- 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
Contact Lori Ann Bugliaro P.A.
Schedule A Showing
Request more information
- Home
- Property Search
- Search results
- 9731 Chestnut Ridge Drive, WINDERMERE, FL 34786
Property Photos

- MLS#: O6336655 ( Residential )
- Street Address: 9731 Chestnut Ridge Drive
- Viewed: 95
- 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: 123
- Additional Information
- Geolocation: 28.4928 / -81.5227
- County: ORANGE
- City: WINDERMERE
- Zipcode: 34786
- Subdivision: Isleworth
- Elementary School: Windermere Elem
- Middle School: Chain of Lakes Middle
- High School: Olympia High
- 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.
Property Location and Similar Properties
All
Similar
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 Amenities
- Cable TV
- Playground
- Security
Home Owners Association Fee
- 3129.00
Home Owners Association Fee Includes
- Guard - 24 Hour
- Cable TV
- Escrow Reserves Fund
- Internet
- Maintenance Grounds
- Maintenance
- 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
- Balcony
- Outdoor Grill
- Rain Gutters
Flooring
- Marble
- Travertine
Garage Spaces
- 2.00
Heating
- Central
- Electric
- Natural Gas
High School
- Olympia High
Insurance Expense
- 0.00
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
Living Area
- 4877.00
Lot Features
- Landscaped
- Near Golf Course
- Paved
Middle School
- Chain of Lakes Middle
Area Major
- 34786 - Windermere
Net Operating Income
- 0.00
Occupant Type
- Owner
Open Parking Spaces
- 0.00
Other Expense
- 0.00
Parcel Number
- 16-23-28-3899-00-070
Parking Features
- Circular Driveway
- Golf Cart Garage
Pets Allowed
- Breed Restrictions
Pool Features
- Heated
- In Ground
- Lighting
- Self Cleaning
Property Type
- Residential
Roof
- Tile
School Elementary
- Windermere Elem
Sewer
- Septic Tank
Tax Year
- 2024
Township
- 23
Utilities
- BB/HS Internet Available
- Cable Connected
- Electricity Connected
- Natural Gas Connected
- Water Connected
View
- Pool
Views
- 95
Water Source
- Public
Year Built
- 1986
Zoning Code
- P-D
Disclaimer: All information provided is deemed to be reliable but not guaranteed.
Listing Data ©2025 Greater Fort Lauderdale REALTORS®
Listings provided courtesy of The Hernando County Association of Realtors MLS.
Listing Data ©2025 REALTOR® Association of Citrus County
Listing Data ©2025 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 December 18, 2025 @ 12:00 am
©2006-2025 brokerIDXsites.com - https://brokerIDXsites.com
Sign Up Now for Free!X
Call Direct: Brokerage Office: Mobile: 352.585.0041
Registration Benefits:
- New Listings & Price Reduction Updates sent directly to your email
- Create Your Own Property Search saved for your return visit.
- "Like" Listings and Create a Favorites List
* NOTICE: By creating your free profile, you authorize us to send you periodic emails about new listings that match your saved searches and related real estate information.If you provide your telephone number, you are giving us permission to call you in response to this request, even if this phone number is in the State and/or National Do Not Call Registry.
Already have an account? Login to your account.
