Property

WINDERMERE, FL 34786 9731 CHESTNUT RIDGE DRIVE

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Presented By: ISLEWORTH REALTY LLC with 407-909-9000. - 407-909-9000
  • MLS# O6336655
  • 08/16/2025
  • Request Tour
  • Request Info
  • Beds • 4
  • Baths • 4
  • SQFT • 4,877
  • Garage • 2

Home Details

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

Interior Features for 9731 CHESTNUT RIDGE DRIVE

Bedrooms

Total Bedrooms4

Bathrooms

Half Baths0
Total Baths4

Other Interior Features

LivingAreaSourcepublic records
Air Conditioning Y/NYes
Fireplace Y/NNo
Flooringmarble, travertine
Heating Y/NYes
Interior Amenitiescathedral ceiling(s), ceiling fan(s), kitchen/family room combo, primary bedroom main floor, stone counters, thermostat, walk-in closet(s)
Laundry Featureslaundry room
Total Stories2

General for 9731 CHESTNUT RIDGE DRIVE

Additional Parcels Y/NNo
Appliancesbar fridge, built-in oven, dishwasher, disposal, dryer, exhaust fan, gas water heater, ice maker, microwave, range, range hood, refrigerator, trash compactor, washer, water filtration system, water purifier, water s
Assoc Fee Paid Perquarterly
Association Amenitiescable tv, playground, security
Association Fee Includes24-hour guard, cable tv, escrow reserves fund, internet, maintenance grounds, maintenance repairs, security
Association Namedan o'connell
Attached Garage Yes
Body of Waterlake butler chain of lakes
Building Area Unitssquare feet
Carport Y/NNo
Citywindermere
Community Featurescommunity boat ramp, water access, community mailbox, gated community - no guard, golf carts ok, golf, playground
Construction Materialsblock, stucco
Coolingcentral air, zoned
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 right.
DockY/NNo
Elementary Schoolwindermere elem
Facing Directionnortheast
Flood Zone Codex
Flood Zone Code XY
Full Baths4
Garage Spaces2
Garage Y/NYes
HOAYes
HOA Fee$3129
Heatingcentral, electric, natural gas
High Schoololympia high
Land Lease Y/NNo
Lease Considered Y/NYes
Legal Descriptionisleworth 16/118 lot 7
Levelstwo
Listing Termscash, conventional
Living Area Unitssquare feet
Lot Size Square Feet23624
Lot Size Unitssquare feet
MLS Area34786 - windermere
Middle/Junior High Schoolchain of lakes middle
Minimum Leaseno minimum
ModificationTimestamp2025-08-17t10:47:27.050z
Monthly HOA Amount1043
New ConstructionNo
Occupancy Typeowner
Ownershipfee simple
Pets Allowedbreed restrictions
Pool Featuresheated, in ground, lighting, self cleaning
Property Subtypesingle family residence
Property Typeresidential
Rooftile
STELLAR_InLawSuiteYNNo
Security Featuresgated community, security lights, security system, smoke detector(s)
Senior Community Y/NNo
Sewerseptic tank
Spa Featuresheated, in ground
Standard Statusactive
Statusactive
Subdivision Nameisleworth
Tax Annual Amount19866.86
Tax Lot7
Tax Year2024
Total Rooms10
Utilitiesbb/hs internet available, cable connected, electricity connected, natural gas connected, street lights, water connected
Viewpool
Water Access Typelake - chain of lakes
Water Access Y/NYes
Water View Y/NNo
Year Built1986
Zoningp-d

Exterior for 9731 CHESTNUT RIDGE DRIVE

Building Area Total6151
Covered Spaces2
Exterior Amenitiesbalcony, irrigation system, outdoor grill, rain gutters
Foundation Detailsblock, slab
Lot Featureslandscaped, near golf course
Lot Size Acres0.54
Lot Size Area23624
Parking Featurescircular driveway, golf cart garage
Private PoolYes
Road Frontage Typestreet paved
Road Surface Typepaved
Water Sourcepublic
Waterfront Y/NNo

Additional Details

Price History

Schools

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

Tiana Lefebre

Associate
Price $3,400,000
MLS#O6336655
List Date 08/16/2025
Property Type Single Family
Phone 516.595.5956
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