Price Reduced 13.67%
Price History
$6,950,000
1/2/2026
$6,150,000
4/15/2026
$6,000,000
5/2/2026
9725 CHESTNUT RIDGE DRIVE, Windermere, FL, 34786
5 rooms
7 beds
5 Full / 2 Half baths
1999
8,000 sqft
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.
Status:
Active
Type:
Single-family residential
Laundry Remarks:
Laundry Room
Subdivision:
ISLEWORTH
Garage:
3-car Driveway, Garage Faces Side
Heating:
Central
Cooling:
Central Air, Zoned
Levels:
2
Common Charge:
$3,129 Quarterly
Acreage:
0.56
Est. Taxes:
$29,046
HOA Fee
$3,129
Construction
Block, Stucco
Utilities
Electricity Connected, Water Connected
Lot Description:
Landscaped, Near Golf Course
View Description:
Garden, Pool, Water
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)
Waterfront:
Yes
Elementary School:
Windermere Elem
Middle School:
Chain of Lakes Middle
High School:
Olympia High
Days on Market:
120
Pet Policy:
Yes
Appliances:
Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer
Pool:
Heated, In Ground, Indoor, Lap, Outside Bath Access, Screen Enclosure, Tile
Min Lease Term:
8-12 Months
MLS #:
O6370294
Community Info
School Info
Walk Score
Yelp
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Listing courtesy of DOUGLAS ELLIMAN 561-655-8600