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Two Bedroom Apartments for Rent in Winter Garden, FL

547 Rentals
  1. Rent Special
    2 BEDS
    $2,306
    Total Monthly Price Total Monthly Price New
    Base Rent$2,050 - $2,545
    Required Monthly Fees$121
    Utilities & EssentialsVaries
    Total Monthly Price$2,306 - $2,666

    Elan Crown Point

    2285 Crown Vlg Rd, Ocoee, FL 34761
    (689) 407-6923
  2. Good Value
    |
    2 BEDS
    $2,034
    Total Monthly Price Total Monthly Price New
    Base Rent$1,904 - $1,944
    Required Monthly Fees$130
    Utilities & EssentialsVaries
    Total Monthly Price$2,034 - $2,074

    Prose Horizons Village

    16810 Easthampstead Rd, Winter Garden, FL 34787
    (689) 220-3728
  3. Good Value
    |
    2 BEDS
    $2,392
    Total Monthly Price Total Monthly Price New
    Base Rent$2,264 - $2,344
    Required Monthly Fees$109
    Utilities & EssentialsVaries
    Total Monthly Price$2,392 - $2,453

    Apollo Apartments

    7000 Kiran Patel Dr, Winter Garden, FL 34787
    (689) 400-8498
  4. |
    2 BEDS
    $1,999
    Total Monthly Price Total Monthly Price New
    Base Rent$1,869 - $2,210
    Required Monthly Fees$130 - $140
    Utilities & EssentialsVaries
    Total Monthly Price$1,999 - $2,082

    Windermere Cay

    8200 Jayme Dr, Winter Garden, FL 34787
    (689) 600-2212
  5. Price Drop. $430 Off
    2 BEDS
    $1,920
    Total Monthly Price Total Monthly Price New
    Base Rent$1,880 - $1,995
    Required Monthly Fees$40
    Utilities & EssentialsVaries
    Total Monthly Price$1,920 - $2,035

    IMT Sonoma Hills

    14619 Casita Ridge, Winter Garden, FL 34787
    (689) 407-8016
  6. Good Value
    |
    2 BEDS
    $1,980
    Total Monthly Price Total Monthly Price New
    Base Rent$1,945 - $1,980
    Required Monthly Fees$35
    Utilities & EssentialsVaries
    Total Monthly Price$1,980 - $2,015

    Prose Avalon Pointe

    14505 Tristan Cir, Winter Garden, FL 34787
    (407) 934-0429
  7. 2 BEDS
    $2,367
    Total Monthly Price Total Monthly Price New
    Base Rent$2,212 - $2,857
    Required Monthly Fees$120
    Utilities & EssentialsVaries
    Total Monthly Price$2,367 - $2,788

    Homestead at Hamlin

    15100 Free Range Run, Winter Garden, FL 34787
    (689) 400-7126
  8. 2 Months Free
    |
    2 BEDS
    $2,335
    Total Monthly Price Total Monthly Price New
    Base Rent$2,280 - $3,080
    Required Monthly Fees$55
    Utilities & EssentialsVaries
    Total Monthly Price$2,335 - $2,635

    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. 2 Months Free
    2 BEDS
    $2,310
    Total Monthly Price Total Monthly Price New
    Base Rent$2,279 - $2,792
    Required Monthly Fees$31
    Utilities & EssentialsVaries
    Total Monthly Price$2,310 - $2,823

    The Lodge at Hamlin

    6151 Lake Lodge Dr, Winter Garden, FL 34787
    (689) 400-7090
  11. Rent Special
    2 BEDS
    $2,662
    Total Monthly Price Total Monthly Price New
    Base Rent$2,550 - $2,750
    Required Monthly Fees$112
    Total Monthly Price$2,662 - $2,862

    Regency

    1601 Maguire Rd, Ocoee, FL 34761
    (689) 329-1873
  12. Exceptional Value
    2 BEDS
    $2,025
    Total Monthly Price Total Monthly Price New
    Base Rent$1,856 - $1,941
    Required Monthly Fees$169
    Total Monthly Price$2,025 - $2,110

    Casa Mirella

    101 Casa Mirella Way, Windermere, FL 34786
    (689) 407-8243
  13. Discounts
    2 BEDS
    $1,599
    Total Monthly Price Total Monthly Price New
    Base Rent$1,599 - $1,840
    Utilities & EssentialsVaries
    Total Monthly Price$1,599 - $1,840

    Country Gardens

    15122 W Colonial Dr, Winter Garden, FL 34787
    (689) 407-2059
Showing 42 of 50 results, Page 1 of 2

Winter Garden at a Glance

Average Rent

$1,728
(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
1,034 Students
GreatSchools Rating

Public Middle School

Public
Grades 6-8
1,178 Students
GreatSchools Rating

Public Elementary School

Public
Grades K-5
725 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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