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Apartments under $2,000 for Rent in Winter Garden, FL

652 Rentals
  1. Rent Special
    1 BED
    $1,738
    Total Monthly Price Total Monthly Price New
    Base Rent$1,620 - $1,965
    Required Monthly Fees$118
    Utilities & EssentialsVaries
    Total Monthly Price$1,738 - $2,083

    Elan Crown Point

    2285 Crown Vlg Rd, Ocoee, FL 34761
    (689) 407-6923
  2. Price Drop. $238 Off
    |
    1 BED
    $1,729+
    2 BEDS
    $2,004+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,599 - $2,070
    Required Monthly Fees$130
    Utilities & EssentialsVaries
    Total Monthly Price$1,729 - $2,200

    Prose Horizons Village

    16810 Easthampstead Rd, Winter Garden, FL 34787
    (689) 220-3728
  3. Rent Special
    1 BED
    $1,732
    Total Monthly Price Total Monthly Price New
    Base Rent$1,603 - $2,282
    Required Monthly Fees$120
    Utilities & EssentialsVaries
    Total Monthly Price$1,732 - $2,202

    Homestead at Hamlin

    15100 Free Range Run, Winter Garden, FL 34787
    (689) 400-7126
  4. Price Drop. $499 Off
    |
    STUDIO
    $1,604+
    1 BED
    $1,882+
    2 BEDS
    $2,015+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,475 - $1,906
    Required Monthly Fees$109
    Utilities & EssentialsVaries
    Total Monthly Price$1,604 - $2,015

    Apollo Apartments

    7000 Kiran Patel Dr, Winter Garden, FL 34787
    (689) 400-8498
  5. Price Drop. $358 Off
    |
    1 BED
    $1,882+
    2 BEDS
    $1,818+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,580 - $2,227
    Required Monthly Fees$130 - $140
    Utilities & EssentialsVaries
    Total Monthly Price$1,818 - $1,978

    Windermere Cay

    8200 Jayme Dr, Winter Garden, FL 34787
    (689) 600-2212
  6. Exceptional Value
    1 BED
    $1,665+
    2 BEDS
    $1,765+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,625 - $1,760
    Required Monthly Fees$40
    Utilities & EssentialsVaries
    Total Monthly Price$1,665 - $1,800

    IMT Sonoma Hills

    14619 Casita Ridge, Winter Garden, FL 34787
    (689) 407-8016
  7. Price Drop. $261 Off
    |
    1 BED
    $1,634+
    2 BEDS
    $1,860+
    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
  8. 2 Months Free
    |
    1 BED
    $1,780
    Total Monthly Price Total Monthly Price New
    Base Rent$1,725 - $2,223
    Required Monthly Fees$55
    Utilities & EssentialsVaries
    Total Monthly Price$1,780

    Corban Horizon West

    15000 Stratus Loop, Winter Garden, FL 34787
    (689) 407-2283
  9. Good Value
    2 BEDS
    $1,499
    Total Monthly Price Total Monthly Price New
    Base Rent$1,499 - $1,749
    Required Monthly FeesNone
    Total Monthly Price$1,499 - $1,749

    Garden City Apartments

    521 S Park Ave, Winter Garden, FL 34787
    (689) 407-8861
  10. Price Drop. $300 Off
    1 BED
    $1,714
    Total Monthly Price Total Monthly Price New
    Base Rent$1,683 - $2,050
    Required Monthly Fees$31
    Utilities & EssentialsVaries
    Total Monthly Price$1,714 - $2,081

    The Lodge at Hamlin

    6151 Lake Lodge Dr, Winter Garden, FL 34787
    (689) 400-7090
  11. Exceptional Value
    1 BED
    $1,785+
    2 BEDS
    $2,050+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,616 - $2,000
    Required Monthly Fees$169
    Total Monthly Price$1,785 - $2,169

    Casa Mirella

    101 Casa Mirella Way, Windermere, FL 34786
    (689) 407-8243
  12. 1 Month Free
    STUDIO
    $1,836+
    1 BED
    $2,062+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,724 - $1,950
    Required Monthly Fees$112
    Total Monthly Price$1,836 - $2,062

    Regency

    1601 Maguire Rd, Ocoee, FL 34761
    (689) 329-1873
  13. Discounts
    1 BED
    $1,564+
    2 BEDS
    $1,649+
    3 BEDS
    $1,949+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,564 - $1,949
    Utilities & EssentialsVaries
    Total Monthly Price$1,564 - $1,949

    Country Gardens

    15122 W Colonial Dr, Winter Garden, FL 34787
    (689) 407-2059
  14. Building Photo - 656 English Lake Dr
    1 BED, 1 BATH
    $1,350
    Total Monthly Price Total Monthly Price New
    Base Rent$1,350
    Required Monthly FeesNone
    Total Monthly Price$1,350

    656 English Lake Dr Unit 2

    656 English Lake Dr, Winter Garden, FL 34787
Showing 42 of 47 results, Page 1 of 2

Winter Garden at a Glance

Average Rent

$1,717
(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

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
1,210 Students
GreatSchools Rating

Public Middle School

Public
Grades 6-8
1,098 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
835 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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