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Two Bedroom Apartments for Rent in Winter Garden, FL

590 Rentals
  1. Rent Special
    2 BEDS
    $2,228
    Total Monthly Price Total Monthly Price New
    Base Rent$2,050 - $2,480
    Required Monthly Fees$118
    Utilities & EssentialsVaries
    Total Monthly Price$2,228 - $2,598

    Elan Crown Point

    2285 Crown Vlg Rd, Ocoee, FL 34761
    (689) 407-6923
  2. Good Value
    |
    2 BEDS
    $2,004
    Total Monthly Price Total Monthly Price New
    Base Rent$1,874 - $2,070
    Required Monthly Fees$130
    Utilities & EssentialsVaries
    Total Monthly Price$2,004 - $2,200

    Prose Horizons Village

    16810 Easthampstead Rd, Winter Garden, FL 34787
    (689) 220-3728
  3. Exceptional Value
    2 BEDS
    $1,810
    Total Monthly Price Total Monthly Price New
    Base Rent$1,770 - $1,865
    Required Monthly Fees$40
    Utilities & EssentialsVaries
    Total Monthly Price$1,810 - $1,905

    IMT Sonoma Hills

    14619 Casita Ridge, Winter Garden, FL 34787
    (689) 407-8016
  4. Price Drop. $296 Off
    |
    2 BEDS
    $1,834
    Total Monthly Price Total Monthly Price New
    Base Rent$1,799 - $2,100
    Required Monthly Fees$35
    Utilities & EssentialsVaries
    Total Monthly Price$1,834 - $2,135

    Prose Avalon Pointe

    14505 Tristan Cir, Winter Garden, FL 34787
    (407) 934-0429
  5. 2 Months Free
    |
    2 BEDS
    $2,458
    Total Monthly Price Total Monthly Price New
    Base Rent$2,403 - $3,131
    Required Monthly Fees$55
    Utilities & EssentialsVaries
    Total Monthly Price$2,458 - $2,683

    Corban Horizon West

    15000 Stratus Loop, Winter Garden, FL 34787
    (689) 407-2283
  6. Price Drop. $288 Off
    2 BEDS
    $2,261
    Total Monthly Price Total Monthly Price New
    Base Rent$2,133 - $3,287
    Required Monthly Fees$120
    Utilities & EssentialsVaries
    Total Monthly Price$2,261 - $2,618

    Homestead at Hamlin

    15100 Free Range Run, Winter Garden, FL 34787
    (689) 400-7126
  7. Price Drop. $499 Off
    |
    2 BEDS
    $2,015
    Total Monthly Price Total Monthly Price New
    Base Rent$1,906 - $2,162
    Required Monthly Fees$109
    Utilities & EssentialsVaries
    Total Monthly Price$2,015 - $2,271

    Apollo Apartments

    7000 Kiran Patel Dr, Winter Garden, FL 34787
    (689) 400-8498
  8. Price Drop. $489 Off
    |
    2 BEDS
    $1,827
    Total Monthly Price Total Monthly Price New
    Base Rent$1,674 - $2,508
    Required Monthly Fees$130 - $140
    Utilities & EssentialsVaries
    Total Monthly Price$1,827 - $1,901

    Windermere Cay

    8200 Jayme Dr, Winter Garden, FL 34787
    (689) 600-2212
  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
    $2,135
    Total Monthly Price Total Monthly Price New
    Base Rent$2,104 - $3,392
    Required Monthly Fees$31
    Utilities & EssentialsVaries
    Total Monthly Price$2,135 - $3,423

    The Lodge at Hamlin

    6151 Lake Lodge Dr, Winter Garden, FL 34787
    (689) 400-7090
  11. Exceptional Value
    2 BEDS
    $2,050
    Total Monthly Price Total Monthly Price New
    Base Rent$1,881 - $2,000
    Required Monthly Fees$169
    Total Monthly Price$2,050 - $2,169

    Casa Mirella

    101 Casa Mirella Way, Windermere, FL 34786
    (689) 407-8243
  12. 1 Month Free
    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
  13. Building Photo - Country Gardens
    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
  14. Building Photo - 1231 E Plant St
    2 BEDS, 2 BATHS
    $7,632
    Total Monthly Price Total Monthly Price New
    Base Rent$7,632
    Required Monthly FeesNone
    Total Monthly Price$7,632

    1231 E Plant St Unit SI ID1511056P

    1231 E Plant St, Winter Garden, FL 34787
  15. Building Photo - 3636 Lake Buynak Rd
    2 BEDS, 2 BATHS
    $3,500
    Total Monthly Price Total Monthly Price New
    Base Rent$3,500
    Required Monthly FeesNone
    Total Monthly Price$3,500

    3636 Lake Buynak Rd

    3636 Lake Buynak Rd, Windermere, FL 34786
Showing 42 of 54 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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