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

1,184 Rentals
.
  8. $308 Off
    Price Drop. $308 Off
    |
    1 BED
    $1,595+
    2 BEDS
    $1,806+
    3 BEDS
    $3,318+

    Windermere Cay

    8200 Jayme Dr, Winter Garden, FL 34787
    (689) 600-2212
Showing 42 of 65 results, Page 1 of 2

Winter Garden at a Glance

Average Rent

$1,761
(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
0

Some Transit

out of 100 TransitScore® Rating
Learn more about
Transportation in Winter Garden
46

Somewhat Bikeable

out of 100 BikeScore® Rating
Learn more about
Transportation in Winter Garden

Winter Garden, FL Apartments for Rent

Winter Garden, Florida, a historic city with deep citrus industry roots, sits just 14 miles west of Downtown Orlando. This growing community of nearly 47,000 residents seamlessly combines its preserved past with contemporary living options. The walkable downtown district along Plant Street houses the beautifully restored Garden Theatre, local boutiques, and dining establishments. Apartments in Winter Garden provide convenient access to the West Orange Trail, a 22-mile paved path that winds through the city.

The rental market in Winter Garden currently averages $1,754 for a one-bedroom apartment, with prices showing a slight decrease over the past year. The city offers apartment communities throughout various neighborhoods, from the shopping district near Winter Garden Village to the historic downtown area. Commuters benefit from direct access to State Road 50 and the Western Beltway (SR 429), connecting to Orlando's business districts. Outdoor recreation opportunities abound at Lake Apopka, while community events like the weekly farmers market along Plant Street showcase the city's active lifestyle.

Renting in Winter Garden

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Winter Garden

(For 1 bedroom apartments)

Getting Around Winter Garden

Transportation

40

Car-Dependent

out of 100 WalkScore® Rating
You might be able to get out and walk when living in this area. Some errands can be accomplished on foot, but for others you need a car.
46

Somewhat Bikeable

out of 100 BikeScore® Rating
You might be able to find places to ride your bike in this area, but you'll most likely want your car for most errands.
0

Minimal Transit

out of 100 TransitScore® Rating
You'll likely want a car when living in this area since it has few transit options.
Scores provided by Walk Scoreⓘ

Education

GreatSchools Rating
Horizon High School

Public High School

Public
Grades 9-12
2,030 Students
GreatSchools Rating
West Orange High

Public High School

Public
Grades 9-12
2,816 Students
GreatSchools Rating
Bridgewater Middle

Public Middle School

Public
Grades 6-8
1,210 Students
GreatSchools Rating
Water Spring Middle School-0482

Public Middle School

Public
Grades 6-8
632 Students
GreatSchools Rating
Hamlin Middle School

Public Middle School

Public
Grades 6-8
722 Students
GreatSchools Rating
Sunridge Middle

Public Middle School

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

Public Middle School

Public
Grades 6-8
843 Students
GreatSchools Rating
Independence Elementary

Public Elementary School

Public
Grades K-5
848 Students

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

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