9725 Chestnut Ridge Drive, Windermere, FL 34786
Local realty services provided by:CENTURY 21 Real Estate Champions
Listed by: dianna desboyaux, adriana morris
Office: douglas elliman
MLS#:O6370294
Source:MFRMLS
Price summary
- Price:$5,975,000
- Price per sq. ft.:$499.92
- Monthly HOA dues:$1,043
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.
Some photos have been virtually staged.
Private showings are easily accommodated, including same-day requests....
Contact an agent
Home facts
- Year built:1999
- Subdivision & Development:ISLEWORTH
- Listing ID #:O6370294
- Added:299 day(s) ago
- Updated:October 28, 2026 at 05:57 PM
Rooms and interior
- Bedrooms:7
- Total bathrooms:7
- Full bathrooms:5
- Half bathrooms:2
- Flooring:Tile, Travertine, Wood
- Dining Description:Living Room/Dining Room Combo
- Kitchen Description:Bar Fridge, Built-In Oven, Dishwasher, Disposal, Exhaust Fan, Freezer, Ice Maker, Kitchen/Family Room Combo, Microwave, Range, Range Hood, Refrigerator, Stone Counters, Wet Bar
- Bedroom Description:High Ceilings, Primary Bedroom Main Floor, Split Bedroom, Walk-In Closet(s)
- Living area:8,000 sq. ft.
Heating and cooling
- Cooling:Central Air, Zoned
- Heating:Central
- Central air:Yes
Structure and exterior
- Roof:Tile
- Year built:1999
- Building area:8,000 sq. ft.
- Lot area:0.56 Acres
- Lot Features:Landscaped, Near Golf Course, Paved
- Construction Materials:Block, Stucco
- Exterior Features:Covered Porch/Patio, Enclosed, Outdoor Kitchen, Rear Porch, Screened
- Foundation Description:Slab
- Levels:Three Or More Story
Schools
- High school:Olympia High
- Middle school:Chain of Lakes Middle
- Elementary school:Windermere Elem
Utilities
- Water:Public, Water Connected
- Sewer:Septic Tank
Finances and disclosures
- Price:$5,975,000
- Price per sq. ft.:$499.92
- Tax amount:$29,046 (2024)
Features and amenities
- Appliances:Bar Fridge, Built-in Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer
- Laundry features:Dryer, Laundry Room, Washer
- Amenities:Built-In Features, Ceiling Fans(s), Clubhouse, Elevator, Fitness Center, Gated, Golf Course, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Maintenance, Open Floorplan, Park, Pickleball Court(s), Playground, Pool, Primary Bedroom Main Floor, Racquetball, Recreation Facilities, Sauna, Security, Spa/Hot Tub, Split Bedroom, Stone Counters, Storage, Tennis Court(s), Thermostat, Walk-In Closet(s), Wet Bar
- Pool features:Heated, In Ground, Indoor, Lap, Outside Bath Access, Pool, Private Pool, Screen Enclosure, Tile
Parking
- Parking description:Attached Garage, Driveway, Garage Faces Side
- Garage:Yes
- Garage spaces:3
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