Experience refined lakefront living in this exceptional estate, ideally located within the renowned Isleworth Golf & Country Club. Set along the shores of Lake Bessie on a beautifully landscaped 0.56-acre lot, the home spans 5,557 square feet of luxurious living space. A new metal roof adds both modern appeal and long-term durability, enhancing the home’s overall value and aesthetic. Grand mahogany French doors welcome you into an expansive formal living room, where large picture windows perfectly frame the breathtaking lake vistas. Adjacent, the elegant formal dining room connects to a gourmet kitchen featuring smooth granite countertops, a center island with a professional-grade range and contemporary hood, stainless steel appliances, and travertine flooring. A cozy breakfast nook and inviting family room—both with stunning lake views—complete the heart of the home. Wine enthusiasts will appreciate the custom wine cellar, adorned with a reclaimed Old World wooden door and capacity for over 500 bottles. This space seamlessly connects to a richly appointed home office and trophy room, each featuring bespoke wooden built-ins. The primary suite offers a tranquil sitting area overlooking the lake, along with a luxurious en-suite bath that includes dual vanities, a garden tub, and a walk-in shower. Upstairs, three additional bedrooms accompany a home theater with soundproof walls, a built-in wet bar, and intricate wood detailing—creating the ultimate cinematic experience. Outdoors, a spacious lanai with a summer kitchen overlooks an elevated terrace, pool, and spa—perfect for entertaining or relaxing while enjoying spectacular sunsets and nightly fireworks from nearby theme parks. This rare lakefront gem blends timeless elegance with a prime location, offering an unparalleled lifestyle in one of Central Florida’s most exclusive communities.
- Address 9724 CHESTNUT RIDGE DR
- City Windermere
- County Orange
- Zip 34786
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Price
$4,800,000
($864 / SqFt) - Status Active
- Subdivision Isleworth
- Pets Allowed Breed Restrictions
- MLS® # O6310606
- Property Type Residential
- Property Sub TypeSingle Family Residence
- Status Active
- Square Feet 5,557
- Year Built 1990
- Waterfront Yes
- Maintenance Fees $1,043
- Taxes $38,334
- Tax Year 2024

Windermere, FL 34786

Windermere, FL 34786

Windermere, FL 34786

Windermere, FL 34786

Windermere, FL 34786

Windermere, FL 34786
IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by My Florida Regional MLS DBA Stellar MLS.
The MLS data provided for the property above (O6310606) is provided courtesy of (ISLEWORTH REALTY LLC).