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 81-100 of 127

Rate:
$2,250,000

138 DETMAR DR
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 38,714 SqFt
Subdivision: ELDRIDGE & GRANT SUB
  • 5,430 Sq Ft
  • 6
  • 8
Rate:
$345,000

2409 FIRSTLIGHT WAY
WINTER PARK, FL 32792
Townhouse

Status: Active
Lot Size: 2,408 SqFt
Subdivision: ENCLAVE AT HAWKS CREST
  • 2,010 Sq Ft
  • 3
  • 3
Rate:
$899,900

1420 CHAPMAN CIR
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 8,063 SqFt
Subdivision: WINDSONG ELIZABETHS WALK
  • 3,313 Sq Ft
  • 4
  • 4
Rate:
$1,350,000

1807 BARKER DR
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 17,000 SqFt
Subdivision: SOUTH LAKEMONT SHORES
  • 3,804 Sq Ft
  • 5
  • 3
Rate:
$977,000

816 HAMILTON PLACE CT
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 6,282 SqFt
Subdivision: HAMILTON PLACE
  • 3,257 Sq Ft
  • 5
  • 4
Rate:
$5,750,000

1001 ANCHORAGE CT
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 28,704 SqFt
Subdivision: CHAPMAN & CHASE PLAN/TOWN/WINT
  • 9,277 Sq Ft
  • 5
  • 7
Rate:
$2,795,000

661 COLUMBIA DR
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 68,457 SqFt
Subdivision: GREEN OAKS REP 02
  • 4,349 Sq Ft
  • 4
  • 5
Rate:
$1,050,000

453 FLETCHER PL
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 13,544 SqFt
Subdivision: SORENSEN HEIGHTS
  • 3,737 Sq Ft
  • 5
  • 4
Rate:
$464,900

1832 PINEVIEW CIR
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 18,263 SqFt
Subdivision: LAKEMONT HEIGHTS
  • 1,116 Sq Ft
  • 3
  • 2
Rate:
$1,099,000

911 OSCEOLA AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 19,476 SqFt
Subdivision: OSCEOLA SHORES SEC 01
  • 2,244 Sq Ft
  • 3
  • 4
Rate:
$725,000

1310 ALOMA AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 14,301 SqFt
Subdivision: SYLVAN LAKE SHORES
  • 2,623 Sq Ft
  • 4
  • 3
Rate:
$429,900

2687 MERRIE OAKS RD
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 8,740 SqFt
Subdivision: WINTER PARK PINES MERRIE OAKS
  • 1,921 Sq Ft
  • 4
  • 3
Rate:
$529,000

1327 FOUNTAIN HILLS CT
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 8,418 SqFt
Subdivision: SERANZA PARK
  • 2,575 Sq Ft
  • 4
  • 3
Rate:
$724,899

2619 WINTER PARK RD
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 14,477 SqFt
Subdivision: THE TRELLISES
  • 3,130 Sq Ft
  • 4
  • 4
Rate:
$374,900

102 S INTERLACHEN AVE AVE #207
WINTER PARK, FL 32789
Condominium

Status: Active
Lot Size: 148,442 SqFt
Subdivision: CLOISTERS CONDO
  • 901 Sq Ft
  • 2
  • 1
Rate:
$805,000

1365 SUNNYSIDE DR
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 20,250 SqFt
Subdivision: DIXIE TERRACE
  • 2,808 Sq Ft
  • 3
  • 3
Rate:
$399,000

535 N INTERLACHEN AVE #306
WINTER PARK, FL 32789
Condominium

Status: Active
Lot Size: 26,610 SqFt
Subdivision: ANDALUCIA APTS CONDO
  • 970 Sq Ft
  • 2
  • 2
Rate:
$675,000

461 FAIRFAX AVE
WINTER PARK, FL 32789
Townhouse

Status: Active
Lot Size: 3,177 SqFt
Subdivision: VIRGINIA HEIGHTS PT REP
  • 2,069 Sq Ft
  • 3
  • 3
Rate:
$749,900

1500 HARRIS CIR
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 20,000 SqFt
Subdivision: SYLVAN LAKE SHORES
  • 1,915 Sq Ft
  • 2
  • 2
Rate:
$1,425,000

315 E NEW ENGLAND AVE #15
WINTER PARK, FL 32789
Condominium

Status: Active
Lot Size: 27,512 SqFt
Subdivision: VILLA SIENA
  • 2,806 Sq Ft
  • 3
  • 4

Displaying items 81-100 of 127

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