$3,400,000
9731 CHESTNUT RIDGE DR, WINDERMERE, FL 34786
ActiveProperty details
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.
Property records
Public records from the county assessor.
Recent sales
Keep exploring
Listings courtesy of Stellar MLS as distributed by MLS GRID. MLS #MFR767595455. Listing brokerage: ISLEWORTH REALTY LLC. Status: Active.
IDX information is provided exclusively for consumers' personal, non-commercial use, may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and is deemed reliable but not guaranteed by MLS GRID. Properties displayed may be listed or sold by various participants in the MLS.
Based on information submitted to the MLS GRID as of November 7, 2026 at 4:30 PM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Information deemed reliable but not guaranteed. All listings are subject to prior sale, change, or withdrawal. Neither the listing broker(s) nor Vectis by Wolliz shall be responsible for any typographical errors, misinformation, or misprints. © 2026 Vectis by Wolliz, Inc.
More homes in WINDERMERE
