For sale · Active
9725 Chestnut Ridge Drive
Windermere, FL 34786 · Isleworth
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.
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