Winter Garden, FL homes for sale & real estate

3 hours on Rocket

$769,900

4 beds • 3 baths • 2,117 sqft

16049 Bayou Crest Dr, Winter Garden, FL 34787

#O6332077, Linda Guzman, Listing office: LIV AT NONA

3 hours on Rocket

$749,000

4 beds • 3 baths • 2,117 sqft

16061 Bayou Crest Dr, Winter Garden, FL 34787

#O6331549, Kerstin Crow, Listing office: LOKATION

Room to negotiate?

Median Sold Price

$563.6K

Avg. Sale Time

57 Days

Based on our June 2025 Market Report.

8 hours on RocketTour

$680,000

3 beds • 2 baths • 1,496 sqft

423 N Main St, Winter Garden, FL 34787

#O6331314, Paul Giles, Listing office: COMPASS FLORIDA LLC

18 hours on RocketTour

$1,950,000

5 beds • 4.5 baths • 4,088 sqft

958 Tildenville School Rd, Winter Garden, FL 34787

#O6332237, Amy Miller, Listing office: ALL REAL ESTATE & INVESTMENTS

20 hours on RocketTour

$810,000

4 beds • 3.5 baths • 3,443 sqft

9213 Holliston Creek Pl, Winter Garden, FL 34787

#O6331481, Britney Hastings, Listing office: LIVELY REAL ESTATE

23 hours on RocketTour

$299,000

3 beds • 2 baths • 1,564 sqft

1530 Ave C NE, Winter Haven, FL 33881

#L4954843, Brian Cox, Listing office: KELLER WILLIAMS REALTY SMART 1

23 hours on Rocket

$389,000

4 beds • 2 baths • 2,292 sqft

710 Ave T SE, Winter Haven, FL 33880

#P4935718, Michael Norris, Listing office: NEXTHOME NORRIS & COMPANY REALTY

23 hours on Rocket

$1,249,800

4 beds • 3.5 baths • 2,781 sqft

15050 Sunstar Way, Winter Garden, FL 34787

#O6317313, Angela Rodriguez, Listing office: DREAM FINDERS REALTY GROUP CORP

1 day on RocketTour

$445,990

3 beds • 2.5 baths • 1,712 sqft

5718 Cypress Hill Rd, Winter Garden, FL 34787

#S5131873, Pamela Montes Santiago, Listing office: RE/MAX PRIME PROPERTIES

1 day on RocketTour

$585,000

4 beds • 2 baths • 1,960 sqft

517 Garden Heights Dr, Winter Garden, FL 34787

#O6332005, Robert Frankenstein, Listing office: CHARLES RUTENBERG REALTY ORLANDO

1 day on Rocket

$675,000

4 beds • 2.5 baths • 2,464 sqft

14671 Bahama Swallow Blvd, Winter Garden, FL 34787

#O6331757, Phat Nguyen, Listing office: LPT REALTY, LLC

1 day on RocketTour

$674,000

3 beds • 3 baths • 2,571 sqft

15456 Gilligan Ct, Winter Garden, FL 34787

#A4660262, Loren Rosenthal, Listing office: NEXTHOME CASA BELLA ELITE

1 day on RocketTour

$1,625,000

3 beds • 3.5 baths • 3,557 sqft

521 Lake Cove Pointe Cir, Winter Garden, FL 34787

#O6331557, Jo Ann Lamar, Listing office: PREMIER SOTHEBY'S INTL. REALTY

1 day on Rocket

$725,000

4 beds • 3.5 baths • 2,795 sqft

17938 Hither Hills Cir, Winter Garden, FL 34787

#G5100045, Vincent Cordaro, Listing office: KELLER WILLIAMS ELITE PARTNERS III REALTY

1 day on RocketTour

$775,000

4 beds • 3.5 baths • 2,758 sqft

8972 Sonoma Coast Dr, Winter Garden, FL 34787

#O6330519, Gaby Sadler, Listing office: SERHANT

1 day on RocketTour

$565,990

3 beds • 2.5 baths • 2,216 sqft

16560 Point Rock Dr, Winter Garden, FL 34787

#A4660528, Cliff Glansen, Listing office: FLATFEE.COM

1 day on RocketTour

$800,000

5 beds • 4 baths • 3,100 sqft

617 Marsh Reed Dr, Winter Garden, FL 34787

#S5131787, Manny Lopez, Listing office: EXP REALTY LLC

1 day on RocketTour

$219,000

3 beds • 1 bath • 960 sqft

3393 Ave J NW, Winter Haven, FL 33881

#S5131844, Cristian Huaman, Listing office: WEICHERT REALTORS HALLMARK PRO

2 days on RocketTour

$699,000

4 beds • 3 baths • 3,022 sqft

2510 Black Lake Blvd, Winter Garden, FL 34787

#O6330638, Robert Schott, Listing office: TEAMCONNECT REALTY LLC

2 days on Rocket

$249,000

Land • 0.30 Acres

315 E Smith St, Winter Garden, FL 34787

#R4909690, James Kazaros, Listing office: AVALON LAND & COMMERCIAL, LLC

2 days on Rocket

$985,000

3 beds • 3 baths • 2,225 sqft

327 S Lakeview Ave, Winter Garden, FL 34787

#G5100180, Joey Feeser, Listing office: WEICHERT, REALTORS-HALLMARK PR

2 days on RocketTour

$230,000

2 beds • 1 bath • 1,240 sqft

411 Ave A SE, Winter Haven, FL 33880

#L4954810, Penny Miller, Listing office: NUWAVE REALTY

2 days on RocketTour

$279,000

3 beds • 2 baths • 1,624 sqft

450 Ave B NE, Winter Haven, FL 33881

#TB8412131, Austin Williams, Listing office: GREAT WESTERN REALTY

2 days on Rocket

$1,250,000

4 beds • 4 baths • 4,299 sqft

1675 Amsel Falls Park Ter, Winter Garden, FL 34787

#O6331423, Kenard Walker, Jr, Listing office: NOVA REAL ESTATE SERVICES INC

3 days on RocketTour

$809,990

4 beds • 2.5 baths • 2,522 sqft

15054 Purple Martin St, Winter Garden, FL 34787

#O6331389, Braner De Lima Dantas, Listing office: FLORIDA CONNEXION PROPERTIES

3 days on RocketTour

$620,000

4 beds • 2.5 baths • 2,286 sqft

4587 Gliding Wave St, Winter Garden, FL 34787

#O6329607, Ken Pozek, Listing office: KELLER WILLIAMS ELITE PARTNERS III REALTY

3 days on Rocket

$2,995,000

7 beds • 5.5 baths • 6,250 sqft

16821 Broadwater Ave, Winter Garden, FL 34787

#O6328819, Christina Knox, Listing office: KELLER WILLIAMS WINTER PARK

3 days on RocketTour

$2,400,000

5 beds • 5.5 baths • 4,483 sqft

14640 Pylon Ct, Winter Garden, FL 34787

#O6330990, Steve Healy, Listing office: CORCORAN PREMIER REALTY

3 days on Rocket

$861,900

6 beds • 5 baths • 4,686 sqft

15505 Belle Meade Dr, Winter Garden, FL 34787

#O6327378, Joseph Doher, Listing office: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

3 days on Rocket

$547,000

3 beds • 2 baths • 1,431 sqft

1019 Bj Brandy Cv, Winter Garden, FL 34787

#O6330697, Jan Coudriet, Listing office: CORCORAN PREMIER REALTY

3 days on Rocket

$650,000

4 beds • 3.5 baths • 2,930 sqft

1565 Bayfront Park Aly, Winter Garden, FL 34787

#O6330396, Dawn Briggs, Listing office: BLUE MAGNOLIA REALTY LLC

4 days on RocketTour

$540,000

4 beds • 2.5 baths • 2,003 sqft

12073 Bracco St, Winter Garden, FL 34787

#O6330856, Gustavo Carneiro, Listing office: WRA BUSINESS & REAL ESTATE

4 days on Rocket

$920,000

5 beds • 4.5 baths • 3,633 sqft

15755 Sweet Limetta Dr, Winter Garden, FL 34787

#O6329990, Dominick Florio, Listing office: RE/MAX TOWN & COUNTRY REALTY

4 days on Rocket

$599,900

5 beds • 4 baths • 2,526 sqft

2337 Aurelius Dr, Winter Garden, FL 34787

#O6330210, Carmen Aridas, Listing office: RE/MAX PRIME PROPERTIES

4 days on RocketTour

$470,000

3 beds • 2 baths • 1,277 sqft

1548 Tiverton Blvd, Winter Garden, FL 34787

#S5131645, Omaira Del Hierro, Listing office: LA ROSA REALTY LLC

4 days on Rocket

$969,900

4 beds • 3.5 baths • 2,934 sqft

16712 Rusty Anchor Rd, Winter Garden, FL 34787

#O6330658, Dan Conlon, Listing office: HEIRLOOM REALTY INTERNATIONAL

4 days on Rocket

$449,999

4 beds • 2.5 baths • 1,992 sqft

14089 Title Way, Winter Garden, FL 34787

#O6330404, Digna Forbes, Listing office: APPLE REALTY

5 days on RocketTour

$287,900

3 beds • 2 baths • 711 sqft

515 9th St, Winter Garden, FL 34787

#TB8411371, Eduardo Nunez, Listing office: EXP REALTY LLC

5 days on Rocket

$700,000

4 beds • 3 baths • 2,583 sqft

14873 Ellingsworth Ln, Winter Garden, FL 34787

#TB8411274, Yobanec Reyes, Listing office: EMORYS ROCK REALTY POWERED BY SELLSTATE

6 days on RocketTour

$940,000

5 beds • 4.5 baths • 3,633 sqft

15794 Sweet Lemon Way, Winter Garden, FL 34787

#O6326961, Felipe De Moraes Damiao, Listing office: CELEBRITY GLOBAL REALTY LLC

Winter Garden, FL Real Estate Market Overview

There are 735 homes for sale in Winter Garden, FL. The following market insights reflect all property types in the Winter Garden, FL real estate market. In June 2025 in Winter Garden, FL there were 1.9% less homes for sale than in May 2025. In June 2025, listings were on the market for 57 days. During the same period, the median list price in this real estate market was $563,670. In June 2025, from all listings sold in Winter Garden, FL there were more than 14 sold above asking price, over 106 sold below and more than 24 were sold right at the asked price.

From Rocket Homes Real Estate and based on county public records data

What is it like to live in Winter Garden, FL

Overview

Winter Garden is located in Orange County, Florida. There are roughly 26,418 residents, living in 9,132 households. The average temperature for Winter Garden this time of the year is low of 72F and high of 91F. On average, Winter Garden gets about 7.13 inches of precipitation in August. Most residents are home owners (69%), have a post secondary degree (51%) and are single, no kids (33%).

Data provided by Home Junction

Schools near Winter Garden, FL

Elementary Schools

United Cerebral Palsy West Orange Charter
1297 Winter Garden Vineland Rd Ste 110
Public Charter PK-5
Dillard Street Elementary School
311 N Dillard St
Public District PK-5
Whispering Oak Elementary School
15300 Stoneybrook West Pkwy
Public District PK-5

Middle Schools