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

248 Wallrock Ct, Ocoee, FL 34761
For SaleNew
544,247 sq ft
$599,990
248 Wallrock Ct, Ocoee, FL 34761, Ocoee
2430 Magnolia Reserve Rd, Ocoee, FL 34761
For SaleNew
331,935 sq ft
$379,999
2430 Magnolia Reserve Rd, Ocoee, FL 34761, Ocoee
2186 Great Egret Cir, Ocoee, FL 34761
For SaleNew
432,748 sq ft
$565,990
2186 Great Egret Cir, Ocoee, FL 34761, Ocoee
173 Donner Dr, Winter Garden, FL 34787
For SaleNew
543,439 sq ft
$628,000
173 Donner Dr, Winter Garden, FL 34787, Winter Garden
15558 Sandfield Loop, Winter Garden, FL 34787
For SaleNew
444,307 sq ft
$799,999
15558 Sandfield Loop, Winter Garden, FL 34787, Winter Garden
15301 Hayworth Dr, Winter Garden, FL 34787
For SaleNew
755,081 sq ft
$875,000
15301 Hayworth Dr, Winter Garden, FL 34787, Winter Garden
1421 Juniper Hammock St, Winter Garden, FL 34787
For SaleNew
644,204 sq ft
$698,000
1421 Juniper Hammock St, Winter Garden, FL 34787, Winter Garden
11410 Rapallo Ln, Windermere, FL 34786
For SaleNew
663,336 sq ft
$769,000
11410 Rapallo Ln, Windermere, FL 34786, Windermere
11056 Clipper Ct, Windermere, FL 34786
For SaleNew
566,375 sq ft
$1,600,000
11056 Clipper Ct, Windermere, FL 34786, Windermere
11774 Via Lucerna Cir, Windermere, FL 34786
For SaleNew
552,871 sq ft
$850,000
11774 Via Lucerna Cir, Windermere, FL 34786, Windermere
1369 Glenwick Dr, Windermere, FL 34786
For SaleNew
432,400 sq ft
$689,800
1369 Glenwick Dr, Windermere, FL 34786, Windermere
11520 Via Lucerna Cir, Windermere, FL 34786
For SaleNew
422,505 sq ft
$599,000
11520 Via Lucerna Cir, Windermere, FL 34786, Windermere
1528 Juniper Hammock St, Winter Garden, FL 34787
For SaleNew
744,700 sq ft
$745,000
1528 Juniper Hammock St, Winter Garden, FL 34787, Winter Garden
1224 Priory Cir, Winter Garden, FL 34787
For SaleNew
332,010 sq ft
$375,000
1224 Priory Cir, Winter Garden, FL 34787, Winter Garden
1004 Vinsetta Cir, Winter Garden, FL 34787
For SaleNew
554,898 sq ft
$929,000
1004 Vinsetta Cir, Winter Garden, FL 34787, Winter Garden
14481 Breakwater Way, Winter Garden, FL 34787
For SaleNew
533,690 sq ft
$655,000
14481 Breakwater Way, Winter Garden, FL 34787, Winter Garden
226 Woodfall Ln, Winter Garden, FL 34787
For SaleNew
554,442 sq ft
$1,050,000
226 Woodfall Ln, Winter Garden, FL 34787, Winter Garden
2828 Marquesas Ct, Windermere, FL 34786
For SaleNew
666,819 sq ft
$2,995,000
2828 Marquesas Ct, Windermere, FL 34786, Windermere
276 Summer Pine St, Winter Garden, FL 34787
For SaleNew
533,147 sq ft
$850,000
276 Summer Pine St, Winter Garden, FL 34787, Winter Garden
2821 Muller Oak Loop, Ocoee, FL 34761
For SaleNew
532,266 sq ft
$475,000
2821 Muller Oak Loop, Ocoee, FL 34761, Ocoee
2097 Great Egret Cir, Ocoee, FL 34761
For SaleNew
432,046 sq ft
$452,990
2097 Great Egret Cir, Ocoee, FL 34761, Ocoee
634 Burch Ave, Winter Garden, FL 34787
For SaleNew
442,448 sq ft
$650,000
634 Burch Ave, Winter Garden, FL 34787, Winter Garden
2422 Magnolia Reserve Rd, Ocoee, FL 34761
For SaleNew
331,752 sq ft
$407,085
2422 Magnolia Reserve Rd, Ocoee, FL 34761, Ocoee
2074 Ashwood Bluff Dr, Ocoee, FL 34761
For SaleNew
442,787 sq ft
$652,990
2074 Ashwood Bluff Dr, Ocoee, FL 34761, Ocoee
403 Lake Amberleigh Dr, Winter Garden, FL 34787
For SaleNew
321,713 sq ft
$455,000
403 Lake Amberleigh Dr, Winter Garden, FL 34787, Winter Garden
2101 Great Egret Cir, Ocoee, FL 34761
For SaleNew
331,848 sq ft
$434,990
2101 Great Egret Cir, Ocoee, FL 34761, Ocoee
823 Magnolia Ave, Winter Garden, FL 34787
For SaleNew
321,210 sq ft
$343,000
823 Magnolia Ave, Winter Garden, FL 34787, Winter Garden
417 Southern Pecan Cir UNIT 201, Winter Garden, FL 34787
For SaleNew
221,264 sq ft
$275,000
417 Southern Pecan Cir UNIT 201, Winter Garden, FL 34787, Winter Garden
4607 Gliding Wave St, Winter Garden, FL 34787
For SaleNew
543,617 sq ft
$705,000
4607 Gliding Wave St, Winter Garden, FL 34787, Winter Garden
2022 Tillman Ave, Winter Garden, FL 34787
For SaleNew
442,981 sq ft
$680,000
2022 Tillman Ave, Winter Garden, FL 34787, Winter Garden

Showing 30 listings