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119 results

Properties For Sale in Winter Park

119 results

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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 John D Wood International, USA 9Reduced on 13/05/2025
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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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£1,573,992*
USD $2,160,000
Florida, Orange County, Winter Park
6 bedroom villa for sale

One or more photo(s) has been virtually staged. Newly Renovated Partially Furnished Home in the Beautiful Via’s of Winter Park! Designed and built by Groninger Custom Homes. Privately located on a large wrap around corner lot. It is meticulously maintained with eye-catching curb appeal with matur...

Added on 04/09/2024 by Signature Collection Realty, FloridaAdded on 04/09/2024
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£1,566,705*
USD $2,150,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

You have arrived to 1560 Woodland Avenue, a beautiful home in a prime location inside the Winter Park municipality, situated on a peaceful brick-paved street. There are five bedrooms and four and a half bathrooms spread out over 3,800 square feet in this stunning property. Featuring a welcoming p...

Added on 28/03/2025 by Signature Collection Realty, FloridaAdded on 28/03/2025
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£1,544,115*
USD $2,119,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Under Construction. Completion September 2025, Nestled in the heart of Winter Park, this luxurious custom-built home seamlessly blends elegance, functionality, and thoughtful design. Boasting 5 bedrooms, 4.5 bathrooms, and 2,964 sq/ft of unparalleled living space, every detail has been meticulous...

Added on 06/03/2025 by Signature Collection Realty, FloridaAdded on 06/03/2025
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£1,530,270*
USD $2,100,000
Florida, Orange County, Winter Park
4 bedroom villa for sale

Exceptional Lakefront Opportunity on Balmoral Road! Discover the rare opportunity to own prime lakefront property, perfectly positioned on the tranquil shores of Lake Berry, Winter Park's hidden jewel, a 76 acre private lake with no public access and it's own slalom course. With Southern expo...

Added on 10/06/2025 by Signature Collection Realty, FloridaAdded on 10/06/2025
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£1,457,395*
USD $1,999,993
Florida, Orange County, Winter Park
6 bedroom villa for sale

**Luxurious Winter Park Estate with Detached TWO bedroom Guest House** RENOVATED POOL HOME with NO HOA! TWO Primary Bedrooms located on the main floor! Welcome to a world of unparalleled luxury and elegance in the heart of historic Winter Park, FL. This exquisitely renovated two-story pool ho...

Reduced on 22/11/2024 by Signature Collection Realty, FloridaReduced on 22/11/2024
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£1,457,327*
USD $1,999,900
Florida, Orange County, Winter Park
4 bedroom villa for sale

Modern Luxury in the Heart of Winter Park! Welcome to this stunning modern residence, built in 2023, located in one of Winter Park’s most sought-after neighborhoods. Designed with sleek sophistication and functional elegance, this fabulous home offers 4 bedrooms, 3 full baths, and a flexible layo...

Added on 12/06/2025 by Signature Collection Realty, FloridaAdded on 12/06/2025
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£1,457,036*
USD $1,999,500
Florida, Orange County, Winter Park
4 bedroom villa for sale

This custom 2014 built Winter Park residence is stretched over a double lot with a backyard resort style retreat yet close to all that Winter Park offers. A home with function and flexibility with a separate guest house, office or studio based on your needs. This thoughtfully designed home is sop...

Added on 07/06/2025 by Signature Collection Realty, FloridaAdded on 07/06/2025
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£1,439,911*
USD $1,976,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Discover luxurious living in the heart of Winter Park! Crafted with exquisite attention to detail, this 5-bedroom, 4.5-bathroom pool residence showcases absolute perfection and modern elegance. Built in 2017 by David Weekley Homes, the property boasts a captivating stone façade and a private back...

Added on 25/06/2025 by Signature Collection Realty, FloridaAdded on 25/06/2025
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£1,420,965*
USD $1,950,000
Florida, Orange County, Winter Park
3 bedroom villa for sale

Located just steps to the Golf Course and Park Avenue, in downtown Winter Park, 622 Penn Place is in the highly sought after Penn Place neighborhood. One of the few homes fronting the park with beautiful views from upper and lower porches, balconies and windows. This home provides the perfect bal...

Added on 06/03/2025 by Signature Collection Realty, FloridaAdded on 06/03/2025
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£1,402,748*
USD $1,925,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Welcome to this beautifully crafted 5 bedroom, 5.1 bathroom traditional single-family home offering over 4,100 SF of living space. Ideally located on a tree-lined street with Winter Park’s signature brick roads, this home sits in one of the area’s most sought-after neighborhoods. Just minutes fro...

Added on 20/06/2025 by Signature Collection Realty, FloridaAdded on 20/06/2025
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£1,384,529*
USD $1,899,999
Florida, Orange County, Winter Park
6 bedroom villa for sale

Welcome to your private slice of paradise—a beautifully renovated home with a brand new 2024 pied-à-terre guest retreat, nestled just steps from the iconic Kraft Azalea Garden on the shores of Lake Maitland, and walking distance to the renowned boutiques and dining of Park Avenue. Positioned on a...

Added on 07/06/2025 by Signature Collection Realty, FloridaAdded on 07/06/2025
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£1,383,801*
USD $1,899,000
Florida, Orange County, Winter Park
4 bedroom villa for sale

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 e...

Added on 12/06/2025 by Signature Collection Realty, FloridaAdded on 12/06/2025
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£1,382,344*
USD $1,897,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Pre-Construction. To be built. Price Improvement! Your Dream Home Is Ready To Be Built!! Pre-Construction Opportunity! Build-to-Suit! Buyers who act now can still pick finishes and style! Build your custom dream home with renowned Konkol Homes in one of Central Florida’s most desirable areas! Thi...

Reduced on 12/06/2025 by Signature Collection Realty, FloridaReduced on 12/06/2025
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£1,375,786*
USD $1,888,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

Discover this exceptional custom-designed modern pool home, ideally situated in one of Central Florida’s most sought-after communities. Located on a quiet street in Winter Park, this spacious residence offers 5 bedrooms, 4.5 bathrooms, and a large upstairs loft—providing the perfect blend of luxu...

Added on 12/06/2025 by Signature Collection Realty, FloridaAdded on 12/06/2025
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£1,329,878*
USD $1,825,000
Florida, Orange County, Winter Park
4 bedroom villa for sale

Charming Opportunity in Prime Winter Park – 446 Alberta Drive, Winter Park, FL! First time ever on the market and sits on a double lot that is .35 acres. Only a mile stroll to the famous Park Ave shops, dining and entertaining. Home site over looks Lake Osceola and the multi million dollar hom...

Added on 20/06/2025 by Signature Collection Realty, FloridaAdded on 20/06/2025
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£1,310,931*
USD $1,799,000
Florida, Orange County, Winter Park
3 bedroom villa for sale

This elegant one story home is located in highly desirable Winter Park on an oversized .28 acre lot with mature and lush landscaping and NO HOA. It has 10' ceilings and an open floor plan combining kitchen, dining, and living rooms with gorgeous wood floors and plenty of natural light overlooking...

Added on 24/06/2025 by Signature Collection Realty, FloridaAdded on 24/06/2025
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£1,308,017*
USD $1,795,000
Florida, Orange County, Winter Park
4 bedroom villa for sale

Experience the height of modern luxury in this newly constructed home, masterfully designed by esteemed architect Gary Hancock and ideally situated in the heart of Winter Park. Offering nearly 2,800 square feet of refined living space, this four-bedroom, four-bath residence seamlessly blends time...

Added on 22/06/2025 by Signature Collection Realty, FloridaAdded on 22/06/2025
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£1,308,017*
USD $1,795,000
Florida, Orange County, Winter Park
4 bedroom villa for sale

Iconic Winter Park treasure! Welcome home to 817 Antonette, an architecturally inviting residence that exudes quality and charm. This thoughtfully designed home boasts detailed moldings and millwork, wood floors, high ceilings, and beautiful oversized windows throughout. A grand foyer leads to a ...

Reduced on 17/04/2025 by Signature Collection Realty, FloridaReduced on 17/04/2025
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£1,293,443*
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...

Reduced on 19/02/2025 by John D Wood International, USAReduced on 19/02/2025
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£1,293,443*
USD $1,775,000
Florida, Orange County, Winter Park
4 bedroom villa for sale

Under Construction. Modern elegance and timeless sophistication define 1702 Arbor Park Dr, a meticulously crafted new construction home in the heart of Winter Park, FL. Spanning 2,950 square feet, this 4-bedroom, 3.5-bathroom residence also features a dedicated office and a conditioned attic that...

Added on 09/03/2025 by Signature Collection Realty, FloridaAdded on 09/03/2025
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£1,293,443*
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...

Reduced on 21/01/2025 by Hamptons, International USAReduced on 21/01/2025
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£1,238,061*
USD $1,699,000
Florida, Orange County, Winter Park
5 bedroom villa for sale

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...

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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