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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
25 Photo
  • Beds: 4
  • Baths: 4 full
  • Days on Homes.com: 1
  • Sqft: 3,714
  • Lot Size: 0.23 acres
  • Year Built: 2005
Offered By:
Winter Park
$899,000
Price per Sqft: $242

Just Listed
12 Photo
  • Beds: 3
  • Baths: 2 full
  • Days on Homes.com: 1
  • Sqft: 1,629
  • Lot Size: 0.12 acres
  • Year Built: 1988
Offered By:
Winter Springs/Oviedo
$235,000
Price per Sqft: $144

10 Photo
  • Beds: 3
  • Baths: 2 full & 1 half
  • Days on Homes.com: 1
  • Sqft: 1,886
  • Lot Size: 0.05 acres
  • Year Built: 2016
$241,965
Price per Sqft: $128

1 Photo
  • Beds: 2
  • Baths: 1 full
  • Days on Homes.com: 1
  • Sqft: 881
  • Lot Size: 0.41 acres
  • Year Built: 1966
$62,500
Price per Sqft: $71

Just Listed
25 Photo
  • Beds: 4
  • Baths: 3 full & 1 half
  • Days on Homes.com: 5
  • Sqft: 3,496
  • Lot Size: 0.16 acres
  • Year Built: 2005
Offered By:
Winter Park
$849,900
Price per Sqft: $243

Just Listed
25 Photo
  • Beds: 6
  • Baths: 8 full & 1 half
  • Days on Homes.com: 5
  • Sqft: 8,767
  • Lot Size: 1.25 acres
  • Year Built: 2000
Offered By:
Winter Park
$8,900,000
Price per Sqft: $1,015

25 Photo
  • Beds: 4
  • Baths: 3 full
  • Days on Homes.com: 5
  • Sqft: 3,227
  • Lot Size: 0.33 acres
  • Year Built: 2016
$995,000
Price per Sqft: $308

25 Photo
  • Beds: 4
  • Baths: 3 full & 1 half
  • Days on Homes.com: 5
  • Sqft: 3,293
  • Lot Size: 0.68 acres
  • Year Built: 1969
$425,000
Price per Sqft: $129

25 Photo
  • Beds: 4
  • Baths: 4 full & 1 half
  • Days on Homes.com: 5
  • Sqft: 3,008
  • Lot Size: 0.34 acres
  • Year Built: 1948
$999,000
Price per Sqft: $332

25 Photo
  • Beds: 5
  • Baths: 4 full
  • Days on Homes.com: 5
  • Sqft: 4,450
  • Lot Size: 0.53 acres
  • Year Built: 1925
$2,975,000
Price per Sqft: $669

25 Photo
  • Beds: 5
  • Baths: 5 full & 2 half
  • Days on Homes.com: 5
  • Sqft: 6,345
  • Lot Size: 0.46 acres
  • Year Built: 2008
$3,590,000
Price per Sqft: $566

24 Photo
  • Beds: 3
  • Baths: 2 full
  • Days on Homes.com: 5
  • Sqft: 1,405
  • Lot Size: 0.11 acres
  • Year Built: 2003
$239,900
Price per Sqft: $171

21 Photo
  • Beds: 4
  • Baths: 3 full
  • Days on Homes.com: 5
  • Sqft: 2,838
  • Lot Size: 0.29 acres
  • Year Built: 2006
$648,000
Price per Sqft: $228

Just Listed
14 Photo
  • Beds: 2
  • Baths: 1 full
  • Days on Homes.com: 5
  • Sqft: 1,127
  • Lot Size: 0.2 acres
  • Year Built: 1950
Offered By:
Winter Park Land Company
$249,900
Price per Sqft: $222
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19 Photo
  • Beds: 3
  • Baths: 2 full
  • Days on Homes.com: 5
  • Sqft: 1,338
  • Lot Size: 0.23 acres
  • Year Built: 1965
$240,000
Price per Sqft: $179
1 - 15 of 518 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

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  • Winter Park Land Company
    Winter Park, FL
  • Keller Williams Advantage II Realty
    Orlando, FL
  • Winter Park Land Company
    Winter Park, FL

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