Single family homes for sale in Winter Garden, FL

craftsman-style house with decorative driveway, stone siding, a yard, and a garage

view of front of house with a front lawn, a tile roof, decorative driveway, a garage, and stone siding

craftsman-style house with an attached garage, stucco siding, a front lawn, a tile roof, and decorative driveway

1 hour on Rocket

$10,000 Closing Credit¹

$1,349,998

4 beds • 4.5 baths • 2,954 sqft

16736 Broadwater Ave, Winter Garden FL 34787

#O6290342, Alex Van Grondelle, Listing Office: NEXTHOME LOCATION

view of front of home featuring a tile roof, a front yard, stucco siding, decorative driveway, and an attached garage

view of front of property with a tiled roof, a garage, decorative driveway, and stucco siding

4 hours on Rocket

$10,000 Closing Credit¹

$2,250,000

4 beds • 4.5 baths • 4,556 sqft

15633 Panther Lake Dr, Winter Garden FL 34787

#O6289923, Ken Pozek, Listing Office: KELLER WILLIAMS ELITE PARTNERS III REALTY

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view of front of home with stucco siding, decorative driveway, roof with shingles, covered porch, and a garage

corridor featuring light tile patterned floors and recessed lighting

living area with visible vents, ceiling fan with notable chandelier, a tray ceiling, recessed lighting, and baseboards

4 hours on RocketVideo tour

$6,828 Closing Credit¹

$575,000

4 beds • 2 baths • 1,952 sqft

14500 Black Quill Dr, Winter Garden FL 34787

#O6288312, Alla Luzhina, Listing Office: COLDWELL BANKER REALTY

single story home with a front lawn and driveway

5 hours on Rocket

$6,828 Closing Credit¹

$575,000

4 beds • 2 baths • 1,781 sqft

427 N Lakeview Ave, Winter Garden FL 34787

#O6290029, Ashley Boyd, Listing Office: BHHS FLORIDA REALTY

view of front of house featuring stucco siding, curved driveway, solar panels, and a front lawn

kitchen with visible vents, blue cabinetry, a tray ceiling, a sink, and stainless steel appliances

kitchen with visible vents, blue cabinetry, appliances with stainless steel finishes, a raised ceiling, and a sink

5 hours on Rocket

$10,000 Closing Credit¹

$1,650,000

5 beds • 3.5 baths • 3,465 sqft

17117 Heartwood Loop, Winter Garden FL 34787

#O6286715, Linda O'Grady, Listing Office: PREMIER SOTHEBYS INT'L REALTY

view of front facade featuring driveway, a yard, stucco siding, french doors, and a garage

view of front facade featuring stucco siding, driveway, a front yard, and an attached garage

view of front of home featuring a garage, stucco siding, driveway, and a front lawn

5 hours on RocketVideo tour

$7,232 Closing Credit¹

$609,000

4 beds • 3 baths • 2,369 sqft

12703 Dallington Ter, Winter Garden FL 34787

#TB8362252, Camilo Perez, Listing Office: HOME SOLD REALTY LLC

view of front of home with a chimney, a front yard, and a water view

hall featuring light tile patterned floors, light carpet, and plenty of natural light

6 hours on RocketVideo tour

$10,000 Closing Credit¹

$999,000

3 beds • 2.5 baths • 2,750 sqft

9318 Lake Hickory Nut Dr, Winter Garden FL 34787

#O6288164, John McGuire, Listing Office: VALIANT REALTY GROUP LLC

Room to negotiate?

Median Sold Price

$575.7K

Avg. Sale Time

53 Days

Based on our February 2025 Market Report.

view of front of home with stucco siding and a porch

dining room featuring baseboards, carpet floors, and an inviting chandelier

unfurnished dining area featuring recessed lighting, baseboards, and a chandelier

6 hours on Rocket3D tour

$7,125 Closing Credit¹

$599,990

6 beds • 3 baths • 2,674 sqft

15475 Camp Dubois Cres, Winter Garden FL 34787

#G5094080, Nancy Pruitt, PA, Listing Office: OLYMPUS EXECUTIVE REALTY INC

view of front facade featuring a garage, decorative driveway, stone siding, and a yard

view of front of property with a garage, a front lawn, decorative driveway, and stone siding

living area with baseboards and wood finished floors

9 hours on Rocket

$7,719 Closing Credit¹

$650,000

4 beds • 2 baths • 2,007 sqft

1667 Spring Loop Way, Winter Garden FL 34787

#O6290128, Erica Diaz, Listing Office: HOMEVEST REALTY

view of front of house with decorative driveway, an attached garage, and stucco siding

view of front of home featuring decorative driveway, a garage, and stucco siding

view of property's community featuring a yard and a water view

9 hours on RocketVideo tour

$7,362 Closing Credit¹

$619,999

4 beds • 3.5 baths • 2,388 sqft

14675 Scott Key Dr, Winter Garden FL 34787

#O6290105, Jennifer Vilayvong, Listing Office: VYLLA HOME

greek revival inspired property featuring stucco siding, an attached garage, and driveway

greek revival house with stucco siding, decorative driveway, and a garage

view of front of house featuring decorative driveway, roof with shingles, an attached garage, and stucco siding

9 hours on RocketVideo tour

$6,947 Closing Credit¹

$584,999

3 beds • 2 baths • 2,120 sqft

3242 Irish Peach Dr, Winter Garden FL 34787

#O6289752, Erica Montanez, Listing Office: LPT REALTY, LLC

mediterranean / spanish-style house with decorative driveway, french doors, a garage, and stucco siding

mediterranean / spanish-style home with stucco siding, an attached garage, decorative driveway, and a front yard

aerial view featuring a residential view

10 hours on RocketVideo tour

$10,000 Closing Credit¹

$875,000

5 beds • 4 baths • 3,963 sqft

13512 Glynshel Dr, Winter Garden FL 34787

#O6288976, Richard Palmano, Listing Office: PALMANO GROUP RE BROKERAGE LLC

view of front of home featuring a front yard, decorative driveway, an attached garage, and stucco siding

view of front facade featuring stucco siding, a front lawn, decorative driveway, an attached garage, and a balcony

view of front of property with a front yard, decorative driveway, and stucco siding

11 hours on Rocket

$10,000 Closing Credit¹

$1,000,000

5 beds • 4 baths • 4,069 sqft

14486 Sunbridge Cir, Winter Garden FL 34787

#O6288785, Maria Chincoli, Listing Office: MARK SPAIN REAL ESTATE

craftsman house featuring stone siding and a porch

view of exterior entry with stucco siding and a porch

exterior space with covered porch, a residential view, and stucco siding

11 hours on RocketVideo tour

$8,004 Closing Credit¹

$674,000

5 beds • 4.5 baths • 2,725 sqft

16294 Honey Harvest St, Winter Garden FL 34787

#O6290053, Any Alves, Listing Office: WRA BUSINESS & REAL ESTATE

mediterranean / spanish-style house with an attached garage, stucco siding, a front lawn, stone siding, and decorative driveway

mediterranean / spanish home featuring stone siding, stucco siding, decorative driveway, and a front yard

living room featuring recessed lighting, light wood finished floors, and ceiling fan

1 day on RocketVideo tour

$9,203 Closing Credit¹

$775,000

5 beds • 3 baths • 2,676 sqft

16084 Black Hickory Dr, Winter Garden FL 34787

#O6289527, Ron Howell, II, Listing Office: EXP REALTY LLC

traditional-style home with a front lawn, decorative driveway, an attached garage, and stucco siding

staircase with visible vents, recessed lighting, baseboards, and wood finished floors

living room featuring baseboards, stairs, an inviting chandelier, and wood finished floors

1 day on RocketVideo tour

$7,541 Closing Credit¹

$635,000

4 beds • 3.5 baths • 2,579 sqft

8066 Bowery Dr, Winter Garden FL 34787

#O6289799, Michael Blank, Listing Office: FL PRO BROKERS LLC

view of front of home featuring covered porch, decorative driveway, and a garage

kitchen featuring a center island with sink, stainless steel appliances, wall chimney exhaust hood, white cabinets, and light countertops

living area featuring recessed lighting and light wood-style floors

1 day on RocketVideo tour

$9,873 Closing Credit¹

$831,415

4 beds • 3.5 baths • 3,300 sqft

16354 Silver Grove Blvd, Winter Garden FL 34787

#O6289885, Tatiana Souza, Listing Office: MERITAGE HOMES OF FL REALTY

aerial view with a residential view and a water view

view of front facade featuring a front yard, decorative driveway, an attached garage, and stucco siding

property entrance featuring stucco siding

1 day on RocketVideo tour

$6,708 Closing Credit¹

$564,900

4 beds • 3.5 baths • 2,805 sqft

1332 Hunterman Ln, Winter Garden FL 34787

#1040028, Ryan Solberg, Listing Office: MAXLIFE Realty LLC

view of front facade featuring stucco siding, a shingled roof, decorative driveway, and a garage

view of front facade featuring a garage, a residential view, driveway, and stucco siding

traditional-style house featuring a front lawn, decorative driveway, roof with shingles, and stucco siding

1 day on Rocket3D tour

$9,797 Closing Credit¹

$825,000

4 beds • 3.5 baths • 3,074 sqft

14321 Wabasso Loop, Winter Garden FL 34787

#S5122185, Ana Pagotto, Listing Office: KELLER WILLIAMS REALTY AT THE LAKES

view of front of home featuring stucco siding, decorative driveway, a porch, a shingled roof, and a garage

1 day on Rocket

$8,922 Closing Credit¹

$751,290

3 beds • 3 baths • 2,476 sqft

16426 Silver Grove Blvd, Winter Garden FL 34787

#O6289864, Tatiana Souza, Listing Office: MERITAGE HOMES OF FL REALTY

view of front of property featuring stucco siding, a shingled roof, and a front lawn

corridor featuring light tile patterned floors, baseboards, recessed lighting, stairs, and crown molding

living room with visible vents, light tile patterned floors, ceiling fan with notable chandelier, and baseboards

1 day on RocketVideo tour

$7,303 Closing Credit¹

$615,000

4 beds • 3 baths • 2,354 sqft

15837 Sweet Lemon Way, Winter Garden FL 34787

#O6289796, Shawn Kennedy, Listing Office: KENNEDY REALTY GROUP LLC

view of front of house featuring an attached garage, a shingled roof, stucco siding, stone siding, and decorative driveway

entrance to property with covered porch and stone siding

entryway with baseboards, lofted ceiling, a notable chandelier, and marble finish floor

1 day on RocketVideo tour

$9,380 Closing Credit¹

$789,900

4 beds • 3.5 baths • 3,074 sqft

14399 Wabasso Loop, Winter Garden FL 34787

#O6288473, Carmelo Nuccio, Listing Office: RE/MAX EXCLUSIVE COLLECTION

view of front of home featuring decorative driveway, a front yard, an attached garage, and stucco siding

craftsman house with decorative driveway, an attached garage, and stucco siding

craftsman-style house with decorative driveway, an attached garage, and stucco siding

1 day on RocketVideo tour

$10,000 Closing Credit¹

$925,000

5 beds • 4.5 baths • 3,663 sqft

3262 Hanging Tide St, Winter Garden FL 34787

#S5122410, Franklin Adrianza, Listing Office: AGENT TRUST REALTY CORPORATION

view of front of property featuring a balcony, stucco siding, a garage, a tiled roof, and decorative driveway

view of exterior entry with french doors

foyer entrance featuring a healthy amount of sunlight, decorative columns, stairs, french doors, and light wood-type flooring

1 day on RocketVideo tour

$4,600,000

4 beds • 5.5 baths • 6,708 sqft

14645 Isleview Dr, Winter Garden FL 34787

#O6289525, Fernanda Negromonte, Listing Office: NOVA REAL ESTATE SERVICES INC

view of front of property with covered porch and roof with shingles

view of front facade with covered porch and roof with shingles

view of front of property featuring a porch, a shingled roof, board and batten siding, and a front yard

2 days on Rocket

$9,322 Closing Credit¹

$785,000

3 beds • 2.5 baths • 1,982 sqft

1118 Eagles Pass Way, Winter Garden FL 34787

#O6289041, Alex Vastardis, Listing Office: COLDWELL BANKER REALTY

view of front of home with a front yard, concrete driveway, a garage, and stucco siding

view of front of house with a gate, brick siding, a front yard, and fence

view of street featuring curbs, a gated entry, and a gate

2 days on RocketVideo tour

$6,531 Closing Credit¹

$550,000

4 beds • 2 baths • 1,733 sqft

1222 Brandy Lake View Cir, Winter Garden FL 34787

#1039898, Ty T Emmons, Listing Office: Landshark Realty

single story home featuring concrete driveway, an attached garage, a front lawn, and stucco siding

view of front facade featuring stucco siding, a front yard, and a water view

2 days on RocketVideo tour

$2,553 Closing Credit¹

$214,990

3 beds • 1 bath • 1,059 sqft

100 Ave K NE, Winter Haven FL 33881

#S5122512, Maria Torres Beltran, Listing Office: CENTURY 21 NEXT LEVEL REALTY

view of front facade featuring a front lawn, decorative driveway, and an attached garage

greek revival inspired property with board and batten siding, decorative driveway, a garage, and stucco siding

kitchen with a breakfast bar, visible vents, stainless steel appliances, and a sink

2 days on Rocket3D tour

$6,828 Closing Credit¹

$575,000

4 beds • 2 baths • 2,115 sqft

2951 Irish Peach Dr, Winter Garden FL 34787

#O6288859, Nicole Dege, Listing Office: REDFIN CORPORATION

traditional home with stucco siding, a front yard, an attached garage, and driveway

view of dock with a water view and central AC unit

entrance foyer with stairway, light wood-style flooring, visible vents, and baseboards

2 days on RocketVideo tour

$7,291 Closing Credit¹

$614,000

5 beds • 3 baths • 2,940 sqft

181 Zachary Wade St, Winter Garden FL 34787

#O6288912, Jonathan Patino, Listing Office: REAGAN REALTY, LLC

view of front of property with stucco siding and a front lawn

view of front facade featuring stucco siding and a front yard

sitting room featuring wood finished floors, arched walkways, and baseboards

2 days on RocketVideo tour

$5,047 Closing Credit¹

$425,000

3 beds • 2.5 baths • 1,476 sqft

14467 Prunningwood Pl, Winter Garden FL 34787

#O6288996, John Silva, Listing Office: JOHN SILVA REALTY & ASSOCIATES

craftsman-style home featuring covered porch, a shingled roof, stucco siding, a garage, and decorative driveway

view of pool with a pool with connected hot tub, a patio area, a lanai, a lawn, and a residential view

2 days on Rocket

$10,000 Closing Credit¹

$989,000

5 beds • 5.5 baths • 4,014 sqft

10732 Petrillo Way, Winter Garden FL 34787

#O6288827, MJ Vasconcellos, Listing Office: POHAKU REALTY LLC

ranch-style home featuring a garage, driveway, and a front lawn

3 days on Rocket

$3,563 Closing Credit¹

$300,000

3 beds • 3 baths • 2,410 sqft

1201 Thornbury Ct, Winter Garden FL 34787

#O6289123, Neree Augustin, Listing Office: PREMIUM REAL ESTATE SERVICES

mediterranean / spanish home with decorative driveway, an attached garage, stone siding, and stucco siding

mediterranean / spanish house with a tiled roof, stucco siding, and driveway

sunroom / solarium with plenty of natural light and ceiling fan

3 days on Rocket

$10,000 Closing Credit¹

$998,800

4 beds • 3.5 baths • 3,985 sqft

14172 Hutchinson St, Winter Garden FL 34787

#O6288542, Ronald Ziolkowski, Listing Office: RE/MAX PRIME PROPERTIES

view of front of home featuring a balcony, an attached garage, stucco siding, a tile roof, and decorative driveway

mediterranean / spanish home featuring a front yard, stucco siding, a garage, a balcony, and driveway

3 days on RocketVideo tour

$10,000 Closing Credit¹

$1,999,999

5 beds • 5 baths • 4,048 sqft

16629 Broadwater Ave, Winter Garden FL 34787

#O6288200, Sean Spencer, Listing Office: PREMIER SOTHEBYS INT'L REALTY

living room with dark wood-style floors, visible vents, baseboards, recessed lighting, and stairs

3 days on Rocket

$6,413 Closing Credit¹

$540,000

3 beds • 2.5 baths • 1,774 sqft

17087 Wynford Ln, Winter Garden FL 34787

#O6288787, Erica Diaz, Listing Office: HOMEVEST REALTY

exterior space with an attached carport, concrete block siding, concrete driveway, and a front lawn

view of front of property with a carport, driveway, and a front lawn

view of yard featuring a storage shed, an outbuilding, central air condition unit, and fence

3 days on RocketVideo tour

$2,374 Closing Credit¹

$199,900

3 beds • 1 bath • 814 sqft

1130 E Bay St, Winter Garden FL 34787

#O6285938, Reuben Simmonds, Jr, Listing Office: BLAIR REALTY GROUP INC

view of front of property featuring stucco siding and stone siding

view of front of house featuring fence, a front yard, stucco siding, decorative driveway, and a garage

3 days on RocketVideo tour

$6,530 Closing Credit¹

$549,900

3 beds • 2.5 baths • 1,958 sqft

7112 Enchanted Lake Dr, Winter Garden FL 34787

#O6288426, Norma Saab, Listing Office: SAAB REALTY GROUP INC

view of front of house featuring stucco siding, roof with shingles, and fence

kitchen with under cabinet range hood, dark wood-style floors, white appliances, and a sink

kitchen with range with two ovens, visible vents, dark wood-style floors, and white cabinetry

3 days on RocketVideo tour

$2,601 Closing Credit¹

$218,990

3 beds • 2 baths • 928 sqft

3931 Ave R NW, Winter Haven FL 33881

#O6288718, Ian Merino, Listing Office: REALTY ONE GROUP ESTATES

ranch-style home with glass enclosure, an attached carport, and driveway

view of swimming pool featuring glass enclosure, an outdoor living space, and a patio

kitchen with open floor plan, stainless steel appliances, light countertops, and a sink

4 days on RocketVideo tour

$4,619 Closing Credit¹

$389,000

3 beds • 2 baths • 1,726 sqft

919 Ave S SE, Winter Haven FL 33880

#P4934060, David Small, Listing Office: KELLER WILLIAMS REALTY SMART 1

mediterranean / spanish-style home featuring stone siding, stucco siding, an attached garage, and decorative driveway

full bathroom featuring a garden tub, ornamental molding, a ceiling fan, a sink, and a shower stall

dining room featuring stairs, an inviting chandelier, a high ceiling, and baseboards

4 days on RocketVideo tour

$2,699,000

4 beds • 4.5 baths • 5,567 sqft

7769 Summerlake Pointe Blvd, Winter Garden FL 34787

#TB8358971, Jonathan Minerick, Listing Office: HOMECOIN.COM

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. In February 2025 in Winter Garden, FL there were 7.6% more homes for sale than in January 2025. Listings spent 53 days on the market in February 2025, and had a median list price of $575,765 during the same period. Over 10 listings were sold over their listed price in February 2025 in Winter Garden, FL. In the same period over 65 listings were sold below the listed price and 21 listings were sold for the listed price.

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

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

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