Winter Park Real Estate

Winter Park, FL Homes for Sale

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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+

 

 


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Displaying items 41-60 of 284

Rate:
$752,500

1132 S PENNSYLVANIA AVE
WINTER PARK, FL 32789
Townhouse

Status: Active
Lot Size: 4,977 SqFt
Subdivision: VIRGINIA HEIGHTS REPLAT
  • 2,430 Sq Ft
  • 3
  • 3
Rate:
$345,000

1112 SCHULTZ AVE
WINTER PARK, FL 32789
Townhouse

Status: Active
Lot Size: 2,024 SqFt
Subdivision: TOWNHOMES/HARPER PLACE
  • 1,625 Sq Ft
  • 2
  • 3
Rate:
$2,695,000

1260 N PARK AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 19,484 SqFt
Subdivision: PARK AVENUE
  • 6,576 Sq Ft
  • 6
  • 8
Rate:
$849,900

1711 ONECO AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 10,269 SqFt
Subdivision: WINTER PARK HEIGHTS
  • 3,192 Sq Ft
  • 4
  • 4
Rate:
$764,900

2864 OLD CASTLE DR
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 17,266 SqFt
Subdivision: BEAR GULLY POINTE
  • 3,954 Sq Ft
  • 5
  • 5
Rate:
$1,275,000

1705 ELIZABETHS WALK
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 15,000 SqFt
Subdivision: WINDSONG ELIZABETHS WALK
  • 3,919 Sq Ft
  • 5
  • 5
Rate:
$588,000

519 DARCEY DR
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 9,061 SqFt
Subdivision: BROOKSHIRE HEIGHTS
  • 3,045 Sq Ft
  • 3
  • 4
Rate:
$3,100,000

275 E WEBSTER AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 24,829 SqFt
Subdivision: GOLFVIEW TERRACE
  • 6,730 Sq Ft
  • 8
  • 8
Rate:
$549,000

1680 DALE AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 8,179 SqFt
Subdivision: COMSTOCK PARK
  • 1,436 Sq Ft
  • 3
  • 2
Rate:
$539,000

1421 SUNSET DR
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 5,477 SqFt
Subdivision: LAKE KNOWLES TERRACE
  • 1,642 Sq Ft
  • 3
  • 4
Rate:
$565,000

1601 HIBISCUS AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 11,859 SqFt
Subdivision: FLORA PARK FIRST ADD
  • 2,371 Sq Ft
  • 4
  • 4
Rate:
$329,900

1872 MEADOWGOLD LN
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 5,825 SqFt
Subdivision: AUTUMN GLEN PH 1
  • 1,704 Sq Ft
  • 4
  • 3
Rate:
$549,000

5305 CYPRESS RESERVE PL
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 11,715 SqFt
Subdivision: CYPRESS RESERVE
  • 2,886 Sq Ft
  • 4
  • 5
Rate:
$1,569,000

922 BONITA DR
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 18,293 SqFt
Subdivision: COMSTOCK PARK
  • 4,879 Sq Ft
  • 5
  • 5
Rate:
$349,000

701 W COMSTOCK AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 11,234 SqFt
Subdivision: WINTER PARK
  • 1,022 Sq Ft
  • 2
  • 1
Rate:
$544,900

1283 MICHIGAN AVE
WINTER PARK, FL 32789
Townhouse

Status: Active
Lot Size: 2,549 SqFt
Subdivision: PARK SHORE
  • 1,866 Sq Ft
  • 3
  • 3
Rate:
$529,900

1265 MICHIGAN AVE
WINTER PARK, FL 32789
Townhouse

Status: Active
Lot Size: 2,549 SqFt
Subdivision: PARK SHORE
  • 1,866 Sq Ft
  • 3
  • 3
Rate:
$1,800,000

2150 W FAWSETT RD
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 32,670 SqFt
Subdivision: FOREST HILLS
  • 4,021 Sq Ft
  • 5
  • 4
Rate:
$580,000

533 BALMORAL RD
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 11,401 SqFt
Subdivision: KENILWORTH SHORES SEC 02
  • 1,900 Sq Ft
  • 3
  • 3
Rate:
$314,900

5140 LAKE HOWELL RD
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 10,640 SqFt
Subdivision: TANGLEWOOD SEC 3 REP
  • 1,752 Sq Ft
  • 4
  • 2

Displaying items 41-60 of 284

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