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Houses for Rent in Winter Garden, FL with a Garage

56 Rentals
  1. 3 BEDS, 2 BATHS
    $2,550
    Total Monthly Price Total Monthly Price New
    Base Rent$2,550
    Required Monthly FeesNone
    Total Monthly Price$2,550

    15333 Harrowgate Way

    15333 Harrowgate Way, Winter Garden, FL 34787
    (833) 736-8264
  2. 4 BEDS, 3 BATHS
    $3,085
    Total Monthly Price Total Monthly Price New
    Base Rent$3,085
    Required Monthly FeesNone
    Total Monthly Price$3,085

    1424 Mistflower Ln

    1424 Mistflower Ln, Winter Garden, FL 34787
    (833) 736-8264
  3. 3 BEDS, 2 BATHS
    $2,315
    Total Monthly Price Total Monthly Price New
    Base Rent$2,315
    Required Monthly FeesNone
    Total Monthly Price$2,315

    806 Hayley Cir

    806 Hayley Cir, Winter Garden, FL 34787
    (833) 736-8264
  4. 4 BEDS, 3 BATHS
    $3,100
    Total Monthly Price Total Monthly Price New
    Base Rent$3,100
    Required Monthly FeesNone
    Total Monthly Price$3,100

    1238 Rain Lily Rd

    1238 Rain Lily Rd, Winter Garden, FL 34787
    (833) 736-8264
  5. 3 BEDS, 2 BATHS
    $2,610
    Total Monthly Price Total Monthly Price New
    Base Rent$2,610
    Required Monthly FeesNone
    Total Monthly Price$2,610

    109 Zachary Wade St

    109 Zachary Wade St, Winter Garden, FL 34787
    (833) 736-8264
  6. Building Photo - 16125 Parkwyn St
    3 BEDS, 3 BATHS
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    16125 Parkwyn St

    16125 Parkwyn St, Winter Garden, FL 34787
  7. Building Photo - 9306 Mira Valle Ln
    3 BEDS, 3 BATHS
    $2,850
    Total Monthly Price Total Monthly Price New
    Base Rent$2,850
    Required Monthly FeesNone
    Total Monthly Price$2,850

    9306 Mira Valle Ln

    9306 Mira Valle Ln, Winter Garden, FL 34787
  8. 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
  9. 5 BEDS, 4.5 BATHS
    $3,730
    Total Monthly Price Total Monthly Price New
    Base Rent$3,730
    Required Monthly FeesNone
    Total Monthly Price$3,730

    2324 Pesaro Cir

    2324 Pesaro Cir, Ocoee, FL 34761
    (833) 736-8264
  10. Building Photo - 15308 Honeybell Dr
    4 BEDS, 3.5 BATHS
    $3,350
    Total Monthly Price Total Monthly Price New
    Base Rent$3,350
    Required Monthly FeesNone
    Total Monthly Price$3,350

    15308 Honeybell Dr

    15308 Honeybell Dr, Winter Garden, FL 34787
Showing 42 of 56 results, Page 1 of 2

Winter Garden at a Glance

Average Rent

$1,698
(All bedrooms and property types)
Learn more about
Average Rent in Winter Garden
8

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

Public High School

Public
Grades 9-12
2,816 Students
GreatSchools Rating

Public High School

Public
Grades 9-12
2,804 Students
GreatSchools Rating

Public High School

Public
Grades 9-12
3,046 Students
GreatSchools Rating

Public High School

Public
Grades 9-12
Students
GreatSchools Rating

Public Middle School

Public
Grades 6-8
1,274 Students
GreatSchools Rating

Public Middle School

Public
Grades 6-8
1,098 Students
GreatSchools Rating

Public Middle School

Public
Grades 6-8
1,034 Students
GreatSchools Rating

Public Middle School

Public
Grades 6-8
1,178 Students
GreatSchools Rating

Public Middle School

Public
Grades 6-8
1,115 Students
GreatSchools Rating

Public Elementary School

Public
Grades K-5
725 Students
GreatSchools Rating

Public Elementary School

Public
Grades K-5
829 Students

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

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