$3,400,000
9731 Chestnut Ridge Drive Windermere, FL 34786 - LAKE BUTLER CHAIN OF LAKES
For Sale MLS# O6336655
4 beds 4 baths 4,877 sq ft Single Family
Details for 9731 Chestnut Ridge Drive
MLS# O6336655
Description for 9731 Chestnut Ridge Drive, Windermere, FL, 34786 - LAKE BUTLER CHAIN OF LAKES
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.
Listing Information
Property Type: Residential, Single Family Residence
Status: Active
Bedrooms: 4
Bathrooms: 4
Lot Size: 0.54 Acres
Square Feet: 4,877 sq ft
Year Built: 1986
Garage: Yes
Stories: 2 Story
Construction: Block,Stucco
Subdivision: Isleworth
Foundation: Block,Slab
County: Orange
School Information
Elementary: Windermere Elem
Middle: Chain Of Lakes Middle
High: Olympia High
Room Information
Main Floor
Bedroom 4:
Bedroom 3:
Bedroom 2:
Upper Floor
Family Room:
Primary Bedroom:
Living Room:
Dining Room:
Kitchen:
Office:
Primary Bathroom:
Bathrooms
Full Baths: 4
Additonal Room Information
Laundry: Laundry Room
Interior Features
Appliances: Bar Fridge, Exhaust Fan, Ice Maker, Water Purifier, Built-In Oven, Gas Water Heater, Range, Refrigerator, Dishwasher, Disposal, Dryer, Water Softener, Range Hood, Microwave, Trash Compactor, Washer
Flooring: Marble,Travertine
Additional Interior Features: Ceiling Fan(s), Walk-In Closet(s), Cathedral Ceiling(s), Main Level Primary, Kitchen/Family Room Combo, Stone Counters
Utilities
Water: Public
Sewer: Septic Tank
Other Utilities: Cable Connected,Electricity Connected,Natural Gas Connected,High Speed Internet Available,Water Connected
Cooling: Central Air, Zoned, Ceiling Fan(s)
Heating: Central, Electric, Natural Gas
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 2
Parking Description: Golf Cart Garage, Circular Driveway
Roof: Tile
Pool: Heated, In Ground, Pool Sweep
Lot View: Pool
Additional Exterior/Lot Features: Rain Gutters, Sprinkler/Irrigation, Outdoor Grill, Balcony, Balcony, Landscaped, Near Golf Course
Waterfront Details
Standard Water Body: LAKE BUTLER CHAIN OF LAKES
Community Features
Community Features: Golf Carts OK, Water Access, Community Mailbox, Street Lights, Boat Facilities, Gated, Playground, Golf
Security Features: Security System, Security Lights, Gated Community, Smoke Detector(s)
Association Amenities: Security, Playground, Cable TV
HOA Dues Include: Reserve Fund, Maintenance Grounds, Maintenance Structure, Internet, Cable TV, Security
Homeowners Association: Yes
HOA Dues: $3,672 / Quarterly
Driving Directions
I-4 to Conroy Windermere Road west to Isleworth subdivision. Stay straight on Isleworth Country Club Drive. Turn right on Latrobe, turn right on Chestnut Ridge Drive. Estate will be on the Right.
Financial Considerations
Terms: Cash,Conventional
Tax/Property ID: 16-23-28-3899-00-070
Tax Amount: 19866.86
Tax Year: 2024
A broker reciprocity listing courtesy: ISLEWORTH REALTY LLC
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Sales History & Tax Summary for 9731 Chestnut Ridge Drive
Sales History
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Tax Summary
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 9731 Chestnut Ridge Drive
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The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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