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

631 Rentals
.
  1. Building Photo - Elan Crown Point
    Rent Special
    Rent Special
    1 BED
    $1,698+
    2 BEDS
    $2,113+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,580 - $2,120
    Required Monthly Fees$118
    Utilities & EssentialsVaries
    Total Monthly Price$1,698 - $2,238

    Elan Crown Point

    2285 Crown Vlg Rd, Ocoee, FL 34761
    (689) 407-6923
  4. $187 Off
    Price Drop. $187 Off
    |
    1 BED
    $1,751+
    2 BEDS
    $2,026+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,599 - $2,095
    Required Monthly Fees$151
    Utilities & EssentialsVaries
    Total Monthly Price$1,750 - $2,246

    Prose Horizons Village

    16810 Easthampstead Rd, Winter Garden, FL 34787
    (689) 220-3728
  6. Good Value
    |
    STUDIO
    $1,603+
    1 BED
    $1,707+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,495 - $1,899
    Required Monthly Fees$108
    Utilities & EssentialsVaries
    Total Monthly Price$1,603 - $2,007

    Apollo Apartments

    7000 Kiran Patel Dr, Winter Garden, FL 34787
    (689) 400-8498
  8. |
    1 BED
    $1,808+
    2 BEDS
    $2,105+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,678 - $2,402
    Required Monthly Fees$130 - $140
    Utilities & EssentialsVaries
    Total Monthly Price$1,808 - $2,542

    Windermere Cay

    8200 Jayme Dr, Winter Garden, FL 34787
    (689) 600-2212
  13. 1 BED
    $1,750
    Total Monthly Price Total Monthly Price New
    Base Rent$1,630 - $2,322
    Required Monthly Fees$119
    Utilities & EssentialsVaries
    Total Monthly Price$1,749 - $2,441

    Homestead at Hamlin

    15100 Free Range Run, Winter Garden, FL 34787
    (689) 400-7126
  16. $270 Off
    Price Drop. $270 Off
    |
    1 BED
    $1,707+
    2 BEDS
    $1,967+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,555 - $2,100
    Required Monthly Fees$151
    Utilities & EssentialsVaries
    Total Monthly Price$1,706 - $2,251

    Prose Avalon Pointe

    14505 Tristan Cir, Winter Garden, FL 34787
    (407) 934-0429
  18. Building Photo - The Lodge at Hamlin
    1 BED
    $1,809
    Total Monthly Price Total Monthly Price New
    Base Rent$1,778 - $2,083
    Required Monthly Fees$30
    Utilities & EssentialsVaries
    Total Monthly Price$1,808 - $2,113

    The Lodge at Hamlin

    6151 Lake Lodge Dr, Winter Garden, FL 34787
    (689) 400-7090
  20. 1 BED
    $1,544+
    2 BEDS
    $1,750+
    3 BEDS
    $1,959+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,544 - $1,959
    Utilities & EssentialsVaries
    Total Monthly Price$1,544 - $1,959

    Country Gardens

    15122 W Colonial Dr, Winter Garden, FL 34787
    (689) 407-2059
  22. 1 BED
    $1,653+
    2 BEDS
    $2,050+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,484 - $2,000
    Required Monthly Fees$169
    Total Monthly Price$1,653 - $2,169

    Casa Mirella

    101 Casa Mirella Way, Windermere, FL 34786
    (689) 407-8243
  29. Building Photo - 16024 Micelli Dr
    Rent Special
    Rent Special
    1 BED, 1 BATH
    $1,299
    Total Monthly Price Total Monthly Price New
    Base Rent$1,299
    Required Monthly FeesNone
    Total Monthly Price$1,299

    16024 Micelli Dr Unit 1

    16024 Micelli Dr, Winter Garden, FL 34787
    Apply
Showing 42 of 46 results, Page 1 of 2

Winter Garden at a Glance

Average Rent

$1,703
(All bedrooms and property types)
Learn more about
Average Rent in Winter Garden
7

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
Students
GreatSchools Rating
Horizon High School

Public High School

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

Public High School

Public
Grades 9-12
Students
GreatSchools Rating
Bridgewater Middle

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Water Spring Middle School-0482

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Sunridge Middle

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Hamlin Middle School

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Lakeview Middle

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Hamlin Elementary School

Public Elementary School

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

Public Elementary School

Public
Grades K-5
Students

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

Apartments for Rent Near Winter Garden

Winter Garden Apartments for Rent in Your Budget

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