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PRICE $3,400,000 dsIDX morgage calculator
BEDS 4
BATHS 4
HOME SIZE 4,877 sqft
LOT SIZE 23,523 sqft

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.

DAYS ON MARKET 58 LAST UPDATED 8/16/2025
TRACT ISLEWORTH YEAR BUILT 1986
COMMUNITY 34786 - Windermere GARAGE SPACES 2.0
COUNTY Orange STATUS Active
PROPERTY TYPE(S) Single Family

SCHOOLS
Elementary School Windermere Elem
Jr. High School Chain of Lakes Middle
High School Olympia High


ADDITIONAL DETAILS
AIR Central Air, Zoned
AIR CONDITIONING Yes
AMENITIES Cable TV, Internet, Maintenance Grounds, Security
APPLIANCES Bar Fridge, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Trash Compactor, Washer, Water Purifier, Water Softener
AREA 34786 - Windermere
CONSTRUCTION Block, Stucco
EXTERIOR Balcony, Outdoor Grill, Rain Gutters
GARAGE Yes
HEAT Central, Electric, Natural Gas
HOA DUES 3129
INTERIOR Cathedral Ceiling(s), Stone Counters, Walk-In Closet(s)
LOT 0.54 acre(s)
LOT DESCRIPTION Landscaped, Near Golf Course, Paved
PARKING Circular Driveway, Golf Cart Garage, Attached
POOL Yes
POOL DESCRIPTION Heated, In Ground, Private
SEWER Septic Tank
STORIES 2
SUBDIVISION ISLEWORTH
TAXES 19866.86
UTILITIES Cable Available, Natural Gas Available, Cable Connected, Electricity Connected, Natural Gas Connected, Water Connected
VIEW Yes
VIEW DESCRIPTION Pool
WATER Public
WATER ACCESS LAKE BUTLER CHAIN OF LAKES
WATERFRONT DESCRIPTION Lake Privileges
MORTGAGE CALCULATOR
   

TOTAL MONTHLY PAYMENT

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CONTACT US ABOUT 9731 CHESTNUT RIDGE DRIVE
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Listing provided by Monica Lochmandy, ISLEWORTH REALTY LLC, 407-909-9000
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 9/25/25 4:30 PM PDT.

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