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 242

Rate:
$799,000

250 W LYMAN AVE
WINTER PARK, FL 32789
Townhouse

Status: Active
Lot Size: 4,507 SqFt
Subdivision: LYMAN AVE VILLAS 1
  • 1,999 Sq Ft
  • 3
  • 3
Rate:
$449,000

2661 ABBEY RD
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 9,056 SqFt
Subdivision: WINTER PARK PINES MERRIE OAKS UNIT 3
  • 1,960 Sq Ft
  • 4
  • 2
Rate:
$1,689,900

444 SHEPHERD AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 22,492 SqFt
Subdivision: ETHEL PARK
  • 4,322 Sq Ft
  • 5
  • 6
Rate:
$599,900

810 GREENS AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 14,304 SqFt
Subdivision: DUBSDREAD HEIGHTS
  • 3,516 Sq Ft
  • 5
  • 4
Rate:
$1,875,000

1292 HOWELL BRANCH RD
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 87,631 SqFt
Subdivision: VIA VENETO
  • 4,573 Sq Ft
  • 4
  • 6
Rate:
$490,000

672 OSCEOLA AVE #672
WINTER PARK, FL 32789
Condominium

Status: Active
Lot Size: 28,768 SqFt
Subdivision: VILLA DEL SEIS CONDO
  • 1,300 Sq Ft
  • 2
  • 3
Rate:
$835,000

1365 SUNNYSIDE DR #NO
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 20,250 SqFt
Subdivision: DIXIE TERRACE
  • 3,347 Sq Ft
  • 4
  • 4
Rate:
$3,465,000

639 N PARK AVE
WINTER PARK, FL 32789
Townhouse

Status: Active
Lot Size: 3,121 SqFt
Subdivision: PARK HILL
  • 4,244 Sq Ft
  • 3
  • 5
Rate:
$860,000

2177 GREEN GLADE LOOP
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 15,000 SqFt
Subdivision: WATERS EDGE AT HAWKS CREST
  • 5,239 Sq Ft
  • 7
  • 5
Rate:
$345,000

532 DUNBLANE DR
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 11,163 SqFt
Subdivision: KENILWORTH SHORES SEC 03
  • 1,422 Sq Ft
  • 3
  • 2
Rate:
$3,450,000

2359 FORREST RD
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 29,893 SqFt
Subdivision: RIPPLES
  • 6,344 Sq Ft
  • 4
  • 5
Rate:
$375,000

1350 RIDGEWOOD AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 9,979 SqFt
Subdivision: DIXIE TERRACE
  • 1,242 Sq Ft
  • 2
  • 1
Rate:
$639,000

1725 CAROLLEE LN
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 10,461 SqFt
Subdivision: GREEN TERRACE
  • 2,335 Sq Ft
  • 3
  • 2
Rate:
$400,000

4027 GILDER ROSE PL
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 22,500 SqFt
Subdivision: BEAR GULLY POINTE
  • 3,369 Sq Ft
  • 4
  • 5
Rate:
$1,189,000

495 JO AL CA AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 14,568 SqFt
Subdivision: GALLOWAY PLACE REP
  • 3,475 Sq Ft
  • 4
  • 4
Rate:
$369,000

2255 NAIRN DR
WINTER PARK, FL 32792
Townhouse

Status: Active
Lot Size: 4,391 SqFt
Subdivision: ALOMA SECTION 1
  • 1,898 Sq Ft
  • 3
  • 3
Rate:
$789,000

311 E MORSE BLVD #8 - 5
WINTER PARK, FL 32789
Condominium

Status: Active
Lot Size: 120,652 SqFt
Subdivision: WHISPERING WATERS/PHILLIPS CIRCLE REP
  • 2,188 Sq Ft
  • 3
  • 2
Rate:
$679,000

453 CAROLINA AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 6,459 SqFt
Subdivision: WINTER PARK
  • 1,723 Sq Ft
  • 3
  • 2
Rate:
$974,900

408 RAINTREE CT
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 13,000 SqFt
Subdivision: PARK NORTH
  • 2,559 Sq Ft
  • 4
  • 3
Rate:
$588,880

208 BREWER AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 14,622 SqFt
Subdivision: CORTLAND PARK
  • 2,273 Sq Ft
  • 4
  • 4

Displaying items 1-20 of 242

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