Properties

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.

Features
: In Ground, Salt Water
: Central, Zoned
: Central Air
: Fenced
: Rear Porch, Screened, Patio
: Golf Cart Parking, Ground Level, Golf Cart Garage, Circular Driveway
: Lake Front
: BB/HS Internet Available, Electricity Connected, Fire Hydrant, Natural Gas Connected, Public, Cable Connected, Underground Utilities
: Septic Tank
1
: Inside, Laundry Room
: Ceiling Fans(s), Eat-in Kitchen, High Ceilings, Primary Bedroom Main Floor, Thermostat, Walk-In Closet(s), Crown Molding, Solid Wood Cabinets, Window Treatments, Solid Surface Counters, Wet Bar
: Wood, Tile, Carpet, Travertine
: Lighting, Outdoor Kitchen, Rain Gutters, Outdoor Grill, French Doors
: Mediterranean, Custom
Appliances
: Built-In Oven, Dishwasher, Disposal, Dryer, Freezer, Gas Water Heater, Microwave, Range Hood, Refrigerator, Washer, Cooktop, Wine Refrigerator, Bar Fridge
Address Map
US
FL
Orange
Windermere
34786
CHESTNUT RIDGE DR
9724
P-D
34786 - Windermere
I-4 to Conroy Windermere Road west to Isleworth subdivision. Stay straight on Isleworth Country Club Drive.Turn right on Latrobe, turn right on Chestnut Ridge Drive. Estate will be on the Left.
Northeast
Neighborhood
Windermere Elem
Olympia High
Chain of Lakes Middle
Additional Info
ISLEWORTH REALTY LLC
Carey Sheffield
Sqft0
Sqft0
Additional Information
: Public, Canal/Lake For Irrigation
LAKE BESSIE
2025-05-20
: Near Golf Course, Paved, Landscaped
: Two
6
: Slab, Block
: Stucco, Block
: Community Mailbox, Playground, Golf Carts OK, Golf, Gated Community - Guard, Street Lights
8162
1
Cable TV,Gated,Maintenance,Playground,Security
Financial
3129
Quarterly
: Maintenance Grounds, Maintenance, Private Road, Cable TV, Internet, Escrow Reserves Fund, Security, Guard - 24 Hour
1
38334.25
Listing Information
Michelle Corbin
261222137
261013260
ISLEWORTH REALTY LLC
261241064
261013260
Cash,Conventional
Pending
2025-06-27T12:00:09Z
Stellar
: None
2025-06-27T11:59:15Z

9724 Chestnut Ridge Dr, Windermere, Florida 34786

Residential For Sale

5 Bedrooms
6 Bathrooms
5,557 Sqft
$4,800,000
Listing ID #O6310606
Basic Details
Listing Type : For Sale
Listing ID : O6310606
Price : $4,800,000
View : Pool,Water
Bedrooms : 5
Bathrooms : 6
Square Footage : 5,557 Sqft
Year Built : 1990
Lot Size : 0.56 Acre
Full Bathrooms : 6
Listing Status : Pending
Property Sub Type : Single Family Residence
Roof : Metal
Waterfront Yn : 1
Agent info
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