WINTER GARDEN
Winter Garden is a charming and vibrant city known for its rich history and small-town atmosphere. Its historic downtown area, with brick-lined streets and preserved architecture, exudes a nostalgic charm.
MARKET SNAPSHOT FOR WINTER GARDEN
(JUL 18, 2025 - AUG 17, 2025)
MARKET SNAPSHOT FOR WINTER GARDEN


595 Properties for Sale In Winter Garden
- Newest Listings
- Default
- Baths (Most)
- Beds (Most)
- Square Feet (Biggest)
- Price-High To Low
- Price-Low To High
- 1/56 56Open Sat 11AM-2PM
$650,000
4 Beds4 Baths2,789 SqFt12114 STONELEIGH ALY, Winter Garden, FL 34787
Single Family Home
Listed by LA ROSA REALTY LLC
- 1/17 17New
$375,000
3 Beds2 Baths1,010 SqFt618 FOSTER AVE, Winter Garden, FL 34787
Single Family Home
Listed by COLDWELL BANKER REALTY
- 1/46 46New
$745,000
5 Beds5 Baths3,725 SqFt3294 HANGING TIDE ST, Winter Garden, FL 34787
Single Family Home
Listed by PREFERRED REAL ESTATE BROKERS
- 1/23 23New
$285,000
2 Beds2 Baths1,216 SqFt15325 OAK APPLE CT #8A, Winter Garden, FL 34787
Condo
Listed by DON ASHER & ASSOCIATES, INC.
- 1/23 23Exclusive ListingNew
$499,900
4 Beds3 Baths2,571 SqFt343 E STORY RD, Winter Garden, FL 34787
Single Family Home
Listed by LPT REALTY, LLC
- 1/80 80Open Sat 12PM-3:30PM
$1,450,000
5 Beds7 Baths4,409 SqFt659 CANOPY ESTATES DR, Winter Garden, FL 34787
Single Family Home
Listed by KELLER WILLIAMS REALTY AT THE PARKS
- 1/3 3New
$725,000
3 Beds4 Baths2,104 SqFt9354 LAKE HICKORY NUT DR, Winter Garden, FL 34787
Single Family Home
Listed by HOMESMART COASTAL REALTY
- 1/65 65Open 8/17 12PM-2PM
$625,000
4 Beds2 Baths2,125 SqFt1075 CHASE DR, Winter Garden, FL 34787
Single Family Home
Listed by MAINFRAME REAL ESTATE
- 1/7 7New
$916,521
4 Beds4 Baths3,327 SqFt11093 HOLLOW BAY DR, Winter Garden, FL 34787
Single Family Home
Listed by DR HORTON REALTY OF CENTRAL FLORIDA LLC
- 1/36 36New
$435,000
3 Beds3 Baths1,456 SqFt14804 COSCESTER ST, Winter Garden, FL 34787
Single Family Home
Listed by KARDOSH REALTY
- 1/41 41Exclusive ListingNew
$735,000
5 Beds3 Baths3,288 SqFt15019 PURPLE MARTIN ST, Winter Garden, FL 34787
Single Family Home
Listed by LPT REALTY, LLC
- 1/33 33New
$545,000
4 Beds4 Baths2,500 SqFt15240 CHAPTER WAY, Winter Garden, FL 34787
Single Family Home
Listed by RC GROUP REALTY LLC
- 1/39 39New
$304,900
2 Beds2 Baths1,216 SqFt15344 OAK APPLE CT #16A, Winter Garden, FL 34787
Condo
Listed by WRA BUSINESS & REAL ESTATE
- 1/44 44New
$589,000
2 Beds1 Bath1,008 SqFt17226 LAKE INGRAM RD, Winter Garden, FL 34787
Single Family Home
Listed by IAD FLORIDA LLC
- 1/3 3New
$669,990
4 Beds4 Baths2,780 SqFt17323 BEACHGRASS ALY, Winter Garden, FL 34787
Single Family Home
Listed by KELLER WILLIAMS ADVANTAGE REALTY
- 1/3 3New
$634,990
4 Beds3 Baths2,510 SqFt17329 BEACHGRASS ALY, Winter Garden, FL 34787
Single Family Home
Listed by KELLER WILLIAMS ADVANTAGE REALTY
- 1/4 4New
$599,990
3 Beds3 Baths2,341 SqFt17335 BEACHGRASS ALY, Winter Garden, FL 34787
Single Family Home
Listed by KELLER WILLIAMS ADVANTAGE REALTY
- 1/29 29New
$649,999
4 Beds3 Baths2,736 SqFt17993 GOURD NECK LOOP, Winter Garden, FL 34787
Single Family Home
Listed by EXIT REALTY TRI-COUNTY
- 1/39 39Open 8/17 11AM-2PM
$475,000
3 Beds2 Baths1,264 SqFt653 STEVELYNN CIR, Winter Garden, FL 34787
Single Family Home
Listed by THE REAL ESTATE COLLECTION LLC
- 1/24 24New
$229,900
3 Beds2 Baths1,104 SqFt1322 FETTLER WAY, Winter Garden, FL 34787
Townhouse
Listed by INDEPENDENCE REALTY GROUP LLC
- 1/25 25New
$229,900
3 Beds2 Baths938 SqFt1400 EAGLE LN, Winter Garden, FL 34787
Townhouse
Listed by INDEPENDENCE REALTY GROUP LLC
- 1/11 11New
$370,000
3 Beds2 Baths1,277 SqFt1409 DANIELS COVE DR, Winter Garden, FL 34787
Single Family Home
Listed by MOREHOUSE REALTY INC
- 1/35 35Open 8/17 12PM-2PM
$398,800
3 Beds3 Baths1,874 SqFt15206 SUNRISE GROVE CT, Winter Garden, FL 34787
Townhouse
Listed by RE/MAX PRIME PROPERTIES
- 1/41 41New
$609,990
4 Beds2 Baths2,010 SqFt15575 HAMLIN BLOSSOM AVE, Winter Garden, FL 34787
Single Family Home
Listed by FLAT FEE MLS REALTY