$6,950,000
9725 Chestnut Ridge Drive Windermere, FL 34786
For Sale MLS# O6370294
7 beds 7 baths 8,000 sq ft Single Family
Details for 9725 Chestnut Ridge Drive
MLS# O6370294
Description for 9725 Chestnut Ridge Drive, Windermere, FL, 34786
Private 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.
Listing Information
Property Type: Residential, Single Family Residence
Status: Active
Bedrooms: 7
Bathrooms: 7
Lot Size: 0.56 Acres
Square Feet: 8,000 sq ft
Year Built: 1999
Garage: Yes
Stories: 2 Story
Construction: Block,Stucco
Subdivision: Isleworth
Foundation: Slab
County: Orange
School Information
Elementary: Windermere Elem
Middle: Chain Of Lakes Middle
High: Olympia High
Room Information
Main Floor
Primary Bedroom:
Living Room: 13x20
Dining Room: 15x20
Kitchen: 16x20
Family Room: 21x21
Bathrooms
Full Baths: 5
1/2 Baths: 2
Additonal Room Information
Laundry: Laundry Room
Interior Features
Appliances: Exhaust Fan, Bar Fridge, Freezer, Microwave, Range, Refrigerator, Dishwasher, Disposal, Dryer, Washer, Ice Maker, Built-In Oven, Range Hood
Flooring: Porcelain Tile,Travertine,Wood
Doors/Windows: Skylight(s), ENERGY STAR Qualified Windows
Fireplaces: Gas, Living Room, Primary Bedroom
Additional Interior Features: Split Bedrooms, Walk-In Closet(s), Living/Dining Room, High Ceilings, Built-in Features, Skylights, Wet Bar, Ceiling Fan(s), Elevator, Main Level Primary, Separate/Formal Living Room, Stone Counters, Kitchen/Family Room Combo, Open Floorplan
Utilities
Water: Public
Sewer: Septic Tank
Other Utilities: Electricity Connected,Water Connected
Cooling: Ceiling Fan(s), Central Air, Zoned
Heating: Central
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 3
Parking Description: Garage Faces Side, driveway
Roof: Tile
Pool: Community, In Ground, Association, Tile, Heated, Indoor, Screen Enclosure, Outside Bath Access, Lap
Lot View: Garden,Pond,Pool,Water
Additional Exterior/Lot Features: French Patio Doors, Fire Pit, Outdoor Kitchen, Enclosed, Screened, Covered, Rear Porch, Landscaped, Buyer Approval Required, Near Golf Course
Waterfront Details
Water Front Features: Pond
Community Features
Community Features: Golf Carts OK, Water Access, Fitness, Racquetball, Restaurant, Pool, Tennis Court(s), Playground, Clubhouse, Golf, Waterfront, Boat Facilities, Gated
Security Features: Gated Community, Gated with Guard, Smoke Detector(s)
Association Amenities: Security, Spa/Hot Tub, Golf Course, Gated, Maintenance Grounds, Elevator(s), Tennis Court(s), Pool, Playground, Storage, Fitness Center, Recreation Facilities, Clubhouse, Sauna, Park, Racquetball, Pickleball
HOA Dues Include: Pool(s), Maintenance Grounds, Association Management, Security
Homeowners Association: Yes
HOA Dues: $3,129 / Quarterly
Driving Directions
I-4 to Conroy Windermere Road west to Isleworth Golf and Country Club which will be on the left, turn right onto Latrobe Drive and next right onto Chestnut Ridge Drive, the home will be situated on the right.
Financial Considerations
Terms: Cash,Conventional
Tax/Property ID: 16-23-28-3899-00-060
Tax Amount: 29046.23
Tax Year: 2024
A broker reciprocity listing courtesy: DOUGLAS ELLIMAN
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Sales History & Tax Summary for 9725 Chestnut Ridge Drive
Sales History
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Tax Summary
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Schools
Schools nearby 9725 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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