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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
14 Photo
  • Beds: 3
  • Baths: 3 full & 2 half
  • Days on Homes.com: 3
  • Sqft: 4,236
  • Lot Size: 0.12 acres
  • Year Built: 2017
Offered By:
Winter Park
$3,600,000
Price per Sqft: $850

Just Listed
1 Photo
  • Beds: --
  • Baths: --
  • Days on Homes.com: 3
  • Sqft: --
  • Lot Size: 0.28 acres
  • Year Built: --
Offered By:
Winter Park

Just Listed
14 Photo
  • Beds: 3
  • Baths: 3 full & 2 half
  • Days on Homes.com: 4
  • Sqft: 4,237
  • Lot Size: 0.07 acres
  • Year Built: 2017
Offered By:
Winter Park
$3,350,000
Price per Sqft: $791

1 Photo
  • Beds: 3
  • Baths: 3 full
  • Sqft: 2,233
  • Year Built: --
Offered By:
David Weekley Homes
$816,765
Price per Sqft: $366

1 Photo
  • Beds: 3
  • Baths: 3 full
  • Sqft: 2,233
  • Year Built: --
Offered By:
David Weekley Homes
$914,005
Price per Sqft: $409

21 Photo
  • Beds: 3
  • Baths: 3 full & 1 half
  • Days on Homes.com: 3
  • Sqft: 3,760
  • Lot Size: 0.63 acres
  • Year Built: 2007
$1,998,000
Price per Sqft: $531

Just Listed
14 Photo
  • Beds: 3
  • Baths: 2 full & 2 half
  • Days on Homes.com: 5
  • Sqft: 3,253
  • Lot Size: 0.12 acres
  • Year Built: 2017
Offered By:
Winter Park
$2,700,000
Price per Sqft: $830

10 Photo
  • Beds: 3
  • Baths: 3 full & 1 half
  • Days on Homes.com: 3
  • Sqft: 3,839
  • Lot Size: 0.63 acres
  • Year Built: 2008
$1,695,000
Price per Sqft: $442

25 Photo
  • Beds: 5
  • Baths: 4 full & 1 half
  • Days on Homes.com: 6
  • Sqft: 4,293
  • Lot Size: 0.24 acres
  • Year Built: 2006
$1,649,000
Price per Sqft: $384

25 Photo
  • Beds: 4
  • Baths: 2 full & 1 half
  • Days on Homes.com: 6
  • Sqft: 2,907
  • Lot Size: 0.2 acres
  • Year Built: 2003
$399,900
Price per Sqft: $138

25 Photo
  • Beds: 3
  • Baths: 4 full
  • Days on Homes.com: 6
  • Sqft: 3,440
  • Lot Size: 0.17 acres
  • Year Built: 2001
$1,185,000
Price per Sqft: $344

18 Photo
  • Beds: 3
  • Baths: 2 full
  • Days on Homes.com: 6
  • Sqft: 1,388
  • Lot Size: 0.26 acres
  • Year Built: 1958
$215,000
Price per Sqft: $155

12 Photo
  • Beds: 3
  • Baths: 2 full
  • Days on Homes.com: 6
  • Sqft: 1,233
  • Lot Size: 0.38 acres
  • Year Built: 1965
$190,000
Price per Sqft: $154

12 Photo
  • Beds: 4
  • Baths: 2 full
  • Days on Homes.com: 6
  • Sqft: 1,487
  • Lot Size: 0.18 acres
  • Year Built: 1964
$299,000
Price per Sqft: $201

Just Listed
25 Photo
  • Beds: 1
  • Baths: 1 full & 1 half
  • Days on Homes.com: 7
  • Sqft: 850
  • Lot Size: 1.56 acres
  • Year Built: 1969
Offered By:
Winter Park Land Company
$270,000
Price per Sqft: $318
1 - 15 of 593 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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  • Winter Park Land Co.
    Winter Park, FL
  • Winter Park Land Co.
    Winter Park, FL
  • Winter Park Land Co.
    Winter Park, FL

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