Home in 9731 Chestnut Ridge Dr Windermere for sale with MLS# O6336655
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.
9731 Chestnut Ridge Dr, Windermere, FL 34786
- Price:
- $3,400,000.00
- Original List Price:
- $3,400,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $697.15
- Listing Type:
- For Sale
- Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6336655
- Bedrooms:
- 4
- Bathrooms Total:
- 4
- Full Bath:
- 4
- Living Area:
- 4,877 Sqft
- Built-Up Area:
- 6,151 Sqft
- Lot Area:
- 23,624 Sqft
- Building Area Source:
- Public Records
- Living Area Source:
- Public Records
- Lot Features:
- Paved, Near Golf Course, Landscaped
- Lot Size Acres:
- 0.54
- View from the Property:
- Pool
- Waterfront:
- No
- Private Pool
- Swimming Pool Features:
- Heated, In Ground, Lighting, Self Cleaning
- Spa Features:
- Heated, In Ground
- Security:
- Smoke Detector(s), Security System, Security Lights, Gated Community
- Appliances:
- Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Trash Compactor, Built-in Oven, Gas Water Heater, Ice Maker, Water Purifier, Water Softener, Exhaust Fan, Range, Range Hood, Water Filtration System, Bar Fridge
- Interior:
- Walk-In Closet(s), Cathedral Ceiling(s), Ceiling Fans(s), Kitchen/family Room Combo, Stone Counters, Thermostat, Primary Bedroom Main Floor
- Exterior:
- Balcony, Outdoor Grill, Rain Gutters
- Laundry:
- Laundry Room
- Air Conditioning System:
- Zoned, Central Air
- Heating System:
- Central, Electric, Natural Gas, Natural Gas
- Property Entrance Faces:
- Northeast
- Other Equipment:
- Irrigation Equipment
- Water Access
- Water Access Features:
- Lake - Chain Of Lakes
- Year Built:
- 1986
- Roof:
- Tile
- Levels:
- Two
- Construction Materials:
- Block, Stucco
- Flooring:
- Marble, Travertine
- Number of stories:
- 2
- Foundation Details:
- Slab, Block
- Flood Zone Code:
- X
- Homestead Property
- Tax Annual Amount:
- $19,866.86
- Tax Year:
- 2024
- Association Fee:
- $3,672.00
- Association Fee Frequency:
- Quarterly
- Total Annual Fees:
- $14,688.00
- Total Monthly Fees:
- $1,224.00
- Garage
- Garage Spaces:
- 2
- Attached Garage
- Parking Features:
- Circular Driveway, Golf Cart Garage
- Sewer:
- Septic Tank
- Utilities Available:
- Electricity Connected, Natural Gas Connected, Water Connected, Cable Connected, Broadband/High Speed Internet Available
- Water Source:
- Public
- Association
- Minimum Lease Term:
- No Minimum
- Pets Allowed?:
- Breed Restrictions
- Amenities Provided by the Homeowner's Association (HOA):
- Playground, Security, Cable Tv
- Subdivision Name:
- ISLEWORTH
- Community Features:
- Street Lights, Golf, Playground, Golf Carts Ok, Community Mailbox, Gated Community - No Guard
- Association Fee Includes:
- Maintenance Grounds, Cable Tv, Security, Internet, Escrow Reserves Fund, Guard - 24 Hour, Maintenance
- Senior Community:
- No
- Association Fee Required:
- Required
- Association Management:
- Dan O'Connell
- Association Phone:
- 407-909-2071
- Listing Terms Considered by Seller:
- Cash, Conventional
- Occupant Type:
- Owner
- Lease Considered:
- Yes
- Tax Legal Description:
- ISLEWORTH 16/118 LOT 7
- Real Estate Folio Number (Parcel Number):
- 16-23-28-3899-00-070
- Zoning:
- P-D
- Title to the property is held by owner as:
- Fee Simple
- Elementary School:
- Binks Forest
- High School:
- Olympia High
- Middle Or Junior School:
- Chain Of Lakes Middle
- Originally published on:
- August 16, 2025 10:25 pm
- Active on the market since:
- August 16, 2025
- Listing Agreement executed on:
- July 30, 2025
- Listing Status Last Changed On:
- August 16, 2025 10:25 pm
- Photos updated on:
- August 16, 2025 11:26 pm
- Last Modified:
- April 8, 2026 1:19 pm
- Association Approval Required
- Courtesy of:
- ISLEWORTH REALTY LLC
- Attribution:
- 407-909-9000
- Road Surface Type:
- Paved
- Street Name:
- CHESTNUT RIDGE
- Street Number:
- 9731
- City:
- WINDERMERE
- State:
- Florida
- Zip Code:
- 34786
- County:
- Orange
- Latitude:
- N28° 29' 34.1''
- Longitude:
- W82° 28' 38.4''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates
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