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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.

880 N Lakemont Ave, Winter Park FL, 32792

Just Listed
5 Photo
  • Beds: 3
  • Baths: 2 full
  • Days on Homes.com: 1
  • Sqft: 1,454
  • Lot Size: 0.27 acres
  • Year Built: 1958
Offered By:
Winter Park Land Company
$305,000
Price per Sqft: $210
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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: <1
  • Sqft: 3,657
  • Lot Size: 0.36 acres
  • Year Built: 1986
$999,000
Price per Sqft: $273

2395 Lafayette Ave, Winter Park FL, 32789

24 Photo
  • Beds: 4
  • Baths: 3 full & 2 half
  • Days on Homes.com: 1
  • Sqft: 3,961
  • Lot Size: 0.24 acres
  • Year Built: 2001
$799,000
Price per Sqft: $202

1330 Lyndale Boulevard, Winter Park FL, 32789

17 Photo
  • Beds: 2
  • Baths: 2 full
  • Days on Homes.com: 1
  • Sqft: 1,422
  • Lot Size: 0.23 acres
  • Year Built: 1958
$389,500
Price per Sqft: $274

1445 Holts Grove Cir, Winter Park FL, 32789

Just Listed
25 Photo
  • Beds: 5
  • Baths: 5 full
  • Days on Homes.com: 3
  • Sqft: 4,622
  • Lot Size: 0.4 acres
  • Year Built: 2002
Offered By:
Winter Park
$1,595,000
Price per Sqft: $345

1420 Via Tuscany, Winter Park FL, 32789

25 Photo
  • Beds: 5
  • Baths: 5 full & 3 half
  • Days on Homes.com: 1
  • Sqft: 8,658
  • Lot Size: 0.76 acres
  • Year Built: 2010
$3,450,000
Price per Sqft: $398

7801 Georgeann Street, Winter Park FL, 32792

25 Photo
  • Beds: 3
  • Baths: 2 full
  • Days on Homes.com: 1
  • Sqft: 3,158
  • Lot Size: 0.99 acres
  • Year Built: 1981
$700,000
Price per Sqft: $222

1459 E Brookshire Court, Winter Park FL, 32792

22 Photo
  • Beds: 3
  • Baths: 2 full
  • Days on Homes.com: 1
  • Sqft: 1,673
  • Lot Size: 0.2 acres
  • Year Built: 1987
$225,000
Price per Sqft: $134

1904 Natalen Road, Winter Park FL, 32792

19 Photo
  • Beds: 3
  • Baths: 2 full
  • Days on Homes.com: 1
  • Sqft: 1,400
  • Lot Size: 0.26 acres
  • Year Built: 1957
$230,000
Price per Sqft: $164

5010 Ferncrest Drive, Winter Park FL, 32792

16 Photo
  • Beds: 4
  • Baths: 2 full
  • Days on Homes.com: 1
  • Sqft: 1,534
  • Lot Size: 0.29 acres
  • Year Built: 1969
$139,000
Price per Sqft: $91

700 Melrose Ave # 230, Winter Park FL, 32789

10 Photo
  • Beds: 2
  • Baths: 2 full
  • Days on Homes.com: 1
  • Sqft: 1,074
  • Lot Size: 0.12 acres
  • Year Built: 1964
$169,900
Price per Sqft: $158

1210 Oaks Blvd, Winter Park FL, 32789

4 Photo
  • Beds: 2
  • Baths: 1 full
  • Days on Homes.com: 1
  • Sqft: 986
  • Lot Size: 0.17 acres
  • Year Built: 1955
$319,500
Price per Sqft: $324

1700 Palm Ave, Winter Park FL, 32789

Just Listed
17 Photo
  • Beds: 4
  • Baths: 2 full
  • Days on Homes.com: 4
  • Sqft: 1,710
  • Lot Size: 0.26 acres
  • Year Built: 1965
Offered By:
Winter Park
$429,000
Price per Sqft: $251

1776 Meadowgold Ln, Winter Park FL, 32792

25 Photo
  • Beds: 3
  • Baths: 2 full & 1 half
  • Days on Homes.com: 2
  • Sqft: 1,708
  • Lot Size: 0.14 acres
  • Year Built: 1987
$194,900
Price per Sqft: $114
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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
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    Winter Park, FL
  • Winter Park Land Co.
    Winter Park, FL

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