Windermere

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Windermere, FL

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Small-town charm abounds between Downtown Orlando and Walt Disney World

Suburban Family-Friendly Scenic Peaceful Upscale Charming

Located about 12 miles southwest of Downtown Orlando, Windermere is a charming town on an isthmus between several lakes in the Butler Chain of Lakes. In addition to the ample recreational opportunities afforded by the numerous lakes, Windermere residents enjoy a picturesque brick-paved Main Street brimming with quaint shops, cafes, local businesses, and lush oak trees.

Windermere exudes a family-friendly atmosphere, with excellent schools and a strong sense of community in a tranquil locale. Residents often come together for an array of community events, from laidback movie nights to boisterous parades and everything in between. Windermere also boasts close proximity to many of Orlando’s world-famous theme parks, including Universal Orlando and Walt Disney World.

Rent Trends

As of March 2025, the average apartment rent in Windermere, FL is $1,678 for one bedroom, $2,142 for two bedrooms, and $2,589 for three bedrooms. Apartment rent in Windermere has decreased by -5.6% in the past year.

Property Type
Average Rent
Average Sq Ft
Apartment
$1,678/month
842 Sq Ft
House
$5,166/month
2,689 Sq Ft
Condo
$2,308/month
1,442 Sq Ft
Townhome
$2,545/month
1,650 Sq Ft
See Rental Market Trends in Windermere, FL

Transportation

25

Car-Dependent

out of 100 WalkScore® Rating

This area is considered a car-dependent area and most errands will require a car.

43

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.

Schools

Keenes Crossing Elementary

Public

Grades PK-5

1,000 Students

10
out of 10

Windermere Elementary

Public

Grades PK-5

610 Students

10
out of 10

Sunset Park Elementary

Public

Grades K-5

811 Students

9
out of 10

Bay Lake Elementary

Public

Grades PK-5

705 Students

7
out of 10

Horizon West Middle School

Public

Grades 6-8

1,346 Students

7
out of 10

Gotha Middle

Public

Grades 6-8

1,052 Students

5
out of 10

Windermere High School

Public

Grades 9-12

3,079 Students

8
out of 10

Points of Interest

Parks and Recreation

  • George Bailey Park
  • Silver Star Community Park
  • Shadow Bay Park
  • Bill Frederick Park
  • Tibet-Butler Preserve

Airports

  • Orlando International
  • Orlando Sanford International

Top Apartments in Windermere

Houses for Rent in Windermere

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Methodology

† Our analysis of utilities, groceries, transportation, healthcare, home prices, and other goods and services is sourced from the Cost of Living Index, a respected benchmark published by the Council for Community and Economic Research (C2ER) that provides a thorough overview of living expenses across different regions.

Rent data is provided by CoStar Group’s Market Trend reports. As the industry leader in commercial real estate information, analytics, and news, CoStar conducts extensive research to produce and maintain a comprehensive database of commercial real estate information. We combine this data with public record to provide the most up-to-date rental information available.

Consumer goods, services, and home prices are sourced from the Cost of Living Index published by the Council for Community and Economic Research (C2ER). The data on this page is updated quarterly. It was last published in February 2025.