- 374 Results

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.

971 Harmon Ave, Winter Park FL, 32789

Just Listed
5 Photo
  • Beds: 3
  • Baths: 1 full
  • Days on Homes.com: 1
  • Sqft: 1,256
  • Lot Size: 0.33 acres
  • Year Built: 1957
Offered By:
Evelyn Pilchick
$184,900
Price per Sqft: $147

3119 Fairwood Ct, Winter Park FL, 32792

2 Photo
  • Beds: 2
  • Baths: 2 full
  • Days on Homes.com: <1
  • Sqft: 1,068
  • Lot Size: 0.09 acres
  • Year Built: 1981
$76,000
Price per Sqft: $71

1840 Maywood Rd, Winter Park FL, 32792

1 Photo
  • Beds: 3
  • Baths: 2 full
  • Days on Homes.com: <1
  • Sqft: 1,570
  • Lot Size: 0.21 acres
  • Year Built: 1957
$169,900
Price per Sqft: $108

2138 Brookview Dr, Winter Park FL, 32792

17 Photo
  • Beds: 4
  • Baths: 4 full
  • Days on Homes.com: 1
  • Sqft: 2,874
  • Lot Size: --
  • Year Built: 1971
$325,000
Price per Sqft: $113

880 N Lakemont Ave, Winter Park FL, 32792

Just Listed
5 Photo
  • Beds: 3
  • Baths: 2 full
  • Days on Homes.com: 6
  • Sqft: 1,454
  • Lot Size: 0.27 acres
  • Year Built: 1958
Offered By:
Winter Park Land Company
$305,000
Price per Sqft: $210
Video Save Request Info

Del Rio III, Winter Park FL, 32789

4 Photo
  • Beds: 8
  • Baths: 4 full
  • Sqft: 5,217
  • Year Built: --
Offered By:
Meritage Homes
$456,990+
Price per Sqft: $88

543 E Lake Sue Ave, Winter Park FL, 32789

25 Photo
  • Beds: 4
  • Baths: 4 full & 1 half
  • Days on Homes.com: 5
  • Sqft: 3,657
  • Lot Size: 0.36 acres
  • Year Built: 1986
$999,000
Price per Sqft: $273

2932 Cove Trl, Winter Park FL, 32789

Just Listed
25 Photo
  • Beds: 5
  • Baths: 3 full
  • Days on Homes.com: 14
  • Sqft: 2,915
  • Lot Size: 0.29 acres
  • Year Built: 1965
Offered By:
Winter Park
$569,995
Price per Sqft: $196

466 Genius Dr, Winter Park FL, 32789

Just Listed
25 Photo
  • Beds: 5
  • Baths: 5 full & 2 half
  • Days on Homes.com: 12
  • Sqft: 7,113
  • Lot Size: 0.46 acres
  • Year Built: 2006
Offered By:
Winter Park
$2,195,000
Price per Sqft: $309

1445 Holts Grove Cir, Winter Park FL, 32789

Just Listed
25 Photo
  • Beds: 5
  • Baths: 5 full
  • Days on Homes.com: 8
  • Sqft: 4,622
  • Lot Size: 0.4 acres
  • Year Built: 2002
Offered By:
Winter Park
$1,595,000
Price per Sqft: $345

2112 Fosgate Dr, Winter Park FL, 32789

Just Listed
25 Photo
  • Beds: 3
  • Baths: 2 full & 1 half
  • Days on Homes.com: 26
  • Sqft: 2,348
  • Lot Size: 0.29 acres
  • Year Built: 1957
Offered By:
Sue King
$425,000
Reduced $25,000 (02/02/16)
Price per Sqft: $181
Video Save Request Info

2820 Scarlet Rd, Winter Park FL, 32792

Just Listed
22 Photo
  • Beds: 3
  • Baths: 2 full
  • Days on Homes.com: 27
  • Sqft: 1,536
  • Lot Size: 0.18 acres
  • Year Built: 1962
Offered By:
Winter Springs/Oviedo
$259,000
Reduced $10,000 (02/08/16)
Price per Sqft: $169

2503 Passamonte Dr 10, Winter Park FL, 32792

Just Listed
25 Photo
  • Beds: 3
  • Baths: 2 full & 1 half
  • Days on Homes.com: 22
  • Sqft: 1,765
  • Lot Size: 0.02 acres
  • Year Built: 2009
Offered By:
Winter Springs/Oviedo
$199,000
Price per Sqft: $113

8411 Admiral Pt, Winter Park FL, 32792

Just Listed
25 Photo
  • Beds: 4
  • Baths: 2 full
  • Days on Homes.com: 27
  • Sqft: 1,848
  • Lot Size: 0.15 acres
  • Year Built: 1986
Offered By:
Winter Springs/Oviedo
$240,000
Price per Sqft: $130

2606 Park Place Dr, Winter Park FL, 32789

Just Listed
25 Photo
  • Beds: 4
  • Baths: 3 full & 1 half
  • Days on Homes.com: 18
  • Sqft: 4,308
  • Lot Size: 0.24 acres
  • Year Built: 2002
Offered By:
Winter Park
$975,000
Price per Sqft: $226
1 - 15 of 374 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 Company
    Winter Park, FL
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    Orlando, FL
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    Winter Park, FL

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