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  2. Windermere Cay apartments — community photo - Windermere Cay
    |
    1 BED
    $1,774+
    2 BEDS
    $2,319+
    3 BEDS
    $2,168+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,644 - $2,322
    Required Monthly Fees$130 - $140
    Utilities & EssentialsVaries
    Total Monthly Price$1,774 - $2,462

    Windermere Cay

    8200 Jayme Dr, Winter Garden, FL 34787
    (689) 600-2212
  3. $245 Off
    Price Drop. $245 Off
    1 BED
    $1,724+
    2 BEDS
    $2,470+
    3 BEDS
    $3,357+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,604 - $3,507
    Required Monthly Fees$120
    Utilities & EssentialsVaries
    Total Monthly Price$1,724 - $3,627

    Homestead at Hamlin

    15100 Free Range Run, Winter Garden, FL 34787
    (689) 400-7126
  4. $424 Off
    Price Drop. $424 Off
    |
    STUDIO
    $1,656+
    1 BED
    $1,641+
    2 BEDS
    $2,219+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,532 - $2,252
    Required Monthly Fees$109
    Utilities & EssentialsVaries
    Total Monthly Price$1,641 - $2,361

    Apollo Apartments

    7000 Kiran Patel Dr, Winter Garden, FL 34787
    (689) 400-8498
  6. Interior Photo - Winterwoods
    1 Month Free
    1 Month Free
    STUDIO
    $1,099+
    1 BED
    $1,299+
    2 BEDS
    $1,600+

    Winterwoods

    15300 W Colonial Dr, Winter Garden, FL 34787
    (689) 210-6540
  7. Good Value
    1 BED
    $1,835+
    2 BEDS
    $2,025+
    3 BEDS
    $2,169+
    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
  11. Building Photo - 1231 E Plant St
    2 BEDS, 2 BATHS
    $6,116
    Total Monthly Price Total Monthly Price New
    Base Rent$6,116
    Required Monthly FeesNone
    Total Monthly Price$6,116

    1231 E Plant St Unit SI ID1511056P

    1231 E Plant St, Winter Garden, FL 34787
  12. Building Photo - 14200 Avalon Rd
    2 BEDS, 2 BATHS
    $2,952
    Total Monthly Price Total Monthly Price New
    Base Rent$2,952
    Required Monthly FeesNone
    Total Monthly Price$2,952

    14200 Avalon Rd Unit SI ID1244709P

    14200 Avalon Rd, Winter Garden, FL 34787
  14. Building Photo - 14200 Avalon Rd
    2 BEDS, 2 BATHS
    $2,788
    Total Monthly Price Total Monthly Price New
    Base Rent$2,788
    Required Monthly FeesNone
    Total Monthly Price$2,788

    14200 Avalon Rd Unit SI ID1244719P

    14200 Avalon Rd, Winter Garden, FL 34787
  15. Building Photo - Cortland Independence
    1 Month Free
    1 Month Free
    1 BED
    $1,849+
    2 BEDS
    $2,159+
    3 BEDS
    $2,474+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,770 - $2,437
    Required Monthly Fees$79
    Utilities & EssentialsVaries
    Total Monthly Price$1,849 - $2,516

    Cortland Independence

    14600 Avenue of the Groves Ave, Winter Garden, FL 34787

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Winter Garden at a Glance

Average Rent

$1,696
(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.

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