Windermere, FL Real Estate

 Luxury suburb known for celebrity residents

This luxury suburb is situated less than 15 miles and just about a 25-minute drive from the center of Orlando. Enjoy a short commute to the city and all of its amenities, and wake up every morning surrounded by the picturesque lakes that fill the landscape of western Orlando. With just over 3,000 residents, Windermere is a quiet and exclusive community known for gorgeous homes dotted along the waterfront and the celebrities who call it home. Its excellent schools make it a great place to raise a family in peace and privacy, surrounded by natural beauty and an array of incredible shopping and dining options for residents to enjoy.

What to Love

  • Proximity to major attractions like
  • Disney World and Universal Studios
  •  High-end shopping a stone’s throw away
  •  Family-focused lifestyle
  • Exclusivity and privacy
  •  Easy commute to Orlando and the airport
  •  Excellent schools

Living in Windermere, FL

Windermere is home to many high-earning professionals who work at major institutions in the city and even counts numerous celebrities among its residents. Notable current and former residents include many professional athletes, such as Shaquille O’Neal and Tiger Woods. Windermere is often regarded as a family-focused suburb—perfect for those seeking private yards, great waterfront views, and easy access to everything you need without living in the bustle of the city. If you want your home to feel like an escape from work, this is an ideal place to settle down.

Dining, Entertainment & Shopping

Windermere is a relatively small community, but that doesn’t mean it lacks options for a delicious lunch with friends, a perfectly-made coffee on the way to work, or luxury shopping destinations. Dixie Cream Cafe is a popular spot for its lively atmosphere, outdoor seating facing Windermere’s main street, and decadent selection of cakes. Nearby, The Grove is a popular Windermere shopping center where you’ll find a variety of great storefronts, a grocery store, and favorite chains like Panera and Starbucks. If you’re craving a heightened take on classic burgers, head to BurgerFi, which is known for its grass-fed beef and other healthier versions of American favorites. If you want to explore more options, Orlando and the surrounding suburbs are all just a quick drive away, giving you even more places to try for a night out.

Things to Do in Windermere, FL

Windermere residents have some great opportunities to experience Florida’s gorgeous year-round weather. A favorite is the Beck Brothers Blueberries U-Pick, where residents can take their family to pick ripe, delicious blueberries from a huge plot of bushes at a working farm. This is a hot destination on the weekends and a great way for the whole family to get outside, get moving, and eat some of the famous produce that Central Florida is known for. You can also getsome exercise at the Windermere Recreation Center, a beautifully landscaped park with walking trails, tennis courts, and covered picnic areas to enjoy as a family.Each year, the community holds the much-anticipated Windermere Fine Art Festival. Featuring 85incredible artists from across the nation, this event is a great opportunity to find art for your newhome, alongside live entertainment for the whole family and a variety of food vendors.Need an indoor activity for a rainy day? Head to the Windermere Branch Library—a staple in the community—which hosts a variety of activities, classes, and events for residents of all ages.


Windermere is part of the Orange County Public Schools District, which includes:

  • Olympia High School
  • Gotha Middle School
  • Windermere Preparatory School
  • Bay Lake Elementary School
  • Windermere Elementary School

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