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 286

Rate:
$1,895,000

1550 BRYAN AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 12,066 SqFt
Subdivision: SYLVAN PARK
  • 4,535 Sq Ft
  • 5
  • 7
Rate:
$7,895,000

866 VIA LUGANO
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 146,367 SqFt
Subdivision: D D CADY SUB
  • 10,613 Sq Ft
  • 6
  • 10
Rate:
$432,900

7957 PLEASANT PINE CIR
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 9,402 SqFt
Subdivision: ENCLAVE AT ALOMA
  • 2,535 Sq Ft
  • 5
  • 3
Rate:
$2,695,000

1260 N PARK AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 19,484 SqFt
Subdivision: PARK AVENUE
  • 6,576 Sq Ft
  • 6
  • 8
Rate:
$1,195,000

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:
$1,195,000

1940 VIA CONTESSA
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 10,819 SqFt
Subdivision: LUGANO TERR
  • 3,794 Sq Ft
  • 4
  • 4
Rate:
$394,500

1148 HOWELL BRANCH RD
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 9,101 SqFt
Subdivision: MAITLAND SHORES FIRST ADD
  • 1,948 Sq Ft
  • 4
  • 2
Rate:
$385,000

2528 TUSCALOOSA TRL
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 11,680 SqFt
Subdivision: DOMMERICH HILLS FOURTH ADD
  • 2,089 Sq Ft
  • 4
  • 2
Rate:
$399,000

2207 HAWICK LN
WINTER PARK, FL 32792
Townhouse

Status: Active
Lot Size: 3,556 SqFt
Subdivision: CASA VILLANOVA
  • 1,835 Sq Ft
  • 3
  • 3
Rate:
$829,999

785 W CANTON AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 7,413 SqFt
Subdivision: CANTON AVE COTTAGES 1
  • 2,415 Sq Ft
  • 3
  • 4
Rate:
$420,000

695 BLAIRSHIRE CIR
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 9,919 SqFt
Subdivision: BROOKSHIRE HEIGHTS 4TH ADD
  • 1,812 Sq Ft
  • 3
  • 3
Rate:
$1,185,000

860 MAYFIELD AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 12,513 SqFt
Subdivision: J KRONENBERGER SUB
  • 3,576 Sq Ft
  • 4
  • 3
Rate:
$3,995,000

1400 GREEN COVE RD
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 37,026 SqFt
Subdivision: CAMWOOD SUB
  • 6,384 Sq Ft
  • 5
  • 7
Rate:
$2,749,000

2218 VIA TUSCANY
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 11,478 SqFt
Subdivision: TUSCANY TERRACE
  • 4,423 Sq Ft
  • 5
  • 7
Rate:
$1,595,000

922 BONITA DR
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 18,293 SqFt
Subdivision: COMSTOCK PARK
  • 4,879 Sq Ft
  • 5
  • 5
Rate:
$599,000

702 DRIVER AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 14,000 SqFt
Subdivision: DUBSDREAD HEIGHTS
  • 3,667 Sq Ft
  • 5
  • 5
Rate:
$499,000

1961 LAUREL RD
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 8,399 SqFt
Subdivision: CHARMONT
  • 1,843 Sq Ft
  • 3
  • 2
Rate:
$679,000

1740 PALM AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 16,013 SqFt
Subdivision: WINTER PARK HEIGHTS
  • 2,907 Sq Ft
  • 5
  • 3
Rate:
$925,000

1602 ALABAMA DR #405
WINTER PARK, FL 32789
Condominium

Status: Active
Lot Size: 143,198 SqFt
Subdivision: ALABAMA CONDO
  • 2,860 Sq Ft
  • 3
  • 3
Rate:
$1,095,000

1638 VIA TUSCANY
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 13,438 SqFt
Subdivision: WOODMERE TERRACE REP
  • 3,520 Sq Ft
  • 4
  • 4

Displaying items 1-20 of 286

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