9725 Chestnut Ridge Drive, Windermere, FL 34786

$6,000,000
7
BD
7
BA
8,000
SqFt

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List Price
$6,000,000
Price Change
▼ $150,000 1777711305
MLS#
O6370294
Bedrooms
7
Bathrooms
7
Baths Half
2
Sq. Ft
8,000
Lot Size
24,349
Subtype
Single Family
County
Orange
Community
Buyer Approval Required, Clubhouse, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, No Truck/RV/Motorcycle Parking, Playground, Pool, Racquetball, Restaurant, Tennis Court(s), No Deed Restriction, Golf Community, Maintenance Free, Security
Subdivision
Isleworth
Region
Windermere
Year Built
1999

Property Description

Newly renovated, this private Isleworth residence offers a rare balance of architectural authority, thoughtful design, and quiet indulgence. Spanning approximately 8,000 square feet, the home unfolds with intention. Rich walnut cabinetry and wood detailing create warmth and continuity throughout, while the fireplace and wine cellar anchor the living spaces with understated elegance. Every room feels deliberate, refined, and composed. The kitchen is a statement of both form and performance; finished with Taj Mahal quartzite countertops, a 60-inch Wolf gas cooktop, Dacor refrigerator and freezer, two warming drawers, a steam oven, and a discreet hidden pantry designed for seamless entertaining. Dual dishwashers and two laundry areas support effortless daily living behind the scenes. Designed for both privacy and flexibility, the home features six bedrooms, a dedicated office, a bonus room with a closet suitable as an additional bedroom, and an elevator for ease across levels. Bathrooms are equally considered, with five full and 2 half baths, all executed with a calm, modern sensibility. Outdoors, the residence enjoys full privacy and tranquil pond views, complemented by a gas-heated pool and jacuzzi, and summer kitchen; a serene backdrop for both quiet mornings and refined gatherings. Mechanically, the home has been comprehensively updated with four new A/C units (2025), two tankless water heaters, and recently replaced garage doors and motors, ensuring modern efficiency beneath the elegance. It is a residence restored with intention, where discretion, craftsmanship, and comfort converge. Private showings are easily accommodated, including same-day requests. Some photos (4 rooms on the second floor) have been virtually staged.

Additional Information

Hoa Fee
$3,129
Hoa Freq
Quarterly
Heating
Central
Cooling
Central Air, Zoned
Roof
Tile
Sewer
Septic Tank
Water
Lake Front
Water View
Yes
Water Access
Yes
Exterior Features
Fire Pit, French Doors, Outdoor Kitchen
Community Features
Buyer Approval Required, Clubhouse, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, No Truck/RV/Motorcycle Parking, Playground, Pool, Racquetball, Restaurant, Tennis Court(s)
Fireplace
Yes
Construction
Block, Stucco
Living Area
8,000
Pool
Yes
Elementary School
Windermere Elem
Middle School
Chain Of Lakes Middle
High School
Olympia High
Pets Allowed
Yes

Listing courtesy of DOUGLAS ELLIMAN. Contact: 305-695-6070

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