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+
640 N PARK AVE #35
WINTER PARK, FL 32789
Condominium
- 673 Sq Ft
- 1
- 1
1602 ALABAMA DR #305
WINTER PARK, FL 32789
Condominium
- 1,336 Sq Ft
- 2
- 2
1624 ELIZABETHS WALK
WINTER PARK, FL 32789
Single Family Residence
- 3,085 Sq Ft
- 5
- 5
7541 HULL ST
WINTER PARK, FL 32792
Single Family Residence
- 2,700 Sq Ft
- 5
- 6
1433 CHAPMAN CIR
WINTER PARK, FL 32789
Single Family Residence
- 3,170 Sq Ft
- 3
- 4
1245 WISCONSIN AVE
WINTER PARK, FL 32789
Single Family Residence
- 2,610 Sq Ft
- 4
- 4
1251 RICHMOND RD
WINTER PARK, FL 32789
Single Family Residence
- 3,613 Sq Ft
- 3
- 4
1913 SYCAMORE DR
WINTER PARK, FL 32789
Single Family Residence
- 1,380 Sq Ft
- 3
- 1
5500 HOWELL BRANCH RD
WINTER PARK, FL 32792
Single Family Residence
- 2,363 Sq Ft
- 3
- 4
5610 WINTERBROOK WAY
WINTER PARK, FL 32792
Single Family Residence
- 1,978 Sq Ft
- 3
- 2
1641 WINCHESTER DR
WINTER PARK, FL 32789
Single Family Residence
- 2,444 Sq Ft
- 3
- 3
1370 SUNSET DR
WINTER PARK, FL 32789
Single Family Residence
- 3,606 Sq Ft
- 4
- 4
1211 PRESERVE POINT DR
WINTER PARK, FL 32789
Single Family Residence
- 5,921 Sq Ft
- 6
- 6
2156 TALMAN CT
WINTER PARK, FL 32792
Single Family Residence
- 7,762 Sq Ft
- 5
- 8
1671 CHESTNUT AVE
WINTER PARK, FL 32789
Single Family Residence
- 3,178 Sq Ft
- 5
- 5
1891 OGLESBY AVE
WINTER PARK, FL 32789
Single Family Residence
- 1,195 Sq Ft
- 3
- 2
567 OSCEOLA AVE
WINTER PARK, FL 32789
Single Family Residence
- 3,019 Sq Ft
- 4
- 4
1637 MAGNOLIA AVE
WINTER PARK, FL 32789
Single Family Residence
- 3,616 Sq Ft
- 4
- 5
3681 MIDIRON DR
WINTER PARK, FL 32789
Single Family Residence
- 2,231 Sq Ft
- 4
- 3
55 TRISMEN TER
WINTER PARK, FL 32789
Single Family Residence
- 6,690 Sq Ft
- 4
- 6