USAFLWindermereIsleworth9731 Chestnut Ridge Dr
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9731 Chestnut Ridge Dr, WINDERMERE, FL

House

For Sale

Listed price in listed location currency (USD).
$3,400,000

Estimated to sell in:6 days
440

MLS® O6336655

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 4877 sqft
Garage Yes
Taxes $19,867
Days Active 112
Lot Size 0.54 acres
Approx. Age 1986
Avg. Price Per Sqft $697
MLS® Number O6336655

Property Address: 9731 Chestnut Ridge Dr, WINDERMERE, FL, 34786-8945

Average square foot calculated using Size range provided by listing agent.

Description

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.
MLS® NumberO6336655
Laundry LevelLaundry Room
Central VacNo
FireplaceNo
Acreage0.54
Exterior
GarageYes
Approx. Age1986
Basement
DrivewayCircular Driveway, Golf Cart Garage
Garage Spaces2
Heat
A/C
Heating Fuel

Extras

Rooms

Change to metres

Office:Second FloorNot available
Family Room:Second FloorNot available
Bedroom 3:First FloorNot available
Bedroom 4:First FloorNot available
Kitchen:Second FloorNot available
Dining Room:Second FloorNot available
Living Room:Second FloorNot available
Other:Second FloorNot available
Other:Second FloorNot available
Bedroom 2:First FloorNot available

Similar Listings

Price History

-End Date
Not Sold YetSold Price

For Sale

Aug 16, 2025List Date
$3,400,000List Price

Home Appraisal

This property is estimated to sell between: $2,158,000 and $4,021,000.
Similar properties in this area sold on average for: $2,158,333
Expected to sell in 6 days. Similar properties sold in 118 days. This home has been on eXp Realty for 112 days.

The estimated sale price does not take into account many variables such as recent renovations, type of appliances, school district etc. To get a more accurate estimate please contact agent.

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Starting Address
Destination Address
9731 Chestnut Ridge Dr, WINDERMERE, FL

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