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Two Bedroom Apartments for Rent in Winter Garden, FL

505 Rentals
  1. Rent Special
    2 BEDS
    $2,246
    Total Monthly Price Total Monthly Price New
    Base Rent$2,125 - $2,530
    Required Monthly Fees$121
    Utilities & EssentialsVaries
    Total Monthly Price$2,246 - $2,651

    Elan Crown Point

    2285 Crown Vlg Rd, Ocoee, FL 34761
    (689) 407-6923
  2. Price Drop. $191 Off
    |
    2 BEDS
    $1,747
    Total Monthly Price Total Monthly Price New
    Base Rent$1,612 - $1,856
    Required Monthly Fees$135
    Utilities & EssentialsVaries
    Total Monthly Price$1,747 - $1,991

    Prose Horizons Village

    16810 Easthampstead Rd, Winter Garden, FL 34787
    (689) 220-3728
  3. Rent Special
    |
    2 BEDS
    $2,412
    Total Monthly Price Total Monthly Price New
    Base Rent$2,295 - $2,574
    Required Monthly Fees$117
    Total Monthly Price$2,412 - $2,691

    Regency

    1601 Maguire Rd, Ocoee, FL 34761
    (689) 329-1873
  4. Good Value
    |
    2 BEDS
    $2,155
    Total Monthly Price Total Monthly Price New
    Base Rent$2,046 - $2,346
    Required Monthly Fees$109
    Utilities & EssentialsVaries
    Total Monthly Price$2,155 - $2,455

    Apollo Apartments

    7000 Kiran Patel Dr, Winter Garden, FL 34787
    (689) 400-8498
  5. |
    2 BEDS
    $2,277
    Total Monthly Price Total Monthly Price New
    Base Rent$2,147 - $2,225
    Required Monthly Fees$130 - $140
    Utilities & EssentialsVaries
    Total Monthly Price$2,277 - $2,365

    Windermere Cay

    8200 Jayme Dr, Winter Garden, FL 34787
    (689) 600-2212
  6. Exceptional Value
    2 BEDS
    $1,735
    Total Monthly Price Total Monthly Price New
    Base Rent$1,695 - $2,015
    Required Monthly Fees$40
    Utilities & EssentialsVaries
    Total Monthly Price$1,735 - $2,055

    IMT Sonoma Hills

    14619 Casita Ridge, Winter Garden, FL 34787
    (689) 407-8016
  7. Good Value
    |
    2 BEDS
    $1,745
    Total Monthly Price Total Monthly Price New
    Base Rent$1,705 - $2,090
    Required Monthly Fees$40
    Utilities & EssentialsVaries
    Total Monthly Price$1,745 - $2,130

    Prose Avalon Pointe

    14505 Tristan Cir, Winter Garden, FL 34787
    (407) 934-0429
  8. Price Drop. $367 Off
    2 BEDS
    $2,420
    Total Monthly Price Total Monthly Price New
    Base Rent$2,285 - $2,850
    Required Monthly Fees$135
    Utilities & EssentialsVaries
    Total Monthly Price$2,420 - $2,985

    Homestead at Hamlin

    15100 Free Range Run, Winter Garden, FL 34787
    (689) 400-7126
  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
    $2,085
    Total Monthly Price Total Monthly Price New
    Base Rent$2,054 - $2,792
    Required Monthly Fees$31
    Utilities & EssentialsVaries
    Total Monthly Price$2,085 - $2,823

    The Lodge at Hamlin

    6151 Lake Lodge Dr, Winter Garden, FL 34787
    (689) 400-7090
  11. 2 Months Free
    2 BEDS
    $2,335
    Total Monthly Price Total Monthly Price New
    Base Rent$2,280 - $2,550
    Required Monthly Fees$55
    Total Monthly Price$2,335 - $2,605

    Corban Horizon West

    15000 Stratus Loop, Winter Garden, FL 34787
    (689) 407-2283
  12. Discounts
    2 BEDS
    $1,699
    Total Monthly Price Total Monthly Price New
    Base Rent$1,699 - $1,820
    Utilities & EssentialsVaries
    Total Monthly Price$1,699 - $1,820

    Country Gardens

    15122 W Colonial Dr, Winter Garden, FL 34787
    (689) 407-2059
  13. 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
  14. Building Photo - 1547 Spring Ridge Cir
    2 BEDS, 1 BATH
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    1547 Spring Ridge Cir Unit 1

    1547 Spring Ridge Cir, Winter Garden, FL 34787
Showing 42 of 57 results, Page 1 of 2

Winter Garden at a Glance

Average Rent

$1,700
(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
1,098 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 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
829 Students

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

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