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 320

Rate:
$649,900

623 SELKIRK DR
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 9,347 SqFt
Subdivision: KENILWORTH SHORES SEC 05
  • 2,647 Sq Ft
  • 5
  • 3
Rate:
$760,000

863 GRANVILLE DR
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 14,119 SqFt
Subdivision: PARK GROVE
  • 2,305 Sq Ft
  • 4
  • 3
Rate:
$1,150,000

1098 MCKEAN CIR
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 20,841 SqFt
Subdivision: PALMER PARK
  • 2,710 Sq Ft
  • 4
  • 3
Rate:
$334,900

1630 CHESTNUT AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 6,519 SqFt
Subdivision: LAKE KNOWLES TERRACE
  • 1,622 Sq Ft
  • 2
  • 2
Rate:
$5,500,000

1731 PINETREE RD
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 29,528 SqFt
Subdivision: KEISERS REP SICILIAN SHORES
  • 7,654 Sq Ft
  • 6
  • 8
Rate:
$1,140,000

1807 VIA AMALFI
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 23,033 SqFt
Subdivision: SICILIAN SHORES
  • 2,904 Sq Ft
  • 5
  • 3
Rate:
$895,000

1205 WHITESELL DR
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 14,931 SqFt
Subdivision: TUSCANIA
  • 2,897 Sq Ft
  • 4
  • 3
Rate:
$714,533

2181 GREEN GLADE LOOP
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 14,300 SqFt
Subdivision: HAWK'S CREST
  • 4,268 Sq Ft
  • 5
  • 5
Rate:
$551,315

1105 WADING WATERS CIR
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 8,900 SqFt
Subdivision: HAWK'S CREST
  • 2,702 Sq Ft
  • 4
  • 3
Rate:
$460,094

2074 LAURELWOOD WAY
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 6,500 SqFt
Subdivision: HAWK'S CREST
  • 2,185 Sq Ft
  • 4
  • 3
Rate:
$1,179,000

615 N PHELPS AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 8,415 SqFt
Subdivision: COMSTOCK PARK
  • 3,009 Sq Ft
  • 4
  • 5
Rate:
$467,000

1400 INDIANA AVE
WINTER PARK, FL 32789
Townhouse

Status: Active
Lot Size: 2,635 SqFt
Subdivision: INDIANA PLACE TWNHMS TR A
  • 2,054 Sq Ft
  • 3
  • 3
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:
$1,059,000

1661 MAGNOLIA AVE
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 9,599 SqFt
Subdivision: FLORA PARK 2ND ADD
  • 3,246 Sq Ft
  • 4
  • 4
Rate:
$685,000

1151 S PENNSYLVANIA AVE
WINTER PARK, FL 32789
Townhouse

Status: Active
Lot Size: 4,741 SqFt
Subdivision: CHEROKEE PARK
  • 2,358 Sq Ft
  • 3
  • 3
Rate:
$699,000

221 OAKWOOD WAY
WINTER PARK, FL 32789
Single Family Residence

Status: Active
Lot Size: 11,406 SqFt
Subdivision: CHARMONT
  • 2,750 Sq Ft
  • 4
  • 3
Rate:
$314,900

1752 MEADOWGOLD LN
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 5,775 SqFt
Subdivision: AUTUMN GLEN PH 1
  • 1,928 Sq Ft
  • 3
  • 3
Rate:
$372,500

2700 CADY WAY
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 9,492 SqFt
Subdivision: WINTER PARK PINES UNIT 4
  • 1,876 Sq Ft
  • 4
  • 2
Rate:
$379,900

2213 WINTER WOODS BLVD
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 8,840 SqFt
Subdivision: WINTER WOODS UNIT 01
  • 2,238 Sq Ft
  • 4
  • 2
Rate:
$385,000

8000 PLEASANT PINE CIR
WINTER PARK, FL 32792
Single Family Residence

Status: Active
Lot Size: 5,750 SqFt
Subdivision: ENCLAVE AT ALOMA
  • 2,546 Sq Ft
  • 5
  • 3

Displaying items 1-20 of 320

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