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Central Florida luxury homes
Windermere
The Butler Chain of Lakes and gated golf estates.
Luxury homes from $3M+
Living in Windermere
Windermere, southwest of downtown Orlando, is known for the Butler Chain of Lakes, a set of clear, spring-fed lakes connected by canals. The small town center has brick streets and a village feel.
Luxury buyers look at lakefront estates on the Butler Chain and homes in gated golf communities such as Isleworth and Keene's Pointe.
What people love
- Butler Chain of Lakes boating
- Isleworth and Keene's Pointe
- Historic Windermere town center
- Close to Disney and Dr. Phillips dining
- Top-rated schools
Windermere market snapshot
Area: Windermere
Source: Stellar MLS via MarketStats by ShowingTime. Rolling 12 months through October 2026, all property types. Data deemed reliable but not guaranteed. Figures cover all price points, not just luxury homes.
Before you buy in Windermere
I’m a licensed Florida broker, a licensed builder and a licensed insurance agent, so I look at every home the way a builder and an underwriter would before you write an offer. In Windermere, these are the things I check first.
My checklist here
- Lake access, dock permits and water levels.
- Sinkhole and soil reports.
- HOA and club fees.
- Gated community rules.
Find your home in Windermere
Tell me your price range and must-haves. I’ll send hand-picked homes, including coming soon and pending ones, and set up private showings.