4 bedroom homes for sale in Winter Garden, FL

5 hours on Rocket

$7,777 Closing Credit¹

$654,900

4 beds • 3.5 baths • 3,091 sqft

752 Sandy Bar Dr, Winter Garden, FL 34787

#G5098117, Regina Cruz, Listing office: KELLER WILLIAMS ELITE PARTNERS III REALTY

17 hours on RocketTour

$10,000 Closing Credit¹

$1,098,900

4 beds • 2.5 baths • 2,442 sqft

859 Easley Ave, Winter Garden, FL 34787

#O6314982, Debbie Harris, Listing office: OAK AVENUE REAL ESTATE LLC

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1 day on RocketTour

$6,888 Closing Credit¹

$580,000

4 beds • 2 baths • 2,335 sqft

13852 Eylewood Dr, Winter Garden, FL 34787

#L4953681, Paula Aponte, Listing office: LPT REALTY, LLC

1 day on RocketTour

$2,374 Closing Credit¹

$199,900

4 beds • 1 bath • 1,280 sqft

3220 Ave J NW, Winter Haven, FL 33881

#TB8395332, Judy Curry, Listing office: RE/MAX PREMIER GROUP

1 day on RocketTour

$7,363 Closing Credit¹

$620,000

4 beds • 2.5 baths • 2,348 sqft

600 Egret Place Dr, Winter Garden, FL 34787

#O6317181, Thomas Nickley, Jr, Listing office: KELLER WILLIAMS REALTY AT THE PARKS

1 day on Rocket

$7,363 Closing Credit¹

$620,000

4 beds • 3.5 baths • 2,807 sqft

16013 Tollington Aly, Winter Garden, FL 34787

#O6315353, Ken Pozek, Listing office: KELLER WILLIAMS ELITE PARTNERS III REALTY

2 days on RocketTour

$9,346 Closing Credit¹

$787,000

4 beds • 3.5 baths • 3,299 sqft

9422 Jaywood Rd, Winter Garden, FL 34787

#O6314732, Ari Carvalho Junior, Listing office: AVANTI WAY REALTY LLC

Room to negotiate?

Median Sold Price

$568K

Avg. Sale Time

66 Days

Based on our May 2025 Market Report.

10624 Words Dr, Winter Garden, FL 34787 - view of front facade featuring stucco siding and a front lawn

3 days on Rocket

$5,463 Closing Credit¹

$460,000

4 beds • 2.5 baths • 1,992 sqft

10624 Words Dr, Winter Garden, FL 34787

#O6315558, Rafael Heredia, Listing office: SALVAMERICA, LLC

4 days on RocketTour

$6,768 Closing Credit¹

$569,900

4 beds • 2.5 baths • 2,119 sqft

14215 Lakeview Park Rd, Winter Garden, FL 34787

#O6315697, Don Robinson, Listing office: KING CORNERSTONE REALTY

4 days on Rocket

$5,343 Closing Credit¹

$449,900

4 beds • 3 baths • 1,882 sqft

1034 Copenhagen Way, Winter Garden, FL 34787

#G5098032, Kris Persaud, Listing office: WATSON REALTY CORP., REALTORS

4 days on Rocket

$6,591 Closing Credit¹

$555,000

4 beds • 2 baths • 2,608 sqft

14016 Fox Glove St, Winter Garden, FL 34787

#O6315369, Vi Mateo, Listing office: KELLER WILLIAMS WINTER PARK

5 days on RocketTour

$10,000 Closing Credit¹

$850,000

4 beds • 3 baths • 2,634 sqft

14117 Larkspur Lake Dr, Winter Garden, FL 34787

#O6315615, Elizabeth Szalus, Listing office: COLDWELL BANKER RESIDENTIAL RE

5 days on Rocket

$10,000 Closing Credit¹

$1,315,000

4 beds • 4.5 baths • 3,624 sqft

617 Canopy Estates Dr, Winter Garden, FL 34787

#O6316107, Matt Tomaszewski, Listing office: CORCORAN PREMIER REALTY

5 days on Rocket

$10,000 Closing Credit¹

$1,575,000

4 beds • 3 baths • 4,910 sqft

9019 Tower Pine Dr, Winter Garden, FL 34787

#O6315596, Tennille Biggers, Listing office: KELLER WILLIAMS ELITE PARTNERS III REALTY

5 days on RocketTour

$10,000 Closing Credit¹

$999,000

4 beds • 3.5 baths • 2,765 sqft

1206 Civitas Way, Winter Garden, FL 34787

#O6316003, Gabriella Philippone, Listing office: INDEPENDENCE REALTY GROUP LLC

6 days on RocketTour

$6,294 Closing Credit¹

$530,000

4 beds • 3 baths • 2,042 sqft

11097 N Folklore St, Winter Garden, FL 34787

#O6314715, Kim Tabela Eastwood, Listing office: FOLIO REALTY LLC

6 days on RocketTour

$6,888 Closing Credit¹

$580,000

4 beds • 2 baths • 2,172 sqft

15038 Masthead Landing Cir, Winter Garden, FL 34787

#O6315551, Mark Raumaker, Listing office: SERHANT

6 days on RocketTour

$10,000 Closing Credit¹

$2,295,000

4 beds • 4 baths • 3,616 sqft

15198 E Oakland Ave, Winter Garden, FL 34787

#O6312014, Melody Niederst, Listing office: IAD FLORIDA LLC

6 days on RocketTour

$9,570 Closing Credit¹

$805,861

4 beds • 3 baths • 2,113 sqft

11045 Hollow Bay Dr, Winter Garden, FL 34787

#O6315841, Paul King, Listing office: DR HORTON REALTY OF CENTRAL FLORIDA LLC

6 days on Rocket

$5,343 Closing Credit¹

$449,900

4 beds • 2.5 baths • 1,852 sqft

15324 Black Lion Way, Winter Garden, FL 34787

#O6314795, Mathew Kelly, Listing office: TURN-KEY MOVES REALTY

6 days on RocketTour

$10,000 Closing Credit¹

$1,565,000

4 beds • 4 baths • 4,212 sqft

108 Stanton Estates Cir, Winter Garden, FL 34787

#O6310710, Silvia Kinkela, PA, Listing office: SERHANT

6 days on Rocket

$10,000 Closing Credit¹

$1,449,000

4 beds • 4.5 baths • 3,665 sqft

682 Canopy Estates Dr, Winter Garden, FL 34787

#O6314304, Mulcy Tenorio, Listing office: FLORIDA CONNEXION PROPERTIES

7 days on RocketTour

$9,381 Closing Credit¹

$790,000

4 beds • 4 baths • 2,686 sqft

405 Courtlea Park Dr, Winter Garden, FL 34787

#O6315444, Anthony O'Reilly Brookes, Listing office: WINTER GARDEN REAL ESTATE

7 days on RocketBackup offersTour

$9,499 Closing Credit¹

$799,900

4 beds • 3 baths • 2,583 sqft

14880 Ellingsworth Ln, Winter Garden, FL 34787

#1048045, Silvia Mozer, Listing office: RE/MAX Elite

7 days on Rocket

$7,719 Closing Credit¹

$650,000

4 beds • 3.5 baths • 2,493 sqft

8818 Bismarck Palm Dr, Winter Garden, FL 34787

#O6314883, Ronald Ziolkowski, Listing office: RE/MAX PRIME PROPERTIES

154 Avalon Rd, Winter Garden, FL 34787 - view of front of property with brick siding, an attached garage, and a front lawn

$3,978 Closing Credit¹

$335,000

4 beds • 1.5 baths • 1,452 sqft

154 Avalon Rd, Winter Garden, FL 34787

#S5128266, Mohamed Jaffar, Listing office: HOMESMART

Tour

$5,343 Closing Credit¹

$449,900

4 beds • 3 baths • 2,033 sqft

15693 Kinnow Mandarin Ln, Winter Garden, FL 34787

#O6314206, Jogly Ruza, Listing office: MARCILLO REAL ESTATE LLC

$4,275 Closing Credit¹

$360,000

4 beds • 2 baths • 1,758 sqft

2097 Ave H NW, Winter Haven, FL 33881

#S5128135, Marcy Smiley Theobald, Listing office: IRON VALLEY REAL ESTATE OSCEOL

Tour

$9,084 Closing Credit¹

$765,000

4 beds • 3 baths • 2,106 sqft

17936 Adrift Rd, Winter Garden, FL 34787

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

Tour

$8,311 Closing Credit¹

$699,900

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

$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

Tour

$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

Tour

$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

$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

Tour

$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

$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

Tour

$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

Tour

$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

Tour

$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

Tour

$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

Winter Garden, FL Real Estate Market Overview

There are 222 4-bedroom homes for sale in Winter Garden, FL. The following market insights reflect all property types in the Winter Garden, FL real estate market. The number of homes in Winter Garden, FL increased by 3.5% between April 2025 and May 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

4 bedroom 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