Windermere Homes for Sale

Listed below are homes for sale in Windermere, a city located in Orange County. These Windermere real estate listings are updated every 15 minutes from the MLS. 

For additional information on any of these Windermere homes for sale, just click the "Request More Information button located on the detail page of each listing. And to view any of the Windermere listings you are interested in, click the "Schedule a Showing" button displayed on every property detail page to contact us and setup a time. In addition, we can provide you with disclosures, past sales history, dates and prices of properties recently sold nearby, and more.

And, if you haven't already, be sure to register for a free account to automatically receive email alerts whenever new Windermere listings come on the market that match your specific criteria and save your favorite properties for quick and easy access.

Read more about Windermere!

Windermere October 2, 2023
131
Listed
68
Avg. DOM
$432.27
Avg. $ / Sq.Ft.
$1,179,000
Med. List Price
131 Properties
Page 1 of 11

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Windermere 

The heart of Florida’s citrus groves, today Windermere is known for its welcoming community, highly rated schools, and numerous beautiful parks. Located just a half an hour from Downtown Orlando, Universal Studios, and Walt Disney World, Windermere is a great place looking to stay close to Central Florida’s attractions while still experiencing small-town charm. A home in Windermere is perfect for those looking to relax and enjoy the true beauty of Central Florida. 

Community

The Town of Windermere is always looking for an excuse to bring its residents together. Every Friday morning, stop by Town Square Park to do your weekly shopping at the farmers market. Stock up on local produce, seafood, hummus, and more from their wide range of vendors. What’s more, leashed pets are always welcome at Windermere’s farmers market. For those looking for a creative date night, check out the monthly food truck events. Held the fourth Friday of every month, Windermere’s Food Truck night is a great opportunity to support local businesses, try a variety of cuisine from 15 to 18 different trucks, and even experience live music, a DJ, or a movie! 

Windermere also hosts numerous festivals, including National Night Out, the 4th of July Pancake Breakfast, and Wine & Dine, where residents can enjoy savory bites while strolling in the park. For pet lovers, check out Pet Fest, a family-friendly event with food trucks, pet activities, and more. Windermere celebrates the interests of its residents, creating a community that only uplifts each and every resident.  

Town Parks
Though Windermere is just two square miles, countless parks lie within its borders. At Central Park, play a round of frisbee golf or get a full-body workout using the newly added workout circuit. At Lake Street Park, enjoy a relaxing walking trail, pack a basket and have a picnic, or see what’s biting with an afternoon spent on the fishing pier. Town Square Park offers residents the opportunity to shoot some hoops on the basketball courts, pay their respects at the 9/11 memorial, and explore history at the Windermere Veteran’s Memorial. At the Windermere Recreation Center, also known as Butler Bay, take an afternoon to spend kayaking on the lake, playing a match on the volleyball court, or exploring the boardwalk. 

Butler Chain of Lakes

Windermere is also home to the Butler Chain of Lakes, a chain of thirteen interconnected lakes renowned for their excellent water quality. The Butler Chain of Lakes is an excellent spot for fishing, as well as recreational activities including boating and water sports. With over 5,000 acres in water surface, this lake chain is great for those looking to relax with a picnic by the lake, spend the day catching fish on its clear water, or simply looking to take in a gorgeous site. 

Education

Windermere, part of the Orange County school system, prides itself on the excellence their schools regularly achieve. Outstanding educators have helped Windermere students achieve high levels of success in academics, as well as athletics and the visual and performing arts. To learn more about Windermere’s education system, visit the Orange County Schools website. 

Windermere is the perfect town for those looking to get back into nature, experience that beloved small-town feel, and become part of a true community.

If you’re looking for a home in Windermere, contact Orlando Florida Realty’s Hector Leon.

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