Local Information


Select another area

Homes for Sale in Windermere, FL by Price

Beautiful Homes, Breathtaking Lakes, and Small-Town Charm

Windermere, FL is an elegant suburban community known for its beautiful natural setting, gracious and luxurious lifestyle, and its upscale homes. Nestled on an isthmus among the Butler chain of lakes just 12 miles outside of Orlando, Windermere draws the love of residents new and old for its spectacular vistas, refuge from the occasionally tropical heat of Central Florida, and outstanding boating, fishing, and water recreation.

Windermere has even been named one of the “Top 10 Best Towns for Families in Florida” by Neighborhood Scout for its high-quality public schools and exceptional community environment, as well as its proximity to theme parks (it’s just six miles from Disney), gorgeous lakes, and absolutely breathtaking homes.

Windermere Homes for Sale

There’s an easier way to keep up with new listings in Windermere. Save your searches, save favorite properties, and sign up for new listing alerts by creating your personal Property Organizer account today.

Selling Your Windermere Home?

Selling a home in Windermere? We can help! Learn more about listing your home with Dana Hall-Bradley, including the tools and resources we offer our sellers, our marketing strategies, and our featured listings.

Come Explore Life in Windermere


parks and recreation

Outdoor Recreation

The West Orange Trail is a 19-mile paved rail-trail following Lake Apopka past the Winter Garden Historical Museum, offering walkers, runners, rollerbladers, bikers, and horseback riders beautiful scenic vistas. The Tibet-Butler Preserve offers 440 acres scenic natural flora and wildlife and is home to the Vera Carter Environmental Center.

fishing and boating

Boating & Fishing

The Orlando area is home to over 300 lakes, so the options for boating and fishing are nearly endless. The sandy-bottom Butler Lakes feature Lake Butler (the largest) on the west, Lake Down on the east, and Lake Bessie to the southeast. The Butler chain is formed by Butler, Down, and eight other lakes connected by series of canals.

trip to orlando

Explore Orlando

Unpaved streets, beautiful landscaping, and an abiding sense of lakeside serenity give Windermere a quaint small-town charm, yet its proximity to Orlando means residents enjoy the best of both worlds. The nation’s 26th largest metro area offers endless entertainment and business opportunities, like the ESPN Wide World of Sports Complex, the Dr. Phillips Performing Arts Center, and even the Orlando Magic of the NBA.

historic architecture

Rich History

After the end of the Seminole Wars in 1858, settlers, tourists, merchants, and farmers developed a one-square-mile town in what is now Windermere. Development continued through the early 1900’s, and in 1925, the town was officially incorporated. Today, Windermere takes pride in beautiful historic architecture that includes the Bumby House, the Armstrong Beggs Parramore home, and Town Hall.

local schools

Outstanding Education

Windermere is home to four public schools, Windermere Elementary, Keene’s Crossing Elementary, Sunset Park Elementary, and Gotha Middle School, all of which are part of Orange County School District. Olympia High School is located just beyond Windermere city limits. Additionally, there are several private school options in the area, including Windermere Preparatory School, the Crenshaw School, and Buena Vista Academy.

health care and hospitals

Health Care Services

There are a number of hospitals near Windermere, including Health Central Hospital in Ocoee, Dr. P. Phillips Hospital in Orlando, and Florida Hospital Celebration Health in Celebration. Additionally, Orlando offers a wealth of specialty medical facilities and services for varied types of health care and support.

Windermere Attractions

Windermere Resources

quick facts

Quick Facts

Population: 2,275
Growth Since 2000: +20%
Median Home Price: $600,000


Travel & Commute

Downtown Orlando: 12 mi
Orlando Int’l Airport: 20 mi
Major Roads: I-4, FL-91, FL-429

Windermere Real Estate

Find your ideal home in Windermere! Contact top Central Florida real estate agent Dana Hall-Bradley today for more information on real estate and homes for sale in Windermere.

Windermere Real Estate Resources

The data relating to real estate for sale on this web site comes in part from the MLS. Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate Fine Living are marked with the IDX logo and detailed information about them includes the name of the listing brokers. Disclaimer: All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) nor Better Homes and Gardens Real Estate Fine Living shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless.
This data was last updated on: 07/23/21 01:06 PM. A full data refresh was last performed on: 07/22/21 08:03 PM.

Copyright 2021 My Florida Regional MLS DBA Stellar MLS. All rights reserved.