All neighborhoods





























Central Florida
Winter Garden
Charming & family-friendly
Avg. Price
$485,000
Listings
60 homes
Walk Score
45/100
Schools
8/10
Why People Choose Winter Garden
Winter Garden is a picturesque city known for its charming downtown area, excellent schools, and family-friendly atmosphere. The historic downtown features brick-lined streets, local boutiques, and farm-to-table restaurants. The West Orange Trail runs through the heart of the city, perfect for biking and walking.
Highlights
- Top-rated public schools
- Historic downtown with local shops
- West Orange Trail access
- Family-friendly parks
- Growing restaurant scene
Homes in Winter Garden

For SaleNew
544,247 sq ft
$599,990
5 beds4 baths4,247 sq ft
248 Wallrock Ct, Ocoee, FL 34761, Ocoee

For SaleNew
331,935 sq ft
$379,999
3 beds3 baths1,935 sq ft
2430 Magnolia Reserve Rd, Ocoee, FL 34761, Ocoee

For SaleNew
432,748 sq ft
$565,990
4 beds3 baths2,748 sq ft
2186 Great Egret Cir, Ocoee, FL 34761, Ocoee

For SaleNew
543,439 sq ft
$628,000
5 beds4 baths3,439 sq ft
173 Donner Dr, Winter Garden, FL 34787, Winter Garden

For SaleNew
444,307 sq ft
$799,999
4 beds4 baths4,307 sq ft
15558 Sandfield Loop, Winter Garden, FL 34787, Winter Garden

For SaleNew
755,081 sq ft
$875,000
7 beds5 baths5,081 sq ft
15301 Hayworth Dr, Winter Garden, FL 34787, Winter Garden

For SaleNew
644,204 sq ft
$698,000
6 beds4 baths4,204 sq ft
1421 Juniper Hammock St, Winter Garden, FL 34787, Winter Garden

For SaleNew
663,336 sq ft
$769,000
6 beds6 baths3,336 sq ft
11410 Rapallo Ln, Windermere, FL 34786, Windermere

For SaleNew
566,375 sq ft
$1,600,000
5 beds6 baths6,375 sq ft
11056 Clipper Ct, Windermere, FL 34786, Windermere

For SaleNew
552,871 sq ft
$850,000
5 beds5 baths2,871 sq ft
11774 Via Lucerna Cir, Windermere, FL 34786, Windermere

For SaleNew
432,400 sq ft
$689,800
4 beds3 baths2,400 sq ft
1369 Glenwick Dr, Windermere, FL 34786, Windermere

For SaleNew
422,505 sq ft
$599,000
4 beds2 baths2,505 sq ft
11520 Via Lucerna Cir, Windermere, FL 34786, Windermere

For SaleNew
744,700 sq ft
$745,000
7 beds4 baths4,700 sq ft
1528 Juniper Hammock St, Winter Garden, FL 34787, Winter Garden

For SaleNew
332,010 sq ft
$375,000
3 beds3 baths2,010 sq ft
1224 Priory Cir, Winter Garden, FL 34787, Winter Garden

For SaleNew
554,898 sq ft
$929,000
5 beds5 baths4,898 sq ft
1004 Vinsetta Cir, Winter Garden, FL 34787, Winter Garden

For SaleNew
533,690 sq ft
$655,000
5 beds3 baths3,690 sq ft
14481 Breakwater Way, Winter Garden, FL 34787, Winter Garden

For SaleNew
554,442 sq ft
$1,050,000
5 beds5 baths4,442 sq ft
226 Woodfall Ln, Winter Garden, FL 34787, Winter Garden

For SaleNew
666,819 sq ft
$2,995,000
6 beds6 baths6,819 sq ft
2828 Marquesas Ct, Windermere, FL 34786, Windermere

For SaleNew
533,147 sq ft
$850,000
5 beds3 baths3,147 sq ft
276 Summer Pine St, Winter Garden, FL 34787, Winter Garden

For SaleNew
532,266 sq ft
$475,000
5 beds3 baths2,266 sq ft
2821 Muller Oak Loop, Ocoee, FL 34761, Ocoee

For SaleNew
432,046 sq ft
$452,990
4 beds3 baths2,046 sq ft
2097 Great Egret Cir, Ocoee, FL 34761, Ocoee

For SaleNew
442,448 sq ft
$650,000
4 beds4 baths2,448 sq ft
634 Burch Ave, Winter Garden, FL 34787, Winter Garden

For SaleNew
331,752 sq ft
$407,085
3 beds3 baths1,752 sq ft
2422 Magnolia Reserve Rd, Ocoee, FL 34761, Ocoee

For SaleNew
442,787 sq ft
$652,990
4 beds4 baths2,787 sq ft
2074 Ashwood Bluff Dr, Ocoee, FL 34761, Ocoee

For SaleNew
321,713 sq ft
$455,000
3 beds2 baths1,713 sq ft
403 Lake Amberleigh Dr, Winter Garden, FL 34787, Winter Garden

For SaleNew
331,848 sq ft
$434,990
3 beds3 baths1,848 sq ft
2101 Great Egret Cir, Ocoee, FL 34761, Ocoee

For SaleNew
321,210 sq ft
$343,000
3 beds2 baths1,210 sq ft
823 Magnolia Ave, Winter Garden, FL 34787, Winter Garden

For SaleNew
221,264 sq ft
$275,000
2 beds2 baths1,264 sq ft
417 Southern Pecan Cir UNIT 201, Winter Garden, FL 34787, Winter Garden

For SaleNew
543,617 sq ft
$705,000
5 beds4 baths3,617 sq ft
4607 Gliding Wave St, Winter Garden, FL 34787, Winter Garden

For SaleNew
442,981 sq ft
$680,000
4 beds4 baths2,981 sq ft
2022 Tillman Ave, Winter Garden, FL 34787, Winter Garden
Showing 30 listings
