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Houses for Rent in Winter Garden, FL with a Garage

83 Rentals
.
  12. 3 BEDS, 2 BATHS
    $2,470
    Total Monthly Price Total Monthly Price New
    Base Rent$2,470
    Required Monthly FeesNone
    Total Monthly Price$2,470

    15333 Harrowgate Way

    15333 Harrowgate Way, Winter Garden, FL 34787
    (833) 736-8264
  13. 4 BEDS, 3 BATHS
    $3,055
    Total Monthly Price Total Monthly Price New
    Base Rent$3,055
    Required Monthly FeesNone
    Total Monthly Price$3,055

    1238 Rain Lily Rd

    1238 Rain Lily Rd, Winter Garden, FL 34787
    (833) 736-8264
  14. 4 BEDS, 2.5 BATHS
    $3,295
    Total Monthly Price Total Monthly Price New
    Base Rent$3,295
    Required Monthly FeesNone
    Total Monthly Price$3,295

    1781 Morning Sky Dr

    1781 Morning Sky Dr, Winter Garden, FL 34787
    (833) 736-8264
  16. 3 BEDS, 2 BATHS
    $2,515
    Total Monthly Price Total Monthly Price New
    Base Rent$2,515
    Required Monthly FeesNone
    Total Monthly Price$2,515

    109 Zachary Wade St

    109 Zachary Wade St, Winter Garden, FL 34787
    (833) 736-8264
  17. 4 BEDS, 2 BATHS
    $2,660
    Total Monthly Price Total Monthly Price New
    Base Rent$2,660
    Required Monthly FeesNone
    Total Monthly Price$2,660

    153 Timbercreek Pines Cir

    153 Timbercreek Pines Cir, Winter Garden, FL 34787
    (833) 736-8264
  18. Building Photo - 7573 Green Mountain Way
    4 BEDS, 4 BATHS
    $8,000
    Total Monthly Price Total Monthly Price New
    Base Rent$8,000
    Required Monthly FeesNone
    Total Monthly Price$8,000

    7573 Green Mountain Way

    7573 Green Mountain Way, Winter Garden, FL 34787
  19. Building Photo - 542 Groves End Ln
    4 BEDS, 2 BATHS
    $2,800
    Total Monthly Price Total Monthly Price New
    Base Rent$2,800
    Required Monthly FeesNone
    Total Monthly Price$2,800

    542 Groves End Ln

    542 Groves End Ln, Winter Garden, FL 34787
Showing 42 of 83 results, Page 1 of 2

Winter Garden at a Glance

Average Rent

$1,685
(All bedrooms and property types)
Learn more about
Average Rent in Winter Garden
7

School Rating

out of 10 Rating
Learn more about
Schools in Winter Garden

Winter Garden, FL Houses for Rent

Winter Garden is a city in western Orange County located about 14 miles west of Downtown Orlando, known for its restored historic downtown district with brick-lined streets and the popular West Orange Trail that winds through the heart of the city. Those looking for apartments for rent in Winter Garden will find a range of housing options, from modern apartment communities near Winter Garden Village to rentals in established neighborhoods like Stoneybrook West and Wintermere Pointe, with average one-bedroom rents around $1,736 per month.

Renting in Winter Garden offers convenient access to both local amenities and the greater Orlando metropolitan area. The downtown area features local shops, dining options, and the Garden Theatre for entertainment, while the weekend farmers market has become a community tradition. The West Orange Trail provides miles of paved paths for outdoor activities, and Lake Apopka offers additional recreation opportunities nearby. Residents benefit from the city's location along State Road 50 and the Florida Turnpike, making commutes to Orlando and surrounding areas straightforward, while still enjoying the city's distinctive downtown character and community atmosphere.

Renting in Winter Garden

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Winter Garden

(For 1 bedroom apartments)

Education

GreatSchools Rating
West Orange High

Public High School

Public
Grades 9-12
2,816 Students
GreatSchools Rating
Horizon High School

Public High School

Public
Grades 9-12
3,046 Students
GreatSchools Rating
West Orange High School

Public High School

Public
Grades 9-12
2,804 Students
GreatSchools Rating
Water Spring Middle School-0482

Public Middle School

Public
Grades 6-8
1,274 Students
GreatSchools Rating
Bridgewater Middle School

Public Middle School

Public
Grades 6-8
1,098 Students
GreatSchools Rating
Hamlin Middle School

Public Middle School

Public
Grades 6-8
1,034 Students
GreatSchools Rating
SunRidge Middle School

Public Middle School

Public
Grades 6-8
1,115 Students
GreatSchools Rating
Lakeview Middle

Public Middle School

Public
Grades 6-8
843 Students
GreatSchools Rating
Hamlin Elementary School

Public Elementary School

Public
Grades K-5
725 Students
GreatSchools Rating
Independence Elementary

Public Elementary School

Public
Grades K-5
829 Students

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

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