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+
1877 WINTER PARK RD
WINTER PARK, FL 32789
Single Family Residence
- 1,900 Sq Ft
- 3
- 3
2843 EASTERN PKWY
WINTER PARK, FL 32789
Single Family Residence
- 1,692 Sq Ft
- 3
- 2
1671 CHESTNUT AVE
WINTER PARK, FL 32789
Single Family Residence
- 3,178 Sq Ft
- 5
- 5
1136 S PENNSYLVANIA AVE
WINTER PARK, FL 32789
Townhouse
- 2,434 Sq Ft
- 3
- 3
720 W WEBSTER AVE
WINTER PARK, FL 32789
Single Family Residence
- 1,356 Sq Ft
- 3
- 2
1637 MAGNOLIA AVE
WINTER PARK, FL 32789
Single Family Residence
- 3,616 Sq Ft
- 4
- 5
3600 HAWTHORNE LN
WINTER PARK, FL 32792
Single Family Residence
- 1,587 Sq Ft
- 3
- 2
1891 OGLESBY AVE
WINTER PARK, FL 32789
Single Family Residence
- 1,195 Sq Ft
- 3
- 2
2844 WILL O TH GRN
WINTER PARK, FL 32792
Single Family Residence
- 1,955 Sq Ft
- 4
- 2
2425 WHITEHALL CIR
WINTER PARK, FL 32792
Single Family Residence
- 3,164 Sq Ft
- 4
- 4
567 OSCEOLA AVE
WINTER PARK, FL 32789
Single Family Residence
- 3,019 Sq Ft
- 4
- 4
672 OSCEOLA AVE #672
WINTER PARK, FL 32789
Condominium
- 1,300 Sq Ft
- 2
- 3
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
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
820 N LAKEMONT AVE
WINTER PARK, FL 32792
Single Family Residence
- 3,113 Sq Ft
- 4
- 3
55 TRISMEN TER
WINTER PARK, FL 32789
Single Family Residence
- 6,690 Sq Ft
- 4
- 6
2837 SCARLET RD
WINTER PARK, FL 32792
Single Family Residence
- 1,640 Sq Ft
- 3
- 2