9731 Chestnut Ridge Drive, Windermere, FL 34786
Local realty services provided by:Tomlin St Cyr Real Estate Services ERA Powered
9731 Chestnut Ridge Drive,Windermere, FL 34786
$3,400,000
- 4 Beds
- 4 Baths
- 4,877 sq. ft.
- Single family
- Active
Listed by: monica lochmandy, michelle corbin
Office: isleworth realty llc.
MLS#:O6336655
Source:MFRMLS
Price summary
- Price:$3,400,000
- Price per sq. ft.:$552.76
- Monthly HOA dues:$1,043
About this home
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.
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Home facts
- Year built:1986
- Listing ID #:O6336655
- Added:145 day(s) ago
- Updated:January 09, 2026 at 01:37 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:4
- Full bathrooms:4
- Living area:4,877 sq. ft.
Heating and cooling
- Cooling:Central Air, Zoned
- Heating:Central, Electric, Natural Gas
Structure and exterior
- Roof:Tile
- Year built:1986
- Building area:4,877 sq. ft.
- Lot area:0.54 Acres
Schools
- High school:Olympia High
- Middle school:Chain of Lakes Middle
- Elementary school:Windermere Elem
Utilities
- Water:Public, Water Connected
- Sewer:Septic Tank
Finances and disclosures
- Price:$3,400,000
- Price per sq. ft.:$552.76
- Tax amount:$19,867 (2024)
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