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+
1228 MAYFIELD AVE
WINTER PARK, FL 32789
Single Family Residence
- 4,013 Sq Ft
- 4
- 4
929 GROVER AVE
WINTER PARK, FL 32789
Single Family Residence
- 2,270 Sq Ft
- 3
- 3
2174 TALMAN CT
WINTER PARK, FL 32792
Single Family Residence
- 4,998 Sq Ft
- 4
- 5
1470 WESTCHESTER AVE
WINTER PARK, FL 32789
Single Family Residence
- 4,077 Sq Ft
- 4
- 4
331 CORTLAND AVE
WINTER PARK, FL 32789
Single Family Residence
- 1,454 Sq Ft
- 2
- 2
2041 LAKE DR
WINTER PARK, FL 32789
Single Family Residence
- 2,631 Sq Ft
- 4
- 4
1750 EDWIN BLVD
WINTER PARK, FL 32789
Single Family Residence
- 4,108 Sq Ft
- 5
- 5
1641 WINCHESTER DR
WINTER PARK, FL 32789
Single Family Residence
- 2,444 Sq Ft
- 3
- 3
820 N LAKEMONT AVE
WINTER PARK, FL 32792
Single Family Residence
- 3,113 Sq Ft
- 4
- 3
2837 SCARLET RD
WINTER PARK, FL 32792
Single Family Residence
- 1,640 Sq Ft
- 3
- 2
55 TRISMEN TER
WINTER PARK, FL 32789
Single Family Residence
- 6,690 Sq Ft
- 4
- 6
467 CAROLINA AVE
WINTER PARK, FL 32789
Single Family Residence
- 2,710 Sq Ft
- 4
- 3
1721 SHASTA CT
WINTER PARK, FL 32792
Single Family Residence
- 1,525 Sq Ft
- 3
- 2
1601 LEGION DR
WINTER PARK, FL 32789
Single Family Residence
- 2,281 Sq Ft
- 3
- 4
7789 FOX KNOLL PL
WINTER PARK, FL 32792
Single Family Residence
- 1,629 Sq Ft
- 4
- 2
1532 GRANVILLE DR
WINTER PARK, FL 32789
Single Family Residence
- 2,264 Sq Ft
- 3
- 4
3681 MIDIRON DR
WINTER PARK, FL 32789
Single Family Residence
- 2,231 Sq Ft
- 4
- 3
1965 POINCIANA RD
WINTER PARK, FL 32792
Single Family Residence
- 1,627 Sq Ft
- 3
- 2
1055 ARAGON AVE
WINTER PARK, FL 32789
Townhouse
- 1,669 Sq Ft
- 3
- 3
1230 WADING WATERS CIR
WINTER PARK, FL 32792
Townhouse
- 4,466 Sq Ft
- 6
- 5