For sale · Active

9725 Chestnut Ridge Drive

Windermere, FL 34786 · Isleworth

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7 beds6 baths8,000 sqftbuilt 1999

About this home

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.

The essentials

Status
Active
Property type
Single Family Residence
Year built
1999
Days on market
178
Subdivision
Isleworth
County
Orange
MLS #
O6370294

Interior

Living area
8,000 sqft
Bedrooms
7
Bathrooms
6
Flooring
Porcelain Tile, Travertine, Hardwood
Interior features
Built-in Features, Ceiling Fan(s), Elevator, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Skylight(s), Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar
Cooling
Central Air, Zoned
Heating
Central

Exterior & lot

Lot size
24,349 Square Feet
Pool
Heated, In Ground, Indoor, Lap, Outside Bath Access, Screen Enclosure, Tile
View
Garden, Pool, Water
Garage spaces
3
Construction
Block, Stucco
Roof
Tile
Exterior features
Fire Pit, French Doors, Outdoor Kitchen

Community & costs

HOA fee
$3,129 Quarterly
Association
Dan O'Connell
Amenities
Clubhouse, Elevator(s), Fitness Center, Gated, Golf Course, Maintenance, Park, Pickleball Court(s), Playground, Pool, Racquetball, Recreation Facilities, Sauna, Security, Spa/Hot Tub, Storage, Tennis Court(s)
Annual taxes
$29,046
Ownership
Fee Simple

Listing courtesy of DOUGLAS ELLIMAN · Stellar MLS. This information is believed to be accurate, but without warranty.