Windermere - Orlando, Florida

Windermere is part of Orlando’s southwest region that many are familiar with for its amazing attractions and city life. The area is 14 miles southwest of downtown featuring a popular neighborhood for those that want small town living with access to big city living. The original town section (the island portion) of Windermere has around 2,855 residents as of 2013 since being established in 1889 and chartered in 1925. 

The town annexed Butler Bay back in 2007 after trying to annex both this wealthy subdivision and Isleworth. Today, the downtown area of Windermere covers 1.56 square miles of land, but what is considered "Windermere" and what we have listed as Windermere in this section has grown considerably to the South and West of the original Windermere area. 

For those that love a small town feel next to the best parts of Orlando such as city attractions, the beautiful outdoors, and luxury living, Windermere may be the perfect place to go. Take a look at why many are choosing Windermere for their next home.

Windermere Neighborhood Map

Living in Windermere

Windermere is luxury living with gorgeous estates and luxury homes defining the neighborhood. There are over 100 unique neighborhoods with a variety of architectural styles for just about any taste. You can’t beat the lakefront views that magnify Central Florida’s stunning sunsets and homes on large lots of land that are well-maintained.

Residents of Windermere not only enjoy the natural beauty of the neighborhood, but also the beauty of the lifestyle here, being close to a recreational opportunities, feeling secure with in a gated community, and having a close proximity to Downtown Orlando, perfect for the professional that commutes or the socialite that enjoys big city life.

What makes Windermere Great.

Windermere is a great place to live, raise a family, enjoy your career, or even choose to retire. It’s truly a great place for all ages and interests, and many big name celebrities of the sports world, stage & screen and music world call Windermere home.  

People are drawn to this luxury neighborhood or its proximity to everything exciting in Downtown Orlando, but the beautiful lakes that make up the Butler Chain of Lakes offer some gorgeous community parks and exciting recreational opportunities. People here love to spend the weekends at stops like Downtown Windermere where you’ll find the library, wonderful shops and restaurants and a weekly farmers market, Palmer Park where you’ll find playgrounds and benches overlooking the lake, Central Park where you’ll find Frisbee golf and a pavilion, and Fernwood Park where you’ll find boat ramps and docks. You also cannot mention Windermere without mentioning, Bird Island.  The spot to be on the weekend... But you will need a boat or jet-ski to get there.

Between the family-friendly environment, the access to top-quality public schools, and the rich history from the Timucuan Indians calling this place home in the 1500's until Windermere was incorporated into a town in 1925. It’s truly a great place to invest, to raise your family, and to enjoy the luxury life the Orlando area.

Choose Windermere if you like the idea of a great, small, tight-knit community near the amazing Downtown Orlando where life is full of gorgeous views, exciting recreation, and relaxation!

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