Property
ActiveResidential
1/57
$3,400,000

9731 CHESTNUT RIDGE DRIVE

Windermere, FL 34786
4
Beds
4
Baths
4,877
SqFt
0.54
Acres
STELLAR
#O6336655
Updated: Apr 8, 2026, 12:08pm

Property Description

Nestled within the gates of the renowned Isleworth Golf & Country Club, this beautiful four-bedroom estate offers nearly 5,000 square feet and showcases an elegant transitional style. The main level welcomes you with gracious formal living and dining rooms, each crowned with sparkling chandeliers and framed by oversized windows that capture elevated views of the resort-style pool and spa below. Travertine floors flow seamlessly into the gourmet kitchen appointed with stainless steel appliances, a sunlit casual dining space, and direct access to both the intimate family room and an outdoor balcony for effortless indoor-outdoor living. Also on the primary level, the serene master suite offers a separate access to the terrace along with a luxuriously updated bath, and dual closets. Completing the primary level is a richly detailed wood-paneled office and a well-appointed laundry room, adding both warmth and function. The home’s thoughtful layout places the secondary bedrooms on the lower level, ensuring privacy and comfort for family or guests. Here, glass doors open to the multi-level terrace that gracefully surrounds the sparkling pool and spa, featuring generous deck space for year-round lounging and entertaining under the Florida sun. Offering an exceptional combination of timeless design, resort-inspired grounds, and a premier location within the gates, this remarkable residence is truly a sanctuary to call home.
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Included Appliances
Bar FridgeBuilt-In OvenDishwasherDisposalDryerExhaust FanGas Water HeaterIce MakerMicrowaveRangeRange HoodRefrigeratorTrash CompactorWasherWater Filtration SystemWater PurifierWater Softener

Property Details

Highlights
View
Yes
Interior
Appliances
Bar FridgeBuilt-In OvenDishwasherDisposalDryerExhaust FanGas Water HeaterIce MakerMicrowaveRangeRange HoodRefrigeratorTrash CompactorWasherWater Filtration SystemWater PurifierWater Softener
Bathrooms Total Decimal
4
Building Area Total
6151
Cooling
Central AirZoned
Flooring
MarbleTravertine
Heating
CentralElectricNatural Gas
Interior Features
Cathedral Ceiling(s)Ceiling Fan(s)Kitchen/Family Room ComboPrimary Bedroom Main FloorStone CountersThermostatWalk-In Closet(s)
Laundry Features
Laundry Room
Living Area
4877
Rooms Total
10
Security Features
Gated CommunitySecurity LightsSecurity SystemSmoke Detector(s)
Construction
Building Area Source
Public Records
Building Area Units
Square Feet
Construction Materials
BlockStucco
Direction Faces
Northeast
Foundation Details
BlockSlab
Levels
Two
Living Area Source
Public Records
Living Area Units
Square Feet
Roof
Tile
Stories Total
2
Year Built
1986
Site & Exterior
Additional Water Information
The Isleworth community is set along six of the lakes within the much desirable Butler Chain of Lakes. We offer a private, community boat ramp for our residents eager to enjoy these great waters.
Covered Spaces
2
Exterior Features
BalconyIrrigation SystemOutdoor GrillRain Gutters
Flood Zone Code
X
Garage Spaces
2
I D X Participation
Yes
Lot Features
LandscapedNear Golf Course
Lot Size Acres
0.54
Lot Size Area
23624
Lot Size Square Feet
23624
Lot Size Units
Square Feet
Open Parking
Yes
Parking Features
Circular DrivewayGolf Cart Garage
Pool Features
HeatedIn GroundLightingSelf Cleaning
Public Survey Range
28
Public Survey Section
16
Road Frontage Type
Street Paved
Road Surface Type
Paved
Sewer
Septic Tank
Spa Features
HeatedIn Ground
Total Acreage
1/2 to less than 1
Utilities
BB/HS Internet AvailableCable ConnectedElectricity ConnectedNatural Gas ConnectedStreet LightsWater Connected
View
Pool
Water Access
Yes
Water Body Name
LAKE BUTLER CHAIN OF LAKES
Water Source
Public
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
3672
Association Fee Frequency
Quarterly
Association Fee Includes
24-Hour GuardCable TVEscrow Reserves FundInternetMaintenance GroundsMaintenance RepairsSecurity
Calculated List Price By Calculated Sq Ft
697.15
Contract Status Change Date
2025-08-16
Current Price
3400000
Feed Types
BBO
Lease Considered
Yes
Minimum Lease
No Minimum
Monthly H O A Amount
1224
Owner Name
OWNER OF RECORD
Ownership
Fee Simple
Parcel Number
162328389900070
Public Survey Township
23
Tax Annual Amount
19866.86
Tax Block
3899
Tax Book Number
16-118
Tax Legal Description
ISLEWORTH 16/118 LOT 7
Tax Lot
7
Tax Year
2024
Total Annual Fees
14688
Total Monthly Fees
1224

Neighborhood & Lifestyle

Community & Association
Additional Lease Restrictions
Per Isleworth Community Association (ICA)
Association Amenities
Cable TVPlaygroundSecurity
Association Approval Required
Yes
Association Email
dan.occonnell@isleworth.com
Association Fee Requirement
Required
Association Name
Dan O'Connell
Association Phone
407-909-2071
Community Features
Community Boat RampWater AccessCommunity MailboxGated Community - No GuardGolf Carts OKGolfPlayground
M L S Area Major
34786 - Windermere
Pet Restrictions
Per Orange County breed restrictionsnumber limits and leash laws.
Pets Allowed
Breed Restrictions
Subdivision Name
ISLEWORTH
Schools
Ratings
Elementary
Windermere Elem
Middle
Chain of Lakes Middle
High
Olympia High
Listing provided courtesy of STELLAR via IDX. Updated: Apr 8, 2026, 12:08pm.
Monica Lochmandy

Listing Agent

ISLEWORTH REALTY LLC

Call Agent