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Apartments for Rent in Winter Garden, FL with a Swimming Pool

1,314 Rentals
.
  1. Building Photo - Elan Crown Point
    Rent Special
    Rent Special
    1 BED
    $1,738+
    2 BEDS
    $2,238+
    3 BEDS
    $3,098+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,620 - $3,435
    Required Monthly Fees$118
    Utilities & EssentialsVaries
    Total Monthly Price$1,738 - $3,553

    Elan Crown Point

    2285 Crown Vlg Rd, Ocoee, FL 34761
    (689) 407-6923
  3. $238 Off
    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
  5. $427 Off
    Price Drop. $427 Off
    |
    1 BED
    $1,882+
    2 BEDS
    $1,818+
    3 BEDS
    $2,552+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,580 - $3,405
    Required Monthly Fees$130 - $140
    Utilities & EssentialsVaries
    Total Monthly Price$1,818 - $2,702

    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
  8. $261 Off
    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
  10. $505 Off
    Price Drop. $505 Off
    1 BED
    $1,732+
    2 BEDS
    $2,261+
    3 BEDS
    $3,182+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,603 - $4,558
    Required Monthly Fees$120
    Utilities & EssentialsVaries
    Total Monthly Price$1,732 - $3,274

    Homestead at Hamlin

    15100 Free Range Run, Winter Garden, FL 34787
    (689) 400-7126
  12. $499 Off
    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 - $2,057
    Required Monthly Fees$109
    Utilities & EssentialsVaries
    Total Monthly Price$1,604 - $2,166

    Apollo Apartments

    7000 Kiran Patel Dr, Winter Garden, FL 34787
    (689) 400-8498
  16. 2 Months Free
    2 Months Free
    |
    1 BED
    $1,780+
    2 BEDS
    $2,380+
    3 BEDS
    $2,650+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,725 - $3,086
    Required Monthly Fees$55
    Utilities & EssentialsVaries
    Total Monthly Price$1,780 - $2,855

    Corban Horizon West

    15000 Stratus Loop, Winter Garden, FL 34787
    (689) 407-2283
  18. Kitchen - Garden City Apartments
    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
  20. $375 Off
    Price Drop. $375 Off
    1 BED
    $1,714+
    2 BEDS
    $2,310+
    3 BEDS
    $2,650+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,683 - $3,392
    Required Monthly Fees$31
    Utilities & EssentialsVaries
    Total Monthly Price$1,714 - $3,423

    The Lodge at Hamlin

    6151 Lake Lodge Dr, Winter Garden, FL 34787
    (689) 400-7090
  21. Exceptional Value
    1 BED
    $1,785+
    2 BEDS
    $2,050+
    3 BEDS
    $2,468+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,616 - $2,478
    Required Monthly Fees$169
    Total Monthly Price$1,785 - $2,647

    Casa Mirella

    101 Casa Mirella Way, Windermere, FL 34786
    (689) 407-8243
  22. 1 Month Free
    1 Month Free
    STUDIO
    $1,836+
    1 BED
    $2,062+
    2 BEDS
    $2,662+
    3 BEDS
    $3,107+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,724 - $3,100
    Required Monthly Fees$112
    Total Monthly Price$1,836 - $3,212

    Regency

    1601 Maguire Rd, Ocoee, FL 34761
    (689) 329-1873
  25. Discounts
    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
  27. Building Photo - 16350 Hamlin Vw St
    3 BEDS, 3 BATHS
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    16350 Hamlin Vw St

    16350 Hamlin Vw St, Winter Garden, FL 34787
  33. Building Photo - 14154 Shocklach Dr
    3 BEDS, 2.5 BATHS
    $3,000
    Total Monthly Price Total Monthly Price New
    Base Rent$3,000
    Required Monthly FeesNone
    Total Monthly Price$3,000

    14154 Shocklach Dr

    14154 Shocklach Dr, Winter Garden, FL 34787
    Apply
  34. Building Photo - 1007 Butterfly Blvd
    3 BEDS, 2 BATHS
    $2,185
    Total Monthly Price Total Monthly Price New
    Base Rent$2,185
    Required Monthly FeesNone
    Total Monthly Price$2,185

    1007 Butterfly Blvd

    1007 Butterfly Blvd, Winter Garden, FL 34787
    Apply
  38. Building Photo - 17877 C R 378
    3 BEDS, 2 BATHS
    $4,299

    17877 C R 378

    17877 C R 378, Winter Garden, FL 34787
Showing 42 of 51 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
West Orange High

Public High School

Public
Grades 9-12
2,816 Students
GreatSchools Rating
West Orange High School

Public High School

Public
Grades 9-12
2,804 Students
GreatSchools Rating
Horizon High School

Public High School

Public
Grades 9-12
3,046 Students
GreatSchools Rating
Orange Technical College Westside Campus

Public High School

Public
Grades 9-12
Students
GreatSchools Rating
Water Spring Middle School-0482

Public Middle School

Public
Grades 6-8
1,274 Students
GreatSchools Rating
Bridgewater Middle

Public Middle School

Public
Grades 6-8
1,210 Students
GreatSchools Rating
Bridgewater Middle School

Public Middle School

Public
Grades 6-8
1,098 Students
GreatSchools Rating
Sunridge Middle

Public Middle School

Public
Grades 6-8
1,178 Students
GreatSchools Rating
SunRidge Middle School

Public Middle School

Public
Grades 6-8
1,115 Students
GreatSchools Rating
Hamlin Elementary School

Public Elementary School

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

Public Elementary School

Public
Grades K-5
835 Students
GreatSchools Rating
Independence Elementary

Public Elementary School

Public
Grades K-5
829 Students

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

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