Property

WINDERMERE, FL 34786 9724 CHESTNUT RIDGE DR

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Presented By: ISLEWORTH REALTY LLC with 407-909-9000. - 407-909-9000
  • MLS# O6310606
  • 05/20/2025
  • Request Tour
  • Request Info
  • Beds • 5
  • Baths • 6
  • SQFT • 5,557
  • Garage • 6

Home Details

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.
Presented By: ISLEWORTH REALTY LLC with 407-909-9000. - 407-909-9000

Interior Features for 9724 CHESTNUT RIDGE DR

Bedrooms

Total Bedrooms5

Bathrooms

Half Baths0
Total Baths6

Other Interior Features

LivingAreaSourcepublic records
Air Conditioning Y/NYes
Fireplace Y/NNo
Flooringcarpet, tile, travertine, hardwood
Furnished Y/Nunfurnished
Heating Y/NYes
Interior Amenitiesceiling fan(s), crown molding, eating space in kitchen, high ceilings, primary bedroom main floor, solid surface counters, solid wood cabinets, thermostat, walk-in closet(s), wet bar, window treatments
Laundry Featuresinside, laundry room

General for 9724 CHESTNUT RIDGE DR

Additional Parcels Y/NNo
Appliancesbar fridge, built-in oven, cooktop, dishwasher, disposal, dryer, freezer, gas water heater, microwave, range hood, refrigerator, washer, wine refrigerator
Architectural Stylecustom, mediterranean
Assoc Fee Paid Perquarterly
Association Amenitiescable tv, gated, maintenance, playground, security
Association Fee Includes24-hour guard, cable tv, escrow reserves fund, internet, maintenance grounds, maintenance repairs, private road, security
Association Namedan o'connell
Attached Garage Yes
Body of Waterlake bessie
Building Area Unitssquare feet
Carport Y/NNo
Citywindermere
Community Featurescommunity boat ramp, water access, community mailbox, gated community - guard, golf carts ok, golf, playground
Construction Materialsblock, stucco
Coolingcentral air
Countyorange
Directionsi-4 to conroy windermere road west to isleworth subdivision. stay straight on isleworth country club drive.turn right on latrobe, turn right on chestnut ridge drive. estate will be on the left.
DockY/NYes
Elementary Schoolwindermere elem
Facing Directionnortheast
Flood Zone Codeae
Full Baths6
Garage Spaces6
Garage Y/NYes
HOAYes
HOA Fee$3129
Heatingcentral, zoned
High Schoololympia high
Land Lease Y/NNo
Lease Considered Y/NYes
Legal Descriptionisleworth 16/118 lot 15
Levelstwo
Listing Termscash, conventional
Living Area Unitssquare feet
Lot Size Square Feet24255
Lot Size Unitssquare feet
MLS Area34786 - windermere
Middle/Junior High Schoolchain of lakes middle
Minimum Lease8-12 months
ModificationTimestamp2025-06-04t14:17:06.240z
Monthly HOA Amount1043
New ConstructionNo
Occupancy Typeowner
Ownershipfee simple
Patio/Porch Featurespatio, rear porch, screened
Pets Allowedbreed restrictions
Pool Featuresin ground, salt water
Property Attached Y/NNo
Property Subtypesingle family residence
Property Typeresidential
Roofmetal
STELLAR_InLawSuiteYNNo
Senior Community Y/NNo
Sewerseptic tank
Spa Featuresin ground
Standard Statusactive
Statusactive
Subdivision Nameisleworth
Tax Annual Amount38334.25
Tax Lot15
Tax Year2024
Total Rooms10
Utilitiesbb/hs internet available, cable connected, electricity connected, fire hydrant, natural gas connected, public, street lights, underground utilities
Viewpool, water
Water Access Typelake
Water Access Y/NYes
Water Viewlake
Water View Y/NYes
Waterfront Featureslake front
Year Built1990
Zoningp-d

Exterior for 9724 CHESTNUT RIDGE DR

Building Area Total8162
Covered Spaces6
Exterior Amenitiesfrench doors, irrigation system, lighting, outdoor grill, outdoor kitchen, rain gutters
Fencingfenced
Foundation Detailsblock, slab
Lot Featureslandscaped, near golf course
Lot Size Acres0.56
Lot Size Area24255
Open Parking Y/NYes
Parking Featurescircular driveway, golf cart garage, golf cart parking, ground level
Private PoolYes
Road Frontage Typestreet paved
Road Surface Typepaved
SpaYes
Vegetationmature landscaping, oak trees
Water Sourcecanal/lake for irrigation, public
WaterfrontY/NYes

Additional Details

Price History

Schools

Middle School Chain of Lakes Middle
High School Olympia High
Elementary School Windermere Elem

Joshua Postlewait

Realtor
Price $4,800,000
MLS#O6310606
List Date 05/20/2025
Property Type Single Family
Phone 407.489.5322
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Request Info
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