Property
ActiveResidential
1/60
$6,000,000

9725 CHESTNUT RIDGE DRIVE

Windermere, FL 34786
7
Beds
7
Baths
8,000
SqFt
0.56
Acres
STELLAR
#O6370294
Updated: Jun 29, 2026, 7:38pm

Property Description

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.
Launch 3D Virtual Tour
Opens in a new window
Included Appliances
Bar FridgeBuilt-In OvenDishwasherDisposalDryerExhaust FanFreezerIce MakerMicrowaveRangeRange HoodRefrigeratorWasher

Property Details

Highlights
View
Yes
Waterfront
Yes
Interior
Additional Rooms
Den/Library/OfficeFamily RoomFormal Living Room SeparateInterior In-Law Suite w/Private EntryMedia Room
Appliances
Bar FridgeBuilt-In OvenDishwasherDisposalDryerExhaust FanFreezerIce MakerMicrowaveRangeRange HoodRefrigeratorWasher
Bathrooms Total Decimal
6
Building Area Total
11952
Cooling
Central AirZoned
Fireplace Features
GasLiving RoomMaster Bedroom
Flooring
Porcelain TileTravertineHardwood
Heating
Central
Interior Features
Built-in FeaturesCeiling Fan(s)ElevatorHigh CeilingsKitchen/Family Room ComboLiving Room/Dining Room ComboOpen FloorplanPrimary Bedroom Main FloorSkylight(s)Split BedroomStone CountersThermostatWalk-In Closet(s)Wet Bar
Laundry Features
Laundry Room
Living Area
8000
Rooms Total
5
Security Features
Gated CommunitySmoke Detector(s)
Window Features
ENERGY STAR Qualified Windows
Construction
Building Area Source
Builder
Building Area Units
Square Feet
Construction Materials
BlockStucco
Direction Faces
West
Foundation Details
Slab
Levels
Three Or More
Living Area Source
Builder
Living Area Units
Square Feet
Roof
Tile
Stories Total
2
Year Built
1999
Site & Exterior
Covered Spaces
3
Exterior Features
Fire PitFrench DoorsOutdoor Kitchen
Flood Zone Code
X
Garage Spaces
3
I D X Participation
Yes
Lot Features
LandscapedNear Golf Course
Lot Size Acres
0.56
Lot Size Area
24349
Lot Size Square Feet
24349
Lot Size Units
Square Feet
Open Parking
Yes
Parking Features
DrivewayGarage Faces Side
Patio And Porch Features
CoveredEnclosedRear PorchScreened
Pool Features
HeatedIn GroundIndoorLapOutside Bath AccessScreen EnclosureTile
Public Survey Range
28
Public Survey Section
16
Road Frontage Type
Street Paved
Road Surface Type
PavedAsphalt
Sewer
Septic Tank
Spa Features
HeatedIn Ground
Total Acreage
1/2 to less than 1
Utilities
Electricity ConnectedWater Connected
Vegetation
Mature LandscapingTrees/Landscaped
View
GardenPoolWater
Water Access
Yes
Water Source
Public
Water View
Yes
Waterfront
Yes
Waterfront Features
WaterfrontPond
Waterfront Feet Total
113
Zoning
P-D
Financials
Amenities Additional Fees
Club amenities are available to Club members only. Residents of the community are not required to join the Isleworth Golf & Country Club.
Association Fee
3129
Association Fee Frequency
Quarterly
Association Fee Includes
24-Hour GuardCommunity PoolMaintenance GroundsManagerPool MaintenanceSecurity
Calculated List Price By Calculated Sq Ft
750
Contract Status Change Date
2026-01-02
Current Price
6000000
Feed Types
BBO
Lease Considered
Yes
Minimum Lease
8-12 Months
Monthly H O A Amount
1043
Ownership
Fee Simple
Parcel Number
162328389900060
Public Survey Township
23
Tax Annual Amount
29046.23
Tax Block
00
Tax Book Number
16-118
Tax Legal Description
ISLEWORTH 16/118 LOT 6 & BEG NW COR OF SAID LOT 6 TH S 63 DEG E 85 FT N 76 DEG E39.14 FT N 63 DEG W 113.43 FT S 30 DEGW 25.29 FT TO POB & BEG AT WLY MOST COROF LOT 4 TH N33-00-00E ALONG WLY LINE OFLOT 4 10.06 FT TH N63-04-56W 133.88 FTTH S30-16-40W 1 0.02 FT TO NELY LINE OF LANDS DESC IN 5925/4062 TH S63-04-56E 133.40 FT TO POB
Tax Lot
6
Tax Year
2024
Total Annual Fees
12516
Total Monthly Fees
1043

Neighborhood & Lifestyle

Community & Association
Additional Lease Restrictions
Per Isleworth Community Association
Association Amenities
ClubhouseElevator(s)Fitness CenterGatedGolf CourseMaintenanceParkPickleball Court(s)PlaygroundPoolRacquetballRecreation FacilitiesSaunaSecuritySpa/Hot TubStorageTennis Court(s)
Association Approval Required
Yes
Association Email
dan.oconnell@Isleworth.com
Association Fee Requirement
Required
Association Name
Dan O'Connell
Association Phone
407-909-2071
Community Features
Private Boat RampWater AccessWaterfrontBuyer Approval RequiredClubhouseFitness CenterGated Community - GuardGolf Carts OKGolfNo Truck/RV/Motorcycle ParkingPlaygroundPoolRacquetballRestaurantTennis Court(s)
Lease Restrictions
Yes
M L S Area Major
34786 - Windermere
Pet Restrictions
Please call the association
Pets Allowed
Yes
Subdivision Name
ISLEWORTH
Schools
Ratings
Elementary
Windermere Elem
Middle
Chain of Lakes Middle
High
Olympia High
Listing provided courtesy of STELLAR via IDX. Updated: Jun 29, 2026, 7:38pm.
Dianna Desboyaux

Listing Agent

DOUGLAS ELLIMAN

Call Agent