4 bedroom homes for sale in Winter Garden, FL

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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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

$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

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

Room to negotiate?

Median Sold Price

$570.2K

Avg. Sale Time

53 Days

Based on our April 2025 Market Report.

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

$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

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 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

$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

6 days on RocketTour

$7,600 Closing Credit¹

$640,000

4 beds • 3.5 baths • 2,292 sqft

16043 Scarpetta St, Winter Garden, FL 34787

#S5125519, Santiago Rodriguez Belisario, Listing Office: LA ROSA REALTY LLC

6 days on RocketTour

$9,322 Closing Credit¹

$785,000

4 beds • 2.5 baths • 2,490 sqft

14518 Black Quill Dr, Winter Garden, FL 34787

#O6303267, Luiz Attie, Listing Office: ELITE INTERNATIONAL REALTY INC

6 days on Rocket

$9,488 Closing Credit¹

$799,000

4 beds • 2.5 baths • 2,600 sqft

15849 Sweet Lemon Way, Winter Garden, FL 34787

#O6302373, William Grim, III, Listing Office: RE/MAX ASSURED

6 days on RocketTour

$3,443 Closing Credit¹

$289,900

4 beds • 2.5 baths • 1,879 sqft

264 Hayley St, Winter Haven, FL 33884

#O6303212, Steven Koleno, Listing Office: BEYCOME OF FLORIDA LLC

6 days on Rocket

$2,945 Closing Credit¹

$248,000

4 beds • 2 baths • 1,900 sqft

649 Ave J NW, Winter Haven, FL 33881

#L4952463, Ting Ting Cheng, Listing Office: LA ROSA REALTY PRESTIGE

7 days on RocketTour

$6,531 Closing Credit¹

$550,000

4 beds • 3.5 baths • 2,486 sqft

10038 Verse Aly, Winter Garden, FL 34787

#O6303120, Leo Martins Silva, Listing Office: THE FLORIDA LOUNGE REALTY LLC

7 days on RocketTour

$8,906 Closing Credit¹

$750,000

4 beds • 4 baths • 3,135 sqft

14924 Gaulberry Run, Winter Garden, FL 34787

#O6302872, Eric Rose, Listing Office: KELLER WILLIAMS CLASSIC

7 days on RocketTour

$3,776 Closing Credit¹

$317,990

4 beds • 3 baths • 2,174 sqft

2239 Chris Dr, Winter Haven, FL 33884

#TB8378319, Ben Goldstein, Listing Office: LENNAR REALTY

Tour

$8,241 Closing Credit¹

$694,000

4 beds • 3.5 baths • 2,806 sqft

13786 Werrington Dr, Winter Garden, FL 34787

#O6302506, Marcos Paulo Nero, LLC, Listing Office: LA ROSA REALTY KISSIMMEE

Tour

$8,431 Closing Credit¹

$710,000

4 beds • 3 baths • 2,117 sqft

9296 Bolero Rd, Winter Garden, FL 34787

#O6302493, Any Alves, Listing Office: WRA BUSINESS & REAL ESTATE

Tour

$9,263 Closing Credit¹

$780,000

4 beds • 2.5 baths • 3,410 sqft

13716 Fox Glove St, Winter Garden, FL 34787

#O6301963, Johnathan Lam, Listing Office: NATIONAL REAL ESTATE LLC

Tour

$6,056 Closing Credit¹

$510,000

4 beds • 2.5 baths • 1,696 sqft

15060 Stuttgart Aly, Winter Garden, FL 34787

#O6301857, Yan Zheng, Listing Office: LOKATION

Tour

$8,075 Closing Credit¹

$680,000

4 beds • 3 baths • 2,469 sqft

15349 Murcott Harvest Loop, Winter Garden, FL 34787

#O6301819, Yan Zheng, Listing Office: LOKATION

$6,531 Closing Credit¹

$549,999

4 beds • 2 baths • 1,974 sqft

14738 Porter Rd, Winter Garden, FL 34787

#O6299491, Deb Schroeder, Listing Office: INFINITY REALTY GROUP LLC

Tour

$6,483 Closing Credit¹

$545,900

4 beds • 2.5 baths • 2,084 sqft

8016 Sweet Orange Ave, Winter Garden, FL 34787

#O6301007, Hakan Tokatli, Listing Office: AMERICAN ELITE GLOBAL LLC

$10,000 Closing Credit¹

$899,990

4 beds • 3.5 baths • 3,267 sqft

10170 Atwater Bay Dr, Winter Garden, FL 34787

#O6298717, Rebecca Redman Hamaoui, Listing Office: REAL BROKER, LLC

$8,182 Closing Credit¹

$689,000

4 beds • 2.5 baths • 2,415 sqft

15408 Lebeau Loop, Winter Garden, FL 34787

#O6300043, Casey Hatfield, Listing Office: EPIC FLORIDA REALTY LLC

Tour

$8,538 Closing Credit¹

$719,000

4 beds • 3.5 baths • 2,714 sqft

7837 Bostonian Dr, Winter Garden, FL 34787

#O6298479, Sharon Brandt, Listing Office: KELLER WILLIAMS REALTY AT THE LAKES

Tour

$7,303 Closing Credit¹

$615,000

4 beds • 2 baths • 2,128 sqft

18 Cooledge St, Winter Garden, FL 34787

#O6297601, Ty McTague, Listing Office: RE/MAX VANTAGE

Tour

$9,428 Closing Credit¹

$793,900

4 beds • 3 baths • 2,285 sqft

15707 Cutter Sail Pl, Winter Garden, FL 34787

#O6300850, Alex Galitsky, Listing Office: TOP ORLANDO REALTY

Tour

$8,550 Closing Credit¹

$720,000

4 beds • 2.5 baths • 2,093 sqft

16271 Silver Grove Blvd, Winter Garden, FL 34787

#O6299810, Jose Fernandes, Listing Office: CELEBRITY GLOBAL REALTY LLC

$7,600 Closing Credit¹

$640,000

4 beds • 3 baths • 2,372 sqft

16274 Taliesin St, Winter Garden, FL 34787

#O6300255, Lilian Paczewitz, Listing Office: ROBERT SLACK LLC

Tour

$10,000 Closing Credit¹

$875,000

4 beds • 3 baths • 2,636 sqft

426 N Boyd St, Winter Garden, FL 34787

#V4942106, Tracy Phillips, LLC, Listing Office: COLDWELL BANKER REALTY

Winter Garden, FL Real Estate Market Overview

Find your perfect 4 bedroom home in Winter Garden, FL. Browse 4 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. Listings spent 53 days on the market in April 2025, and had a median list price of $570,247 during the same period. In April 2025 more than 15 listings in Winter Garden, FL were sold above the asking price. During the same period more than 33 listings were sold at asking price, while more than 81 were sold below.

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

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

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