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 19, 2025 - AUG 18, 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
- 1/8 8Active
$429,990
3 Beds3 Baths1,693 SqFt9416 BOLSHOI ALY, Winter Garden, FL 34787
Townhouse
Listed by KELLER WILLIAMS ADVANTAGE REALTY
- 1/8 8Active
$459,990
3 Beds3 Baths1,835 SqFt9428 BOLSHOI ALY, Winter Garden, FL 34787
Townhouse
Listed by KELLER WILLIAMS ADVANTAGE REALTY
- 1/7 7Active
$579,190
3 Beds3 Baths2,216 SqFt11822 SHINE VIEW LN, Winter Garden, FL 34787
Single Family Home
Listed by DR HORTON REALTY OF CENTRAL FLORIDA LLC
- 1/29 29Open Sat 11AM-1PM
$530,000
3 Beds3 Baths1,996 SqFt13881 EASDALE ALY, Winter Garden, FL 34787
Townhouse
Listed by PARTNERSHIP REALTY INC.
- 1/7 7Active
$832,126
5 Beds4 Baths2,866 SqFt16152 POINT ROCK DR, Winter Garden, FL 34787
Single Family Home
Listed by DR HORTON REALTY OF CENTRAL FLORIDA LLC
- 1/71 71Open 8/17 12PM-3PM
$1,400,000
4 Beds4 Baths3,214 SqFt17556 DEER ISLE CIR, Winter Garden, FL 34787
Single Family Home
Listed by LAKESIDE REALTY WINDERMERE INC
- 1/72 72Active
$799,000
4 Beds4 Baths2,997 SqFt5954 CYPRESS HILL RD, Winter Garden, FL 34787
Single Family Home
Listed by LA ROSA REALTY KISSIMMEE
- 1/3 3Price Dropped by $14K
$785,990
5 Beds5 Baths3,719 SqFt13128 FARO CT #35, Winter Garden, FL 34787
Single Family Home
Listed by K HOVNANIAN FLORIDA REALTY
- 1/3 3Price Dropped by $10K
$799,990
5 Beds5 Baths3,719 SqFt13208 DENDY WAY #3, Winter Garden, FL 34787
Single Family Home
Listed by K HOVNANIAN FLORIDA REALTY
- 1/43 43Active
$1,099,000
3 Beds4 Baths2,938 SqFt149 S PARK AVE, Winter Garden, FL 34787
Townhouse
Listed by CHARLES RUTENBERG REALTY ORLANDO
- 1/100 100Active
$940,000
5 Beds5 Baths4,541 SqFt3198 SAILING PIER AVE, Winter Garden, FL 34787
Single Family Home
Listed by SERHANT
- 1/38 38Active
$575,000
4 Beds3 Baths2,523 SqFt615 GROVES END LN, Winter Garden, FL 34787
Single Family Home
Listed by VALIANT REALTY GROUP LLC
- 1/49 49Active
$468,000
3 Beds3 Baths1,851 SqFt8130 RED STOPPER LN, Winter Garden, FL 34787
Townhouse
Listed by LOKATION
- 1/25 25Open Fri 1PM-5PM
$499,990
3 Beds3 Baths1,836 SqFt13187 CALMING BREEZE WAY, Winter Garden, FL 34787
Single Family Home
Listed by OLYMPUS EXECUTIVE REALTY INC
- 1/48 48Active
$490,000
3 Beds2 Baths1,534 SqFt15424 ENCHANTED MELODY WAY, Winter Garden, FL 34787
Single Family Home
Listed by EXP REALTY LLC
- 1/54 54Active
$769,900
4 Beds3 Baths2,117 SqFt16049 BAYOU CREST DR, Winter Garden, FL 34787
Single Family Home
Listed by LIV AT NONA
- 1/31 31Active
$749,000
4 Beds3 Baths2,117 SqFt16061 BAYOU CREST DR, Winter Garden, FL 34787
Single Family Home
Listed by LOKATION
- 1/29 29Active
$680,000
3 Beds2 Baths1,668 SqFt423 N MAIN ST, Winter Garden, FL 34787
Single Family Home
Listed by COMPASS FLORIDA LLC
- 1/46 46Exclusive ListingActive
$675,000
4 Beds3 Baths2,464 SqFt14671 BAHAMA SWALLOW BLVD, Winter Garden, FL 34787
Single Family Home
Listed by LPT REALTY, LLC
- 1/45 45Active
$674,000
3 Beds3 Baths2,571 SqFt15456 GILLIGAN CT, Winter Garden, FL 34787
Single Family Home
Listed by NEXTHOME CASA BELLA ELITE
- 1/56 56Active
$725,000
4 Beds4 Baths2,795 SqFt17938 HITHER HILLS CIR, Winter Garden, FL 34787
Single Family Home
Listed by SERHANT
- 1/42 42Active
$1,625,000
3 Beds4 Baths3,557 SqFt521 LAKE COVE POINTE CIRCLE, Winter Garden, FL 34787
Single Family Home
Listed by PREMIER SOTHEBY'S INTL. REALTY
- 1/30 30Active
$445,990
3 Beds3 Baths1,712 SqFt5718 CYPRESS HILL RD, Winter Garden, FL 34787
Townhouse
Listed by RE/MAX PRIME PROPERTIES
- 1/84 84Active
$775,000
4 Beds4 Baths2,758 SqFt8972 SONOMA COAST DR, Winter Garden, FL 34787
Single Family Home
Listed by SERHANT