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40 results

Properties For Sale in Winter Park

40 results

Prioritise properties with...
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£8,110,690*
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...

Signature Collection Realty, Florida Estate Agent Logo
Reduced on 21/05/2025 by Signature Collection Realty, FloridaReduced on 21/05/2025
Signature Collection Realty, Florida Estate Agent Logo
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£6,324,850*
USD $8,500,000
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...

Signature Collection Realty, Florida Estate Agent Logo
Reduced on 08/09/2025 by Signature Collection Realty, FloridaReduced on 08/09/2025
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£6,324,850*
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...

Signature Collection Realty, Florida Estate Agent Logo
Added on 12/06/2025 by Signature Collection Realty, FloridaAdded on 12/06/2025
Signature Collection Realty, Florida Estate Agent Logo
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£4,427,395*
USD $5,950,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Under Construction. Situated on one of the choicest streets in Winter Park on a large and lovely lot will soon be a Phil Kean Design Group new construction project. Enjoy a world class location along with award winning Architecture and Design. Construction is expected to be complete in mid 2026...

Signature Collection Realty, Florida Estate Agent Logo
Added on 08/09/2025 by Signature Collection Realty, FloridaAdded on 08/09/2025
Signature Collection Realty, Florida Estate Agent Logo
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£2,119,941*
USD $2,849,000
Florida, Orange County, Winter Park
5 bedroom detached house for sale

Under contract-accepting backup offers. This approximately 4200 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 and a detached the three-car air-conditioned garage is a car collector's drea...

Hamptons, International USA Estate Agent Logo
Added on 10/06/2025 by Hamptons, International USAAdded on 10/06/2025
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£2,119,941*
USD $2,849,000
Florida, Orange County, Winter Park
5 bedroom detached house for sale

Under contract-accepting backup offers. This approximately 4200 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 and a detached the three-car air-conditioned garage is a car collector's drea...

John D Wood International, USA 10 Estate Agent Logo
Added on 11/06/2025 by John D Wood International, USA 10Added on 11/06/2025
John D Wood International, USA 10 Estate Agent Logo
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£1,674,225*
USD $2,250,000
Florida, Orange County, Winter Park
5 bedroom detached house for sale

To live in Winter Park is to embrace the best of Central Florida: tree-lined streets and top-rated schools, boutique shopping on Park Avenue, vibrant restaurants and cafs, a beloved farmers' market, and world-class museums and gardens. Outdoor enthusiasts delight in the lakes, trails, and parks, ...

John D Wood International, USA Estate Agent Logo
Added on 20/09/2025 by John D Wood International, USAAdded on 20/09/2025
John D Wood International, USA Estate Agent Logo
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£1,674,225*
USD $2,250,000
Florida, Orange County, Winter Park
5 bedroom detached house for sale

To live in Winter Park is to embrace the best of Central Florida: tree-lined streets and top-rated schools, boutique shopping on Park Avenue, vibrant restaurants and cafs, a beloved farmers' market, and world-class museums and gardens. Outdoor enthusiasts delight in the lakes, trails, and parks, ...

Hamptons, International USA Estate Agent Logo
Added on 20/09/2025 by Hamptons, International USAAdded on 20/09/2025
Hamptons, International USA Estate Agent Logo
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£1,320,778*
USD $1,775,000
Florida, Orange County, Winter Park
4 bedroom detached house for sale

Under contract-accepting backup offers. **Now Offered at a New, Improved Price** Discover luxury living at its finest in this stunning residence, ideally situated in one of Winter Park's most sought-after, pedestrian-friendly neighborhoods. Just a short stroll from the vibrant Park Avenue, you'll...

Hamptons, International USA Estate Agent Logo
Reduced on 21/01/2025 by Hamptons, International USAReduced on 21/01/2025
Hamptons, International USA Estate Agent Logo
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£1,320,778*
USD $1,775,000
Florida, Orange County, Winter Park
4 bedroom detached house for sale

Under contract-accepting backup offers. **Now Offered at a New, Improved Price** Discover luxury living at its finest in this stunning residence, ideally situated in one of Winter Park's most sought-after, pedestrian-friendly neighborhoods. Just a short stroll from the vibrant Park Avenue, you'll...

John D Wood International, USA Estate Agent Logo
Reduced on 19/02/2025 by John D Wood International, USAReduced on 19/02/2025
John D Wood International, USA Estate Agent Logo
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£1,056,622*
USD $1,420,000
Florida, Orange County, Winter Park
4 bedroom detached house for sale

Immerse yourself in the serenity this modern boutique home offers in the heart of Winter Park, FL. Walking up you are greeted by an adorable front patio enticing you to enjoy your favorite beverage amongst the lush landscape. Once inside the arched entry door you will be transported to an open fl...

John D Wood International, USA Estate Agent Logo
Reduced on 20/02/2025 by John D Wood International, USAReduced on 20/02/2025
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£1,039,508*
USD $1,397,000
Florida, Orange County, Winter Park
4 bedroom detached house for sale

Renovated to perfection in 2022, this home combines sleek, modern design with an inviting atmosphere. This is where cutting-edge style meets everyday livability, making it a home that's as striking as it is welcoming. The heart of the home showcases stunning modern finishes: polished floors, slee...

Hamptons, International USA Estate Agent Logo
Added on 02/05/2025 by Hamptons, International USAAdded on 02/05/2025
Hamptons, International USA Estate Agent Logo
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£1,039,508*
USD $1,397,000
Florida, Orange County, Winter Park
4 bedroom detached house for sale

Renovated to perfection in 2022, this home combines sleek, modern design with an inviting atmosphere. This is where cutting-edge style meets everyday livability, making it a home that's as striking as it is welcoming. The heart of the home showcases stunning modern finishes: polished floors, slee...

John D Wood International, USA 10 Estate Agent Logo
Added on 02/05/2025 by John D Wood International, USA 10Added on 02/05/2025
John D Wood International, USA 10 Estate Agent Logo
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£1,034,299*
USD $1,390,000
Florida, Orange County, Winter Park
4 bedroom detached house for sale

Under Construction. Renderings available soon. Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting facade you'll find an airy two-story layout featuring four bedrooms and 4 baths, including a full en-suite...

John D Wood International, USA 5 Estate Agent Logo
Added on 22/07/2025 by John D Wood International, USA 5Added on 22/07/2025
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£1,034,299*
USD $1,390,000
Florida, Orange County, Winter Park
4 bedroom detached house for sale

Under Construction. Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting facade you'll find an airy two-story layout featuring four bedrooms and 4 baths, including a full en-suite guest retreat on the main ...

John D Wood International, USA 4 Estate Agent Logo
Added on 22/07/2025 by John D Wood International, USA 4Added on 22/07/2025
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£1,004,535*
USD $1,350,000
Florida, Orange County, Winter Park
3 bedroom detached house for sale

Charming, Well-Maintained Home on a Prime Lot in Winter Park's Coveted Tree Streets Don't miss this rare opportunity to own a beautifully landscaped and meticulously maintained property on one of the most desirable streets in Winter Park. Situated on one of the largest lots in the sought-after Tr...

John D Wood International, USA 10 Estate Agent Logo
Reduced on 21/09/2025 by John D Wood International, USA 10Reduced on 21/09/2025
John D Wood International, USA 10 Estate Agent Logo
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£930,125*
USD $1,250,000
Florida, Orange County, Winter Park
4 bedroom detached house for sale

Walk to beautiful downtown Winter Park for fabulous shopping, restaurants, SunRail/Amtrak station and just steps to Rollins College campus. Make yourself at home in this beautifully restored historic 4 bedroom 3 bath home with award winning finishes. Quality features include beautiful hardwood fl...

John D Wood International, USA 5 Estate Agent Logo
Added on 23/01/2025 by John D Wood International, USA 5Added on 23/01/2025
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£930,125*
USD $1,250,000
Florida, Orange County, Winter Park
3 bedroom town house for sale

We are thrilled to present the final waterfront gem in our exclusive inventory! Introducing an exquisite, brand-new townhome nestled in picturesque Winter Park, where stunning views of Lake Killarney await you. This elegant 3-bedroom, 3.5-bathroom home spans nearly 2,400 sq ft and welcomes you wi...

John D Wood International, USA 5 Estate Agent Logo
Added on 19/01/2025 by John D Wood International, USA 5Added on 19/01/2025
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£930,125*
USD $1,250,000
Florida, Orange County, Winter Park
3 bedroom town house for sale

We are thrilled to present the final waterfront gem in our exclusive inventory! Introducing an exquisite, brand-new townhome nestled in picturesque Winter Park, where stunning views of Lake Killarney await you. This elegant 3-bedroom, 3.5-bathroom home spans nearly 2,400 sq ft and welcomes you wi...

Hamptons, International USA Estate Agent Logo
Added on 17/01/2025 by Hamptons, International USAAdded on 17/01/2025
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£736,659*
USD $990,000
Florida, Orange County, Winter Park
4 bedroom detached house for sale

Welcome to this splendid 4-bedroom, 3-bathroom, home located in a serene cul-de-sac in the luxury Lakeside Estates Community. This exceptional residence combines a high standard of living, comfort, and functionality, offering everything you've been dreaming of. Step inside to discover an open flo...

John D Wood International, USA 8 Estate Agent Logo
Added on 19/01/2025 by John D Wood International, USA 8Added on 19/01/2025
John D Wood International, USA 8 Estate Agent Logo
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£736,659*
USD $990,000
Florida, Orange County, Winter Park
4 bedroom detached house for sale

Under contract-accepting backup offers. Welcome to this splendid 4-bedroom, 3-bathroom, home located in a serene cul-de-sac in the luxury Lakeside Estates Community. This exceptional residence combines a high standard of living, comfort, and functionality, offering everything you've been dreaming...

Hamptons, International USA Estate Agent Logo
Added on 18/01/2025 by Hamptons, International USAAdded on 18/01/2025
Hamptons, International USA Estate Agent Logo
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£725,498*
USD $975,000
Florida, Orange County, Winter Park
3 bedroom town house for sale

Unparalleled Luxury Living: Modern townhomes on Lake Killarney where contemporary design meets lakeside tranquility! We are thrilled to announce that only a few new construction units remain, and this is the LAST corner unit available for this highly sought-after floor plan. Experience waterfront...

John D Wood International, USA 4 Estate Agent Logo
Added on 19/01/2025 by John D Wood International, USA 4Added on 19/01/2025
John D Wood International, USA 4 Estate Agent Logo
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£725,498*
USD $975,000
Florida, Orange County, Winter Park
3 bedroom town house for sale

Unparalleled Luxury Living: Modern townhomes on Lake Killarney where contemporary design meets lakeside tranquility! We are thrilled to announce that only a few new construction units remain, and this is the LAST corner unit available for this highly sought-after floor plan. Experience waterfront...

Hamptons, International USA Estate Agent Logo
Added on 17/01/2025 by Hamptons, International USAAdded on 17/01/2025
Hamptons, International USA Estate Agent Logo
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£725,498*
USD $975,000
Florida, Orange County, Winter Park
3 bedroom town house for sale

Introducing a stunning brand-new modern brownstone in the heart of Winter Park, offering access to Lake Killarney. Located in an exclusive community of 30 contemporary townhomes, each meticulously designed residence boasts exquisite finishes, expansive storefront-style windows, and 11' ceilings t...

Hamptons, International USA Estate Agent Logo
Added on 11/10/2024 by Hamptons, International USAAdded on 11/10/2024
Hamptons, International USA Estate Agent Logo
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