9731 Chestnut Ridge Drive, Windermere, FL 34786
Local realty services provided by:ERA Advantage Realty, Inc.
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
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.
Contact an agent
Home facts
- Year built:1986
- Listing ID #:O6336655
- Added:48 day(s) ago
- Updated:October 04, 2025 at 11:57 AM
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)
New listings near 9731 Chestnut Ridge Drive
- New$1,300,000Active4 beds 4 baths2,658 sq. ft.
11325 Fenimore Court, WINDERMERE, FL 34786
MLS# O6345676Listed by: COMPASS FLORIDA LLC - New$2,999,999Active4 beds 6 baths4,655 sq. ft.
12720 Jacob Grace Court, WINDERMERE, FL 34786
MLS# O6349522Listed by: STOCKWORTH REALTY GROUP - New$4,900,000Active5 beds 5 baths5,548 sq. ft.
5036 Latrobe Drive, WINDERMERE, FL 34786
MLS# O6346003Listed by: ISLEWORTH REALTY LLC - New$938,000Active4 beds 4 baths3,315 sq. ft.
8724 Peachtree Park Court, WINDERMERE, FL 34786
MLS# S5135795Listed by: LA ROSA REALTY LLC - New$605,260Active5 beds 3 baths2,521 sq. ft.
11813 Via Lucerna Circle, WINDERMERE, FL 34786
MLS# O6349212Listed by: REALHOME SERVICE & SOLUTIONS INC - Open Sat, 1 to 3pmNew$925,000Active3 beds 2 baths2,778 sq. ft.
720 Main Street, WINDERMERE, FL 34786
MLS# O6340062Listed by: UPSIDE REAL ESTATE INC - New$2,850,000Active5 beds 7 baths6,248 sq. ft.
8402 Lake Burden Circle, WINDERMERE, FL 34786
MLS# O6345629Listed by: COMPASS FLORIDA LLC - New$465,000Active3 beds 3 baths1,730 sq. ft.
8937 Matriarca Alley, WINDERMERE, FL 34786
MLS# O6347945Listed by: SANCTUM REALTY PROFESSIONALS LLC - New$575,000Active4 beds 2 baths2,063 sq. ft.
9056 Woodbreeze Boulevard, WINDERMERE, FL 34786
MLS# O6348494Listed by: COLDWELL BANKER RESIDENTIAL RE - Open Sun, 10am to 1pmNew$625,000Active5 beds 3 baths2,759 sq. ft.
6891 Northwich Drive, WINDERMERE, FL 34786
MLS# S5135631Listed by: TITAN REALTY GROUP LLC