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120 results

Properties For Sale in Winter Park

120 results

Prioritise properties with...
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£7,942,830*
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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£6,411,831*
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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£6,193,950*
USD $8,500,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Presenting 1112 Preserve Point Drive, Winter Park, FL! Offered at $8,500,000 this very rare and private, nearly 2-acre lakefront estate, is absolutely gorgeous and is available for the first time! Custom built by Phil Kean Design Group and located within Windsong's Preserve Point, this extraordin...

Added on 12/06/2025 by Signature Collection Realty, FloridaAdded on 12/06/2025
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£4,736,550*
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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£4,503,366*
USD $6,180,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Exquisite Waterfront Estate in the Heart of Winter Park - Welcome to 2211 Azalea Place, a rare and remarkable waterfront estate nestled on a quiet street in one of Winter Park’s most prestigious neighborhoods—just moments from the exclusive Winter Park Racquet Club. This extraordinary residence o...

Added on 24/06/2025 by Signature Collection Realty, FloridaAdded on 24/06/2025
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£3,789,240*
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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£3,643,500*
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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£3,461,325*
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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£3,279,150*
USD $4,500,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

This elegant Winter Park lakefront residence offers luxury lakeside living, situated on the picturesque shores of Lake Osceola. This exquisite home invites you in with a grand circular driveway and meticulous, landscaped grounds, combined with elevated panoramic views from a spacious 3/4 acre lot...

Added on 12/06/2025 by Signature Collection Realty, FloridaAdded on 12/06/2025
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£3,202,637*
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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£3,042,323*
USD $4,175,000
Florida, Orange County, Winter Park
4 bedroom villa for sale

Oak trees line the brick street as you arrive at this exquisite Hollywood Regency style home. Situated on a double lot across from Lake Virginia and within walking distance to Park Avenue and Rollins College this is one of 32789's most desired locations. With 4 Bedrooms, all on the main floor, ...

Added on 12/06/2025 by Signature Collection Realty, FloridaAdded on 12/06/2025
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£2,987,670*
USD $4,100,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Under Construction. UNDER CONSTURCTION.....Step into this stunning West-Indies inspired luxury home crafted by Nautilus Homes, where tropical charm meets timeless elegance. An architectural masterpiece in the heart of City of Winter Park. Exquisite Interior Features that are offered starts with e...

Added on 12/06/2025 by Signature Collection Realty, FloridaAdded on 12/06/2025
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£2,896,583*
USD $3,975,000
Florida, Orange County, Winter Park
4 bedroom villa for sale

Nestled in one of Winter Park’s most coveted neighborhoods, this stunning four-bedroom, five-bath modern masterpiece with Control4 automation offers the perfect blend of luxury and function. Designed with sleek lines and open-concept living, the home showcases Italian engineered wood flooring thr...

Added today by Signature Collection Realty, FloridaAdded today
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£2,838,287*
USD $3,895,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Welcome to your dream home—a masterfully designed, Dutch West Indies-inspired custom residence that blends timeless elegance with modern luxury. Built by FG Schaub Custom Homes, this home features five bedrooms, five full bathrooms, two half bathrooms, and a dedicated home office, all thoughtfull...

Added on 24/06/2025 by Signature Collection Realty, FloridaAdded on 24/06/2025
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£2,805,495*
USD $3,850,000
Florida, Orange County, Winter Park
6 bedroom villa for sale

Nestled on one of Winter Park’s most picturesque brick-lined streets, this stunning Mediterranean residence offers a refined blend of timeless elegance and modern luxury. With six bedrooms, six full baths, and two half baths, this expansive 6,939-square-foot estate is designed for both grand ente...

Added on 02/04/2025 by Signature Collection Realty, FloridaAdded on 02/04/2025
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£2,732,625*
USD $3,750,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

On one of Winter Park’s most scenic brick-lined streets, this exceptional two-story residence commands attention on a spacious corner lot, blending timeless architectural elegance with modern luxury. Built in 2016 by the highly regarded Rex-Tibbs Development & Construction, the home showcases...

Added on 10/06/2025 by Signature Collection Realty, FloridaAdded on 10/06/2025
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£2,623,320*
USD $3,600,000
Florida, Orange County, Winter Park
4 bedroom villa for sale

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 thre...

Added on 13/06/2025 by Signature Collection Realty, FloridaAdded on 13/06/2025
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£2,623,319*
USD $3,599,999
Florida, Orange County, Winter Park
5 bedroom villa for sale

One of the most coveted neighborhoods in all of Winter Park! This custom-built 5-bedroom, 5.5-bath residence was completed in 2017 and first sold in 2018. Lovingly maintained by the original owner and elevated with high-end designer finishes, the home showcases the impeccable vision of renowned d...

Added on 13/06/2025 by Signature Collection Realty, FloridaAdded on 13/06/2025
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£2,619,677*
USD $3,595,000
Florida, Orange County, Winter Park
6 bedroom detached house for sale

**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 th...

Reduced on 07/06/2025 by Hamptons, International USAReduced on 07/06/2025
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£2,619,677*
USD $3,595,000
Florida, Orange County, Winter Park
6 bedroom villa for sale

**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 th...

Added on 07/06/2025 by Signature Collection Realty, FloridaAdded on 07/06/2025
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£2,619,677*
USD $3,595,000
Florida, Orange County, Winter Park
6 bedroom detached house for sale

**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 th...

Reduced on 07/06/2025 by John D Wood International, USA 3Reduced on 07/06/2025
John D Wood International, USA 3 Estate Agent Logo
John D Wood International, USA 3 Estate Agent Logo
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£2,550,086*
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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Signature Collection Realty, Florida Estate Agent Logo
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£2,543,163*
USD $3,490,000
Florida, Orange County, Winter Park
4 bedroom villa for sale

Under Construction. Stunning architectural masterpiece built by LUIH homes nestled in the heart of prestigious Winter Park. This brand-new construction embodies the perfect fusion of contemporary design, timeless elegance, and exceptional quality offering 4 bedrooms, 4 full bathrooms, 2 half bath...

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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£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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Signature Collection Realty, Florida Estate Agent Logo
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