Save
Ask
Tour
Hide
Share
$4,800,000
5 Days On Site

9724 CHESTNUT RIDGE DR
WINDERMERE, FL 34786

For Sale|Single Family Residence|Active
5
Beds
6
Full Baths
0
Partial Baths
5,557
SqFt
$864
/SqFt
1990
Built
Subdivision:
ISLEWORTH
County:
Orange
Call Now: (407) 721-5225
Is this the home for you? We can help make it yours.
(407) 721-5225
9724 CHESTNUT RIDGE DR9724 CHESTNUT RIDGE DR9724 CHESTNUT RIDGE DR9724 CHESTNUT RIDGE DR
Save
Ask
Tour
Hide
Share

Mortgage Calculator

Monthly Payment (Est.)

$21,900
Calculator powered by Showcase IDX, a Constellation1 Company. Copyright ©2025 Information is deemed reliable but not guaranteed.

Experience refined lakefront living in this exceptional estate, ideally located within the renowned Isleworth Golf & Country Club. Set along the shores of Lake Bessie on a beautifully landscaped 0.56-acre lot, the home spans 5,557 square feet of luxurious living space. A new metal roof adds both modern appeal and long-term durability, enhancing the home’s overall value and aesthetic. Grand mahogany French doors welcome you into an expansive formal living room, where large picture windows perfectly frame the breathtaking lake vistas. Adjacent, the elegant formal dining room connects to a gourmet kitchen featuring smooth granite countertops, a center island with a professional-grade range and contemporary hood, stainless steel appliances, and travertine flooring. A cozy breakfast nook and inviting family room—both with stunning lake views—complete the heart of the home. Wine enthusiasts will appreciate the custom wine cellar, adorned with a reclaimed Old World wooden door and capacity for over 500 bottles. This space seamlessly connects to a richly appointed home office and trophy room, each featuring bespoke wooden built-ins. The primary suite offers a tranquil sitting area overlooking the lake, along with a luxurious en-suite bath that includes dual vanities, a garden tub, and a walk-in shower. Upstairs, three additional bedrooms accompany a home theater with soundproof walls, a built-in wet bar, and intricate wood detailing—creating the ultimate cinematic experience. Outdoors, a spacious lanai with a summer kitchen overlooks an elevated terrace, pool, and spa—perfect for entertaining or relaxing while enjoying spectacular sunsets and nightly fireworks from nearby theme parks. This rare lakefront gem blends timeless elegance with a prime location, offering an unparalleled lifestyle in one of Central Florida’s most exclusive communities.

Save
Ask
Tour
Hide
Share
Listing Snapshot
Price 
$4,800,000
Days On Site 
5 Days
Bedrooms 
5
Inside Area (SqFt) 
5,557 sqft
Total Baths 
6
Full Baths 
6
Partial Baths 
N/A
Lot Size 
0.56 Acres
Year Built 
1990
MLS® Number 
O6310606
Status 
Active
Property Tax 
$38,334.25
HOA/Condo/Coop Fees 
$1,043 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
5 days agoListing updated with changes from the MLS®
5 days agoListing first seen on site
General Features
Acres 
0.56
Attached Garage 
Yes
Direction Faces 
Northeast
Foundation 
BlockSlab
Garage 
Yes
Garage Spaces 
6
Parking 
Circular DrivewayGolf Cart GarageAttached
Pets 
Breed Restrictions
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
8162
Stories 
Two
Style 
CustomMediterranean
Utilities 
Cable AvailableNatural Gas AvailableCable ConnectedElectricity ConnectedNatural Gas ConnectedUnderground Utilities
Water Source 
Public
Zoning 
P-D
Interior Features
Appliances 
Bar FridgeCooktopDishwasherDisposalDryerFreezerGas Water HeaterMicrowaveRange HoodRefrigeratorWasherWine Refrigerator
Cooling 
Central Air
Flooring 
CarpetTileWood
Furnished 
Unfurnished
Heating 
CentralZoned
Interior 
Crown MoldingEat-in KitchenHigh CeilingsWalk-In Closet(s)Wet Bar
Laundry Features 
InsideLaundry Room
Spa 
Yes
Bathroom 2 
Dimensions - 11x12Level - FirstDescription - Room2
Bathroom 3 
Dimensions - 19x15Level - SecondFeatures - Ceiling Fan(s), Stone CountersDescription - Room3
Bedroom 4 
Dimensions - 14x12Level - SecondFeatures - Stone CountersDescription - Room4
Bedroom 5 
Dimensions - 12x23Level - SecondDescription - Room8
Family Room 
Dimensions - 16x23Level - FirstFeatures - Ceiling Fan(s)Description - Room6
Great Room 
Level - First
Kitchen 
Level - First
Master Bedroom 
Dimensions - 15x27Level - FirstFeatures - Ceiling Fan(s), Double Vanity, Granite CountersDescription - Room1
Media Room 
Dimensions - 20x22Level - SecondFeatures - Bar, Granite Counters, Wet BarDescription - Room5
Office 
Level - FirstDescription - Room7
Save
Ask
Tour
Hide
Share
Exterior Features
Construction Details 
BlockStucco
Exterior 
LightingOutdoor GrillOutdoor KitchenRain GuttersDock
Fencing 
Fenced
Lot Features 
LandscapedNear Golf CoursePavedWaterfront
Patio And Porch 
PatioRear PorchScreened
Pool Features 
In GroundSalt WaterPrivate
Private Pool 
Yes
Roof 
Metal
Spa 
Yes
Spa Features 
In Ground
View 
LakeWaterPool
Waterfront 
Yes
Waterfront Features 
Lake PrivilegesLake Front
Waterview 
LakeWaterPool
Community Features
Association Amenities 
Cable TVGatedMaintenancePlaygroundSecurity
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 4079612979

stellar logo

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: 2025-05-25 08:39 PM 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.
Save
Ask
Tour
Hide
Share