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
- 1/53 53Open 8/17 1:30PM-3:30PM
$795,000
4 Beds4 Baths3,443 SqFt9213 HOLLISTON CREEK PL, Winter Garden, FL 34787
Single Family Home
Listed by LIVELY REAL ESTATE
- 1/46 46Price Dropped by $55K
$1,895,000
5 Beds5 Baths4,088 SqFt958 TILDENVILLE SCHOOL RD, Winter Garden, FL 34787
Single Family Home
Listed by ALL REAL ESTATE & INVESTMENTS
- 1/48 48Open Sun 1AM-3PM
$699,000
4 Beds3 Baths3,022 SqFt2510 BLACK LAKE BLVD, Winter Garden, FL 34787
Single Family Home
Listed by TEAMCONNECT REALTY LLC
- 1/46 46Open Sat 11AM-3PM
$949,000
3 Beds3 Baths2,225 SqFt327 S LAKEVIEW AVE, Winter Garden, FL 34787
Single Family Home
Listed by WEICHERT, REALTORS-HALLMARK PR
- 1/47 47Open 8/17 11AM-1PM
$789,000
5 Beds4 Baths3,100 SqFt617 MARSH REED DR, Winter Garden, FL 34787
Single Family Home
Listed by EXP REALTY LLC
- 1/55 55Active
$2,400,000
5 Beds6 Baths4,483 SqFt14640 PYLON CT, Winter Garden, FL 34787
Single Family Home
Listed by CORCORAN PREMIER REALTY
- 1/38 38Active
$809,990
4 Beds3 Baths2,522 SqFt15054 PURPLE MARTIN ST, Winter Garden, FL 34787
Single Family Home
Listed by FLORIDA CONNEXION PROPERTIES
- 1/46 46Active
$1,250,000
4 Beds5 Baths4,299 SqFt1675 AMSEL FALLS PARK TER, Winter Garden, FL 34787
Single Family Home
Listed by NOVA REAL ESTATE SERVICES INC
- 1/82 82Active
$620,000
4 Beds3 Baths2,286 SqFt4587 GLIDING WAVE ST, Winter Garden, FL 34787
Single Family Home
Listed by KELLER WILLIAMS ELITE PARTNERS III REALTY
- 1/31 31Active
$547,000
3 Beds2 Baths1,431 SqFt1019 BJ BRANDY CV, Winter Garden, FL 34787
Single Family Home
Listed by CORCORAN PREMIER REALTY
- 1/7 7Active
$540,000
4 Beds3 Baths2,003 SqFt12073 BRACCO ST, Winter Garden, FL 34787
Single Family Home
Listed by WRA BUSINESS & REAL ESTATE
- 1/11 11Price Dropped by $20K
$449,900
3 Beds2 Baths1,277 SqFt1548 TIVERTON BLVD, Winter Garden, FL 34787
Single Family Home
Listed by LA ROSA REALTY LLC
- 1/61 61Active
$861,900
6 Beds5 Baths4,686 SqFt15505 BELLE MEADE DR, Winter Garden, FL 34787
Single Family Home
Listed by BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
- 1/39 39Active
$650,000
4 Beds4 Baths2,930 SqFt1565 BAYFRONT PARK ALY, Winter Garden, FL 34787
Single Family Home
Listed by BLUE MAGNOLIA REALTY LLC
- 1/43 43Active
$920,000
5 Beds5 Baths3,633 SqFt15755 SWEET LIMETTA DR, Winter Garden, FL 34787
Single Family Home
Listed by RE/MAX TOWN & COUNTRY REALTY
- 1/42 42Active
$599,900
5 Beds4 Baths2,526 SqFt2337 AURELIUS DR, Winter Garden, FL 34787
Single Family Home
Listed by RE/MAX PRIME PROPERTIES
- 1/36 36Active
$449,999
4 Beds3 Baths1,992 SqFt14089 TITLE WAY, Winter Garden, FL 34787
Townhouse
Listed by APPLE REALTY
- 1/50 50Price Dropped by $15K
$685,000
4 Beds3 Baths2,583 SqFt14873 ELLINGSWORTH LN, Winter Garden, FL 34787
Single Family Home
Listed by EMORYS ROCK REALTY POWERED BY SELLSTATE
- 1/59 59Price Dropped by $5K
$964,900
4 Beds4 Baths2,934 SqFt16712 RUSTY ANCHOR RD, Winter Garden, FL 34787
Single Family Home
Listed by HEIRLOOM REALTY INTERNATIONAL
- 1/30 30Active
$803,000
3 Beds3 Baths2,018 SqFt14039 LAKE TILDEN BLVD, Winter Garden, FL 34787
Single Family Home
Listed by CORCORAN PREMIER REALTY
- 1/49 49Price Dropped by $25K
$914,900
5 Beds5 Baths3,633 SqFt15794 SWEET LEMON WAY, Winter Garden, FL 34787
Single Family Home
Listed by CELEBRITY GLOBAL REALTY LLC
- 1/48 48Open 8/17 12PM-3PM
$1,175,000
4 Beds4 Baths3,104 SqFt8836 LAKESHORE POINTE DR, Winter Garden, FL 34787
Single Family Home
Listed by EXP REALTY LLC
- 1/38 38Open 8/17 12PM-2PM
$699,000
4 Beds4 Baths2,722 SqFt10031 BEDTIME STORY DR, Winter Garden, FL 34787
Single Family Home
Listed by KELLER WILLIAMS REALTY AT THE PARKS
- 1/25 25Open Fri 1PM-5PM
$429,990
3 Beds3 Baths1,715 SqFt13199 CALMING BREEZE WAY, Winter Garden, FL 34787
Townhouse
Listed by OLYMPUS EXECUTIVE REALTY INC