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Winter Park Homes with Single Family Property Style

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Winter Park Homes with Single Family Property Style

Winter Park, Florida, is a charming city known for its picturesque surroundings and vibrant community. Located in the Sunshine State, Winter Park offers a perfect blend of small-town charm and modern amenities. The city is renowned for its beautiful tree-lined streets, historic architecture, and upscale shopping and dining options.

If you are looking for a single-family property in Winter Park, you are in for a treat! The city boasts a variety of homes with the true single-family property style. From cozy bungalows to spacious estates, Winter Park offers something for everyone. Whether you prefer a historic home with character or a modern residence with all the latest features, you can find your dream home in Winter Park.

Living in Winter Park means enjoying a high quality of life, with top-rated schools, beautiful parks, and a strong sense of community. With its convenient location, just a short drive away from Orlando, Winter Park is the perfect place to call home for those seeking a relaxed yet vibrant lifestyle.

Newest Winter Park Homes with Single Family Property Style

1313 S Denning Drive, Winter Park image
1313 S Denning Drive, Winter Park $589,900

Welcome to a beautifully renovated 3-bedroom, 2-bath residence offering approximately 1,700 square feet of thoughtfully designed living space in the heart of Winter Park....

  • 3 Beds
  • 2 Baths
  • Elizabeth Heights Sub SubDv.
  • 32789 Zip Code
1416 Border Drive, Winter Park image
1416 Border Drive, Winter Park $675,000

An opportunity to build new in an established Winter Park neighborhood. The existing home remains on the property and is offered for its land value only, allowing a buyer...

  • 3 Beds
  • 1 Baths
  • Winter Park Village SubDv.
  • 32789 Zip Code
1941 Oglesby Avenue, Winter Park image
1941 Oglesby Avenue, Winter Park $340,000

Welcome home to this charming 2-bedroom, 1-bathroom gem nestled in the heart of Winter Park AND College Park. This charming single-story concrete-block home blends timele...

  • 2 Beds
  • 1 Baths
  • Olympia Heights SubDv.
  • 32789 Zip Code
900 Carver Street, Winter Park image
900 Carver Street, Winter Park $689,000

Completely Remodeled 2026 | Single-Story | Prime Location | Dual Suites | The redesigned kitchen features 42" shaker cabinetry, Calcutta quartz countertops, and new stain...

  • 3 Beds
  • 3 Baths
  • Magnolia Gardens Sub SubDv.
  • 32789 Zip Code
1526 Miller Avenue, Winter Park image
1526 Miller Avenue, Winter Park $1,574,900

New Construction! New photos coming soon! First photo is a rendering of the new home and the following photos are interiors of a similar model by the builder. Discover Mo...

  • 5 Beds
  • 5 Baths
  • Lawndale SubDv.
  • 32789 Zip Code
7525 Lodge Pole Trail, Winter Park image
7525 Lodge Pole Trail, Winter Park $600,000

Welcome to this fully renovated four-bedroom, two-bathroom pool home offering close to 2,000 square feet of beautifully updated living space on an expansive .36-acre pie-...

  • 4 Beds
  • 2 Baths
  • Arrowhead Cove SubDv.
  • 32792 Zip Code
2333 Westminster Court, Winter Park image
2333 Westminster Court, Winter Park $664,900

Welcome to 2333 Westminster Court, a stunningly reimagined residence that perfectly captures the effortless elegance of Winter Park living. A thoughtful and meticulous re...

  • 4 Beds
  • 2 Baths
  • Glencoe Sub SubDv.
  • 32789 Zip Code
2112 Eastbrook Boulevard, Winter Park image
2112 Eastbrook Boulevard, Winter Park $429,998

Welcome home to 2112 Eastbrook Blvd, a fully remodeled gem tucked into the sought-after Eastbrook neighborhood of Winter Park! This 3-bedroom, 2-bathroom home has been...

  • 3 Beds
  • 2 Baths
  • Eastbrook Sub Unit 8 SubDv.
  • 32792 Zip Code
1621 Chestnut Avenue, Winter Park image
1621 Chestnut Avenue, Winter Park $899,000

Welcome to 1621 Chestnut Avenue, ideally situated in the heart of Winter Park's coveted "Tree Streets" neighborhood. Offered at $899,000, this single-story block home sit...

  • 3 Beds
  • 3 Baths
  • Lake Knowles Terrace SubDv.
  • 32789 Zip Code
943 Fairway Drive, Winter Park image
943 Fairway Drive, Winter Park $689,900

Welcome to this beautifully maintained four-bedroom, three-bathroom home offering over 2,000 square feet of thoughtfully designed living space in desirable Winter Park co...

  • 4 Beds
  • 3 Baths
  • Golfside Sec 03 SubDv.
  • 32792 Zip Code
2313 Knoll Street, Winter Park image
2313 Knoll Street, Winter Park $284,000 ▼

Winter Park address with Seminole County taxes, and a new roof already in place from 2023. Three bedrooms, two baths, roughly 1,235 sf of living space in solid concrete ...

  • 3 Beds
  • 2 Baths
  • Ridge High Sub SubDv.
  • 32792 Zip Code
1660 Gladiolas Drive, Winter Park image
1660 Gladiolas Drive, Winter Park $529,000

Updated Winter Park home with 2,047 sq ft of heated/cooled living space, a huge backyard, and NO HOA. This is an owner-updated home—not a flip—with quality improvements c...

  • 3 Beds
  • 2 Baths
  • Garden Lake Estates Unit 1 SubDv.
  • 32792 Zip Code

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