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 312

Rate:
$615,000

657 WORTHINGTON DR
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 10,560 SqFt
Subdivision: KENILWORTH SHORES SEC 06
  • 1,796 Sq Ft
  • 4
  • 2
Rate:
$449,900

1046 S KENTUCKY AVE
WINTER PARK, FL 32789
Townhouse

Status: Active
Lot Size: 2,618 SqFt
Subdivision: OAK CREST
  • 1,869 Sq Ft
  • 3
  • 3
Rate:
$459,900

230 S RANGER BLVD
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 8,525 SqFt
Subdivision: WINTER PARK PINES
  • 2,309 Sq Ft
  • 3
  • 2
Rate:
$499,036

3600 MIDIRON DR
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 7,516 SqFt
Subdivision: GOLFVIEW REP
  • 1,958 Sq Ft
  • 3
  • 3
Rate:
$530,000

1909 KIMBRACE PL
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 15,523 SqFt
Subdivision: KENILWORTH SHORES SEC 01
  • 3,043 Sq Ft
  • 4
  • 3
Rate:
$529,900

3018 ASH PARK PT
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 11,604 SqFt
Subdivision: HYDE PARK
  • 2,571 Sq Ft
  • 3
  • 2
Rate:
$549,900

2911 NORTHWOOD BLVD
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 9,829 SqFt
Subdivision: NORTHWOOD TERRACE
  • 2,318 Sq Ft
  • 4
  • 3
Rate:
$324,900

1026 S LAKEMONT AVE
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 9,283 SqFt
Subdivision: KENILWORTH SHORES SEC 07
  • 1,470 Sq Ft
  • 3
  • 2
Rate:
$349,000

1020 MINNESOTA AVE #6
WINTER PARK, FL 32789
Condominium

Status: Active
Lot Size: 1,448 SqFt
Subdivision: CASA CIELO CONDO OR 6314 6111
  • 2,000 Sq Ft
  • 3
  • 4
Rate:
$834,900

2536 BROOKSHIRE AVE
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 8,924 SqFt
Subdivision: BROOKSHIRE HEIGHTS 1ST ADD
  • 3,140 Sq Ft
  • 4
  • 4
Rate:
$595,000

837 BROCK ST
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 12,658 SqFt
Subdivision: PARK GROVE
  • 2,274 Sq Ft
  • 4
  • 3
Rate:
$500,000


WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 10,550 SqFt
  • 2,438 Sq Ft
  • 4
  • 3
Rate:
$750,000

5541 HOWELL BRANCH RD
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 23,522 SqFt
Subdivision: NONE
  • 3,768 Sq Ft
  • 5
  • 4
Rate:
$1,725,000

110 CHELTON CIR
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 19,169 SqFt
Subdivision: FOREST HILLS
  • 4,225 Sq Ft
  • 4
  • 4
Rate:
$1,295,000

1571 HARRIS CIR
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 9,600 SqFt
Subdivision: SYLVAN LAKE SHORES
  • 3,816 Sq Ft
  • 3
  • 3
Rate:
$996,000

2407 LAFAYETTE AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 9,942 SqFt
Subdivision: FONTAINEBLEAU
  • 3,210 Sq Ft
  • 5
  • 5
Rate:
$759,000

1649 HARMON AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 7,065 SqFt
Subdivision: LAWNDALE
  • 3,118 Sq Ft
  • 4
  • 4
Rate:
$5,250,000

1821 PINETREE RD
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 28,094 SqFt
Subdivision: SICILIAN SHORES
  • 5,006 Sq Ft
  • 5
  • 7
Rate:
$1,350,000

870 GEORGIA AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 18,751 SqFt
Subdivision: TOWN OF WINTER PARK
  • 2,709 Sq Ft
  • 3
  • 3
Rate:
$2,444,000

311 N INTERLACHEN AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 13,329 SqFt
Subdivision: WINTER PARK
  • 3,800 Sq Ft
  • 3
  • 3

Displaying items 21-40 of 312

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