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81 results

Properties For Sale in Winter Park

81 results

Prioritise properties with...
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£8,033,409*
USD $10,900,000
Florida, Orange County, Winter Park
7 bedroom villa for sale

Nestled within the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean Estate is a true private oasis. With over 11,000 square feet of living area and a beautifully landscaped lakefront lot, this residence offers an exceptional blend of elegance, charm, an...

Reduced on 21/05/2025 by Signature Collection Realty, FloridaReduced on 21/05/2025
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£6,484,951*
USD $8,799,000
Florida, Orange County, Winter Park
4 bedroom villa for sale

CALLING HIGHEST AND BEST BY 4/30/2025!! Introducing a Unique, Stunning Modern Home A groundbreaking architectural masterpiece, this one-of-a-kind residence is built with reinforced concrete, steel, and iron framing, featuring floor-to-ceiling glass walls with no traditional windows. Design...

Reduced on 19/03/2025 by Signature Collection Realty, FloridaReduced on 19/03/2025
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£4,790,565*
USD $6,500,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Custom Waterfront Estate located in the heart of Winter Park with a covered Boat Dock on Lake Maitland - the largest of the Winter Park Chain of Lakes. A timeless Neoclassical Italian home that exudes luxury and sophistication, spanning a total of 7,916 square feet. Built by Charles Clayton. Desi...

Reduced on 16/04/2025 by Signature Collection Realty, FloridaReduced on 16/04/2025
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£4,274,658*
USD $5,800,000
Florida, Orange County, Winter Park
4 bedroom villa for sale

*Price Improvement* The sellers received an unexpected opportunity and are relocating out of state, so the house is priced to sell quickly. Walk in with instant equity in this once in a lifetime lake home. Welcome to your dream home in the heart of Winter Park, Florida! Nestled in the prestigi...

Reduced on 31/03/2025 by Signature Collection Realty, FloridaReduced on 31/03/2025
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£3,832,452*
USD $5,200,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Experience refined luxury in this newly constructed 2024 Hamptons-style residence, a seamless blend of elegance and modern sophistication. A remote-operated gated entrance opens to a grand circular driveway and private motor court, setting the stage for this exceptional estate. The two-story foye...

Reduced on 18/04/2025 by Signature Collection Realty, FloridaReduced on 18/04/2025
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£3,685,050*
USD $5,000,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Gorgeous Winter Park home beautifully curated with designer details and recently featured in June’s “Orange Appeal” and was the 2022 Mystery Home Tour selected by Council of 101 for the Orlando Museum of Art. This elegant transitional French Provincial residence is located on a large, elevated co...

Reduced on 08/05/2025 by Signature Collection Realty, FloridaReduced on 08/05/2025
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£3,500,798*
USD $4,750,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

New Home Nestled in the esteemed The Vias area and near the WPRC. Situated on a secluded street, it occupies an approximately 0.58-acre lot with an expansive backyard landscape that is truly captivating. This exquisite home encompasses five bedrooms and six-and-a-half bathrooms with a four-car ga...

Reduced on 17/05/2025 by Signature Collection Realty, FloridaReduced on 17/05/2025
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£3,316,545*
USD $4,500,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Under Construction. New Custom Home in the Desirable Winter Park Via’s – Completion Expected June 2025 This exceptional residence, designed with European English Tudor-inspired architecture, offers the perfect blend of timeless charm and modern luxury. Close to Park Avenue, the home is crafted b...

Added on 06/03/2025 by Signature Collection Realty, FloridaAdded on 06/03/2025
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£3,239,159*
USD $4,395,000
Florida, Orange County, Winter Park
4 bedroom villa for sale

One or more photo(s) has been virtually staged. Discover a stunning blend of modern luxury and award-winning design in this architectural gem by Phil Kean. Originally the International Showcase Home for the National Association of Home Builders, it has received numerous accolades for its exceptio...

Reduced on 04/04/2025 by Signature Collection Realty, FloridaReduced on 04/04/2025
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£3,239,159*
USD $4,395,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Just Listed ~ Stunning lakefront home in Winter Park that has been completely remodeled and offers 4 bedrooms, a bonus room, and guest apartment! This home is exquisite from top to bottom and features elevated ceilings, crown moldings, designer fixtures and wall coverings. Large picture windows ...

Added on 12/03/2025 by Signature Collection Realty, FloridaAdded on 12/03/2025
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£2,933,300*
USD $3,980,000
Florida, Orange County, Winter Park
6 bedroom detached house for sale

Presenting a stunning luxury estate 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 ful...

Added on 09/05/2025 by Hamptons, International USAAdded on 09/05/2025
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£2,933,300*
USD $3,980,000
Florida, Orange County, Winter Park
6 bedroom detached house for sale

Presenting a stunning luxury estate 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 ful...

Added on 10/05/2025 by John D Wood International, USA 3Added on 10/05/2025
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£2,579,166*
USD $3,499,500
Florida, Orange County, Winter Park
4 bedroom villa for sale

Welcome to 1391 Richmond Road, a true work of art and a surreal living experience now on the market. The most discerning buyer will fall in love with the optimal location, an unusually private lot right in the heart of Winter Park, a short stroll to Park Avenue along the stunning shores of Lake V...

Reduced on 02/04/2025 by Signature Collection Realty, FloridaReduced on 02/04/2025
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£2,395,283*
USD $3,250,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Under contract-accepting backup offers. One of Winter Park’s iconic and cherished homes, just a short distance from Park Avenue. On one of the most picturesque, brick-lined streets in downtown Winter Park, this extraordinary residence is a rare opportunity to own a piece of the city’s rich archit...

Added on 04/04/2025 by Signature Collection Realty, FloridaAdded on 04/04/2025
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£2,394,545*
USD $3,249,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Under Construction. 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...

Added on 04/09/2024 by Signature Collection Realty, FloridaAdded on 04/09/2024
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£2,174,179*
USD $2,949,999
Florida, Orange County, Winter Park
5 bedroom detached house for sale

***PRICE IMPROVEMENT!!***Presenting a stunning one-of-a-kind lakefront luxury home with a garage apartment and a basement! This completely remodeled dream home is move in ready with all of the important upgrades already completed for you. The brand new roof was installed in 2022 along with all ne...

Added on 19/01/2025 by John D Wood International, USA 3Added on 19/01/2025
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£2,174,179*
USD $2,949,999
Florida, Orange County, Winter Park
5 bedroom detached house for sale

***PRICE IMPROVEMENT!!***Presenting a stunning one-of-a-kind lakefront luxury home with a garage apartment and a basement! This completely remodeled dream home is move in ready with all of the important upgrades already completed for you. The brand new roof was installed in 2022 along with all ne...

Added on 17/01/2025 by Hamptons, International USAAdded on 17/01/2025
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£2,137,329*
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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£2,062,891*
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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£2,059,943*
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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£1,842,525*
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
Signature Collection Realty, Florida Estate Agent Logo
Signature Collection Realty, Florida Estate Agent Logo
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£1,731,900*
USD $2,349,900
Florida, Orange County, Winter Park
4 bedroom villa for sale

Nestled along the serene shores of Lake Killarney, one of Winter Park's best-kept secrets Lake Killarney is one of Winter Park's largest freshwater spring-fed lakes (240 acres) this stunning lakefront home offers breathtaking views and direct water access. Featuring a private boat lift, dock, and...

Reduced on 07/03/2025 by Signature Collection Realty, FloridaReduced on 07/03/2025
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Signature Collection Realty, Florida Estate Agent Logo
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£1,673,013*
USD $2,270,000
Florida, Orange County, Winter Park
4 bedroom detached house for sale

Modification to Price on this exquisite 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 craftsmanship, ...

Reduced on 13/05/2025 by Hamptons, International USAReduced on 13/05/2025
Hamptons, International USA Estate Agent Logo
Hamptons, International USA Estate Agent Logo
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£1,673,013*
USD $2,270,000
Florida, Orange County, Winter Park
4 bedroom villa for sale

Modification to Price on this exquisite 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 craftsmanship, ...

Reduced on 12/05/2025 by Signature Collection Realty, FloridaReduced on 12/05/2025
Signature Collection Realty, Florida Estate Agent Logo
Signature Collection Realty, Florida Estate Agent Logo
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