread out and a welcoming atmosphere. Gorgeous hardwood fl...

Added on 06/03/2025 by Signature Collection Realty, FloridaAdded on 06/03/2025
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£2,076,066*
USD $2,849,000
Florida, Orange County, Winter Park
5 bedroom detached house for sale

This approximately 3,900 square foot home is situated on a 1.68-acre gorgeous lakefront lot in the desirable Winter Park area. The property features a completely updated main house with five bedrooms and three and a half bathrooms, flex room to be used as an office, game or exercise room, total o...

Added on 10/06/2025 by Hamptons, International USAAdded on 10/06/2025
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£2,076,066*
USD $2,849,000
Florida, Orange County, Winter Park
5 bedroom detached house for sale

This approximately 3,900 square foot home is situated on a 1.68-acre gorgeous lakefront lot in the desirable Winter Park area. The property features a completely updated main house with five bedrooms and three and a half bathrooms, flex room to be used as an office, game or exercise room, total o...

Added on 11/06/2025 by John D Wood International, USA 10Added on 11/06/2025
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£2,058,578*
USD $2,825,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

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 detail...

Added on 08/06/2025 by Signature Collection Realty, FloridaAdded on 08/06/2025
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£2,040,360*
USD $2,800,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Discover luxury living in this custom Austin Homes 5 bedroom, 5 and one half bath transitional style home that offers a blend of modern and traditional elements coupled with a highly desirable Winter Park location. This residence boasts a sought-after open floor plan with 12-foot ceilings, wide p...

Added on 24/06/2025 by Signature Collection Realty, FloridaAdded on 24/06/2025
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£2,039,631*
USD $2,799,000
Florida, Orange County, Winter Park
4 bedroom villa for sale

"The richness of an artist is the fusion of influences that have shaped his life and work", ~ Fernando Botero. WELCOME HOME to 2550 Venetian Way, located in the historic and renowned city of Winter Park, accessing the Maitland/Winter Park CHAIN OF LAKES! This custom modern/contemporary 2008 build...

Reduced on 04/04/2025 by Signature Collection Realty, FloridaReduced on 04/04/2025
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£2,036,717*
USD $2,795,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Nestled on a serene, brick-paved street in the heart of Winter Park, this elegant 5-bedroom, 3.2-bathroom pool home is situated on a stunning oversized lot. Custom-built in 2003, it offers a thoughtful floor plan that adapts beautifully to any lifestyle. From the moment you arrive, this home welc...

Reduced on 01/05/2025 by Signature Collection Realty, FloridaReduced on 01/05/2025
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£1,967,490*
USD $2,700,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

An exceptional custom home by award-winning Davila Homes, perfectly blending modern design and functionality. Located in sought-after Conwill Estates, just minutes from Park Avenue, this 5-bed, 4.5-bath residence features volume ceilings, floor-to-ceiling bronze sliding doors, and a seamless indo...

Added on 13/06/2025 by Signature Collection Realty, FloridaAdded on 13/06/2025
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£1,887,333*
USD $2,590,000
Florida, Orange County, Winter Park
4 bedroom villa for sale

Under Construction. Brand-new, meticulously crafted residence built by renowned builder LUIH Homes offering 3,138 square feet of thoughtfully designed living space. As you arrive, the home's stunning architectural façade and detached two-car garage make a striking first impression. Inside, every ...

Added on 12/06/2025 by Signature Collection Realty, FloridaAdded on 12/06/2025
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£1,821,750*
USD $2,500,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Custom estate 5 bedroom pool home now available that exudes meticulous detail, luxury and designed for entertaining. The kitchen was completely renovated less than two years ago along with new solid hardwood floors now installed throughout the home. The kitchen features high end stainless steel...

Added on 06/03/2025 by Signature Collection Realty, FloridaAdded on 06/03/2025
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£1,788,959*
USD $2,455,000
Florida, Orange County, Winter Park
4 bedroom villa for sale

An elegant and well-kept home located in a quiet neighborhood next to Windsong. It combines a cozy interior design with functionality and light-filled open floor plans. Energy-saving features include double-panel windows with Low-E coating, foam-injected block walls, insulated interior walls and ...

Added on 12/06/2025 by Signature Collection Realty, FloridaAdded on 12/06/2025
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£1,748,151*
USD $2,399,000
Florida, Orange County, Winter Park
3 bedroom villa for sale

Experience timeless elegance and modern sophistication in this stunning 3 bedroom, 4 bath Mediterranean home, ideally situated on the 4th hole of the beautifully maintained Winter Park 9-hole golf course. Nestled on a 75 x 100 lot, this 3,440 sq ft residence was extensively renovated in 2017. Fro...

Added on 07/06/2025 by Signature Collection Realty, FloridaAdded on 07/06/2025
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Signature Collection Realty, Florida Estate Agent Logo
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£1,740,864*
USD $2,389,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Step into a realm of refined living—an architectural tour de force in the heart of Winter Park. Designed by a premier boutique builder and meticulously crafted with no detail spared, this 5-bedroom, 6.5-bathroom estate offers over 4,500 square feet of bold yet elegant living. A soaring 28-foot fo...

Added on 06/03/2025 by Signature Collection Realty, FloridaAdded on 06/03/2025
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Signature Collection Realty, Florida Estate Agent Logo
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£1,711,716*
USD $2,349,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

One or more photo(s) has been virtually staged. Welcome to 1361 Palmer Avenue, a beautifully updated five-bedroom, 3.5-bath residence in the heart of Winter Park, Florida, 32789. This exceptional home has been meticulously maintained and extensively renovated, blending classic charm with modern d...

Added on 11/06/2025 by Signature Collection Realty, FloridaAdded on 11/06/2025
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Signature Collection Realty, Florida Estate Agent Logo
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£1,672,367*
USD $2,295,000
Florida, Orange County, Winter Park
4 bedroom villa for sale

Pre-Construction. To be built. Welcome to an architectural masterpiece that redefines modern luxury and comfort. Situated in the heart of Winter Park, this newly built custom residence by Valdara Homes offers an unparalleled lifestyle of sophistication, comfort, and style. Every detail of this st...

Added on 12/06/2025 by Signature Collection Realty, FloridaAdded on 12/06/2025
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Signature Collection Realty, Florida Estate Agent Logo
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£1,654,149*
USD $2,270,000
Florida, Orange County, Winter Park
4 bedroom detached house for sale

HIGHLY MOTIVATED SELLER, BRING ME AN OFFER! Winter Park Village Pool Home! Become acquainted with this extension to Temple Road and the highly sought and exclusive Via's of Winter Park. This exclusive, custom-designed residence blends impeccable architectural details with unparalleled craftsmansh...

Reduced on 13/05/2025 by Hamptons, International USAReduced on 13/05/2025
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Hamptons, International USA Estate Agent Logo
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