5 bedroom homes for sale in Winter Garden, FL

95 Listings

mediterranean / spanish house with a garage

mediterranean / spanish-style home with a garage

mediterranean / spanish-style house with a garage

Video tour

$10,000 Closing Credit¹

$1,970,000

5 beds • 4.5 baths • 4,263 sqft

16548 Raven Rock Pl, Winter Garden FL 34787

#S5119828, Norca Serrano Mendoza, Listing Office: LPT REALTY, LLC

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

view of front facade featuring a garage and a front yard

$8,657 Closing Credit¹

$729,000

5 beds • 4 baths • 3,439 sqft

361 Spring Leap Cir, Winter Garden FL 34787

#S5119493, Nina Nguyen, Listing Office: LA ROSA REALTY ORLANDO LLC

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view of front of property with a garage, a front yard, and glass enclosure

view of swimming pool featuring a fire pit, a patio area, and glass enclosure

$10,000 Closing Credit¹

$1,400,000

5 beds • 3.5 baths • 3,911 sqft

10219 Atwater Bay Dr, Winter Garden FL 34787

#O6275557, Chris Creegan, Listing Office: CREEGAN GROUP

$3,750,000

5 beds • 4 baths • 5,423 sqft

4230 Rex Dr, Winter Garden FL 34787

#O6274608, Jenny Wemert, Listing Office: WEMERT GROUP REALTY LLC

view of front of home with a porch and a garage

view of front of home featuring a garage

view of front of house featuring a garage

Video tour

$10,000 Closing Credit¹

$1,100,000

5 beds • 5 baths • 3,861 sqft

16750 Toccoa Row, Winter Garden FL 34787

#O6274855, Denise Batista, Listing Office: ALLUX REAL ESTATE LLC

view of front of home with metal roof, an attached garage, stone siding, decorative driveway, and a standing seam roof

interior space featuring decorative light fixtures, crown molding, a decorative wall, wainscoting, and light tile patterned flooring

kitchen featuring light tile patterned floors, tasteful backsplash, visible vents, an island with sink, and stainless steel appliances

Video tour

$10,000 Closing Credit¹

$1,350,000

5 beds • 5 baths • 4,964 sqft

15041 Gaulberry Run, Winter Garden FL 34787

#O6271414, Andrea Sider, PA, Listing Office: KELLER WILLIAMS WINTER PARK

ranch-style house featuring driveway, a garage, roof with shingles, a front lawn, and stucco siding

ranch-style house featuring a front lawn, decorative driveway, an attached garage, and stucco siding

unfurnished living room with light wood-type flooring, a raised ceiling, visible vents, and baseboards

Video tour

$10,000 Closing Credit¹

$850,000

5 beds • 3.5 baths • 2,976 sqft

4544 Gliding Wave St, Winter Garden FL 34787

#O6272946, Larry Bautista, Listing Office: CHARLES RUTENBERG REALTY ORLANDO

Room to negotiate?

Median Sold Price

$575.7K

Avg. Sale Time

53 Days

Based on our February 2025 Market Report.

rear view of property with a balcony, central air condition unit, and a lawn

Video tour

$10,000 Closing Credit¹

$1,180,000

5 beds • 4 baths • 3,301 sqft

14429 Wabasso Loop, Winter Garden FL 34787

#S5118784, Alfredo Olivares, Listing Office: CREDIT HOME CORP

view of front facade featuring a front lawn and a garage

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

Video tour

$10,000 Closing Credit¹

$1,790,000

5 beds • 5 baths • 4,242 sqft

16750 Sanctuary Dr, Winter Garden FL 34787

#O6269629, Kelly Whitaker, Listing Office: PREMIER SOTHEBYS INT'L REALTY

view of front of property featuring covered porch and a garage

kitchen with white cabinets, wall chimney exhaust hood, backsplash, black electric cooktop, and dark hardwood / wood-style floors

Video tour

$9,797 Closing Credit¹

$825,000

5 beds • 4.5 baths • 3,860 sqft

16337 Silver Grove Blvd, Winter Garden FL 34787

#O6271137, Brigitte Knott, Listing Office: CHARLES RUTENBERG REALTY ORLANDO

Video tour

$8,550 Closing Credit¹

$720,000

5 beds • 3 baths • 3,013 sqft

8060 Bowery Dr, Winter Garden FL 34787

#O6272050, Camilo Rojas, Listing Office: KELLER WILLIAMS LEGACY REALTY

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

craftsman-style home featuring a garage and a front yard

Video tour

$9,488 Closing Credit¹

$799,000

5 beds • 4 baths • 2,836 sqft

16719 Sanctuary Dr, Winter Garden FL 34787

#O6269763, Ken Pozek, Listing Office: KELLER WILLIAMS ELITE PARTNERS III REALTY

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

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

entryway with light tile patterned floors and a tray ceiling

$7,599 Closing Credit¹

$639,900

5 beds • 4 baths • 3,192 sqft

611 Marsh Reed Dr, Winter Garden FL 34787

#O6271009, Ariel Vargas, Listing Office: EXP REALTY LLC

craftsman-style house featuring a garage and a front lawn

$10,000 Closing Credit¹

$861,120

5 beds • 4.5 baths • 3,719 sqft

13200 Faro Ct Unit 44, Winter Garden FL 34787

#O6270042, Gretta Akellino, Listing Office: K HOVNANIAN FLORIDA REALTY

kitchen featuring kitchen peninsula, decorative light fixtures, white cabinets, and black appliances

Video tour

$6,876 Closing Credit¹

$579,000

5 beds • 2.5 baths • 2,212 sqft

1030 Bending Oak Trl, Winter Garden FL 34787

#O6267845, Lynette Piontek, Listing Office: CENTRAL FLORIDA PRIME REAL ESTATE LLC

view of property with a garage and a front lawn

view of front property with a garage and a front yard

$7,422 Closing Credit¹

$625,000

5 beds • 3 baths • 2,814 sqft

2806 Balforn Tower Way, Winter Garden FL 34787

#O6267460, Alex Vastardis, Listing Office: COLDWELL BANKER REALTY

mediterranean / spanish home with a front yard and a garage

view of property exterior featuring a yard

Video tour

$10,000 Closing Credit¹

$1,449,999

5 beds • 4.5 baths • 3,653 sqft

15511 Shorebird Ln, Winter Garden FL 34787

#O6263144, Vanessa Montiel, Listing Office: FLORIDA REALTY INVESTMENTS

view of front facade with a front lawn and a garage

Video tour

$4,601 Closing Credit¹

$387,490

5 beds • 3 baths • 2,601 sqft

4807 Khloe Ct, Winter Haven FL 33884

#O6262665, Paul King, Listing Office: DR HORTON REALTY OF CENTRAL FLORIDA LLC

view of front facade with a garage and a front lawn

$10,000 Closing Credit¹

$2,199,000

5 beds • 5.5 baths • 5,500 sqft

7233 Wild Blackberry Trl, Winter Garden FL 34787

#O6260495, Bob McNelis, Listing Office: KELLER WILLIAMS HERITAGE REALTY

view of front facade featuring a porch and a garage

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

$8,787 Closing Credit¹

$739,990

5 beds • 3.5 baths • 3,777 sqft

2081 Nerva Rd, Winter Garden FL 34787

#O6257572, Veronica Figueroa, Listing Office: EXP REALTY LLC

living room with ceiling fan, sink, and light wood-type flooring

kitchen with appliances with stainless steel finishes, decorative light fixtures, a center island with sink, white cabinets, and light wood-type flooring

$10,000 Closing Credit¹

$1,100,000

5 beds • 3.5 baths • 3,910 sqft

9849 Lost Creek Dr, Winter Garden FL 34787

#O6258009, Jennifer Ibarra, Listing Office: REAL BROKER, LLC

view of front facade with a balcony and a garage

$4,500,000

5 beds • 6.5 baths • 6,601 sqft

15614 Espalier Way, Winter Garden FL 34787

#O6258701, Elisa Seixas, PA, Listing Office: WRA BUSINESS & REAL ESTATE

view of front facade featuring a garage and a front lawn

tiled foyer entrance with a towering ceiling and an inviting chandelier

Video tour

$9,084 Closing Credit¹

$765,000

5 beds • 3.5 baths • 3,673 sqft

1349 Castleport Rd, Winter Garden FL 34787

#O6258370, Andressa Baptista Steidl de Oliveira, Listing Office: AUTHENTIC REAL ESTATE TEAM

view of swimming pool with an in ground hot tub, a patio, and a lanai

mediterranean / spanish house with a front lawn and a garage

view of front facade with a garage and a front yard

Video tour

$10,000 Closing Credit¹

$927,900

5 beds • 2.5 baths • 3,954 sqft

13412 Fox Glove St, Winter Garden FL 34787

#G5088860, Juli Onorata, Listing Office: CHARLES RUTENBERG REALTY ORLANDO

view of front of home featuring a residential view, decorative driveway, roof with shingles, and an attached garage

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

unfurnished room with light wood finished floors, baseboards, visible vents, a chandelier, and recessed lighting

$10,000 Closing Credit¹

$999,999

5 beds • 4.5 baths • 4,041 sqft

13193 Tollcross Way, Winter Garden FL 34787

#S5114849, Chandra Maraj, Listing Office: WATSON REALTY CORP.

view of pool with a patio, an in ground hot tub, and a water view

mediterranean / spanish-style home with a front yard and a water view

Video tour

$10,000 Closing Credit¹

$2,450,000

5 beds • 5.5 baths • 4,709 sqft

15663 Panther Lake Dr, Winter Garden FL 34787

#O6251528, Patricia Lamana, Listing Office: DEFINE REALTY LLC

view of front of property featuring stucco siding and a front yard

view of front of home with stucco siding

living room featuring visible vents, light wood-style flooring, stairs, and an inviting chandelier

Video tour

$6,638 Closing Credit¹

$559,000

5 beds • 3 baths • 2,236 sqft

621 Brandy Oaks Loop, Winter Garden FL 34787

#O6252192, Danielle Wilkosz, Listing Office: HOGAN REALTY GROUP INC

sitting room with crown molding, ceiling fan, hardwood / wood-style flooring, and wooden ceiling

$2,968 Closing Credit¹

$249,900

5 beds • 2 baths • 1,740 sqft

3511 Ave R NW, Winter Haven FL 33881

#P4932504, Daniel Hut, Listing Office: HUT TEAM REALTY

single story home featuring a front yard

living room with dark hardwood / wood-style flooring, a textured ceiling, and ceiling fan

kitchen with stainless steel appliances, a center island, light tile patterned floors, and kitchen peninsula

Video tour

$9,500 Closing Credit¹

$800,000

5 beds • 3 baths • 2,873 sqft

2800 Tropic Ct, Winter Garden FL 34787

#O6251898, Barry Jamieson, Listing Office: JAMIESON PROPERTIES, INC.

entryway with light hardwood / wood-style floors

living room with sink and light wood-type flooring

Video tour

$10,000 Closing Credit¹

$1,099,900

5 beds • 3.5 baths • 3,910 sqft

9747 Lost Creek Dr, Winter Garden FL 34787

#O6251539, Kim Goldin, Listing Office: KELLER WILLIAMS ADVANTAGE REALTY

view of front facade with a front yard and a garage

$8,134 Closing Credit¹

$685,000

5 beds • 4.5 baths • 3,314 sqft

14421 Shaman Way, Winter Garden FL 34787

#O6250321, Will Mathews, Listing Office: EXP REALTY LLC

Video tour

$10,000 Closing Credit¹

$1,548,000

5 beds • 4.5 baths • 4,693 sqft

15716 Panther Lake Dr, Winter Garden FL 34787

#O6249960, Sanjay Kumar, Listing Office: FL RESIDENTIAL COM & INVESTMNT

view of front of property with a lawn and a garage

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

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

$10,000 Closing Credit¹

$980,000

5 beds • 5 baths • 4,272 sqft

3198 Sailing Pier Ave, Winter Garden FL 34787

#O6246563, Jared Dunn, Listing Office: LPT REALTY

view of front of property featuring a garage

Video tour

$10,000 Closing Credit¹

$865,000

5 beds • 3.5 baths • 3,881 sqft

5657 Mangrove Cove Ave, Winter Garden FL 34787

#S5112921, Reynaldo Izaguirre, PA, Listing Office: ALTIS REALTY

view of front of property with a front lawn

view of pool with a yard and a patio area

$10,000 Closing Credit¹

$1,000,000

5 beds • 4.5 baths • 3,641 sqft

3278 Hanging Tide St, Winter Garden FL 34787

#O6244654, Katherine Figueroa Santiago, Listing Office: WATSON REALTY CORP., REALTORS

mediterranean / spanish house featuring a garage and a front yard

Video tour

$10,000 Closing Credit¹

$885,000

5 beds • 3.5 baths • 3,663 sqft

1125 English Garden Ln SE, Winter Garden FL 34787

#O6235713, Michele Szmolke, Listing Office: ERA GRIZZARD REAL ESTATE

birds eye view of property with a water view

$3,499,999

5 beds • 5.5 baths • 7,512 sqft

13352 Lago Vista Dr, Winter Garden FL 34787

#A4623624, Brianna Lindauer, Listing Office: REALNET FLORIDA REAL ESTATE

dining space featuring a notable chandelier, a raised ceiling, and light wood-type flooring

Video tour

$10,000 Closing Credit¹

$889,000

5 beds • 4.5 baths • 3,815 sqft

8349 Topsail Pl, Winter Garden FL 34787

#O6241445, Carmen Molina, Listing Office: LA ROSA REALTY LLC

Video tour

$10,000 Closing Credit¹

$1,300,000

5 beds • 4.5 baths • 3,816 sqft

15161 Canoe Pl, Winter Garden FL 34787

#O6240995, Maqueli Gewehr, Listing Office: WRA BUSINESS & REAL ESTATE

entrance foyer featuring baseboards, visible vents, wood finished floors, a high ceiling, and stairs

bathroom with wood finished floors, toilet, and baseboards

Video tour

$10,000 Closing Credit¹

$1,489,741

5 beds • 3.5 baths • 3,920 sqft

10093 Atwater Bay Dr, Winter Garden FL 34787

#O6239846, Jay Love, Listing Office: D R HORTON REALTY OF CENTRAL FLORIDA LLC

41-80 of 95 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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IDX Copyright 2025 My Florida Regional Multiple Listing Service DBA Stellar MLS. The real estate listing data marked with this icon comes from the IDX program of the Stellar MLS system. All information provided is deemed reliable but is not guaranteed and should be independently verified. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided exclusively for consumers’ personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Properties displayed may be listed or sold by various participants in the MLS.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 3/14/2025, 10:19:51 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

Copyright © 2025 Northeast Florida Multiple Listing Service, Inc. All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of the Northeast Florida Multiple Listing Service, Inc. Real estate listings held by other brokerage firms are marked with the listing broker's name and detailed information about such listings. Data provided is deemed reliable but is not guaranteed. IDX information is provided exclusively for consumers personal, noncommercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 3/14/2025, 10:20:58 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.