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Apartments for Rent in Winter Garden, FL with a Garage

753 Rentals
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  2. Building Photo - Regency
    Rent Special
    Rent Special
    STUDIO
    $1,836+
    1 BED
    $1,907+
    2 BEDS
    $2,407+
    3 BEDS
    $2,917+
    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
  3. $220 Off
    Price Drop. $220 Off
    1 BED
    $1,415+
    2 BEDS
    $1,780+
    3 BEDS
    $2,190+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,375 - $2,250
    Required Monthly Fees$40
    Utilities & EssentialsVaries
    Total Monthly Price$1,415 - $2,290

    IMT Sonoma Hills

    14619 Casita Ridge, Winter Garden, FL 34787
    (689) 407-8016
  4. $211 Off
    Price Drop. $211 Off
    |
    1 BED
    $1,434+
    2 BEDS
    $1,784+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,399 - $1,970
    Required Monthly Fees$35
    Utilities & EssentialsVaries
    Total Monthly Price$1,434 - $2,005

    Prose Avalon Pointe

    14505 Tristan Cir, Winter Garden, FL 34787
    (407) 934-0429
  6. $416 Off
    Price Drop. $416 Off
    |
    1 BED
    $1,849+
    2 BEDS
    $2,312+
    3 BEDS
    $2,168+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,719 - $2,322
    Required Monthly Fees$130 - $140
    Utilities & EssentialsVaries
    Total Monthly Price$1,849 - $2,462

    Windermere Cay

    8200 Jayme Dr, Winter Garden, FL 34787
    (689) 600-2212
  9. Building Photo - Corban Horizon West
    2 Months Free
    2 Months Free
    1 BED
    $1,860+
    2 BEDS
    $2,380+
    3 BEDS
    $2,708+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,805 - $2,828
    Required Monthly Fees$55
    Utilities & EssentialsVaries
    Total Monthly Price$1,860 - $2,883

    Corban Horizon West

    15000 Stratus Loop, Winter Garden, FL 34787
    (689) 407-2283
  10. Good Value
    1 BED
    $1,835+
    2 BEDS
    $2,025+
    3 BEDS
    $2,468+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,666 - $2,478
    Required Monthly Fees$169
    Total Monthly Price$1,835 - $2,647

    Casa Mirella

    101 Casa Mirella Way, Windermere, FL 34786
    (689) 407-8243
  17. 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
  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. 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
  21. Building Photo - 17055 Haggerty Hollow Dr
    4 BEDS, 3 BATHS
    $3,200
    Total Monthly Price Total Monthly Price New
    Base Rent$3,200
    Required Monthly FeesNone
    Total Monthly Price$3,200

    17055 Haggerty Hollow Dr

    17055 Haggerty Hollow Dr, Winter Garden, FL 34787
  22. Building Photo - 15333 Harrowgate Way
    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
  23. Building Photo - 1238 Rain Lily Rd
    4 BEDS, 3 BATHS
    $3,115
    Total Monthly Price Total Monthly Price New
    Base Rent$3,115
    Required Monthly FeesNone
    Total Monthly Price$3,115

    1238 Rain Lily Rd

    1238 Rain Lily Rd, Winter Garden, FL 34787
    (833) 736-8264
  24. 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

    1424 Mistflower Ln

    1424 Mistflower Ln, Winter Garden, FL 34787
    (833) 736-8264
  25. 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
  26. 4 BEDS, 2 BATHS
    $2,870
    Total Monthly Price Total Monthly Price New
    Base Rent$2,870
    Required Monthly FeesNone
    Total Monthly Price$2,870

    153 Timbercreek Pines Cir

    153 Timbercreek Pines Cir, Winter Garden, FL 34787
    (833) 736-8264
  28. Building Photo - 812 Copenhagen Way
    4 BEDS, 3 BATHS
    $2,845
    Total Monthly Price Total Monthly Price New
    Base Rent$2,845
    Required Monthly FeesNone
    Total Monthly Price$2,845

    812 Copenhagen Way

    812 Copenhagen Way, Winter Garden, FL 34787
  29. Building Photo - 2324 Pesaro Cir
    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
  32. 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
    Apply
  33. Building Photo - 1547 Spring Ridge Cir
    2 BEDS, 1 BATH
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    1547 Spring Ridge Cir Unit 1

    1547 Spring Ridge Cir, Winter Garden, FL 34787
    Apply
  35. Building Photo - 14180 Title Wy
    4 BEDS, 3.5 BATHS
    $3,200

    14180 Title Wy

    14180 Title Wy, Winter Garden, FL 34787
Showing 42 of 99 results, Page 1 of 3

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 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 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

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
Independence Elementary

Public Elementary School

Public
Grades K-5
829 Students

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

Apartments for Rent Near Winter Garden

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