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

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

1417 Williams Drive, Winter Park $3,999,000

Designed to evoke the timeless architecture of Olde Winter Park, this exceptional modern Tudor home features character, craftsmanship, and presence rarely found in today'...

5 Beds
6 Baths
Park Grove SubDv.
32789 Zip Code

2765 Abbey Road, Winter Park $430,000

MULTIPLE OFFERS. Submit highest and best by 11:00 am 8/20/2026. Winter Park Pines….this 3 bedroom 2 bath pool home is ready for a new owner. The home features a split b...

3 Beds
2 Baths
Winter Park Pines Merrie Oaks SubDv.
32792 Zip Code

1287 Verdant Glade Place, Winter Park image

1287 Verdant Glade Place, Winter Park $775,000

Gated Community | Dual Primary Suites | Main-Level Living | Located in Winter Park’s gated Hawks Crest community, this two-story home pairs a spacious open floor plan...

4 Beds
4 Baths
Meadows At Hawks Crest SubDv.
32792 Zip Code

1842 Puritan Avenue, Winter Park $419,000

Virtually Staged. Modern design , open concept layout , sleek quartz counter top , all new appliances, new luxury vinyl plank flooring, new lanai upgrade. This beautiful ...

4 Beds
2 Baths
Eastbrook Sub Unit 06 2nd Rep SubDv.
32792 Zip Code

120 Longbranch Road, Winter Park $860,000

Virtually Staged. Set on nearly an acre in Winter Park, this stately two-story home offers five bedrooms and three and a half bathrooms across more than 3,200 square feet...

5 Beds
4 Baths
Lake Ann Estates Unit 3 SubDv.
32792 Zip Code

2168 Ridge Drive, Winter Park $299,000

Virtually Staged. Prime Winter Park Opportunity – Original Terrazzo Floors, Solid Block Construction & Endless Potential Discover an exceptional opportunity to own a cla...

3 Beds
1 Baths
Ridge High 1st Add SubDv.
32792 Zip Code

2641 Carvell Court, Winter Park $575,000

4 Beds
2 Baths
Winter Park Estates SubDv.
32792 Zip Code

7640 Village Green Dr, Winter Park image

7640 Village Green Dr, Winter Park $439,000

Virtually Staged. This is the one!! Welcome home to this beautifully updated 3-bedroom, 2-bath POOL HOME with NO HOA!! RECENT MAJOR IMPROVEMENTS include a durable 2022 m...

3 Beds
2 Baths
Village Green SubDv.
32792 Zip Code

2286 Marsh Sedge Lane, Winter Park image

2286 Marsh Sedge Lane, Winter Park $770,000

Virtually Staged. Welcome to one of the most uniquely positioned homes in the highly sought-after gated community of Hawk’s Crest. This former Meritage model home sits on...

4 Beds
3 Baths
Preserve At Hawks Crest SubDv.
32792 Zip Code

1409 Sunset Drive, Winter Park $669,000

LOCATION. LIFESTYLE. TIMELESS WINTER PARK CHARM. Discover an exceptional opportunity in Lake Knowles Terrace, where classic character, effortless comfort, and an enviable...

2 Beds
2 Baths
Lake Knowles Terrace SubDv.
32789 Zip Code

948 Poinciana Lane, Winter Park $2,750,000

Virtually Staged. Beautifully updated and thoughtfully designed, this four-bedroom, three-and-one-half-bath residence blends sophisticated interiors, inviting living spac...

4 Beds
5 Baths
Maitland Shores First Add SubDv.
32789 Zip Code