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 21-40 of 308

Rate:
$500,000

510 W COMSTOCK AVE
WINTER PARK, 32789
Single Family Residence

Status: Active
Lot Size: 7,222 SqFt
Subdivision: WINTER PARK
  • 861 Sq Ft
  • 2
  • 1
Rate:
$999,000

45 CYPRESS LN
WINTER PARK, 32789
Single Family Residence

Status: Active
Lot Size: 13,988 SqFt
Subdivision: WINTER PARK
  • 3,713 Sq Ft
  • 4
  • 4
Rate:
$425,000

1340 PELHAM RD
WINTER PARK, 32789
Single Family Residence

Status: Active
Lot Size: 6,750 SqFt
Subdivision: ORWIN MANOR WESTMINSTER SEC
  • 2,042 Sq Ft
  • 3
  • 3
Rate:
$599,000

1309 BRIDGEPORT DR
WINTER PARK, 32789
Single Family Residence

Status: Active
Lot Size: 13,734 SqFt
Subdivision: WATERBRIDGE
  • 2,674 Sq Ft
  • 4
  • 3
Rate:
$1,599,000

1590 DALE AVE
WINTER PARK, 32789
Single Family Residence

Status: Active
Lot Size: 15,737 SqFt
Subdivision: COMSTOCK PARK
  • 5,085 Sq Ft
  • 5
  • 7
Rate:
$1,124,000

3810 KINSLEY PL
WINTER PARK, 32792
Single Family Residence

Status: Active
Lot Size: 39,631 SqFt
Subdivision: BEAR GULLY BAY
  • 5,024 Sq Ft
  • 6
  • 4
Rate:
$1,675,000

652 W MORSE BLVD #3-1
WINTER PARK, 32789
Townhouse

Status: Active
Lot Size: 1,824 SqFt
Subdivision: CAPEN ADD TO WINTER PARK
  • 3,404 Sq Ft
  • 4
  • 5
Rate:
$995,000

1808 HARLAND PARK DR
WINTER PARK, 32789
Single Family Residence

Status: Active
Lot Size: 11,547 SqFt
Subdivision: WINDSONG-KNOWLES PLACE
  • 3,738 Sq Ft
  • 4
  • 4
Rate:
$399,000

1707 E HARMON AVE E
WINTER PARK, 32789
Single Family Residence

Status: Active
Lot Size: 7,081 SqFt
Subdivision: LAWNDALE
  • 1,426 Sq Ft
  • 3
  • 2
Rate:
$1,895,000

1401 GREEN COVE RD
WINTER PARK, 32789
Single Family Residence

Status: Active
Lot Size: 11,756 SqFt
Subdivision: CAMWOOD
  • 5,416 Sq Ft
  • 4
  • 7
Rate:
$409,900

350 CAROLINA AVE #305
WINTER PARK, 32789
Condominium

Status: Active
Lot Size: 13,106 SqFt
Subdivision: PARK WEST CONDO
  • 1,544 Sq Ft
  • 2
  • 2
Rate:
$365,000

2262 SMILEY AVE
WINTER PARK, 32792
Single Family Residence

Status: Active
Lot Size: 9,876 SqFt
Subdivision: BROOKSHIRE HEIGHTS
  • 1,753 Sq Ft
  • 3
  • 2
Rate:
$2,550,000

521 VIRGINIA DR
WINTER PARK, 32789
Single Family Residence

Status: Active
Lot Size: 83,000 SqFt
Subdivision: LAKE VIRGINIA PT REP
  • 3,808 Sq Ft
  • 3
  • 4
Rate:
$524,800

1616 TIOGA TRL
WINTER PARK, 32789
Single Family Residence

Status: Active
Lot Size: 11,974 SqFt
Subdivision: HILLS
  • 2,491 Sq Ft
  • 4
  • 3
Rate:
$419,100

705 MONMOUTH WAY
WINTER PARK, 32792
Single Family Residence

Status: Active
Lot Size: 11,551 SqFt
Subdivision: WINTER PARK PINES
  • 2,257 Sq Ft
  • 4
  • 2
Rate:
$1,137,000

1811 VIA TUSCANY
WINTER PARK, 32789
Single Family Residence

Status: Active
Lot Size: 12,696 SqFt
Subdivision: SICILIAN SHORES REP 02
  • 3,136 Sq Ft
  • 4
  • 3
Rate:
$1,695,000

1641 VIA TUSCANY
WINTER PARK, 32789
Single Family Residence

Status: Active
Lot Size: 23,094 SqFt
Subdivision: WOODMERE TERRACE REP
  • 4,655 Sq Ft
  • 5
  • 5
Rate:
$873,888

567 OSCEOLA AVE
WINTER PARK, 32789
Single Family Residence

Status: Active
Lot Size: 7,920 SqFt
Subdivision: OSCEOLA COURT
  • 3,019 Sq Ft
  • 4
  • 4
Rate:
$325,000

3332 BALSAM DR
WINTER PARK, 32792
Single Family Residence

Status: Active
Lot Size: 8,358 SqFt
Subdivision: EASTBROOK SUB UNIT 13
  • 1,586 Sq Ft
  • 4
  • 2
Rate:
$445,000

776 S PENNSYLVANIA AVE #4
WINTER PARK, 32789
Townhouse

Status: Active
Lot Size: 2,434 SqFt
Subdivision: PENNSYLVANIA STATION 02 CONDO
  • 2,051 Sq Ft
  • 3
  • 3

Displaying items 21-40 of 308

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