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9731 Chestnut Ridge Drive

Windermere, FL 34786
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Bed 4

Bed

Bath 4

Bath

SqFt4,877

Sqft

Acres0.54

Acre(Lot)

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. Complet ing 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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Detail Ic Property Details

Property Type : Residential

Price : $3,400,000

AD Id : 66594764

MLS Id : MFRO6336655

Beds : 4

Lot Size : 0.54 Acre

Living Area Size : 4,877

Year Built : 1986

Garage : 2

County : Orange

Subdivision: Isleworth

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Feature Features

  • Bedroom Information

    Total Bedroom: 4

    Bathroom Information

    Total Baths: 4 Full Baths: 4

    Interior Features

    Cathedral Ceiling(s), Ceiling Fans(s), Kitchen/Family Room Combo, Primary Bedroom Main Floor, Stone Counters, Thermostat, Walk-In Closet(s) Roof: Tile Appliances: Bar 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 Softener Laundry Features: Laundry Room

    Roofing Information

    Tile
  • Flooring Information

    Flooring: Marble, Travertine Construction Materials: Block, Stucco
  • Heating & Cooling

    Heating: Central, Electric, Natural Gas Cooling: Central Air, Zoned WaterSource: Public

  • Building Information

    Year Built: 1986
  • Exterior Features

    Balcony, Outdoor Grill, Rain Gutters Construction Materials: Block, Stucco Foundation Details: Block, Slab
  • Pool Features

    Private Pool: 1 Heated, In Ground, Lighting, Self Cleaning

  • Lot Information

    Lot Description: Landscaped, Near Golf Course, Paved Lot Square Feet: 23624 Lot Acres: 0.54 Lot Size (SqMt): 2195

    Property Information

    Property Type: Residential Sub Type: Single Family Residence

  • Listing Price Information

    Original List Price:$3400000

  • Tax Information

    Tax Block: 3899 Tax Book Number: 16-118 Tax Lot: 7 Tax Legal Description: ISLEWORTH 16/118 LOT 7 Annual Tax: $19866.86 Tax Year: 2024 Parcel Number: 16-23-28-3899-00-070

  • Parking Information

    Circular Driveway, Golf Cart Garage

    Garage Information

    Has Garage: Yes Garage Space: 2

    Homeowners Association Information

    Included Fees: Guard - 24 Hour, Cable TV, Escrow Reserves Fund, Internet, Maintenance Grounds, Maintenance, Security Included Amenities: Cable TV, Playground, Security HOA: $3,672.00 Quarterly

  • School Information

    Elementary School: Windermere Elem Junior High School: Chain of Lakes Middle Senior High School: Olympia High
  • Utility Information

    BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Water Connected Sewer: Septic Tank Water Source: Public
  • Location Information

    Subdivision: ISLEWORTH City: WINDERMERE Direction: I-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.
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
9011 Chapman Oak Court, Windermere, FL, 34786 $629,000 4 2 2,050 2,050 SqFt
9011 Pinnacle Circle, Windermere, FL, 34786 $2,250,000 5 5 6,546 6,546 SqFt
9072 Woodbreeze Boulevard, Windermere, FL, 34786 $549,900 3 2 1,721 1,721 SqFt
9323 Gladys Garden Court, Windermere, FL, 34786 $11,900,000 6 10 9,770 9,770 SqFt
4226 Downeast Lane, Windermere, FL, 34786 $10,500,000 5 3 5,316 5,316 SqFt
3103 Seigneury Drive, Windermere, FL, 34786 $2,700,000 8 6 5,607 5,607 SqFt
3013 Seigneury Drive, Windermere, FL, 34786 $1,750,000 4 5 5,130 5,130 SqFt
9237 Sabal Palm Circle, Windermere, FL, 34786 $769,995 3 2 2,469 2,469 SqFt
9144 Isleworth Gardens .., Windermere, FL, 34786 $4,450,000 3 5 5,004 5,004 SqFt
9057 Balmoral Mews Square, Windermere, FL, 34786 $1,859,000 6 6 5,430 5,430 SqFt
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ByOwner last updated this listing 06/06/2026 @ 06:20

MLS: MFRMLS #O6336655 LISTED BY: Monica Lochmandy, ISLEWORTH REALTY LLC 407-909-9000 SOURCE: MFRMLS (My Florida Regional MLS DBA Stellar MLS) (Listings courtesy of MFRMLS (My Florida Regional MLS DBA Stellar MLS) as distributed by MLS GRID)

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