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 312

Rate:
$447,000

2115 SYCAMORE DR
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 14,835 SqFt
Subdivision: NORTHWOOD TERRACE
  • 2,099 Sq Ft
  • 4
  • 2
Rate:
$549,950

3520 WILDE AVE
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 45,241 SqFt
Subdivision: N/A
  • 3,595 Sq Ft
  • 4
  • 4
Rate:
$424,000

5319 PINE LILY CIR
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 9,241 SqFt
Subdivision: SANCTUARY AT ALOMA
  • 2,265 Sq Ft
  • 4
  • 2
Rate:
$1,550,000

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

Status: Active
Lot Size: 27,512 SqFt
Subdivision: VILLA SIENA
  • 2,806 Sq Ft
  • 3
  • 4
Rate:
$899,900

100 S VIRGINIA AVE #202
WINTER PARK, FL 32789
Condominium

Status: Active
Lot Size: 21,602 SqFt
Subdivision: WINTER PARK RESIDENTIAL
  • 2,983 Sq Ft
  • 3
  • 3
Rate:
$829,000

830 JUANITA RAEL
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 15,011 SqFt
Subdivision: GREEN OAKS REP 03
  • 3,282 Sq Ft
  • 4
  • 4
Rate:
$309,000

2366 COLDSTREAM DR
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 11,385 SqFt
Subdivision: BROOKSHIRE HEIGHTS
  • 1,409 Sq Ft
  • 3
  • 2
Rate:
$1,850,000

77 E STOVIN AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 13,865 SqFt
Subdivision: ROBERT DHU MACDONALD PARK
  • 4,343 Sq Ft
  • 4
  • 4
Rate:
$1,185,000

400 E LAKE SUE AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 9,657 SqFt
Subdivision: CHARMONT
  • 4,231 Sq Ft
  • 4
  • 5
Rate:
$895,000

315 E NEW ENGLAND AVE E #8
WINTER PARK, FL 32789
Condominium

Status: Active
Lot Size: 27,512 SqFt
Subdivision: VILLA SIENA
  • 1,602 Sq Ft
  • 2
  • 2
Rate:
$2,250,000

1619 LOOKOUT LANDING CIR
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 15,477 SqFt
Subdivision: WINDSONG LOOKOUT LANDING 43/79
  • 7,316 Sq Ft
  • 5
  • 7
Rate:
$459,900

951 FAIRWAY DR
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 10,807 SqFt
Subdivision: GOLFSIDE SEC 03
  • 2,343 Sq Ft
  • 4
  • 2
Rate:
$689,000

237 E CANTON AVE #237
WINTER PARK, FL 32789
Condominium

Status: Active
Lot Size: 47,313 SqFt
Subdivision: VILLAGE WINTERSET INC
  • 1,057 Sq Ft
  • 2
  • 2
Rate:
$599,000

1601 HIBISCUS AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 11,859 SqFt
Subdivision: FLORA PARK FIRST ADD
  • 2,371 Sq Ft
  • 4
  • 4
Rate:
$325,000

2711 WRIGHT AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 9,106 SqFt
Subdivision: PARKLANDO 02
  • 1,150 Sq Ft
  • 2
  • 2
Rate:
$334,900

2332 SMILEY AVE
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 9,876 SqFt
Subdivision: BROOKSHIRE HEIGHTS
  • 1,590 Sq Ft
  • 3
  • 2
Rate:
$1,295,000

2615 VIA TUSCANY
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 13,945 SqFt
Subdivision: MAITLAND SHORES FIRST ADD
  • 3,999 Sq Ft
  • 4
  • 4
Rate:
$472,000

1422 SE PELICAN BAY TRL SE
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 42,493 SqFt
Subdivision: PELICAN BAY
  • 2,621 Sq Ft
  • 3
  • 3
Rate:
$515,000

1232 GOLFSIDE DR
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 8,917 SqFt
Subdivision: GREENVIEW AT WINTER PINES
  • 2,381 Sq Ft
  • 3
  • 2
Rate:
$370,000

2924 SCARLET RD
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 10,494 SqFt
Subdivision: WINTER PARK PINES
  • 2,475 Sq Ft
  • 4
  • 3

Displaying items 81-100 of 312

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