Windermere
Lakefront estates and luxury living in one of Central Florida's most prestigious communities. Windermere is where Southwest Orlando's finest homes meet Chain of Lakes living.
The crown jewel of Southwest Orlando.
Windermere is consistently ranked among the most desirable communities in Central Florida. Situated on the prestigious Butler Chain of Lakes, this town of approximately 5,000 residents is known for its estate-style homes, mature oak canopies, and an atmosphere of refined privacy.
Home to several professional athletes and executives, Windermere offers gated communities like Isleworth, Butler Bay, and Windermere Club alongside custom lakefront estates that regularly trade in the multi-million-dollar range. The town maintains strict zoning that preserves its small-town character even as surrounding areas develop.
The Windermere area is served by top-rated Orange County Public Schools, including Windermere High School and Gotha Middle School. The town's proximity to the Butler Chain of Lakes makes it a paradise for boating, fishing, and watersports enthusiasts.
Where to look in Windermere.
Isleworth
Gated golf and lakefront community with estates from $1M to $10M+. Home to Isleworth Golf & Country Club.
Butler Bay
Waterfront and interior homes with access to the Butler Chain. A mix of custom estates and planned communities.
Windermere Club
Gated community with a golf course, tennis, and a family-friendly atmosphere. Homes from the $500Ks to $1M+.
Keene's Pointe
Master-planned community with a Jack Nicklaus-designed golf course. Family-oriented with excellent schools nearby.
Tilden's Grove
Upscale single-family community with tree-lined streets, a community pool, and proximity to downtown Windermere.
Interested in Windermere?
Windermere's luxury market moves quickly. Let me help you navigate the options and find the right property for your lifestyle and budget.
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