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+
138 DETMAR DR
WINTER PARK, FL 32789
Single Family Residence
- 5,430 Sq Ft
- 6
- 8
2409 FIRSTLIGHT WAY
WINTER PARK, FL 32792
Townhouse
- 2,010 Sq Ft
- 3
- 3
1420 CHAPMAN CIR
WINTER PARK, FL 32789
Single Family Residence
- 3,313 Sq Ft
- 4
- 4
1807 BARKER DR
WINTER PARK, FL 32789
Single Family Residence
- 3,804 Sq Ft
- 5
- 3
816 HAMILTON PLACE CT
WINTER PARK, FL 32789
Single Family Residence
- 3,257 Sq Ft
- 5
- 4
1001 ANCHORAGE CT
WINTER PARK, FL 32789
Single Family Residence
- 9,277 Sq Ft
- 5
- 7
661 COLUMBIA DR
WINTER PARK, FL 32789
Single Family Residence
- 4,349 Sq Ft
- 4
- 5
453 FLETCHER PL
WINTER PARK, FL 32789
Single Family Residence
- 3,737 Sq Ft
- 5
- 4
1832 PINEVIEW CIR
WINTER PARK, FL 32792
Single Family Residence
- 1,116 Sq Ft
- 3
- 2
911 OSCEOLA AVE
WINTER PARK, FL 32789
Single Family Residence
- 2,244 Sq Ft
- 3
- 4
1310 ALOMA AVE
WINTER PARK, FL 32789
Single Family Residence
- 2,623 Sq Ft
- 4
- 3
2687 MERRIE OAKS RD
WINTER PARK, FL 32792
Single Family Residence
- 1,921 Sq Ft
- 4
- 3
1327 FOUNTAIN HILLS CT
WINTER PARK, FL 32792
Single Family Residence
- 2,575 Sq Ft
- 4
- 3
2619 WINTER PARK RD
WINTER PARK, FL 32789
Single Family Residence
- 3,130 Sq Ft
- 4
- 4
102 S INTERLACHEN AVE AVE #207
WINTER PARK, FL 32789
Condominium
- 901 Sq Ft
- 2
- 1
1365 SUNNYSIDE DR
WINTER PARK, FL 32789
Single Family Residence
- 2,808 Sq Ft
- 3
- 3
535 N INTERLACHEN AVE #306
WINTER PARK, FL 32789
Condominium
- 970 Sq Ft
- 2
- 2
461 FAIRFAX AVE
WINTER PARK, FL 32789
Townhouse
- 2,069 Sq Ft
- 3
- 3
1500 HARRIS CIR
WINTER PARK, FL 32789
Single Family Residence
- 1,915 Sq Ft
- 2
- 2
315 E NEW ENGLAND AVE #15
WINTER PARK, FL 32789
Condominium
- 2,806 Sq Ft
- 3
- 4