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9725 Chestnut Ridge Drive

Windermere, FL

Listing Details

  • $6,000,000
  • MLS# O6370294
  • Type Residential - Single Family
  • Status Active
  • 7
    Bedrooms
  • 5 full 2 partial
    Bathrooms
  • 8,000
    Square Feet
  • 0.560 acres
    Lot Size
  • 1999
    Year Built

Description

Newly renovated, 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... Read more 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. Some photos (4 rooms on the second floor) have been virtually staged.

Key Features

  • Fire Pit
  • French Doors
  • Outdoor Kitchen
  • 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
  • Buyer Approval Required
  • Clubhouse
  • Fitness Center
  • Gated Community - Guard
  • Golf Carts OK
  • Golf
  • No Truck/RV/Motorcycle Parking
  • Playground
  • Pool
  • Racquetball
  • Restaurant
  • Tennis Court(s)
View All Features
9725 Chestnut Ridge Drive
Windermere, FL 34786
Subdivision
ISLEWORTH
County
Orange
Schools
Olympia High
Chain of Lakes Middle
Windermere Elem

Contact the Agent

Luxury Homes Specialist
Contact the Listing Agent
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All Property Features

  • Property Type: Residential - Single Family
  • Additional Rooms: Den/Library/Office, Family Room, Formal Living Room Separate, Interior In-Law Suite w/Private Entry, Media Room
  • Appliances: Bar Fridge, Built-In Oven, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Washer
  • Association Amenities: Clubhouse, Elevators, Fitness Center, Gated, Golf Course, Maintenance, Park, Pickleball Court(s), Playground, Pool, Racquetball, Recreation Facilities, Sauna, Security, Spa/Hot Tub, Storage, Tennis Court(s)
  • Community Features: Buyer Approval Required, Clubhouse, Fitness Center, Gated Community - Guard, Golf Carts OK, Golf, No Truck/RV/Motorcycle Parking, Playground, Pool, Racquetball, Restaurant, Tennis Court(s)
  • Cooling: Central Air, Zoned
  • Days on Site: 131
  • 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.
  • Exterior: Block, Stucco
  • Exterior Features: Fire Pit, French Doors, Outdoor Kitchen
  • Fireplace: Gas, Living Room, Primary Bedroom
  • Fireplace Y/N: Yes
  • Flood Zone Code: X
  • Flooring: Tile, Travertine, Wood
  • Foundation: Slab
  • Frontage Pond: 113
  • Garage: 3 car attached
  • Heating: Central
  • HOA Fee: 3129/ Quarterly
  • HOA Y/N: Yes
  • Home Warranty Y/N: No
  • Hot Tub: Yes
  • 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
  • Listing Terms: Cash, Conventional
  • Lot Description: Landscaped, Near Golf Course, Paved
  • Lot Dimensions: 0.56
  • Lot Size: 0.56 Acres
  • Other Equipment: Fire Pit
  • Ownership: Fee Simple
  • Parking: Driveway, Garage Faces Side
  • Parking Notes: Driveway, Garage Faces Side
  • Patio/Porch: Covered, Enclosed, Rear Porch, Screened
  • Pets Allowed: Yes
  • Pets Restrictions: Please call the association
  • Pool: Heated, In Ground, Indoor, Lap, Outside Bath Access, Screen Enclosure, Tile
  • Property Attached Y/N: No
  • Property Sub-Type: Single Family Residence
  • Roof Type: Tile
  • Security: Gated Community, Smoke Detector(s)
  • Sewer: Septic Tank
  • Showing Instructions: Appointment Only, Call Listing Agent, ShowingTime
  • Spa: Heated, In Ground
  • Special Sale Provisions: None
  • Special View Info: Water
  • Stories: 2.0
  • Swimming Pool: Yes
  • Taxes: $29,046
  • Utilities: Electricity Connected, Water Connected
  • Vegetation: Mature Landscaping, Trees/Landscaped
  • Water: Public
  • Water Access: Lake - Chain of Lakes, Pond
  • Water Access Y/N: Yes
  • Waterfront Features: Pond
  • Water View: Pond
  • Windows: Skylight(s), ENERGY STAR Qualified Windows
  • Year Built: 1999
  • Zoning: P-D