Tropiro
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
+25
For SaleNew
$599,990
5|4|4,247 sq ft
248 Wallrock Ct, Ocoee, FL 34761, Ocoee, FL 34761
2430 Magnolia Reserve Rd, Ocoee, FL 34761
+19
For SaleNew
$379,999
3|3|1,935 sq ft
2430 Magnolia Reserve Rd, Ocoee, FL 34761, Ocoee, FL 34761
2186 Great Egret Cir, Ocoee, FL 34761
+17
For SaleNew
$565,990
4|3|2,748 sq ft
2186 Great Egret Cir, Ocoee, FL 34761, Ocoee, FL 34761
173 Donner Dr, Winter Garden, FL 34787
For SaleNew
$628,000
5|4|3,439 sq ft
173 Donner Dr, Winter Garden, FL 34787, Winter Garden, FL 34787
15558 Sandfield Loop, Winter Garden, FL 34787
For SaleNew
$799,999
4|4|4,307 sq ft
15558 Sandfield Loop, Winter Garden, FL 34787, Winter Garden, FL 34787
15301 Hayworth Dr, Winter Garden, FL 34787
For SaleNew
$875,000
7|5|5,081 sq ft
15301 Hayworth Dr, Winter Garden, FL 34787, Winter Garden, FL 34787
1421 Juniper Hammock St, Winter Garden, FL 34787
For SaleNew
$698,000
6|4|4,204 sq ft
1421 Juniper Hammock St, Winter Garden, FL 34787, Winter Garden, FL 34787
11410 Rapallo Ln, Windermere, FL 34786
For SaleNew
$769,000
6|6|3,336 sq ft
11410 Rapallo Ln, Windermere, FL 34786, Windermere, FL 34786
11056 Clipper Ct, Windermere, FL 34786
For SaleNew
$1,600,000
5|6|6,375 sq ft
11056 Clipper Ct, Windermere, FL 34786, Windermere, FL 34786
11774 Via Lucerna Cir, Windermere, FL 34786
For SaleNew
$850,000
5|5|2,871 sq ft
11774 Via Lucerna Cir, Windermere, FL 34786, Windermere, FL 34786
1369 Glenwick Dr, Windermere, FL 34786
For SaleNew
$689,800
4|3|2,400 sq ft
1369 Glenwick Dr, Windermere, FL 34786, Windermere, FL 34786
11520 Via Lucerna Cir, Windermere, FL 34786
For SaleNew
$599,000
4|2|2,505 sq ft
11520 Via Lucerna Cir, Windermere, FL 34786, Windermere, FL 34786
1528 Juniper Hammock St, Winter Garden, FL 34787
For SaleNew
$745,000
7|4|4,700 sq ft
1528 Juniper Hammock St, Winter Garden, FL 34787, Winter Garden, FL 34787
1224 Priory Cir, Winter Garden, FL 34787
For SaleNew
$375,000
3|3|2,010 sq ft
1224 Priory Cir, Winter Garden, FL 34787, Winter Garden, FL 34787
1004 Vinsetta Cir, Winter Garden, FL 34787
For SaleNew
$929,000
5|5|4,898 sq ft
1004 Vinsetta Cir, Winter Garden, FL 34787, Winter Garden, FL 34787
14481 Breakwater Way, Winter Garden, FL 34787
For SaleNew
$655,000
5|3|3,690 sq ft
14481 Breakwater Way, Winter Garden, FL 34787, Winter Garden, FL 34787
226 Woodfall Ln, Winter Garden, FL 34787
+25
For SaleNew
$1,050,000
5|5|4,442 sq ft
226 Woodfall Ln, Winter Garden, FL 34787, Winter Garden, FL 34787
2828 Marquesas Ct, Windermere, FL 34786
+25
For SaleNew
$2,995,000
6|6|6,819 sq ft
2828 Marquesas Ct, Windermere, FL 34786, Windermere, FL 34786
276 Summer Pine St, Winter Garden, FL 34787
+24
For SaleNew
$850,000
5|3|3,147 sq ft
276 Summer Pine St, Winter Garden, FL 34787, Winter Garden, FL 34787
2821 Muller Oak Loop, Ocoee, FL 34761
+25
For SaleNew
$475,000
5|3|2,266 sq ft
2821 Muller Oak Loop, Ocoee, FL 34761, Ocoee, FL 34761
2097 Great Egret Cir, Ocoee, FL 34761
+15
For SaleNew
$452,990
4|3|2,046 sq ft
2097 Great Egret Cir, Ocoee, FL 34761, Ocoee, FL 34761
634 Burch Ave, Winter Garden, FL 34787
+25
For SaleNew
$650,000
4|4|2,448 sq ft
634 Burch Ave, Winter Garden, FL 34787, Winter Garden, FL 34787
2422 Magnolia Reserve Rd, Ocoee, FL 34761
+24
For SaleNew
$407,085
3|3|1,752 sq ft
2422 Magnolia Reserve Rd, Ocoee, FL 34761, Ocoee, FL 34761
2074 Ashwood Bluff Dr, Ocoee, FL 34761
+3
For SaleNew
$652,990
4|4|2,787 sq ft
2074 Ashwood Bluff Dr, Ocoee, FL 34761, Ocoee, FL 34761
403 Lake Amberleigh Dr, Winter Garden, FL 34787
+13
For SaleNew
$455,000
3|2|1,713 sq ft
403 Lake Amberleigh Dr, Winter Garden, FL 34787, Winter Garden, FL 34787
2101 Great Egret Cir, Ocoee, FL 34761
+4
For SaleNew
$434,990
3|3|1,848 sq ft
2101 Great Egret Cir, Ocoee, FL 34761, Ocoee, FL 34761
823 Magnolia Ave, Winter Garden, FL 34787
+25
For SaleNew
$343,000
3|2|1,210 sq ft
823 Magnolia Ave, Winter Garden, FL 34787, Winter Garden, FL 34787
417 Southern Pecan Cir UNIT 201, Winter Garden, FL 34787
For SaleNew
$275,000
2|2|1,264 sq ft
417 Southern Pecan Cir UNIT 201, Winter Garden, FL 34787, Winter Garden, FL 34787
4607 Gliding Wave St, Winter Garden, FL 34787
For SaleNew
$705,000
5|4|3,617 sq ft
4607 Gliding Wave St, Winter Garden, FL 34787, Winter Garden, FL 34787
2022 Tillman Ave, Winter Garden, FL 34787
For SaleNew
$680,000
4|4|2,981 sq ft
2022 Tillman Ave, Winter Garden, FL 34787, Winter Garden, FL 34787

Showing 30 listings