9724 Chestnut Ridge Dr, WINDERMERE, FL

$4,800,000

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5

Beds

6

Baths

5,557

Square feet

0.56

Acres

About 9724 Chestnut Ridge Dr

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.

Features of 9724 Chestnut Ridge Dr

MLS® # O6310606
Price $4,800,000
Bedrooms 5
Bathrooms 6.00
Full Baths 6
Square Footage 5,557
Acres 0.56
Year Built 1990
Type Residential
Sub-Type Single Family Residence
Style Custom, Mediterranean
Status Pending

Community Information

Address 9724 Chestnut Ridge Dr
Area Windermere
Subdivision ISLEWORTH
City WINDERMERE
County Orange
State FL
Zip Code 34786

Amenities

Amenities Cable TV, Gated, Maintenance, Playground, Security
Parking Circular Driveway, Golf Cart Garage, Golf Cart Parking, Ground Level
# of Garages 6
View Pool, Water
Is Waterfront Yes
Waterfront Lake Front
Has Pool Yes

Interior

Interior Features Ceiling Fans(s), Crown Molding, Eat-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
Heating Central, Zoned
Cooling Central Air
Fireplace No

Exterior

Exterior Features French Doors, Lighting, Outdoor Grill, Outdoor Kitchen, Rain Gutters
Lot Description Landscaped, Near Golf Course, Paved
Roof Metal
Foundation Block, Slab

School Information

Elementary Windermere Elem
Middle Chain of Lakes Middle
High Olympia High

Additional Information

Date Listed May 20th, 2025
Days on Market 55
Zoning P-D
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

OfficeISLEWORTH REALTY LLC

Listing Map

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