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 61-80 of 312

Rate:
$999,000

1555 WOODLAND AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 15,765 SqFt
Subdivision: COMSTOCK PARK
  • 3,264 Sq Ft
  • 4
  • 4
Rate:
$330,000

2493 WHITEHALL CIR
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 8,793 SqFt
Subdivision: BROOKSHIRE HEIGHTS 3RD ADD
  • 1,554 Sq Ft
  • 3
  • 2
Rate:
$756,000

1189 N PARK AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 7,436 SqFt
Subdivision: VALENCIA TERRACE
  • 1,632 Sq Ft
  • 3
  • 2
Rate:
$775,000

120 TRISMEN TER
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 20,446 SqFt
Subdivision: OSCEOLA SHORES SEC 01
  • 2,187 Sq Ft
  • 3
  • 2
Rate:
$1,499,000

1210 VIA CAPRI
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 19,800 SqFt
Subdivision: CLOISTER GROVE SUB
  • 3,904 Sq Ft
  • 4
  • 4
Rate:
$799,900

500 OLOLU DR
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 6,935 SqFt
Subdivision: KILLARNEY CIRCLE
  • 2,033 Sq Ft
  • 2
  • 3
Rate:
$400,000

1164 DODD RD
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 27,418 SqFt
Subdivision: AMBERWOOD UNIT 3
  • 2,840 Sq Ft
  • 5
  • 4
Rate:
$369,000

617 DUNRAVEN DR
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 9,339 SqFt
Subdivision: KENILWORTH SHORES SEC 05
  • 2,134 Sq Ft
  • 4
  • 3
Rate:
$439,000

2945 BOWER RD
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 10,278 SqFt
Subdivision: WINTER PARK PINES
  • 2,641 Sq Ft
  • 5
  • 3
Rate:
$339,900

3901 WOODGLADE CV
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 16,210 SqFt
Subdivision: AMBERWOOD UNIT 1
  • 2,423 Sq Ft
  • 4
  • 3
Rate:
$324,000

2025 KIMBRACE PL
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 9,672 SqFt
Subdivision: KENILWORTH SHORES SEC 03
  • 1,390 Sq Ft
  • 3
  • 2
Rate:
$335,000

2654 TIERRA CIR
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 8,400 SqFt
Subdivision: CASA ALOMA
  • 1,874 Sq Ft
  • 4
  • 2
Rate:
$1,675,000

641 PALMER AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 15,098 SqFt
Subdivision: PALMER PARK
  • 5,041 Sq Ft
  • 5
  • 5
Rate:
$1,249,000

645 PANSY AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 7,357 SqFt
Subdivision: VILLA VIEW PARK
  • 3,661 Sq Ft
  • 4
  • 5
Rate:
$649,990

2112 FOSGATE DR
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 12,418 SqFt
Subdivision: TIMBERLANE
  • 2,348 Sq Ft
  • 4
  • 3
Rate:
$799,900

7809 GEORGEANN ST
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 41,601 SqFt
Subdivision: GEORGEANN HOMES
  • 2,138 Sq Ft
  • 3
  • 2
Rate:
$775,000

1241 RICHMOND RD
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 7,476 SqFt
Subdivision: VIRGINIA HEIGHTS REP
  • 2,546 Sq Ft
  • 4
  • 4
Rate:
$379,000

318 FITZHUGH RD
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 11,255 SqFt
Subdivision: WINTER PARK PINES MERRIE OAKS UNIT 2
  • 1,875 Sq Ft
  • 4
  • 3
Rate:
$949,000

2719 NORRIS AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 9,262 SqFt
Subdivision: PARKLANDO 02
  • 3,275 Sq Ft
  • 4
  • 5
Rate:
$825,000

1227 GERMAINE DR
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 14,014 SqFt
Subdivision: WATERBRIDGE
  • 3,226 Sq Ft
  • 4
  • 3

Displaying items 61-80 of 312

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