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Homes for Sale in Winter Park, FL

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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
25 Photo
  • Beds: 4
  • Baths: 4 full & 1 half
  • Days on Homes.com: <1
  • Sqft: 4,208
  • Lot Size: 0.43 acres
  • Year Built: 2001
Offered By:
Sherri Dyer
$1,350,000
Price per Sqft: $321

22 Photo
  • Beds: 3
  • Baths: 2 full
  • Days on Homes.com: <1
  • Sqft: 1,338
  • Lot Size: 0.2 acres
  • Year Built: 1959
$199,900
Price per Sqft: $149

Just Listed
14 Photo
  • Beds: 2
  • Baths: 2 full & 1 half
  • Days on Homes.com: <1
  • Sqft: 1,130
  • Lot Size: 0.36 acres
  • Year Built: 1986
Offered By:
Jennifer Wemert
$130,000
Price per Sqft: $115

19 Photo
  • Beds: 4
  • Baths: 2 full
  • Days on Homes.com: 1
  • Sqft: 1,798
  • Lot Size: 0.14 acres
  • Year Built: 1987
$181,600
Price per Sqft: $101

12 Photo
  • Beds: 4
  • Baths: 3 full
  • Days on Homes.com: 1
  • Sqft: 1,912
  • Lot Size: 0.29 acres
  • Year Built: 1950
$225,000
Price per Sqft: $118

12 Photo
  • Beds: 4
  • Baths: 2 full & 1 half
  • Days on Homes.com: 1
  • Sqft: 2,267
  • Lot Size: 0.15 acres
  • Year Built: 2014
$399,900
Price per Sqft: $176

Just Listed
9 Photo
  • Beds: 3
  • Baths: 2 full
  • Days on Homes.com: <1
  • Sqft: 1,294
  • Lot Size: 0.16 acres
  • Year Built: 1987
Offered By:
Winter Park Land Company
$324,999
Price per Sqft: $251

2 Photo
  • Beds: 2
  • Baths: 3 full
  • Days on Homes.com: <1
  • Sqft: 2,033
  • Lot Size: 0.16 acres
  • Year Built: 2000
$895,000
Price per Sqft: $440

1 Photo
  • Beds: 4
  • Baths: 4 full & 1 half
  • Days on Homes.com: 1
  • Sqft: 4,729
  • Lot Size: 0.4 acres
  • Year Built: 1966
$1,575,000
Price per Sqft: $333

Just Listed
25 Photo
  • Beds: 2
  • Baths: 2 full & 1 half
  • Days on Homes.com: 2
  • Sqft: 1,921
  • Lot Size: 0.12 acres
  • Year Built: 2008
Offered By:
Sherri Dyer
$650,000
Price per Sqft: $338
Video Save Request Info

Just Listed
25 Photo
  • Beds: 3
  • Baths: 3 full
  • Days on Homes.com: 1
  • Sqft: 2,768
  • Lot Size: 0.16 acres
  • Year Built: 1986
Offered By:
Winter Park Land Company
$429,000
Price per Sqft: $155
Video Save Request Info

26 Photo
  • Beds: 3
  • Baths: 2 full
  • Days on Homes.com: 1
  • Sqft: 1,301
  • Lot Size: 0.2 acres
  • Year Built: 1980
$189,900
Price per Sqft: $146

11 Photo
  • Beds: 1
  • Baths: 1 full
  • Days on Homes.com: 1
  • Sqft: 793
  • Lot Size: 19.03 acres
  • Year Built: 1970
$84,900
Price per Sqft: $107

Just Listed
6 Photo
  • Beds: 2
  • Baths: 2 full
  • Days on Homes.com: 1
  • Sqft: 2,486
  • Lot Size: 0.12 acres
  • Year Built: 1948
Offered By:
Sherri Dyer
$449,900
Price per Sqft: $181
Video Save Request Info

1 Photo
  • Beds: 4
  • Baths: 2 full
  • Days on Homes.com: 1
  • Sqft: 1,931
  • Lot Size: 0.24 acres
  • Year Built: 1969
$318,500
Price per Sqft: $165
1 - 15 of 570 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.

Contact a Local Agent

Connect with Buyer Agents in your area to get your questions answered.

  • Winter Park Land Company
    Winter Park, FL
  • Coldwell Banker Camelot Realty
    Mount Dora, FL
  • RE/MAX INNOVATION
    Orlando, FL

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