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 144

Rate:
$599,990

1670 PALM AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 11,308 SqFt
Subdivision: WINTER PARK HEIGHTS
  • 2,087 Sq Ft
  • 4
  • 3
Rate:
$600,000

1380 MICHIGAN AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 6,465 SqFt
Subdivision: H VANWIES SUB
  • 1,036 Sq Ft
  • 3
  • 1
Rate:
$345,000

1364 TIERRA CIR
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 11,952 SqFt
Subdivision: CASA ALOMA
  • 1,874 Sq Ft
  • 3
  • 3
Rate:
$330,000

5528 GARDEN GROVE CIR
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 8,287 SqFt
Subdivision: GARDEN GROVE
  • 1,573 Sq Ft
  • 3
  • 2
Rate:
$1,599,000

1540 GLENCOE RD
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 13,634 SqFt
Subdivision: VIRGINIA HEIGHTS
  • 4,545 Sq Ft
  • 5
  • 4
Rate:
$520,000

1737 OAKHURST AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 11,879 SqFt
Subdivision: JENKINS SECOND ADD
  • 2,020 Sq Ft
  • 3
  • 3
Rate:
$450,000

2038 N PARK AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 7,307 SqFt
Subdivision: DIXIE TERRACE
  • 1,627 Sq Ft
  • 2
  • 1
Rate:
$399,000

346 S RANGER BLVD
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 9,452 SqFt
Subdivision: WINTER PARK PINES
  • 1,592 Sq Ft
  • 3
  • 2
Rate:
$1,950,000

662 OSCEOLA AVE #201
WINTER PARK, FL 32789
Condominium

Status: Active
Lot Size: 67,318 SqFt
Subdivision: PERLE DU LAC CONDO OR 5843/4848
  • 2,290 Sq Ft
  • 3
  • 4
Rate:
$365,000

603 HERITAGE BLVD
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 8,276 SqFt
Subdivision: GEORGETOWN ESTATES
  • 1,749 Sq Ft
  • 4
  • 2
Rate:
$430,000

2715 PRINCE JOHN RD
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 8,362 SqFt
Subdivision: WINTER PARK PINES REP
  • 1,565 Sq Ft
  • 3
  • 2
Rate:
$1,175,000

1918 SUMMERFIELD RD
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 10,390 SqFt
Subdivision: KENILWORTH SHORES SECTION SEVEN
  • 3,269 Sq Ft
  • 5
  • 5
Rate:
$875,000

1725 PINE AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 9,783 SqFt
Subdivision: CONWILL ESTATES
  • 3,125 Sq Ft
  • 4
  • 4
Rate:
$1,195,000

640 OSCEOLA AVE
WINTER PARK, FL 32789
Condominium

Status: Active
Lot Size: 4,115 SqFt
Subdivision: MILANO AT WINTER PARK
  • 2,696 Sq Ft
  • 3
  • 3
Rate:
$324,900

612 BALFOUR DR
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 11,553 SqFt
Subdivision: WINTER PARK ESTATES
  • 1,504 Sq Ft
  • 3
  • 2
Rate:
$465,000

1886 DEMETREE DR
WINTER PARK, FL 32789
Townhouse

Status: Active
Lot Size: 4,226 SqFt
Subdivision: WATERBRIDGE
  • 1,312 Sq Ft
  • 2
  • 2
Rate:
$478,000

1837 WILLOW LN
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 10,120 SqFt
Subdivision: TANGLEWOOD SEC 3 REP
  • 2,172 Sq Ft
  • 3
  • 2
Rate:
$479,000

436 DARCEY DR
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 9,314 SqFt
Subdivision: BROOKSHIRE HEIGHTS
  • 1,235 Sq Ft
  • 3
  • 2
Rate:
$649,000

1021 FAIRWAY DR
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 10,806 SqFt
Subdivision: GOLFSIDE SEC 03
  • 2,573 Sq Ft
  • 4
  • 3
Rate:
$390,000

2366 COLDSTREAM DR
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 11,450 SqFt
Subdivision: BROOKSHIRE HEIGHTS
  • 1,409 Sq Ft
  • 3
  • 2

Displaying items 1-20 of 144

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