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 446

Rate:
$1,095,000

1761 SHILOH LN
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 12,057 SqFt
Subdivision: TIMBERLANE SHORES
  • 3,654 Sq Ft
  • 5
  • 4
Rate:
$549,900

1426 HYDE PARK DR
WINTER PARK, FL 32792
Single Family Home

Status: Active
Lot Size: 21,640 SqFt
Subdivision: HYDE PARK
  • 3,040 Sq Ft
  • 4
  • 3
Rate:
$399,000

2436 BEMAN CT
WINTER PARK, FL 32792
Single Family Home

Status: Active
Lot Size: 15,275 SqFt
Subdivision: EASTBROOK SUB UNIT 09
  • 1,768 Sq Ft
  • 4
  • 2
Rate:
$1,249,000

1157 KENWOOD AVE
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 11,081 SqFt
Subdivision: DIXIE TERRACE
  • 3,834 Sq Ft
  • 5
  • 6
Rate:
$339,000

4053 COOL WATER CT
WINTER PARK, FL 32792
Single Family Home

Status: Active
Lot Size: 11,914 SqFt
Subdivision: LAKE WAUNATTA WOODS UNIT 02
  • 1,930 Sq Ft
  • 3
  • 2
Rate:
$2,275,000

2025 SUMMERLAND AVE
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 35,000 SqFt
Subdivision: GREEN OAKS REP 02
  • 4,400 Sq Ft
  • 5
  • 5
Rate:
$315,000

690 OSCEOLA AVE #603
WINTER PARK, FL 32789
Condo

Status: Active
Lot Size: 68,029 SqFt
Subdivision: LAKE VIRGINIA CONDO
  • 1,148 Sq Ft
  • 2
  • 2
Rate:
$899,900

2210 COLDSTREAM DR
WINTER PARK, FL 32792
Single Family Home

Status: Active
Lot Size: 9,252 SqFt
Subdivision: BROOKSHIRE HEIGHTS
  • 3,198 Sq Ft
  • 5
  • 5
Rate:
$429,900

2549 MADELINE AVE
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 8,405 SqFt
Subdivision: TEMPLE TERRACE
  • 2,506 Sq Ft
  • 4
  • 4
Rate:
$449,000

2924 SANDWELL DR
WINTER PARK, FL 32792
Single Family Home

Status: Active
Lot Size: 8,826 SqFt
Subdivision: WINTER PARK PINES UNIT 14
  • 2,002 Sq Ft
  • 4
  • 2
Rate:
$1,450,000

419 W MORSE BLVD
WINTER PARK, FL 32789
Townhouse

Status: Active
Lot Size: 1,563 SqFt
Subdivision: MORSE AND VIRGINIA BROWNSTONES
  • 3,027 Sq Ft
  • 3
  • 4
Rate:
$329,900

947 CAMELLIA AVE
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 10,415 SqFt
Subdivision: GARDEN ACRES
  • 1,292 Sq Ft
  • 3
  • 1
Rate:
$1,450,000

929 PALMER AVE
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 13,176 SqFt
Subdivision: KRONENBERGER J
  • 4,249 Sq Ft
  • 4
  • 5
Rate:
$419,000

640 ROUGHBEARD RD #15
WINTER PARK, FL 32792
Single Family Home

Status: Active
Lot Size: 11,540 SqFt
Subdivision: WINTER PARK PINES UNIT 15
  • 1,758 Sq Ft
  • 3
  • 2
Rate:
$975,000

1321 LAKEVIEW DR
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 12,172 SqFt
Subdivision: VIRGINIA HEIGHTS
  • 4,287 Sq Ft
  • 4
  • 4
Rate:
$1,250,000

1259 LAKEVIEW DR
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 11,731 SqFt
Subdivision: VIRGINIA HEIGHTS
  • 3,351 Sq Ft
  • 4
  • 4
Rate:
$1,590,000


WINTER PARK, FL 32789
Condo

Status: Active
Lot Size: 17,968 SqFt
  • 3,110 Sq Ft
  • 3
  • 4
Rate:
$4,950,000

1212 N PARK AVE
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 30,492 SqFt
Subdivision: TWELVE OAKS
  • 4,681 Sq Ft
  • 5
  • 6
Rate:
$379,000

3081 HEARTLEAF PL
WINTER PARK, FL 32792
Single Family Home

Status: Active
Lot Size: 9,860 SqFt
Subdivision: LOST CREEK
  • 2,951 Sq Ft
  • 5
  • 3
Rate:
$1,199,900

1210 OAKS BLVD
WINTER PARK, FL 32789
Single Family Home

Status: Active
Lot Size: 7,398 SqFt
Subdivision: DIXIE TERRACE
  • 2,680 Sq Ft
  • 3
  • 4

Displaying items 1-20 of 446

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