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Homes for Sale in Winter Park, FL

Winter Park, Florida, is a paradise to vacationers and residents alike. Located adjacent and northeast to Orlando, this lush and lovely area boasts multiple parks, golf courses, and all the amenities that create a fine resort area. Home buyers looking for quaint styles on old-fashioned brick streets will be delighted by the offerings in the Olde Winter Park area, which are often punctuated by Spanish moss-draped trees. Canals and interconnected lakes provide water-loving residents recreational opportunities all year long.

Just Listed
10 Photo
  • Beds: 3
  • Baths: 2 full
  • Days on Homes.com: 1
  • Sqft: 1,260
  • Lot Size: 0.22 acres
  • Year Built: 1958
Offered By:
Winter Springs/Oviedo
$207,000
Price per Sqft: $164

25 Photo
  • Beds: 3
  • Baths: 2 full
  • Days on Homes.com: <1
  • Sqft: 1,745
  • Lot Size: 0.21 acres
  • Year Built: 1966
$349,900
Price per Sqft: $201

25 Photo
  • Beds: 2
  • Baths: 2 full & 1 half
  • Days on Homes.com: <1
  • Sqft: 1,214
  • Lot Size: 3.31 acres
  • Year Built: 1986
Offered By:
Winter Park Land Company
$349,900
Price per Sqft: $288

10 Photo
  • Beds: 3
  • Baths: 2 full
  • Days on Homes.com: <1
  • Sqft: 1,648
  • Lot Size: 0.21 acres
  • Year Built: 1966
$170,000
Price per Sqft: $103

2 Photo
  • Beds: 2
  • Baths: 2 full
  • Days on Homes.com: <1
  • Sqft: 1,438
  • Lot Size: 0.19 acres
  • Year Built: 1963
$237,500
Price per Sqft: $165

27 Photo
  • Beds: 5
  • Baths: 3 full & 2 half
  • Sqft: 3,611
  • Year Built: --
Offered By:
David Weekley Homes
$582,990+
Price per Sqft: $161

22 Photo
  • Beds: 3
  • Baths: 2 full & 1 half
  • Sqft: 2,031
  • Year Built: --
Offered By:
David Weekley Homes
$727,999+
Price per Sqft: $358

21 Photo
  • Beds: 3
  • Baths: 2 full & 1 half
  • Sqft: 2,068
  • Year Built: --
Offered By:
David Weekley Homes
$364,990+
Price per Sqft: $176

21 Photo
  • Beds: 3
  • Baths: 2 full & 1 half
  • Sqft: 2,031
  • Year Built: --
Offered By:
David Weekley Homes
$749,000
Price per Sqft: $369

20 Photo
  • Beds: 4
  • Baths: 3 full & 1 half
  • Sqft: 3,122
  • Year Built: --
Offered By:
David Weekley Homes
$427,999+
Price per Sqft: $137

16 Photo
  • Beds: 4
  • Baths: 2 full & 1 half
  • Sqft: 3,048
  • Year Built: --
Offered By:
David Weekley Homes
$404,990+
Price per Sqft: $133

14 Photo
  • Beds: 4
  • Baths: 3 full & 1 half
  • Sqft: 3,321
  • Year Built: --
Offered By:
David Weekley Homes
$435,990+
Price per Sqft: $131

14 Photo
  • Beds: 4
  • Baths: 2 full & 1 half
  • Sqft: 3,084
  • Year Built: --
Offered By:
David Weekley Homes
$437,990+
Price per Sqft: $142

25 Photo
  • Beds: 3
  • Baths: 3 full
  • Days on Homes.com: 1
  • Sqft: 2,330
  • Lot Size: 0.28 acres
  • Year Built: 1925
$525,000
Price per Sqft: $225

25 Photo
  • Beds: 4
  • Baths: 2 full
  • Days on Homes.com: 1
  • Sqft: 1,970
  • Lot Size: 0.24 acres
  • Year Built: 1966
$286,000
Price per Sqft: $145
1 - 15 of 733 Results
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Those who like warm weather and outdoor activities will find no end to the possibilities in Winter Park. Festivals abound, including the Winter Park Sidewalk Art Festival, one of the oldest and top-rated outdoor festivals in the United States. Music lovers will discover that this is the home of the Bach Festival Society of Winter Park, central Florida's oldest performing arts organization. Combine love of the outdoors and the love of music to experience the Annual Winter Park Jazz Festival, which features multiple acts over a two-day period. Foodies will find a treasure trove of restaurant options representing popular regional flavors as well as international-themed cuisine. Parks such as Dinky Dock provide picnic facilities, swimming, and fishing.

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    Orlando, FL
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    Winter Springs, FL

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