← Back to IsleworthACTIVE · MLS MFRO6370294

Windermere, FL · Single Family Residence

9725 Chestnut Ridge Dr

$5,975,000
MLS MFRO6370294
7Bedrooms
7Bathrooms
8,000Square feet
0.56Acres

THE SETTING, AND THE DETAILS

A closer look.

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.

WaterfrontPrivate poolGarage

The details that help you decide.

Details supplied with the listing. Information that was not provided is marked below.

Home essentials
Price per square foot
$747
Full bathrooms
5
Half bathrooms
2
Heated living area
8000
Lot size (acres)
0.56
Lot size (sq ft)
24349
Year built
1999
Property type
Residential
Property style
Not provided
Interior & rooms
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
Appliances
Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer
Flooring
Tile, Travertine, Wood
Additional rooms
Den/Library/Office,Family Room,Formal Living Room Separate,Interior In-Law Suite w/Private Entry,Media Room
Land, water & community
Waterfront
Yes
Waterfront type
Pond
Water body / lake name
Not provided
Water view
Pond
Dock
Not provided
Dock features
Clubhouse
Other views
Garden, Pool, Water
Lot features
Landscaped, Near Golf Course, Paved
Exterior features
Fire Pit, Outdoor Kitchen
Community amenities
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)
Zoning
P-D
Current use
Not provided
Horse amenities
Not provided
Fencing
Not provided
Other structures
Not provided
Pool, parking & systems
Private pool
Yes
Pool features
Heated, In Ground, Indoor, Lap, Outside Bath Access, Screen Enclosure, Tile
Garage
Yes
Garage spaces
3
Carport
No
Carport spaces
Not provided
Parking features
Driveway, Garage Faces Side
Fireplace
Yes
Fireplace features
Gas, Living Room, Primary Bedroom
Heating
Central
Cooling
Central Air, Zoned
Water supply
Public
Sewer
Septic Tank
Utilities
Electricity Connected, Water Connected
Construction
Construction materials
Block, Stucco
Roof
Tile
Foundation
Slab
Stories
2
Levels
Three Or More
Location & schools
City
WINDERMERE
Subdivision
ISLEWORTH
County
Orange
ZIP code
34786
Elementary school
Windermere Elem
Middle school
Chain of Lakes Middle
High school
Olympia High
Association, taxes & listing
HOA / association
Yes
Association fee
$3,129
Fee frequency
Quarterly
Included services
Guard - 24 Hour, Pool, Maintenance Grounds, Management, Security
Association amenities
Clubhouse, Elevators, Fitness Center, Gated, Golf Course, Maintenance, Park, Pickleball Court(s), Playground, Pool, Racquetball, Recreation Facilities, Sauna, Security, Spa/Hot Tub, Storage, Tennis Court(s)
Additional association fee
Not provided
Additional fee frequency
Not provided
Condo fee
Not provided
Condo fee frequency
Not provided
Annual property taxes
$29,046.23
Tax year
2024
Other annual assessments
Not provided
CDD
No
Listing status
Active
Days on market
263
Listing broker
DOUGLAS ELLIMAN
MLS number
MFRO6370294

Explore the area

Location supplied with the listing. Confirm boundaries and access for the property.

Listed by DOUGLAS ELLIMAN · MLS MFRO6370294
Source: mfrmls · Listing updated 2026-09-22 19:52:09 UTC.
Information is deemed reliable but is not guaranteed. Availability and details may change.

Listing photograph

MLS MFRO6370294 · DOUGLAS ELLIMAN

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