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$3,400,000
1 Day On Site

9731 CHESTNUT RIDGE DRIVE
WINDERMERE, FL 34786

For Sale|Single Family Residence|Active
4
Beds
4
Total Baths
4
Full Baths
4,877
SqFt
$697
/SqFt
1986
Built
Subdivision:
ISLEWORTH
County:
Orange
Call Now: (561) 935-3331
Is this the listing for you? We can help make it yours.
(561) 935-3331
9731 CHESTNUT RIDGE DRIVE9731 CHESTNUT RIDGE DRIVE9731 CHESTNUT RIDGE DRIVE9731 CHESTNUT RIDGE DRIVE
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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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Listing Snapshot
Price 
$3,400,000
Days On Site 
1 Day
Bedrooms 
4
Inside Area (SqFt) 
4,877 sqft
Total Baths 
4
Full Baths 
4
Partial Baths 
N/A
Lot Size 
0.54 Acres
Year Built 
1986
MLS® Number 
O6336655
Status 
Active
Property Tax 
$19,866.86
HOA/Condo/Coop Fees 
$1,043 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
20 hours agoListing updated with changes from the MLS®
yesterdayListing first seen on site
General Features
Acres 
0.54
Attached Garage 
Yes
Direction Faces 
Northeast
Foundation 
BlockSlab
Garage 
Yes
Garage Spaces 
2
Number Of Stories 
2
Parking 
Circular DrivewayGolf Cart GarageAttached
Pets 
Breed Restrictions
Property Sub Type 
Single Family Residence
Security 
Gated CommunitySecurity LightsSecurity SystemSmoke Detector(s)
Sewer 
Septic Tank
SqFt Total 
6151
Stories 
Two
Utilities 
Cable AvailableNatural Gas AvailableCable ConnectedElectricity ConnectedNatural Gas ConnectedWater Connected
Water Source 
Public
Zoning 
P-D
Interior Features
Appliances 
Bar FridgeDishwasherDisposalDryerExhaust FanGas Water HeaterIce MakerMicrowaveRangeRange HoodRefrigeratorTrash CompactorWasherWater PurifierWater Softener
Cooling 
Central AirZoned
Flooring 
Marble
Heating 
CentralElectricNatural Gas
Interior 
Cathedral Ceiling(s)Stone CountersWalk-In Closet(s)
Laundry Features 
Laundry Room
Bedroom 2 
Level - First
Bedroom 3 
Level - First
Bedroom 4 
Level - First
Dining Room 
Level - Second
Family Room 
Level - Second
Kitchen 
Level - Second
Living Room 
Level - Second
Master Bathroom 
Level - Second
Master Bedroom 
Level - Second
Office 
Level - Second
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Exterior Features
Construction Details 
BlockStucco
Exterior 
BalconyOutdoor GrillRain Gutters
Lot Features 
LandscapedNear Golf CoursePaved
Pool Features 
HeatedIn GroundPrivate
Private Pool 
Yes
Roof 
Tile
Spa Features 
HeatedIn Ground
View 
Pool
Waterfront Features 
Lake Privileges
Waterview 
Pool
Community Features
Association Amenities 
Cable TVPlaygroundSecurity
Association Dues 
3129
Community Features 
GatedGolfPlaygroundStreet Lights
Financing Terms Available 
CashConventional
HOA Fee Frequency 
Quarterly
MLS Area 
34786 - Windermere
Roads 
Paved
Township 
23
Schools
School District
Unknown
Elementary School
Windermere Elem
Middle School
Chain of Lakes Middle
High School
Olympia High
Listing courtesy of ISLEWORTH REALTY LLC 4072306888



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2025, Stellar MLS.
Last checked: 2025-08-18 02:36 AM EDT

Neighborhood & Commute
Source: Walkscore
Community information and market data Powered by ATTOM Data Solutions. Copyright ©2019 ATTOM Data Solutions. Information is deemed reliable but not guaranteed.
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