- Lori Ann Bugliaro P.A., REALTOR ®
- Tropic Shores Realty
- Helping My Clients Make the Right Move!
- Mobile: 352.585.0041
- Fax: 888.519.7102
- 352.585.0041
- loribugliaro.realtor@gmail.com
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- 9725 Chestnut Ridge Drive, WINDERMERE, FL 34786
Property Photos

- MLS#: O6370294 ( Residential )
- Street Address: 9725 Chestnut Ridge Drive
- Viewed: 40
- Price: $6,950,000
- Price sqft: $581
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Pond
- Year Built: 1999
- Bldg sqft: 11952
- Bedrooms: 7
- Total Baths: 7
- Full Baths: 5
- 1/2 Baths: 2
- Garage / Parking Spaces: 3
- Days On Market: 9
- Additional Information
- Geolocation: 28.4926 / -81.5222
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes
- High School: Olympia
- Provided by: DOUGLAS ELLIMAN
- Contact: Dianna Desboyaux
- 305-695-6070

- DMCA Notice
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DescriptionPrivate showings are easily accommodated, including same day requests. Newly renovated and fully turnkey, this private Isleworth residence offers a rare balance of architectural authority, thoughtful design, and quiet indulgence. Spanning approximately 8,000 square feet, the home unfolds with intention. Rich walnut cabinetry and wood detailing create warmth and continuity throughout, while the fireplace and wine cellar anchor the living spaces with understated elegance. Every room feels deliberate, refined, and composed. The kitchen is a statement of both form and performance; finished with Taj Mahal quartzite countertops, a 60 inch Wolf gas cooktop, Dacor refrigerator and freezer, two warming drawers, a steam oven, and a discreet hidden pantry designed for seamless entertaining. Dual dishwashers and two laundry areas support effortless daily living behind the scenes. Designed for both privacy and flexibility, the home features six bedrooms, a dedicated office, a bonus room with a closet suitable as an additional bedroom, and an elevator for ease across levels. Bathrooms are equally considered, with five full and 2 half baths, all executed with a calm, modern sensibility. Outdoors, the residence enjoys full privacy and tranquil pond views, complemented by a gas heated pool and jacuzzi, and summer kitchen; a serene backdrop for both quiet mornings and refined gatherings. Mechanically, the home has been comprehensively updated with four new A/C units (2025), two tankless water heaters, and recently replaced garage doors and motors, ensuring modern efficiency beneath the elegance. It is a residence restored with intention, where discretion, craftsmanship, and comfort converge. Private showings are easily accommodated, including same day requests.
Property Location and Similar Properties
All
Similar
Features
Waterfront Description
- Pond
Appliances
- Bar Fridge
- Built-In Oven
- Dishwasher
- Disposal
- Dryer
- Exhaust Fan
- Freezer
- Ice Maker
- Microwave
- Range
- Range Hood
- Refrigerator
- Washer
Association Amenities
- Clubhouse
- Elevator(s)
- Fitness Center
- Gated
- Golf Course
- Maintenance
- Park
- Pickleball Court(s)
- Playground
- Pool
- Racquetball
- Recreation Facilities
- Sauna
- Security
- Spa/Hot Tub
- Storage
- Tennis Court(s)
Home Owners Association Fee
- 3129.00
Home Owners Association Fee Includes
- Guard - 24 Hour
- Pool
- Maintenance Grounds
- Management
- Security
Association Name
- Dan O'Connell
Association Phone
- 407-909-2071
Carport Spaces
- 0.00
Close Date
- 0000-00-00
Cooling
- Central Air
- Zoned
Country
- US
Covered Spaces
- 0.00
Exterior Features
- Fire Pit
- French Doors
- Outdoor Kitchen
Flooring
- Tile
- Travertine
- Wood
Furnished
- Furnished
Garage Spaces
- 3.00
Heating
- Central
High School
- Olympia High
Insurance Expense
- 0.00
Interior Features
- Built-in Features
- Ceiling Fans(s)
- Elevator
- High Ceilings
- Kitchen/Family Room Combo
- Living Room/Dining Room Combo
- Open Floorplan
- Primary Bedroom Main Floor
- Split Bedroom
- Stone Counters
- Thermostat
- Walk-In Closet(s)
- Wet Bar
Legal Description
- ISLEWORTH 16/118 LOT 6 & BEG NW COR OF SAID LOT 6 TH S 63 DEG E 85 FT N 76 DEG E39.14 FT N 63 DEG W 113.43 FT S 30 DEGW 25.29 FT TO POB & BEG AT WLY MOST COROF LOT 4 TH N33-00-00E ALONG WLY LINE OFLOT 4 10.06 FT TH N63-04-56W 133.88 FTTH S30-16-40W 1 0.02 FT TO NELY LINE OF LANDS DESC IN 5925/4062 TH S63-04-56E 133.40 FT TO POB
Levels
- Three Or More
Living Area
- 8000.00
Lot Features
- Landscaped
- Near Golf Course
- Paved
Middle School
- Chain of Lakes Middle
Area Major
- 34786 - Windermere
Net Operating Income
- 0.00
Occupant Type
- Vacant
Open Parking Spaces
- 0.00
Other Expense
- 0.00
Parcel Number
- 16-23-28-3899-00-060
Parking Features
- Driveway
- Garage Faces Side
Pets Allowed
- Yes
Pool Features
- Heated
- In Ground
- Indoor
- Lap
- Outside Bath Access
- Screen Enclosure
- Tile
Property Type
- Residential
Roof
- Tile
School Elementary
- Windermere Elem
Sewer
- Septic Tank
Tax Year
- 2024
Township
- 23
Utilities
- Electricity Connected
- Water Connected
View
- Garden
- Pool
- Water
Views
- 40
Virtual Tour Url
- https://youtu.be/C3xoT2aYH7o?si=aW5Fx8ZQZmxSgUZA
Water Source
- Public
Year Built
- 1999
Zoning Code
- P-D
Disclaimer: All information provided is deemed to be reliable but not guaranteed.
Listing Data ©2026 Greater Fort Lauderdale REALTORS®
Listings provided courtesy of The Hernando County Association of Realtors MLS.
Listing Data ©2026 REALTOR® Association of Citrus County
Listing Data ©2026 Royal Palm Coast Realtor® Association
The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.Display of MLS data is usually deemed reliable but is NOT guaranteed accurate.
Datafeed Last updated on January 11, 2026 @ 12:00 am
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