Single family homes for sale in Winter Garden, FL

421 Listings

craftsman inspired home featuring a porch

$7,113 Closing Credit¹

$599,000

4 beds • 3 baths • 2,280 sqft

707 Brandy Oaks Loop, Winter Garden FL 34787

#O6281908, Amy Miller, Listing Office: ALL REAL ESTATE & INVESTMENTS

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

view of front of property featuring an attached garage, decorative driveway, and roof with shingles

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

Video tour

$7,303 Closing Credit¹

$615,000

4 beds • 3 baths • 2,115 sqft

2993 Irish Peach Dr, Winter Garden FL 34787

#O6279509, Lesly Hijar, Listing Office: REAL BROKER, LLC

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view of front of property featuring driveway, roof with shingles, an attached garage, covered porch, and stucco siding

birds eye view of property with a residential view

Video tour

$7,541 Closing Credit¹

$635,000

4 beds • 3 baths • 2,136 sqft

9542 Beautiful Way, Winter Garden FL 34787

#O6282730, Susan Fleming, Listing Office: RE/MAX SELECT GROUP

front facade with a front yard, central AC unit, and a garage

Video tour

$8,134 Closing Credit¹

$685,000

4 beds • 3.5 baths • 2,789 sqft

12051 Walmsley Aly, Winter Garden FL 34787

#O6279991, Lesly Hijar, Listing Office: REAL BROKER, LLC

view of front of property featuring a garage and a porch

view of front of home with a garage and a front yard

Video tour

$7,066 Closing Credit¹

$595,000

4 beds • 3.5 baths • 2,540 sqft

15147 Driftwood Bend St, Winter Garden FL 34787

#S5120974, Eric Jia, Listing Office: NUMBER 1 BROKER, LLC

mediterranean / spanish home with decorative driveway, stucco siding, an attached garage, a residential view, and a tiled roof

bird's eye view with a water view and a residential view

dining room with light wood-style floors, baseboards, a tray ceiling, and arched walkways

$10,000 Closing Credit¹

$1,600,000

6 beds • 5.5 baths • 4,816 sqft

7515 John Hancock Dr, Winter Garden FL 34787

#O6281013, Jenny Wemert, Listing Office: WEMERT GROUP REALTY LLC

view of front of house with covered porch

foyer featuring crown molding and dark hardwood / wood-style floors

Video tour

$10,000 Closing Credit¹

$959,000

5 beds • 4 baths • 3,084 sqft

1041 Linehart Dr, Winter Garden FL 34787

#G5092613, Lee Lackey, Listing Office: OLYMPUS EXECUTIVE REALTY INC

Room to negotiate?

Median Sold Price

$575.7K

Avg. Sale Time

53 Days

Based on our February 2025 Market Report.

entrance to property featuring covered porch

Video tour

$6,899 Closing Credit¹

$581,000

6 beds • 3 baths • 2,714 sqft

6441 Point Hancock Dr, Winter Garden FL 34787

#S5120973, Eric Jia, Listing Office: NUMBER 1 BROKER, LLC

ranch-style house featuring a garage and a front yard

view of front of home with a front yard and a garage

view of front facade with a front yard and a garage

Video tour

$6,531 Closing Credit¹

$550,000

4 beds • 2 baths • 1,581 sqft

1022 Glenharbor Cir, Winter Garden FL 34787

#O6277241, Cheyanne MacNeill, Listing Office: NETWORTH REALTY OF ORLANDO, LLC

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

kitchen featuring light wood-type flooring, appliances with stainless steel finishes, sink, and decorative backsplash

kitchen with light hardwood / wood-style floors, sink, appliances with stainless steel finishes, crown molding, and decorative backsplash

Video tour

$3,432 Closing Credit¹

$289,000

2 beds • 1 bath • 888 sqft

430 Pennsylvania Ave, Winter Garden FL 34787

#O6281990, Brian LeMay, Listing Office: ROMAN REALTY GROUP, LLC

view of front of home featuring covered porch and a front yard

view of front facade featuring covered porch and a front yard

spare room with light tile patterned flooring and a notable chandelier

Video tour

$6,638 Closing Credit¹

$559,000

3 beds • 2.5 baths • 2,199 sqft

15088 Night Heron Dr, Winter Garden FL 34787

#O6282019, Antoine Divay, Listing Office: FCG REALTY

view of front of home with a garage and a lawn

kitchen with an island with sink, appliances with stainless steel finishes, sink, and decorative light fixtures

Video tour

$8,289 Closing Credit¹

$698,000

2 beds • 2 baths • 1,921 sqft

13684 Fresh Ivy St, Winter Garden FL 34787

#O6281771, Adrienne Escott, Listing Office: PULTE REALTY OF NORTH FLORIDA LLC

view of front of property with a garage, a porch, and a front yard

kitchen featuring gas stovetop, dark hardwood / wood-style floors, gray cabinets, stainless steel double oven, and a kitchen island with sink

$9,773 Closing Credit¹

$823,000

5 beds • 4 baths • 3,430 sqft

13062 Sunrise Harvest Dr, Winter Garden FL 34787

#O6281380, Abigail Belchick, Listing Office: OLYMPUS EXECUTIVE REALTY INC

kitchen featuring appliances with stainless steel finishes, decorative light fixtures, white cabinetry, an island with sink, and light stone counters

kitchen featuring sink, appliances with stainless steel finishes, a kitchen island with sink, white cabinetry, and decorative light fixtures

Video tour

$6,472 Closing Credit¹

$545,000

3 beds • 3 baths • 2,152 sqft

15052 Mayberry Dr, Winter Garden FL 34787

#O6281362, Marisol Goncalvez De Ayala, Listing Office: AGENT TRUST REALTY CORPORATION

view of front facade with stucco siding, an attached garage, covered porch, decorative driveway, and a front yard

3D tour

$10,000 Closing Credit¹

$990,000

4 beds • 4.5 baths • 3,225 sqft

15772 Murcott Harvest Loop, Winter Garden FL 34787

#O6280985, Any Alves, Listing Office: WRA BUSINESS & REAL ESTATE

view of front of home featuring a garage and central air condition unit

unfurnished living room featuring an inviting chandelier and light hardwood / wood-style flooring

kitchen featuring tasteful backsplash, an island with sink, white cabinetry, hanging light fixtures, and stainless steel appliances

Video tour

$5,225 Closing Credit¹

$440,000

3 beds • 2.5 baths • 1,345 sqft

15318 Beamleigh Rd, Winter Garden FL 34787

#O6281049, Lesly Hijar, Listing Office: REAL BROKER, LLC

view of front of house featuring french doors and a front lawn

living room with crown molding and wood-type flooring

living room featuring crown molding, a wealth of natural light, and dark hardwood / wood-style flooring

Video tour

$8,966 Closing Credit¹

$755,000

5 beds • 4 baths • 3,649 sqft

15313 Hayworth Dr, Winter Garden FL 34787

#O6281010, David Drawdy, Jr., Listing Office: KELLER WILLIAMS REALTY AT THE PARKS

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

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

view of home's exterior with stucco siding and an attached garage

Video tour

$5,581 Closing Credit¹

$470,000

4 beds • 2.5 baths • 2,199 sqft

15323 Torpoint Rd, Winter Garden FL 34787

#O6280907, Erika Gao, Listing Office: RC GROUP REALTY LLC

view of front facade featuring a garage and a front yard

view of front of house featuring a garage

birds eye view of property with a water view

Video tour

$10,000 Closing Credit¹

$950,000

5 beds • 4.5 baths • 3,408 sqft

9014 Sonoma Coast Dr, Winter Garden FL 34787

#O6280557, Priya Rajan, Listing Office: TOP LINE REALTY

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

$8,193 Closing Credit¹

$689,900

4 beds • 3.5 baths • 3,272 sqft

8125 Atlantic Puffin St, Winter Garden FL 34787

#O6279690, Jenny Wemert, Listing Office: WEMERT GROUP REALTY LLC

view of front of house featuring stucco siding

kitchen with a sink, appliances with stainless steel finishes, dark wood-style floors, and white cabinets

kitchen featuring white cabinets, appliances with stainless steel finishes, light countertops, and a sink

Video tour

$6,769 Closing Credit¹

$570,000

3 beds • 2.5 baths • 2,196 sqft

14214 Shocklach Dr, Winter Garden FL 34787

#O6280692, Andrew Philippone, Listing Office: INDEPENDENCE REALTY GROUP LLC

mediterranean / spanish-style house with a garage and a front lawn

mediterranean / spanish-style house with a front lawn

$10,000 Closing Credit¹

$895,000

4 beds • 3.5 baths • 2,799 sqft

15672 Shorebird Ln, Winter Garden FL 34787

#O6280085, Karen Ledet, LLC, Listing Office: EXP REALTY LLC

craftsman house featuring a garage and covered porch

view of front of property featuring a garage and a front lawn

Video tour

$10,000 Closing Credit¹

$890,000

5 beds • 4 baths • 2,832 sqft

18417 Oliver Twist Way, Winter Garden FL 34787

#O6280394, Ron Debrassi, Listing Office: DEBRASSI REALTY LLC

mediterranean / spanish house with a garage and a front yard

Video tour

$8,788 Closing Credit¹

$740,000

8 beds • 4 baths • 5,108 sqft

1486 Juniper Hammock St, Winter Garden FL 34787

#S5120578, Eric Jia, Listing Office: NUMBER 1 BROKER, LLC

Video tour

$4,608 Closing Credit¹

$388,000

3 beds • 2.5 baths • 1,566 sqft

608 S Lakeview Ave, Winter Garden FL 34787

#S5120128, Romelia Pina De Pina, Listing Office: DELUX ROYAL REAL ESTATE, LLC

view of front of property featuring a garage, a yard, and covered porch

view of front facade featuring a garage and covered porch

$10,000 Closing Credit¹

$895,000

4 beds • 4.5 baths • 3,002 sqft

4789 Terrace Bluff St, Winter Garden FL 34787

#O6279175, Ron Debrassi, Listing Office: DEBRASSI REALTY LLC

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

view of front of house featuring a garage and a front yard

$10,000 Closing Credit¹

$859,900

5 beds • 4 baths • 4,258 sqft

15165 Heron Hideaway Cir, Winter Garden FL 34787

#O6279201, Joseph Doher, Listing Office: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

living room with light hardwood / wood-style flooring and a textured ceiling

living room with hardwood / wood-style floors

Video tour

$10,000 Closing Credit¹

$880,000

5 beds • 3.5 baths • 3,004 sqft

15209 Lake Lamonia St, Winter Garden FL 34787

#O6279404, Ketan Patel, Listing Office: CENTURY 21 CARIOTI

view of home's exterior featuring a yard

living room featuring a textured ceiling and a chandelier

$5,878 Closing Credit¹

$495,000

3 beds • 2 baths • 1,685 sqft

15914 Moonlight Bay St, Winter Garden FL 34787

#O6279200, Ali Mazahaem Flores, Listing Office: COMPASS FLORIDA LLC

rear view of house featuring a patio, central AC, and a lawn

kitchen with sink, backsplash, stainless steel appliances, light stone countertops, and a center island with sink

Video tour

$7,125 Closing Credit¹

$600,000

4 beds • 3 baths • 2,038 sqft

5374 Lake Virginia St, Winter Garden FL 34787

#O6274750, Liliana Nino Velandia, Listing Office: EMPIRE NETWORK REALTY

view of front of home with covered porch and a front yard

view of side of property with a yard and a porch

exterior space featuring a lawn and covered porch

Video tour

$8,194 Closing Credit¹

$689,990

4 beds • 3.5 baths • 2,807 sqft

13819 Lanyard Way, Winter Garden FL 34787

#O6279135, Liam Glover PA, Listing Office: KELLER WILLIAMS WINTER PARK

Video tour

$6,282 Closing Credit¹

$529,000

3 beds • 2 baths • 1,500 sqft

213 James Dr, Winter Garden FL 34787

#O6279129, Milton James, Listing Office: COLDWELL BANKER RESIDENTIAL RE

craftsman-style house featuring a garage and a front lawn

view of front of house with a garage and a lawn

3D tour

$10,000 Closing Credit¹

$1,100,000

5 beds • 4 baths • 3,718 sqft

1910 Lake Roberts Landing Dr, Winter Garden FL 34787

#O6278690, Wendell Landt, Listing Office: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

view of exterior entry featuring ceiling fan and covered porch

Video tour

$6,589 Closing Credit¹

$554,900

3 beds • 2.5 baths • 1,892 sqft

9360 Meadow Hunt Way, Winter Garden FL 34787

#O6278396, Dana Allensworth, Listing Office: FATHOM REALTY FL LLC

single story home featuring a front yard

view of front of house with a front lawn

$3,325 Closing Credit¹

$280,000

3 beds • 1 bath • 988 sqft

3115 Ave U NW, Winter Haven FL 33881

#O6277436, Daniel Robinson, Listing Office: HOUWZER INC

view of front of home with a garage and a front lawn

view of front of home featuring a garage and a front yard

Video tour

$6,709 Closing Credit¹

$565,000

4 beds • 2 baths • 2,038 sqft

38 Lakeview Reserve Blvd, Winter Garden FL 34787

#O6278328, Carmelo Nuccio, Listing Office: RE/MAX EXCLUSIVE COLLECTION

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

Video tour

$10,000 Closing Credit¹

$899,000

3 beds • 2.5 baths • 2,268 sqft

896 Tilden Oaks Trl, Winter Garden FL 34787

#O6278752, Rema Perras, Listing Office: CORCORAN PREMIER REALTY

3D tour

$8,906 Closing Credit¹

$750,000

4 beds • 3 baths • 2,117 sqft

15491 Lebeau Loop, Winter Garden FL 34787

#O6278831, Jasmine Martz, Listing Office: OLYMPUS EXECUTIVE REALTY INC

view of front of property featuring a garage and covered porch

view of swimming pool featuring pool water feature and a patio area

$10,000 Closing Credit¹

$1,399,999

5 beds • 4.5 baths • 3,881 sqft

15732 Shorebird Ln, Winter Garden FL 34787

#O6278207, Karen Ledet, LLC, Listing Office: EXP REALTY LLC

front of property with a garage and a front yard

back of house featuring a sunroom and a yard

Video tour

$8,728 Closing Credit¹

$735,000

5 beds • 3.5 baths • 2,900 sqft

4535 Gliding Wave St, Winter Garden FL 34787

#O6269368, Rich Noto, Listing Office: DALTON WADE INC

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121-160 of 421 Results

Explore popular home types in Winter Garden, FL

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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

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

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Last updated on: 3/15/2025, 9:20:56 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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Last updated on: 3/15/2025, 9:20:50 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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Last updated on: 3/15/2025, 9:15:58 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.