Xome Inc. License #9002330 [email protected] 844-400-XOME (9663)
Listing Courtesy of: Carey Sheffield - ISLEWORTH REALTY LLC 407-909-9000
$4,330,000 affordable loan icon Calculate Payment
Xome Inc.   License #9002330   [email protected]   844-400-XOME (9663)

9724 Chestnut Ridge Dr Windermere, FL 34786

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Single Family Residence
5 Beds
6 Baths
5,557 Sq. Ft.
0.56 Acre Lot

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Last updated on 2/27/2026 7:27 PM
Motivated Seller - 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 in 2024 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. Continue reading
MLS#
O6310606
Property Type
Single Family
Bedrooms
5
Bathrooms
6 Full
Year Built
1990
HOA Fee
$3,129 Quarterly
Square Feet
5,557 sq. ft
Lot Size
0.56
Stories
2.0
Sewer
Holding Tank

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view of kitchen

Walk Score measures the walkability of any address, Transit Score measures access to public transit on a scale of 1-100.

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Listing Courtesy of: Carey Sheffield - ISLEWORTH REALTY LLC 407-909-9000
Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


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