Windermere · Private · Gated
An exclusive golf and waterfront community offering world-class amenities, architectural excellence, and unrivaled prestige — one of Florida's most coveted addresses.
Live the MaxLife.
$3M – $30M+
Price Range
Arnold Palmer 18
Golf Course
24-Hour Gated
Security
34786
Zip Code
Nestled in the heart of Windermere, Isleworth is one of Central Florida's most prestigious private communities. The community features a championship golf course designed by Arnold Palmer with luxury estates among pristine lakes and manicured landscapes. Home to professional athletes, executives, and wealthy families valuing privacy and exclusivity.
Multi-million-dollar estates feature expansive floor plans, custom craftsmanship, private docks, and golf or lake views. The community offers both contemporary waterfront mansions and Mediterranean-inspired estates — often trading privately before ever hitting the open market.
Located in Windermere on the Butler Chain of Lakes, minutes from downtown Orlando and Central Florida attractions. Widely considered one of the most prestigious addresses in Florida among celebrities, professional athletes, and business leaders.
Recent Work
3 homes representing $6M in recent Isleworth volume.
Recently Sold$6,050,000
Sold Nov 2025 · List $6,250,000
6401 Deacon Cir
Windermere, FL 34786
6 BD · 6.5 BA · 7,840 SF · 0.94 AC
Isleworth
Coming Soon$9,750,000
Isleworth Lakefront Estate
Windermere, FL 34786
6 BD · 7.5 BA · 10,200 SF · 1.6 AC
Isleworth
Notable Home$18,500,000
Isleworth Trophy Estate
Windermere, FL 34786
8 BD · 10.5 BA · 17,800 SF · 3.2 AC
Isleworth
Two to three hand-picked matches per month — 48 hours before MLS.
Neighborhood
Picturesque lakefront estates, tree-lined streets, and the true small-town feel of Central Florida's most coveted address on the Butler Chain of Lakes.
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Neighborhood
Thirteen interconnected lakes — the most prestigious waterfront address in Central Florida, where private docks, sunset boat rides, and trophy bass fishing are everyday life.
Explore Butler Chain of Lakes→
Neighborhood
Luxury estates, A-rated schools, and Butler Chain lakefront living just minutes from Restaurant Row and Central Florida's finest attractions.
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MaxLife Realty is a boutique brokerage specializing in Isleworth and the Butler Chain of Lakes. Let's talk about your next move.