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$6,950,000
Active
9725 CHESTNUT RIDGE DRIVE
WINDERMERE, FL 34786 — ISLEWORTH
7 Beds
7 Baths
8,000 sqft
0.56 acres
Built 1999
3-Car Garage
About This Property
Private showings are easily accommodated, including same-day requests.
Newly renovated and fully turnkey, 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.
Newly renovated and fully turnkey, 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.
Property Details
Basics
- Property Type
- Residential
- Property Subtype
- Single Family Residence
- MLS Number
- O6370294
- Days on Market
- 75
- Year Built
- 1999
- Levels
- Three Or More
- Additional Rooms
- Den/Library/Office,Family Room,Formal Living Room Separate,Interior In-Law Suite w/Private Entry,Media Room
- Direction Faces
- West
- Occupant Type
- Vacant
Size & Structure
- Living Area
- 8,000 sqft
- Total Area
- 11,952 sqft
- Lot Size
- 0.56 acres
- Lot Sq Ft
- 24,349 sqft
- Bedrooms
- 7
- Full Baths
- 5
- Half Baths
- 2
- Garage Spaces
- 3
- Stories
- 2
Interior
- Flooring
- Tile, Travertine, Wood
- Appliances
- Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer
- Interior Features
- Built-in Features, Ceiling Fans(s), Elevator, High Ceilings, Kitchen/Family Room Combo, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Wet Bar
- Laundry
- Laundry Room
- Windows
- Skylight(s), ENERGY STAR Qualified Windows
- Fireplace
- Yes — Gas, Living Room, Primary Bedroom
- Furnished
- Furnished
- A/C
- Central Air, Zoned
- Heating
- Central
Exterior & Lot
- Exterior Features
- Fire Pit, French Doors, Outdoor Kitchen
- Construction
- Block, Stucco
- Roof
- Tile
- Foundation
- Slab
- Patio/Porch
- Covered, Enclosed, Rear Porch, Screened
- Lot Features
- Landscaped, Near Golf Course, Paved
- View
- Garden, Pool, Water
Water & Pool
- Waterfront
- Yes — Pond
- Water View
- Pond
- Pool
- Yes — Heated, In Ground, Indoor, Lap, Outside Bath Access, Screen Enclosure, Tile
- Spa
- Yes — Heated, In Ground
Community & HOA
- HOA
- Yes
- HOA Fee
- $3,129/Quarterly
- HOA 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)
- Community Features
- 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)
- Pets Allowed
- Yes
- Security
- Gated Community, Smoke Detector(s)
Utilities & Systems
- Water
- Public
- Sewer
- Septic Tank
- Utilities
- Electricity Connected, Water Connected
- Cooling
- Central Air, Zoned
- Heating
- Central
- Flood Zone
- X
- Parking
- Driveway, Garage Faces Side
Financial
- List Price
- $6,950,000
- Annual Taxes
- $29,046
- Tax Year
- 2024
- Listing Terms
- Cash, Conventional
- Special Conditions
- None
Schools
- Elementary
- Windermere Elem
- Middle School
- Chain of Lakes Middle
- High School
- Olympia High