9724 Chestnut Ridge Dr, Windermere, FL 34786

$4,330,000
5
BD
6
BA
5,557
SqFt

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Sold Price
$4,330,000
List Price
$4,800,000
Status
Sold
Days on Market
37
Closing Date
Jul 25, 2025
MLS#
O6310606
Property Style
Single Family
Architectural Style
Custom, Mediterranean
Year Built
1990
Bedrooms
5
Bathrooms
6
Living Area
5,557
Lot Size
24,255
Acres
0.56
Total Acreage
1/2 to less than 1
Legal Subdivision Name
Isleworth
MLS Area Major
Windermere

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.

Additional Information

Taxes
$38334
Minimum Lease
8-12 Months
HOA Fee
$3,129
HOA Payment Schedule
Quarterly
Maintenance Includes
Guard - 24 Hour, Cable TV, Escrow Reserves Fund, Internet, Maintenance Grounds, Maintenance, Private Road, Security
Location
Landscaped, Near Golf Course, Paved
Community Features
Community Mailbox, Gated Community - Guard, Golf Carts OK, Golf, Playground, Street Lights, No Deed Restriction, Golf Community, Maintenance Free, Security
Property Description
Two Story
Zoning
P-D
Interior Layout
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
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
Floor
Carpet, Tile, Travertine, Wood
Appliances
Bar Fridge, Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Freezer, Gas Water Heater, Microwave, Range Hood, Refrigerator, Washer, Wine Refrigerator
Utilities
BB/HS Internet Available, Cable Connected, Electricity Connected, Fire Hydrant, Natural Gas Connected, Public, Underground Utilities
Heating
Central, Zoned
Air Conditioning
Central Air
Exterior Construction
Block, Stucco
Exterior Features
French Doors, Lighting, Outdoor Grill, Outdoor Kitchen, Rain Gutters
Roof
Metal
Foundation
Block, Slab
Pool
Private
Pool Type
In Ground, Salt Water
Garage Carport
5+ Car Garage, Golf Cart Garage
Garage Spaces
6
Garage Features
Circular Driveway, Golf Cart Garage, Golf Cart Parking, Ground Level
Elementary School
Windermere Elem
Middle School
Chain Of Lakes Middle
High School
Olympia High
Fences
Fenced
Water Name
Lake Bessie
Water Extras
Lift, Skiing Allowed
Water View
Lake
Water Access
Lake
Water Frontage
Lake Front
Pets
Allowed
Flood Zone Code
AE
Parcel ID
28-23-16-3899-00-150
Legal Description
ISLEWORTH 16/118 LOT 15

Listing courtesy of ISLEWORTH REALTY LLC. 407-909-9000

Selling Office: ISLEWORTH REALTY LLC.

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