$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.

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

Virtual Tour

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Location