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

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3 BEDS

$2,575+

4 BEDS

$2,875+

5 BEDS

$3,295+

Silverleaf Oaks

6496 Tabebuia Pky, Winter Garden, FL 34787

Call (689) 219-8314
3 BEDS, 2 BATHS

$2,900

15412 Amberbeam Blvd

15412 Amberbeam Blvd, Winter Garden, FL 34787

Call (930) 444-8593
4 BEDS, 4 BATHS

$3,150

5922 Grassy Point Rd

5922 Grassy Point Rd, Winter Garden, FL 34787
3 BEDS, 2 BATHS

$3,100

12615 Clear Sapphire Dr

12615 Clear Sapphire Dr, Winter Garden, FL 34787
4 BEDS, 3 BATHS

$2,800

12067 Bracco St

12067 Bracco St, Winter Garden, FL 34787

Call (321) 277-5336
3 BEDS, 2.5 BATHS

$3,000

16190 Harbor Mist Aly

16190 Harbor Mist Aly, Winter Garden, FL 34787

Apply
3 BEDS, 2 BATHS

$2,700

502 First Cape Coral Dr

502 First Cape Coral Dr, Winter Garden, FL 34787

Apply
4 BEDS, 3.5 BATHS

$3,400

13849 Lanyard Way

13849 Lanyard Way, Winter Garden, FL 34787
5 BEDS, 4 BATHS

$6,500

12151 Walker Pond Rd

12151 Walker Pond Rd, Winter Garden, FL 34787
6 BEDS, 4 BATHS

$6,500

694 Brooks Field Dr

694 Brooks Field Dr, Winter Garden, FL 34787
4 BEDS, 3 BATHS

$4,500

8270 Topsail Pl

8270 Topsail Pl, Winter Garden, FL 34787
4 BEDS, 3.5 BATHS

$4,300

5954 Cypress Hill Rd

5954 Cypress Hill Rd, Winter Garden, FL 34787
4 BEDS, 3 BATHS

$5,500

2113 Grove Point Ln

2113 Grove Point Ln, Windermere, FL 34786
4 BEDS, 4 BATHS

$4,400

11445 Vicolo Loop

11445 Vicolo Loop, Windermere, FL 34786
5 BEDS, 6.5 BATHS

$13,500

4302 Isabella Cir

4302 Isabella Cir, Windermere, FL 34786
4 BEDS, 4 BATHS

$4,500

11994 McKinnon Rd

11994 McKinnon Rd, Windermere, FL 34786
4 BEDS, 3 BATHS

$2,650

225 Largovista Dr

225 Largovista Dr, Oakland, FL 34787
3 BEDS, 2.5 BATHS

$2,890

14336 Orchard Hills Blvd

14336 Orchard Hills Blvd, Winter Garden, FL 34787
4 BEDS, 3 BATHS

$3,295

17361 Bal Harbour Dr

17361 Bal Harbour Dr, Winter Garden, FL 34787
4 BEDS, 2.5 BATHS

$3,200

14624 Yellow Butterfly Rd

14624 Yellow Butterfly Rd, Windermere, FL 34786

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Winter Garden at a Glance

Average Rent

$1,760

(All bedrooms and property types)

Learn more about

Average Rent in Winter Garden

School Rating

out of 10 Rating

Learn more about

Schools in Winter Garden

Some Transit

out of 100 TransitScore^® Rating

Learn more about

Transportation in Winter Garden

Somewhat Bikeable

out of 100 BikeScore^® Rating

Learn more about

Transportation in Winter Garden

Winter Garden, FL Houses 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

Apartment Type Average Sq Ft Average Rent
Studio 585 Sq Ft $1,516 / mo
1 Bedroom 766 Sq Ft $1,760 / mo
2 Bedrooms 1,119 Sq Ft $2,175 / mo
3 Bedrooms 1,379 Sq Ft $2,640 / mo
4 Bedrooms 1,913 Sq Ft $2,973 / mo

Top Budget-Friendly Neighborhoods in Winter Garden

(For 1 bedroom apartments)

Neighborhoods Average Sq Ft Average Rent
Lake Apopka 748 Sq Ft $1,655/mo
Four Corners 791 Sq Ft $1,698/mo
Bali International Resort Club 744 Sq Ft $1,783/mo
Vista del Lago 835 Sq Ft $1,784/mo
Arrowhead Lakes 777 Sq Ft $1,784/mo
Summerlake 778 Sq Ft $1,851/mo
Signature Lakes 763 Sq Ft $1,907/mo

Getting Around Winter Garden

Transportation

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.

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.

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

College/University High School Middle School Elementary School

Valencia College, West Campus West Campus

Public University

University of Central Florida Rosen College of Hospitality

University of Central Florida Downtown Campus

Everest Univ., South Orlando South Orlando Campus

Private University

Valencia C.C., Sand Lake Sand Lake Campus

Public University

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

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

Can't find what you are looking for?

Winter Garden at a Glance

Average Rent

School Rating

Some Transit

Somewhat Bikeable

Winter Garden, FL Houses for Rent

Renting in Winter Garden

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Winter Garden

Getting Around Winter Garden

Transportation

Car-Dependent

Somewhat Bikeable

Minimal Transit

Education

Apartments for Rent Near Winter Garden by Neighborhoods

Apartments for Rent Near Winter Garden

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