
9725 Chestnut Ridge DriveWindermere, FL, 34786
- Price per sqft
- $747
- Days on market
- 279
- Listed Jan 2, 2026
- Last reduction
- −$25,000
- Aug 22, 2026
About this property
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.
Top Villas Intelligence
Projected rental revenue and ownership costs
Property details
- Property type
- Single Family Residence
- Street address
- 9725 Chestnut Ridge Drive
- City
- Windermere
- State
- FL
- ZIP code
- 34786
- Year built
- 1999
- New construction
- No
- Faces
- West
- Rooms
- 5
- Building stories
- 2
- Living area
- 8,000 sqft
- Total building area
- 11,952 sqft
- Levels
- Three Or More
Price & sale history
Asking price reduced by $975,000 (14%) since first listed.
| Date | Event | Price | Change from previous recorded asking price |
|---|---|---|---|
| Price reducedMLS #O6370294 | $5,975,000Change: −14%−$975,000 | −14%−$975,000 | |
| Listed for saleMLS #O6370294 | $6,950,000 | Not applicable |
Location
Recent sales nearby























