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Home > Listings > FL > Windermere > Isleworth > 9724 CHESTNUT RIDGE DR, Windermere, FL 34786
sold

9724 CHESTNUT RIDGE DR, Windermere, FL 34786

$4,800,000
$864 per ft²
5 Bed
6 Bath
5,557 Sq Ft
0.56 Acres
Listing Office: ISLEWORTH REALTY LLC
Image 1 of property listing at 9724 CHESTNUT RIDGE DR, Windermere, FL 34786Stellar MLS
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.

Listing Agent: Carey Sheffield

License Number: 3613074

Offered by: ISLEWORTH REALTY LLC

Office Phone: 407-909-9000

MLS: #O6310606

Stellar MLS

Date Added: 05/08/2025 12:00:00 am

Last Update: 07/25/2025 03:18:49 pm

Days on Market: 302

Interior

  • General: Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, High Ceilings, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Walk-In Closet(s), Wet Bar, Window Treatments
  • Appliances: Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Freezer, Gas Water Heater, Microwave, Range Hood, Refrigerator, Washer, Wine Refrigerator
  • Laundry: Inside, Laundry Room
  • Flooring: Carpet, Tile, Travertine, Hardwood
  • A/C: true, Central Air
  • Heating: true, Central, Zoned

Exterior

  • General: French Doors, Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Rain Gutters, In Ground
  • Style: Custom, Mediterranean
  • Pool: In Ground, Salt Water
  • Parking: Circular Driveway, Golf Cart Garage, Golf Cart Parking, Ground Level

Construction

  • Roofing: Metal
  • General: Block, Stucco, Two, Block, Slab

Location

  • Road/Access: Street Paved
  • HOA Amenities: Cable TV, Gated, Maintenance, Playground, Security, 24-Hour Guard, Cable TV, Escrow Reserves Fund, Internet, Maintenance Grounds, Maintenance Repairs, Private Road, Security, 3129.0, Quarterly
  • Originating MLS: Stellar MLS
  • County: Orange

Lot

  • Zoning: P-D, ISLEWORTH 16/118 LOT 15, 282316389900150
  • View: Pool, Water
  • Fencing: Fenced

Utilities

  • Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Fire Hydrant, Natural Gas Connected, Public, Street Lights, Underground Utilities
  • Water: Canal/Lake For Irrigation, Public
  • Sewer: Septic Tank

Financial

  • Source: Stellar MLS

Property

  • Year Built: 1990
  • Type: Single Family Home
  • Style: Custom, Mediterranean
  • Neighborhood: Isleworth
  • Parcel #: 282316389900150

Schools

  • Elementary: Windermere Elem
  • Middle: Chain of Lakes Middle
  • High: Olympia High

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07/25/2025Sold
06/27/2025Pending
05/20/2025$4,800,000@ 864 per ft²Listed
05/20/2025Active

Listing Broker

Cheryl Mullen
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Email: [email protected]

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Last Updated: 07/25/2025 03:18:49 pm

Offered by: Carey Sheffield, 3613074, 407-961-2979 @ ISLEWORTH REALTY LLC

MLS: #O6310606

Source: Stellar MLS

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Home > Listings > FL > Windermere > Isleworth > 9724 CHESTNUT RIDGE DR, Windermere, FL 34786

9724 CHESTNUT RIDGE DR, Windermere, FL 34786 is a 5 Bed, 6 Bath, 5,557 Sq Ft, 0.56 Acres, Single Family Home built in 1990.

This property is currently available and was listed by Stellar MLS on 05/08/2025 12:00:00 am. The MLS # for the property is MLS #O6310606.

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Cheryl Mullen is a Central Florida real estate agent for the broker Hanson Real Estate Group Inc. Back to top

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