Winter Garden, FL homes for sale & real estate

2 hours on Rocket

$8,372 Closing Credit¹

$705,000

4 beds • 3 baths • 3,027 sqft

743 Brooks Field Dr, Winter Garden, FL 34787

#G5096479, Jami Merrill Hill, Listing Office: HILL'S PREMIER REALTY LLC

2 hours on Rocket

$8,847 Closing Credit¹

$745,000

4 beds • 2 baths • 2,475 sqft

721 Lake Cove Pointe Cir, Winter Garden, FL 34787

#O6303541, Marysue Hartman, Listing Office: COLDWELL BANKER REALTY

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2 hours on Rocket

$6,828 Closing Credit¹

$575,000

3 beds • 2.5 baths • 2,052 sqft

8848 Bismarck Palm Dr, Winter Garden, FL 34787

#O6304751, Jacquie Sosa, Listing Office: EXP REALTY LLC

12 hours on Rocket

$8,847 Closing Credit¹

$745,000

5 beds • 3 baths • 3,336 sqft

2644 Slagrove Ct, Winter Garden, FL 34787

#O6305255, Irhelma Pieterse, Listing Office: STOCKWORTH REALTY GROUP

13 hours on Rocket

$10,000 Closing Credit¹

$950,000

4 beds • 4 baths • 4,015 sqft

14003 Hampshire Bay Cir, Winter Garden, FL 34787

#O6305097, Sean Popat, Listing Office: BUYER REBATES REALTY

15 hours on Rocket

$8,063 Closing Credit¹

$679,000

4 beds • 2.5 baths • 2,270 sqft

5511 Orange Orchard Dr, Winter Garden, FL 34787

#O6304116, Jorge Trejo, Listing Office: KELLER WILLIAMS ADVANTAGE III

15 hours on Rocket

$2,553 Closing Credit¹

$215,000

2 beds • 2 baths • 814 sqft

1230 Westside Dr, Winter Garden, FL 34787

#O6300687, Michelle Forbes, Listing Office: MARK SPAIN REAL ESTATE

Room to negotiate?

Median Sold Price

$570.2K

Avg. Sale Time

53 Days

Based on our April 2025 Market Report.

15 hours on Rocket

$10,000 Closing Credit¹

$1,350,000

4 beds • 3.5 baths • 3,640 sqft

14906 Speer Lake Dr, Winter Garden, FL 34787

#O6305024, Maria Ubillus, Listing Office: FOLIO REALTY LLC

15 hours on RocketTour

$10,000 Closing Credit¹

$855,000

5 beds • 4 baths • 4,247 sqft

15242 Heron Hideaway Cir, Winter Garden, FL 34787

#O6304674, Patrick Hancock, Listing Office: THOMAS LYNNE REALTY GROUP LLC

20 hours on Rocket

$8,550 Closing Credit¹

$720,000

5 beds • 4 baths • 3,154 sqft

15366 Sandfield Loop, Winter Garden, FL 34787

#O6304561, Jenny Wemert, Listing Office: WEMERT GROUP REALTY LLC

21 hours on RocketTour

$7,658 Closing Credit¹

$644,900

4 beds • 3 baths • 2,117 sqft

16527 Sea Glass St, Winter Garden, FL 34787

#O6304139, Mauricio Venegas, Listing Office: AGENT TRUST REALTY CORPORATION

23 hours on Rocket

$3,325 Closing Credit¹

$280,000

4 beds • 2 baths • 1,593 sqft

229 NE Ave B, Winter Haven, FL 33881

#P4934647, Lucy Martinez, Listing Office: CENTURY 21 WOLF'S CROSSING REALTY

view of front of house featuring a front lawn and a carport

1 day on Rocket

$2,375 Closing Credit¹

$199,990

3 beds • 1 bath • 1,050 sqft

3015 Ave I NW, Winter Haven, FL 33881

#O6304872, Omar Rodriguez, Listing Office: EMPIRE NETWORK REALTY

1 day on Rocket

$10,000 Closing Credit¹

$1,250,000

6 beds • 5 baths • 4,284 sqft

8210 Topsail Pl, Winter Garden, FL 34787

#O6303654, Ken Pozek, Listing Office: KELLER WILLIAMS ELITE PARTNERS III REALTY

1 day on RocketTour

$10,000 Closing Credit¹

$1,495,000

6 beds • 5 baths • 4,493 sqft

10139 Austrina Oak Loop, Winter Garden, FL 34787

#O6304620, Andrew Martin, Listing Office: RE/MAX TOWN CENTRE

1 day on Rocket

$10,000 Closing Credit¹

$2,199,000

6 beds • 5.5 baths • 5,247 sqft

907 Celadon St, Winter Garden, FL 34787

#O6304708, Kimberly Beach Byerly, Listing Office: THE REAL ESTATE COLLECTION LLC

1 day on Rocket

$6,828 Closing Credit¹

$575,000

3 beds • 2 baths • 2,144 sqft

4591 Gliding Wave St, Winter Garden, FL 34787

#O6303617, Sophia Gordon, LLC, Listing Office: COLDWELL BANKER REALTY

1 day on Rocket

$4,928 Closing Credit¹

$415,000

3 beds • 2.5 baths • 1,617 sqft

14743 Driftwater Dr, Winter Garden, FL 34787

#O6303956, Claudia Vieira, Listing Office: WRA BUSINESS & REAL ESTATE

1 day on RocketTour

$3,561 Closing Credit¹

$299,900

2 beds • 2 baths • 1,375 sqft

14501 Grove Resort Ave Unit 2231, Winter Garden, FL 34787

#O6304520, Millie Gomez, PA, Listing Office: AGENT TRUST REALTY CORPORATION

1 day on RocketTour

$10,000 Closing Credit¹

$1,650,000

5 beds • 4 baths • 2,800 sqft

217 W Bay St, Winter Garden, FL 34787

#S5125908, Sue Webb, Listing Office: WATSON REALTY CORP.

view of front of house featuring a porch and a front lawn

1 day on Rocket

$6,662 Closing Credit¹

$560,980

3 beds • 2.5 baths • 1,985 sqft

11957 Bracco St, Winter Garden, FL 34787

#O6302820, Tatiana Souza, Listing Office: MERITAGE HOMES OF FL REALTY

craftsman-style house with board and batten siding, a porch, stone siding, and a front yard

1 day on Rocket

$5,938 Closing Credit¹

$500,000

3 beds • 2.5 baths • 1,788 sqft

11941 Bracco St, Winter Garden, FL 34787

#O6304209, Tatiana Souza, Listing Office: MERITAGE HOMES OF FL REALTY

2 days on RocketTour

$7,481 Closing Credit¹

$630,000

4 beds • 3.5 baths • 2,290 sqft

15929 Moonlight Bay St, Winter Garden, FL 34787

#S5125911, Alfonso Rangel, Listing Office: VALSTAR REALTY LLC

2 days on RocketTour

$5,936 Closing Credit¹

$499,900

4 beds • 2 baths • 1,755 sqft

2407 Oakington St, Winter Garden, FL 34787

#O6304079, Brenda Anglada, Listing Office: RE/MAX PRIME PROPERTIES

2 days on RocketTour

$6,882 Closing Credit¹

$579,500

3 beds • 2.5 baths • 2,170 sqft

16043 Pebble Bluff Loop, Winter Garden, FL 34787

#O6303751, Jason Ding, Listing Office: ORLANDO REGIONAL PROPERTY MANAGEMENT

2 days on RocketTour

$2,500,000

Land • 5 Acres

13377 Lake Butler Blvd, Winter Garden, FL 34787

#O6304334, Dawn Briggs, Listing Office: BLUE MAGNOLIA REALTY LLC

2 days on RocketTour

$10,000 Closing Credit¹

$2,500,000

4 beds • 4.5 baths • 4,961 sqft

13377 Lake Butler Blvd, Winter Garden, FL 34787

#O6303366, Dawn Briggs, Listing Office: BLUE MAGNOLIA REALTY LLC

2 days on Rocket

$8,194 Closing Credit¹

$690,000

4 beds • 2.5 baths • 2,683 sqft

18219 Oliver Twist Way, Winter Garden, FL 34787

#O6303108, He Gao, Listing Office: U S GLORY REALTY

2 days on RocketTour

$9,381 Closing Credit¹

$790,000

5 beds • 3 baths • 3,014 sqft

2704 Gorst Rd, Winter Garden, FL 34787

#O6303340, Robert Schott, Listing Office: TEAMCONNECT REALTY LLC

3 days on RocketTour

$7,420 Closing Credit¹

$624,875

4 beds • 3 baths • 2,717 sqft

14522 Old Thicket Trce, Winter Garden, FL 34787

#O6296353, Rick Evans, II, Listing Office: WATSON REALTY CORP

3 days on RocketTour

$10,000 Closing Credit¹

$985,000

6 beds • 4.5 baths • 4,733 sqft

1078 Vinsetta Cir, Winter Garden, FL 34787

#O6303641, Jason Gilkey, Listing Office: GILKEY REAL ESTATE

3 days on Rocket

$4,156 Closing Credit¹

$350,000

2 beds • 2.5 baths • 1,134 sqft

7010 Broomshedge Trl, Winter Garden, FL 34787

#O6303670, Jacquelyn Voigt, Listing Office: KELLER WILLIAMS REALTY AT THE LAKES

3 days on Rocket

$3,206 Closing Credit¹

$270,000

2 beds • 2 baths • 1,152 sqft

304 Southern Pecan Cir Unit 105, Winter Garden, FL 34787

#O6303257, Erica Diaz, Listing Office: HOMEVEST REALTY

3 days on Rocket

$7,719 Closing Credit¹

$650,000

4 beds • 2 baths • 1,853 sqft

97 Desiree Aurora St, Winter Garden, FL 34787

#O6303746, Erica Diaz, Listing Office: HOMEVEST REALTY

3 days on RocketTour

$2,969 Closing Credit¹

$250,000

3 beds • 1 bath • 1,374 sqft

2912 Ave T NW, Winter Haven, FL 33881

#TB8379507, Korey Hoger, Listing Office: CHARLES RUTENBERG REALTY INC

3 days on RocketTour

$10,000 Closing Credit¹

$975,000

4 beds • 3.5 baths • 2,683 sqft

908 Tilden Oaks Trl, Winter Garden, FL 34787

#O6303765, Matthew McKee, Listing Office: COMPASS FLORIDA LLC

4 days on Rocket

$7,588 Closing Credit¹

$639,000

4 beds • 2.5 baths • 3,311 sqft

207 Black Springs Ln, Winter Garden, FL 34787

#O6302344, Seyed Azimi, Listing Office: AFT PROPERTY LLC

4 days on RocketTour

$10,000 Closing Credit¹

$870,000

4 beds • 3.5 baths • 2,935 sqft

15079 Guava Bay Dr, Winter Garden, FL 34787

#S5125703, Gabriele Profeta Caicedo, Listing Office: EXP REALTY LLC

5 days on RocketTour

$8,301 Closing Credit¹

$699,000

4 beds • 2.5 baths • 2,569 sqft

14517 Black Lake Preserve St, Winter Garden, FL 34787

#O6303587, Liqiang Wang, Listing Office: TOPSKY REALTY INC

5 days on RocketTour

$10,000 Closing Credit¹

$975,000

5 beds • 5 baths • 3,416 sqft

8768 Sonoma Coast Dr, Winter Garden, FL 34787

#O6303386, Martha Leighton, PA, Listing Office: MIHOUSE REALTY LLC

Winter Garden, FL Real Estate Market Overview

Find your perfect home in Winter Garden, FL on RocketHomes.com. Browse homes and listings in Winter Garden, FL and connect with a Rocket Homes agent to get your dream home. The number of listings in Winter Garden, FL increased by 3.8% between March 2025 and April 2025. In April 2025, listings were on the market for 53 days. During the same period, the median list price in this real estate market was $570,247. Over 15 listings were sold over their listed price in April 2025 in Winter Garden, FL. In the same period over 81 listings were sold below the listed price and 33 listings were sold for the listed 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 65F and high of 88F. On average, Winter Garden gets about 3.81 inches of precipitation in May. 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