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 1-20 of 237

Rate:
$675,000

515 S PHELPS AVE
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 10,381 SqFt
Subdivision: KENILWORTH SHORES SEC 02
  • 3,038 Sq Ft
  • 4
  • 3
Rate:
$875,000

474 LAKEWOOD DR
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 16,718 SqFt
Subdivision: OSCEOLA SHORES SEC 02
  • 2,739 Sq Ft
  • 4
  • 4
Rate:
$475,000

4513 TEATREE CT
WINTER PARK, FL 32792
Single Family Home

Status: Active
Lot Size: 9,000 SqFt
Subdivision: ANNEBURY
  • 3,327 Sq Ft
  • 5
  • 5
Rate:
$313,000

2705 AMSDEN RD
WINTER PARK, FL 32792
Single Family Home

Status: Active
Lot Size: 9,779 SqFt
Subdivision: WINTER PARK ESTATES
  • 1,293 Sq Ft
  • 3
  • 2
Rate:
$469,000

2245 FAIRGLENN WAY
WINTER PARK, FL 32792
Single Family Home

Status: Active
Lot Size: 13,600 SqFt
Subdivision: QUAIL RUN
  • 2,610 Sq Ft
  • 3
  • 3
Rate:
$649,900

790 DRIVER AVE
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 10,500 SqFt
Subdivision: DUBSDREAD HEIGHTS
  • 2,559 Sq Ft
  • 4
  • 3
Rate:
$1,980,000

1419 TROVILLION AVE
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 37,369 SqFt
Subdivision: KILLARNEY SHORES INC
  • 2,708 Sq Ft
  • 4
  • 3
Rate:
$595,000

1720 PALM AVE
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 11,330 SqFt
Subdivision: WINTER PARK HEIGHTS
  • 1,658 Sq Ft
  • 4
  • 2
Rate:
$804,900

765 W CANTON AVE
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 7,413 SqFt
Subdivision: CANTON AVENUE COTTAGES
  • 2,415 Sq Ft
  • 3
  • 4
Rate:
$2,195,000

471 SYLVAN DR
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 27,709 SqFt
Subdivision: OSCEOLA OR LAKEVIEW DEED
  • 6,204 Sq Ft
  • 5
  • 6
Rate:
$1,200,000

1210 OAKS BLVD
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 7,398 SqFt
Subdivision: DIXIE TERRACE
  • 2,680 Sq Ft
  • 3
  • 4
Rate:
$595,000

210 LAUREL PARK CT
WINTER PARK, FL 32792
Single Family Home

Status: Active
Lot Size: 12,787 SqFt
Subdivision: SANCTUARY AT LAKE ANN
  • 2,838 Sq Ft
  • 4
  • 4
Rate:
$1,100,000

2030 VERSAILLES AVE
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 11,224 SqFt
Subdivision: FONTAINEBLEAU
  • 3,461 Sq Ft
  • 4
  • 5
Rate:
$794,900

769 W CANTON AVE
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 5,420 SqFt
Subdivision: CANTON AVENUE COTTAGES 1 86/108 LOT 10
  • 2,233 Sq Ft
  • 3
  • 3
Rate:
$478,000

3306 DEREK CT
WINTER PARK, FL 32792
Single Family Home

Status: Active
Lot Size: 14,140 SqFt
Subdivision: PELICAN BAY
  • 2,814 Sq Ft
  • 4
  • 3
Rate:
$499,000

629 BALFOUR DR
WINTER PARK, FL 32792
Single Family Home

Status: Active
Lot Size: 8,998 SqFt
Subdivision: WINTER PARK
  • 3,156 Sq Ft
  • 4
  • 3
Rate:
$509,000

1329 WESTCHESTER AVE
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 9,874 SqFt
Subdivision: ORWIN MANOR STRATFORD SEC
  • 2,081 Sq Ft
  • 3
  • 3
Rate:
$335,000

1102 SCHULTZ AVE #2
WINTER PARK, FL 32789
Townhouse

Status: Active
Lot Size: 2,077 SqFt
Subdivision: HARPER PLACE
  • 1,666 Sq Ft
  • 3
  • 3
Rate:
$1,795,000

1705 LOOKOUT LANDING CIR
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 19,019 SqFt
Subdivision: WINDSONG LOOKOUT LANDING 43/79
  • 4,237 Sq Ft
  • 5
  • 5
Rate:
$639,900

1222 PARK NORTH PL
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 16,848 SqFt
Subdivision: PARK NORTH
  • 2,444 Sq Ft
  • 3
  • 3

Displaying items 1-20 of 237

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