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9731 CHESTNUT RIDGE DR,  WINDERMERE, FL 34786

MLS# O6336655.  4 beds.  4.0 baths.  Single Family Home.  Active

$3672.00 Quarterly Fees.  $19,867 in taxes (2024)

$3,400,000

 

Remarks:

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.

Quick Info:

  • Listing is courtesy Of: ISLEWORTH REALTY LLC ((407-909-9000))
  • Listing Agent: Monica Lochmandy ((407-230-6888))
  • Days on yellowkey: 237
  • Property Type: Single Family Home
  • Beds: 4
  • Baths: 4.0
  • Living Area Square Feet: 4877
  • Built 1986
  • Taxes: $19,867 (2024)
  • Garage Spaces:2 ()
  • Square Feet: 6151
  • Fees: $3,672 Quarterly
  • Orange County
  • Terms: Cash, Conventional
  • Subdivision Info:
  • Occupancy Information: Owner
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  • Subdivision Name: ISLEWORTH
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  • Interior Features: Cathedral Ceiling(s), Ceiling Fans(s), Kitchen/Family Room Combo, Primary Bedroom Main Floor, Stone Counters, Thermostat, Walk-In Closet(s)
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  • Parking Description: Circular Driveway, Golf Cart Garage
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  • View:Pool
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History:

DateListing TypeDays on yellowkeyMLS#EventPrice% Chg$/sqftSource
8/16/2025Sale237O6336655listed for sale$3,400,000-552.7556MLS




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