9725 Chestnut Ridge Drive, Windermere, FL 34786

$5,975,000
7
BD
7
BA
8,000
SqFt

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List Price
$5,975,000
Listing Price
$5,975,000
Price Change
▼ $25,000 1787381131
Days on Market
262
MLS#
O6370294
Bedrooms
7
Bathrooms
7
Living Sq. Ft
8,000
Lot Size
24,349
Property Class
Single Family Residential
Elementary School
Windermere Elem
Middle School
Chain Of Lakes Middle
High School
Olympia High
Status
ACTIVE
County
Orange
Region
Windermere
Subdivision
Isleworth

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. Some photos have been virtually staged. Private showings are easily accommodated, including same-day requests.

Additional Information

Tax Year
2024
Year Built
1999
Garage Spaces
3
Pets
Yes
Amenities
Clubhouse, Elevators, Fitness Center, Gated, Golf Course, Maintenance, Park, Pickleball Court(s), Playground, Pool, Racquetball, Recreation Facilities, Sauna, Security, Spa/Hot Tub, Storage, Tennis Court(s)
View
Garden, Pool, Water
Waterfront Description
Pond
Pool
Yes
Lot Size
0.56
Construction
Block, Stucco
Parking
Driveway, Garage Faces Side
Roof
Tile
Exterior Features
Fire Pit, Outdoor Kitchen
Water
Lake Front
Sewer
Septic Tank
Cooling
Central Air, Zoned
Interior Features
Built-in Features, Ceiling Fans(s), Elevator, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar
HOA Fee
$3,129
HOA Fee Freq
Quarterly
Waterfront
Yes

Listing courtesy of DOUGLAS ELLIMAN.

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