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Apartments for Rent in Winter Garden, FL with a Garage

838 Rentals
.
  1. Building Photo - Elan Crown Point
    Rent Special
    Rent Special
    1 BED
    $1,741+
    2 BEDS
    $2,231+
    3 BEDS
    $2,956+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,620 - $3,435
    Required Monthly Fees$121
    Utilities & EssentialsVaries
    Total Monthly Price$1,741 - $3,556

    Elan Crown Point

    2285 Crown Vlg Rd, Ocoee, FL 34761
    (689) 407-6923
  3. 1 Month Free
    1 Month Free
    |
    1 BED
    $1,845+
    2 BEDS
    $2,350+
    3 BEDS
    $2,650+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,790 - $3,404
    Required Monthly Fees$55
    Utilities & EssentialsVaries
    Total Monthly Price$1,845 - $2,674

    Corban Horizon West

    15000 Stratus Loop, Winter Garden, FL 34787
    (689) 407-2283
  4. $489 Off
    Price Drop. $489 Off
    |
    1 BED
    $1,605+
    2 BEDS
    $1,827+
    3 BEDS
    $2,552+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,475 - $2,562
    Required Monthly Fees$130 - $140
    Utilities & EssentialsVaries
    Total Monthly Price$1,605 - $2,702

    Windermere Cay

    8200 Jayme Dr, Winter Garden, FL 34787
    (689) 600-2212
  5. $365 Off
    Price Drop. $365 Off
    1 BED
    $1,765+
    2 BEDS
    $1,920+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,610 - $2,015
    Required Monthly Fees$40
    Utilities & EssentialsVaries
    Total Monthly Price$1,765 - $2,055

    IMT Sonoma Hills

    14619 Casita Ridge, Winter Garden, FL 34787
    (689) 407-8016
  7. $261 Off
    Price Drop. $261 Off
    |
    1 BED
    $1,634+
    2 BEDS
    $2,100+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,599 - $2,100
    Required Monthly Fees$35
    Utilities & EssentialsVaries
    Total Monthly Price$1,634 - $2,135

    Prose Avalon Pointe

    14505 Tristan Cir, Winter Garden, FL 34787
    (407) 934-0429
  10. Building Photo - Regency
    STUDIO
    $1,836+
    1 BED
    $2,062+
    2 BEDS
    $2,662+
    3 BEDS
    $3,107+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,724 - $3,100
    Required Monthly Fees$112
    Total Monthly Price$1,836 - $3,212

    Regency

    1601 Maguire Rd, Ocoee, FL 34761
    (689) 329-1873
  11. Exceptional Value
    1 BED
    $1,785+
    2 BEDS
    $2,050+
    3 BEDS
    $2,468+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,616 - $2,478
    Required Monthly Fees$169
    Total Monthly Price$1,785 - $2,647

    Casa Mirella

    101 Casa Mirella Way, Windermere, FL 34786
    (689) 407-8243
  14. Building Photo - 2827 Sanctuary Ln
    3 BEDS, 3 BATHS
    $4,500
    Total Monthly Price Total Monthly Price New
    Base Rent$4,500
    Required Monthly FeesNone
    Total Monthly Price$4,500

    2827 Sanctuary Ln

    2827 Sanctuary Ln, Winter Garden, FL 34787
  18. Building Photo - 16350 Hamlin Vw St
    3 BEDS, 3 BATHS
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    16350 Hamlin Vw St

    16350 Hamlin Vw St, Winter Garden, FL 34787
  26. Building Photo - 7827 Skiing Way
    5 BEDS, 7 BATHS
    $15,000
    Total Monthly Price Total Monthly Price New
    Base Rent$15,000
    Required Monthly FeesNone
    Total Monthly Price$15,000

    7827 Skiing Way

    7827 Skiing Way, Winter Garden, FL 34787
  30. Building Photo - 147 Timbercreek Pines Cir
    4 BEDS, 2 BATHS
    $2,810
    Total Monthly Price Total Monthly Price New
    Base Rent$2,810
    Required Monthly FeesNone
    Total Monthly Price$2,810

    147 Timbercreek Pines Cir

    147 Timbercreek Pines Cir, Winter Garden, FL 34787
    (833) 736-8264
  31. 4 BEDS, 2.5 BATHS
    $3,120
    Total Monthly Price Total Monthly Price New
    Base Rent$3,120
    Required Monthly FeesNone
    Total Monthly Price$3,120

    593 First Cape Coral Dr

    593 First Cape Coral Dr, Winter Garden, FL 34787
    (833) 736-8264
  32. 5 BEDS, 3.5 BATHS
    $3,230
    Total Monthly Price Total Monthly Price New
    Base Rent$3,230
    Required Monthly FeesNone
    Total Monthly Price$3,230

    1869 Americus Minor Dr

    1869 Americus Minor Dr, Winter Garden, FL 34787
    (833) 736-8264
  33. 3 BEDS, 2.5 BATHS
    $2,605
    Total Monthly Price Total Monthly Price New
    Base Rent$2,605
    Required Monthly FeesNone
    Total Monthly Price$2,605

    1907 Seatonham St

    1907 Seatonham St, Winter Garden, FL 34787
    (833) 736-8264
  38. Building Photo - 3636 Lake Buynak Rd
    2 BEDS, 2 BATHS
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    3636 Lake Buynak Rd

    3636 Lake Buynak Rd, Windermere, FL 34786
Showing 42 of 111 results, Page 1 of 3

Winter Garden at a Glance

Average Rent

$1,700
(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 Apartments 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
West Orange High School

Public High School

Public
Grades 9-12
2,804 Students
GreatSchools Rating
Horizon High School

Public High School

Public
Grades 9-12
3,046 Students
GreatSchools Rating
Orange Technical College Westside Campus

Public High School

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

Public Middle School

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

Public Middle School

Public
Grades 6-8
1,210 Students
GreatSchools Rating
Bridgewater Middle School

Public Middle School

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

Public Middle School

Public
Grades 6-8
1,178 Students
GreatSchools Rating
SunRidge Middle School

Public Middle School

Public
Grades 6-8
1,115 Students
GreatSchools Rating
Hamlin Elementary School

Public Elementary School

Public
Grades K-5
725 Students
GreatSchools Rating
Atwater Bay Elementary School

Public Elementary School

Public
Grades K-5
835 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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