Home | Featured Communities | Winter Park Real Estate

Discover Winter Park homes for sale along picturesque tree-lined streets, or nestled next to a world-class golf course and country club. Properties ranging from condominiums to townhomes, villas and estates are available throughout the city. There is a New England feel that is present throughout – neighborhoods like College Park offer luxury homes in Cape Cod, Colonial Revival, or Craftsman architecture. Quaint brick streets and mature oak trees are a mainstay of Olde Winter Park, where every home feels like a special piece of history. Orlando is only minutes away, but Winter Park offers its own vibrant lifestyle. The Winter Park Chain of Lakes is the perfect setting for water activities. The city center is brimming with charming shopping districts, museums, and restaurants. Throughout the year, many arts festivals take place here, and the presence of Rollins College also brings a unique vibrancy to the local culture of Winter Park. The ambiance of Winter Park is a priceless feature of this community, and something that must be experienced firsthand. Those who live here are truly set apart with perfect surroundings and an enchanting way of life.
Homes from the $300,000 to $7,000,000+
451 W COMSTOCK AVE
WINTER PARK, FL 32789
Single Family Residence
- 3,549 Sq Ft
- 4
- 5
1352 PALM AVE
WINTER PARK, FL 32789
Single Family Residence
- 3,555 Sq Ft
- 4
- 5
1552 HOLTS GROVE CIR
WINTER PARK, FL 32789
Single Family Residence
- 4,790 Sq Ft
- 5
- 7
626 S LAKEMONT AVE
WINTER PARK, FL 32792
Single Family Residence
- 2,077 Sq Ft
- 3
- 2
633 BALMORAL RD
WINTER PARK, FL 32789
Single Family Residence
- 2,754 Sq Ft
- 4
- 3
1441 CARDINAL CT
WINTER PARK, FL 32789
Single Family Residence
- 1,899 Sq Ft
- 3
- 2
2025 KIMBRACE PL
WINTER PARK, FL 32792
Single Family Residence
- 1,390 Sq Ft
- 3
- 2
1724 HARVEST CV
WINTER PARK, FL 32792
Single Family Residence
- 1,708 Sq Ft
- 3
- 3
1001 N KENTUCKY AVE
WINTER PARK, FL 32789
Single Family Residence
- 3,142 Sq Ft
- 4
- 4
1000 ANCHORAGE CT
WINTER PARK, FL 32789
Single Family Residence
- 6,177 Sq Ft
- 6
- 7
1939 GUNN RD
WINTER PARK, FL 32792
Single Family Residence
- 1,438 Sq Ft
- 3
- 2
147 S INTERLACHEN AVE #202
WINTER PARK, FL 32789
Condominium
- 3,272 Sq Ft
- 3
- 5
1315 SUNSET DR
WINTER PARK, FL 32789
Single Family Residence
- 3,058 Sq Ft
- 3
- 4
2031 VENETIAN WAY
WINTER PARK, FL 32789
Single Family Residence
- 3,556 Sq Ft
- 5
- 4
331 E READING WAY
WINTER PARK, FL 32789
Single Family Residence
- 3,361 Sq Ft
- 4
- 5
2417 SUMMERFIELD RD
WINTER PARK, FL 32792
Single Family Residence
- 2,542 Sq Ft
- 5
- 3
2418 EUSTON RD
WINTER PARK, FL 32789
Single Family Residence
- 2,172 Sq Ft
- 3
- 3
420 MELROSE AVE
WINTER PARK, FL 32789
Single Family Residence
- 1,750 Sq Ft
- 4
- 2
935 GREENTREE DR
WINTER PARK, FL 32789
Single Family Residence
- 4,975 Sq Ft
- 3
- 5
1100 SCHULTZ AVE
WINTER PARK, FL 32789
Townhouse
- 1,706 Sq Ft
- 3
- 3