9725 Chestnut Ridge Dr
Windermere, FL 34786
Active
List price
$5,975,000Price cut
Listing courtesy of DOUGLAS ELLIMAN, 561-655-8600 (Dianna Desboyaux)
MLS# O6370294 Status Active
Listing updated September 22, 2026
- Bedrooms
- 7
- Bathrooms
- 6
- Sq ft
- 8,000
- Year built
- 1999
HOA and fees $1,043/mo
About this home
Virtually Staged. 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.
Facts
- Home type
- Single Family Residence
- Year built
- 1999
- Lot
- 0.56 acres
- Garage
- 3 spaces
- Stories
- 2
- HOA and fees
- $1,043/mo
- Annual taxes
- $29,046
- Subdivision
- Isleworth
- County
- Orange
Features
- Pool
- Private pool, Heated, In Ground, Indoor, Lap, Outside Bath Access, Screen Enclosure, Tile
- Waterfront
- Waterfront, Pond
- 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)
Virtual tour
Location
Map: OpenFreeMap, © OpenMapTiles, © OpenStreetMap contributors
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