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
(JUN 03, 2025 - JUL 03, 2025)
MARKET SNAPSHOT FOR WINTER GARDEN


593 Properties for Sale In Winter Garden
- Newest Listings
- Default
- Baths (Most)
- Beds (Most)
- Square Feet (Biggest)
- Price-High To Low
- Price-Low To High
- 1/43 43New
$855,000
5 Beds4 Baths3,081 SqFt2258 RICKOVER PL, Winter Garden, FL 34787
Single Family Home
Listed by CALVARY REAL ESTATE GROUP LLC
- 1/73 73New
$950,000
5 Beds3 Baths2,886 SqFt403 COURTLEA CREEK DR, Winter Garden, FL 34787
Single Family Home
Listed by REAL BROKER, LLC
- 1/59 59New
$1,435,000
5 Beds4 Baths3,910 SqFt10180 MERRYMEETING BAY DR, Winter Garden, FL 34787
Single Family Home
Listed by CORCORAN PREMIER REALTY
- 1/18 18New
$274,000
2 Beds2 Baths1,190 SqFt1350 WINTER GREEN WAY, Winter Garden, FL 34787
Townhouse
Listed by KELLER WILLIAMS LEGACY REALTY
- 1/6 6New
$695,000
4 Beds3 Baths2,269 SqFt14903 ELLINGSWORTH LN, Winter Garden, FL 34787
Single Family Home
Listed by RE/MAX PRIME PROPERTIES
- 3DNew
$514,999
3 Beds2 Baths1,692 SqFt1559 BAYFRONT PARK ALY, Winter Garden, FL 34787
Single Family Home
Listed by MARKET CONNECT REALTY LLC
- 1/48 48New
$689,900
4 Beds4 Baths2,806 SqFt16995 TRADEWIND PT, Winter Garden, FL 34787
Single Family Home
Listed by AGL BROKERAGE CORP
- 1/41 41New
$499,000
4 Beds3 Baths2,027 SqFt2008 CURIA RD, Winter Garden, FL 34787
Single Family Home
Listed by EXIT REALTY PREMIER LEGACY
- 1/33 33New
$795,000
4 Beds2 Baths2,100 SqFt213 W TILDEN ST, Winter Garden, FL 34787
Single Family Home
Listed by UNITED REALTY GROUP INC
- 1/63 63Open Sat 11AM-3PM
$620,000
3 Beds2 Baths2,270 SqFt7540 BISHOP SQUARE DR, Winter Garden, FL 34787
Single Family Home
Listed by CENTURY 21 INTEGRA
- 1/8 8New
$509,585
3 Beds3 Baths1,833 SqFt9368 BOLSHOI ALY, Winter Garden, FL 34787
Townhouse
Listed by KELLER WILLIAMS ADVANTAGE REALTY
- 1/7 7New
$463,490
4 Beds4 Baths1,881 SqFt15058 GROVE LAKE DR, Winter Garden, FL 34787
Townhouse
Listed by DRB GROUP REALTY, LLC
- 3DOpen Sat 11AM-2PM
$425,000
3 Beds3 Baths1,717 SqFt15060 BOOK CLUB RD, Winter Garden, FL 34787
Townhouse
Listed by DREAM FINDERS REALTY GROUP CORP
- New
$945,000
7 Beds4 Baths4,704 SqFt16004 OLLIVETT ST, Winter Garden, FL 34787
Single Family Home
Listed by REMAX PREMIER PROPERTIES
- 1/47 47New
$525,000
5 Beds3 Baths2,212 SqFt1030 BENDING OAK TRL, Winter Garden, FL 34787
Single Family Home
Listed by CENTURY 21 CARIOTI
- 1/7 7New
$481,740
4 Beds4 Baths1,846 SqFt15046 GROVE LAKE DR, Winter Garden, FL 34787
Townhouse
Listed by DRB GROUP REALTY, LLC
- 1/7 7New
$448,740
3 Beds3 Baths1,846 SqFt15052 GROVE LAKE DR, Winter Garden, FL 34787
Townhouse
Listed by DRB GROUP REALTY, LLC
- 1/39 39New
$725,000
4 Beds3 Baths2,592 SqFt15521 SANDFIELD LOOP, Winter Garden, FL 34787
Single Family Home
Listed by HOMEVEST REALTY
- 1/42 42New
$659,995
4 Beds3 Baths2,128 SqFt16262 FIREDRAGON DR, Winter Garden, FL 34787
Single Family Home
Listed by MEMARPOURI REALTY LLC
- 1/43 43New
$759,000
3 Beds3 Baths2,612 SqFt4251 WILLOW BAY DR, Winter Garden, FL 34787
Single Family Home
Listed by EPIC FLORIDA REALTY LLC
- 1/48 48New
$1,098,000
5 Beds5 Baths3,878 SqFt6221 ARGENT WOOD DR, Winter Garden, FL 34787
Single Family Home
Listed by AUTHENTIC REAL ESTATE TEAM
- 1/64 64New
$635,000
4 Beds4 Baths2,600 SqFt15230 EVERGREEN OAK LOOP, Winter Garden, FL 34787
Single Family Home
Listed by LA ROSA REALTY LLC
- 1/36 36New
$780,000
4 Beds3 Baths2,952 SqFtWinter Garden, FL 34787
Single Family Home
Listed by DREAM LUXE REALTY
- 1/68 68Open Sun 11AM-3PM
$719,999
4 Beds3 Baths2,072 SqFt15071 GUAVA BAY DR, Winter Garden, FL 34787
Single Family Home
Listed by PROPERTIO