9731 Chestnut Ridge Drive, WINDERMERE, FL 34786
Property Photos

Would you like to sell your home before you purchase this one?
Priced at Only: $3,400,000
For more Information Call:
Address: 9731 Chestnut Ridge Drive, WINDERMERE, FL 34786
Property Location and Similar Properties
- MLS#: O6336655 ( Residential )
- Street Address: 9731 Chestnut Ridge Drive
- Viewed: 37
- Price: $3,400,000
- Price sqft: $553
- Waterfront: No
- Year Built: 1986
- Bldg sqft: 6151
- Bedrooms: 4
- Total Baths: 4
- Full Baths: 4
- Garage / Parking Spaces: 2
- Days On Market: 13
- Additional Information
- Geolocation: 28.4928 / -81.5227
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: ISLEWORTH REALTY LLC
- Contact: Monica Lochmandy
- 407-909-9000
- DMCA Notice
-
DescriptionNestled 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 homes 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.
Payment Calculator
- Principal & Interest -
- Property Tax $
- Home Insurance $
- HOA Fees $
- Monthly -
For a Fast & FREE Mortgage Pre-Approval
Apply Now

Features
Building and Construction
- Covered Spaces: 0.00
- Exterior Features: Balcony, Outdoor Grill, Rain Gutters
- Flooring: Marble, Travertine
- Living Area: 4877.00
- Roof: Tile
Land Information
- Lot Features: Landscaped, Near Golf Course, Paved
School Information
- High School: Olympia High
- Middle School: Chain of Lakes Middle
- School Elementary: Windermere Elem
Garage and Parking
- Garage Spaces: 2.00
- Open Parking Spaces: 0.00
- Parking Features: Circular Driveway, Golf Cart Garage
Eco-Communities
- Pool Features: Heated, In Ground, Lighting, Self Cleaning
- Water Source: Public
Utilities
- Carport Spaces: 0.00
- Cooling: Central Air, Zoned
- Heating: Central, Electric, Natural Gas
- Pets Allowed: Breed Restrictions
- Sewer: Septic Tank
- Utilities: BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected, Water Connected
Amenities
- Association Amenities: Cable TV, Playground, Security
Finance and Tax Information
- Home Owners Association Fee Includes: Guard - 24 Hour, Cable TV, Escrow Reserves Fund, Internet, Maintenance Grounds, Maintenance, Security
- Home Owners Association Fee: 3129.00
- Insurance Expense: 0.00
- Net Operating Income: 0.00
- Other Expense: 0.00
- Tax Year: 2024
Other Features
- Appliances: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Gas Water Heater, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Trash Compactor, Washer, Water Filtration System, Water Purifier, Water Softener
- Association Name: Dan O'Connell
- Association Phone: 407-909-2071
- Country: US
- Interior Features: Cathedral Ceiling(s), Ceiling Fans(s), Kitchen/Family Room Combo, Primary Bedroom Main Floor, Stone Counters, Thermostat, Walk-In Closet(s)
- Legal Description: ISLEWORTH 16/118 LOT 7
- Levels: Two
- Area Major: 34786 - Windermere
- Occupant Type: Owner
- Parcel Number: 16-23-28-3899-00-070
- View: Pool
- Views: 37
- Zoning Code: P-D
Similar Properties
Nearby Subdivisions
Ashlin Park Ph 1
Bella Vita Estates
Bellaria
Belmere Village
Belmere Village G2 48 65
Belmere Village G5
Butler Bay
Butler Ridge
Casa Del Lago Rep
Casabella
Casabella Ph 2
Chaine Du Lac
Down Acres Estates
Down Point Sub
Down Point Subdivision
Downs Cove Camp Sites
Edens Hammock
Enclave
Estates At Lake Clarice
Estates At Windermere
Farms
Glenmuir
Glenmuir 48 39
Glenmuir Ut 02 51 42
Gotha Town
Isleworth
Keene's Pointe
Keenes Pointe
Keenes Pointe 46104
Keenes Pointe Unit 03 46/104
Keenes Pointe Unit 7
Lake Burden South Ph 2
Lake Burden South Ph I
Lake Butler Estates
Lake Cawood Estates
Lake Cresent Reserve
Lake Down Cove
Lake Hancock Shores
Lake Roper Pointe
Lake Sawyer South Ph 01
Lake Sawyer South Ph 02
Lake Sawyer South Ph 04
Lake Sawyer South Phase 4
Lakes
Lakes Of Windermere Ph 2a
Lakes Windermere Ph 01 49 108
Lakes/windermere-peachtree
Lakeside Villas
Lakeswindermere Ph 02a
Lakeswindermere Ph 04
Lakeswindermere Ph 3
Lakeswindermerepeachtree
Landings At Lake Sawyer
Marina Bay Estates
Metcalf Park Rep
Not On The List
Other
Oxford Moor 4730
Palms At Windermere
Peachtree Park
Preston Square
Providence
Providence Ph 2
Reserve At Belmere Ph 02 48 14
Reserve At Belmere Ph 03 51 01
Reserve At Lake Butler
Reserve At Lake Butler Sound
Reserve At Lake Butler Sound 4
Reservebelmere Ph 04
Saddlecrest At Windermere
Sanctuary/lks/windermere
Sanctuarylkswindermere
Sawyer Shores Sub
Silver Woods
Silver Woods Ph 01
Silver Woods Ph 03a
Silver Woods Ph 3
Summerport Beach
Summerport Ph 02
Summerport Ph 03
Sunset Bay
Tildens Grove Ph 01 4765
Tuscany Ridge 50 141
Vineyardshorizons West Ph 1b
Waterstone
Waterstone A D E F G H J L
Wauseon Ridge
Weatherstone On Lake Olivia
Westover Club Ph 02 4771
Westover Reserve Ph 02
Westside Village
Whitney Isles Belmere Ph 02
Whitney Isles At Belmere
Whitney Islesbelmere Ph 02
Wickham Park
Windermere
Windermere Downs Ph 03
Windermere Isle
Windermere Isle Ph 2
Windermere Reserve
Windermere Sound
Windermere Sound Ph 2
Windermere Terrace
Windermere Town
Windermere Town Rep
Windermere Trails Ph 3b
Windermere Trails Phase 1b
Windermere Trails Phase 1c 80/
Windermere Trails Phase 1c 801
Windermere Trls Ph 1b
Windermere Trls Ph 1c
Windermere Trls Ph 3a
Windermere Trls Ph 3b
Windermere Trls Ph 4b
Windermere Trls Ph Ia
Windsor Hill
Windstone

- Marian Casteel, BrkrAssc,REALTOR ®
- Tropic Shores Realty
- CLIENT FOCUSED! RESULTS DRIVEN! SERVICE YOU CAN COUNT ON!
- Mobile: 352.601.6367
- Mobile: 352.601.6367
- 352.601.6367
- mariancasteel@yahoo.com