Single family homes for sale in Winter Garden, FL

1 hour on Rocket

$3,205 Closing Credit¹

$269,900

3 beds • 1 bath • 1,398 sqft

507 Ave H SE, Winter Haven, FL 33880

#P4935043, Keith St. Onge, Listing Office: LA ROSA REALTY PRESTIGE

2 hours on Rocket

$3,741 Closing Credit¹

$315,000

3 beds • 2 baths • 1,366 sqft

3601 Ave R NW, Winter Haven, FL 33881

#L4953345, Brian Stephens, Listing Office: EXP REALTY LLC

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2 hours on RocketTour

$9,499 Closing Credit¹

$799,900

4 beds • 3 baths • 2,583 sqft

14880 Ellingsworth Ln, Winter Garden, FL 34787

#O6313542, Silvia Mozer, Listing Office: RE/MAX ELITE

579 Setting Sun Dr, Winter Garden, FL 34787 - view of front of house with an attached garage, driveway, and stucco siding

18 hours on Rocket

$4,869 Closing Credit¹

$410,000

3 beds • 2 baths • 1,994 sqft

579 Setting Sun Dr, Winter Garden, FL 34787

#O6314651, Joseph Doher, Listing Office: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

21 hours on RocketTour

$9,084 Closing Credit¹

$765,000

4 beds • 3 baths • 2,095 sqft

17936 Adrift Rd, Winter Garden, FL 34787

#RX-11095887, Cheryl Schweigart, Listing Office: The Keyes Company

1 day on Rocket

$10,000 Closing Credit¹

$980,000

5 beds • 4 baths • 3,224 sqft

14955 Lebeau Loop, Winter Garden, FL 34787

#O6312041, Merly Esgro, Listing Office: IAD FLORIDA LLC

1 day on RocketTour

$10,000 Closing Credit¹

$1,895,000

5 beds • 4.5 baths • 4,508 sqft

960 Civitas Way, Winter Garden, FL 34787

#S5128045, Sue Webb, Listing Office: WATSON REALTY CORP.

Room to negotiate?

Median Sold Price

$568K

Avg. Sale Time

66 Days

Based on our May 2025 Market Report.

2 days on RocketTour

$10,000 Closing Credit¹

$2,000,000

5 beds • 4.5 baths • 4,030 sqft

14501 Wabasso Loop, Winter Garden, FL 34787

#G5097763, Breanna Eckerdt, Listing Office: COLBERT REALTY GROUP LLC

2 days on RocketTour

$6,282 Closing Credit¹

$529,000

3 beds • 2 baths • 1,222 sqft

719 Stevelynn Cir, Winter Garden, FL 34787

#O6313695, Anna McIntyre, Listing Office: LAKESIDE REALTY WINDERMERE INC

3 days on RocketTour

$8,431 Closing Credit¹

$710,000

4 beds • 2 baths • 2,278 sqft

13227 Spring Grove Way, Winter Garden, FL 34787

#O6314051, Thomas Nickley, Jr, Listing Office: KELLER WILLIAMS REALTY AT THE PARKS

3 days on Rocket

$10,000 Closing Credit¹

$945,000

4 beds • 4 baths • 3,881 sqft

724 Duff Dr, Winter Garden, FL 34787

#O6309032, Eve Metlis, Listing Office: WATSON REALTY CORP

3 days on RocketTour

$4,097 Closing Credit¹

$345,000

3 beds • 2 baths • 1,050 sqft

308 Florida Ave, Winter Garden, FL 34787

#RX-11095258, Marsha Addison-Brat, Listing Office: Dalton Wade Inc

3 days on RocketTour

$8,655 Closing Credit¹

$728,800

4 beds • 3 baths • 2,617 sqft

2359 Baronsmede Ct, Winter Garden, FL 34787

#O6313938, Ronald Ziolkowski, Listing Office: RE/MAX PRIME PROPERTIES

3 days on RocketTour

$6,947 Closing Credit¹

$585,000

4 beds • 2.5 baths • 2,082 sqft

12259 Bracco St, Winter Garden, FL 34787

#O6312186, Khadija Webber, Listing Office: CHARLES RUTENBERG REALTY ORLANDO

3 days on RocketTour

$3,705 Closing Credit¹

$311,990

5 beds • 2.5 baths • 2,326 sqft

2227 Chris Dr, Winter Haven, FL 33884

#O6313916, Ben Goldstein, Listing Office: LENNAR REALTY

4 days on RocketTour

$8,301 Closing Credit¹

$699,000

3 beds • 2 baths • 2,484 sqft

432 Valley View Dr, Winter Garden, FL 34787

#O6313426, Ryan Langley, Listing Office: FLORIDA REALTY INVESTMENTS

4 days on RocketTour

$6,295 Closing Credit¹

$530,065

3 beds • 2.5 baths • 1,788 sqft

16454 Silver Brook Way, Winter Garden, FL 34787

#O6312864, Amy Kidwell, Listing Office: PREFERRED REAL ESTATE BROKERS

4 days on Rocket

$10,000 Closing Credit¹

$2,200,000

5 beds • 5 baths • 4,474 sqft

16086 Johns Lake Overlook Dr, Winter Garden, FL 34787

#O6312154, Denise Gregorie, Listing Office: CLOCK TOWER REALTY

4 days on Rocket

$7,599 Closing Credit¹

$639,900

4 beds • 3.5 baths • 2,607 sqft

6333 Schoolhouse Pond Rd, Winter Garden, FL 34787

#O6313358, Thomas Moffett, Listing Office: BHHS FLORIDA REALTY

4 days on RocketTour

$6,163 Closing Credit¹

$519,000

4 beds • 2.5 baths • 2,060 sqft

9348 Meadow Hunt Way, Winter Garden, FL 34787

#O6313406, Edgar Diaz, Listing Office: RESOURCE ONE REALTY

4 days on Rocket

$5,937 Closing Credit¹

$499,999

4 beds • 2.5 baths • 2,316 sqft

470 Regal Downs Cir, Winter Garden, FL 34787

#O6312751, Stephanie Class Cordero, Listing Office: EXP REALTY LLC

4 days on Rocket

$5,759 Closing Credit¹

$485,000

3 beds • 2 baths • 1,604 sqft

12009 Walmsley Aly, Winter Garden, FL 34787

#O6310938, Chris Winn, Listing Office: BLOOM HOME GROUP REALTY LLC

5 days on RocketTour

$9,963 Closing Credit¹

$839,000

5 beds • 4 baths • 2,840 sqft

16124 Azure Key St, Winter Garden, FL 34787

#O6302078, Heather O'Neill, Listing Office: FLORIDA HOMES REALTY & MTG

5 days on RocketTour

$8,550 Closing Credit¹

$720,000

4 beds • 3 baths • 2,080 sqft

16489 Silver Brook Way, Winter Garden, FL 34787

#O6312078, Helena Pinto, Listing Office: FLORIDA CONNEXION PROPERTIES

5 days on RocketTour

$7,125 Closing Credit¹

$599,999

4 beds • 3.5 baths • 2,404 sqft

15444 Lebeau Loop, Winter Garden, FL 34787

#O6313242, Ken Pozek, Listing Office: KELLER WILLIAMS ELITE PARTNERS III REALTY

5 days on RocketTour

$8,134 Closing Credit¹

$685,000

3 beds • 2.5 baths • 2,072 sqft

16055 Silver Brook Way, Winter Garden, FL 34787

#O6311843, Viviane Rocha, Listing Office: WRA BUSINESS & REAL ESTATE

5 days on Rocket

$10,000 Closing Credit¹

$1,200,000

5 beds • 3.5 baths • 3,910 sqft

9873 Lost Creek Dr, Winter Garden, FL 34787

#O6312876, Fanny Stollmeyer, Listing Office: LIFESTYLE INTERNATIONAL REALTY

5 days on RocketTour

$10,000 Closing Credit¹

$853,595

4 beds • 3.5 baths • 3,300 sqft

5320 Citrus Leaf Blvd, Winter Garden, FL 34787

#O6310640, Tatiana Souza, Listing Office: MERITAGE HOMES OF FL REALTY

5 days on RocketTour

$10,000 Closing Credit¹

$1,375,000

5 beds • 4 baths • 3,851 sqft

17524 Seidner Rd, Winter Garden, FL 34787

#O6310727, Lynda Miller, Listing Office: PREMIER SOTHEBYS INT'L REALTY

6 days on RocketTour

$6,897 Closing Credit¹

$580,765

4 beds • 2.5 baths • 2,114 sqft

16448 Silver Brook Way, Winter Garden, FL 34787

#O6310642, Tatiana Souza, Listing Office: MERITAGE HOMES OF FL REALTY

6 days on RocketTour

$6,912 Closing Credit¹

$582,085

4 beds • 2.5 baths • 2,114 sqft

16466 Silver Brook Way, Winter Garden, FL 34787

#O6310643, Tatiana Souza, Listing Office: MERITAGE HOMES OF FL REALTY

6 days on RocketTour

$6,853 Closing Credit¹

$577,065

4 beds • 2.5 baths • 2,114 sqft

16538 Silver Brook Way, Winter Garden, FL 34787

#O6310644, Tatiana Souza, Listing Office: MERITAGE HOMES OF FL REALTY

14111 Frasier St, Winter Garden, FL 34787 - craftsman-style house featuring covered porch, a front lawn, and roof with shingles

6 days on Rocket

$6,709 Closing Credit¹

$565,000

3 beds • 2.5 baths • 2,206 sqft

14111 Frasier St, Winter Garden, FL 34787

#O6313009, Erika Castellani, Listing Office: WRA BUSINESS & REAL ESTATE

6 days on RocketTour

$7,469 Closing Credit¹

$629,000

3 beds • 2 baths • 1,966 sqft

704 Tangerine Ct, Winter Garden, FL 34787

#O6311780, Karen Jacobs, Listing Office: COLDWELL BANKER RESIDENTIAL RE

6 days on RocketTour

$2,990,000

5 beds • 6.5 baths • 5,448 sqft

7550 John Hancock Dr, Winter Garden, FL 34787

#O6312554, Marcelo Moura, Listing Office: DOUBLE M GROUP COMPANY

6 days on RocketTour

$3,443 Closing Credit¹

$289,900

3 beds • 1 bath • 1,810 sqft

1422 Ave H SW, Winter Haven, FL 33880

#K4902932, Lori Roberts, Listing Office: GOLD HEART REALTY LLC

7 days on RocketTour

$10,000 Closing Credit¹

$1,275,000

4 beds • 3.5 baths • 3,743 sqft

5365 Bowman Dr, Winter Garden, FL 34787

#O6312394, William Skinner, Listing Office: FORTERA REALTY LLC

7 days on RocketTour

$9,441 Closing Credit¹

$795,000

4 beds • 3 baths • 2,674 sqft

13108 Lakeshore Grove Dr, Winter Garden, FL 34787

#O6312331, Roberta Melo Zandonadi Machado Melo, Listing Office: SELECTA REALTY LLC

7 days on RocketTour

$3,206 Closing Credit¹

$269,999

3 beds • 2 baths • 1,204 sqft

1511 Ave F NE, Winter Haven, FL 33881

#TB8389844, Gregory Baker, Listing Office: LIVE FLORIDA REALTY

$7,659 Closing Credit¹

$645,000

4 beds • 2.5 baths • 2,626 sqft

15058 Sawgrass Bluff Dr, Winter Garden, FL 34787

#O6312300, Lauren Marason, Listing Office: EXP REALTY LLC

Winter Garden, FL Real Estate Market Overview

There are 465 single family homes for sale in Winter Garden, FL. The following market insights reflect all property types in the Winter Garden, FL real estate market. In May 2025 in Winter Garden, FL there were 3.5% more homes for sale than in April 2025. Listings spent 66 days on the market in May 2025, and had a median list price of $568,001 during the same period. Over 23 listings were sold over their listed price in May 2025 in Winter Garden, FL. In the same period over 111 listings were sold below the listed price and 38 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 71F and high of 91F. On average, Winter Garden gets about 7.43 inches of precipitation in June. 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

Hope Charter
1550 E Crown Point Rd
Public Charter KG-8
Lakeview Middle School
1200 W Bay St
Public Magnet 6-8
Sunridge Middle School
14955 Sunridge Blvd
Public District 6-8

High Schools

Legacy High Charter
1550 E Crown Point Rd
Public Charter 9-12
West Orange High School
1625 Beulah Rd
Public District 9-12

Data provided by Great Schools

Single family homes for sale in Winter Garden, FL

Winter Garden, FL Real Estate Market Overview

What is it like to live in Winter Garden, FL

Overview

Explore popular home types in Winter Garden, FL

Related homes in Winter Garden, FL

Schools near Winter Garden, FL

Housing market reports in Orange County

Homes for sale near Winter Garden, FL

Real estate in Winter Garden neighborhoods

Top real estate cities in Florida