$4,800,000 pending

9724 chestnut ridge dr , windermere, FL 34786

Beds 5 Baths 6 5,557 Sqft 0.56 Acres 1 of 56
Property Description
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.
Waterfront
Water Name:  LAKE BESSIE
Water Description:  Lake Front
General Information
Sale Price: $4,800,000
Price/SqFt: $864
Status: Pending
MLS#: O6310606
City: windermere
Post Office: windermere
Schools: olympia high
County: Orange
Subdivision: isleworth
Acres: 0.56
Bedrooms:5
Bathrooms:6   (6 full, 0 half)
House Size: 5,557 sq.ft.
Acreage: 0.56 est.
Year Built: 1990
Property Type: Single Family Residence
Style: Custom, Mediterranean
Features & Room Sizes
Paved Road:  Paved
Construction:  Block, Stucco
Exterior Misc:  French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Rain Gutters
Pool:  Yes
Pool Description:  In Ground, Salt Water
Basement:  No
Foundation :  Block, Slab
Appliances:  Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Freezer, Gas Water Heater, Microwave, Range Hood, Refrigerator, Washer, Wine Refrigerator
Cooling:  Central Air
Heating:  Central, Zoned
Waste:  Septic Tank
Watersource:  Canal/Lake For Irrigation, Public
Tax, Fees & Legal
Est. Summer Taxes:  $0
Est. Winter Taxes:  $38,334
HOA fees:  3129
HOA fees Period:  Quarterly
Legal Description:  ISLEWORTH 16/118 LOT 15


Information provided by My Florida Regional MLS DBA Stellar MLS, Copyright 2025
All information provided is deemed reliable but is not guaranteed and should be independently verified. Participants are required to indicate on their websites that the information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing By: Carey Sheffield of ISLEWORTH REALTY LLC, Phone: 407-909-9000
(941) 875-4503 Call Scott Standriff for more information about this property.

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This Home located at
9724 chestnut ridge dr, windermere FL 34786
is currently for sale priced at $4,800,000 and was listed on May, 08, 2025 and has been on the market for 69 days and was last updated on June, 27, 2025.

9724 chestnut ridge dr has 5 bedrooms, 6 bathrooms, and approximately 5,557 square feet. This home is in the olympia high school district with 0.56 acres and was built in 1990. 9724 chestnut ridge dr is in the 34786 ZIP Code area of windermere.

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