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Sold for $3,250,000 on 09/26/25
  • $3,250,000

    9743 Chestnut Ridge Dr, Windermere, FL 34786

    5beds
    6,328sqft
    Single Family Residence
    Built in 1987
    1.15 Acres Lot
    $3,249,700 Zestimate®
    $514/sqft
    $9,023 Estimated rent

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    $9,023/mo

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    $23,916/mo

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    $23,916/mo

    Est. payment

    What's special

    Nestled at the end of a quiet cul-de-sac on 1.15 acres within the renowned Isleworth Golf & Country Club, this exceptional residence offers refined luxury, thoughtful design, and exceptional grounds designed for outdoor enjoyment all year round. Featuring five bedrooms, six full bathrooms, and a powder room, the home spans more than 6,300 square feet, with lovely architectural style and beautifully appointed interiors. The stunning great room is a true centerpiece, featuring soaring cathedral ceilings, exposed wood beams, and abundant natural light. Formal living and dining rooms provide ideal spaces for entertaining, while the chef’s kitchen boasts granite countertops, white cabinetry, and high-end Bosch and Sub-Zero appliances. The primary suite is a serene retreat, featuring a luxurious en-suite bath and direct access to the pergola and pool for seamless indoor-outdoor living. Upstairs, a versatile bonus room offers flexible space for a yoga studio, home gym, game room or creative retreat, complemented by a stylish loft office perfect for work-from-home needs. Step outside to discover the expansive backyard complete with modern pool is surrounded by low-maintenance artificial turf, expansive lanai spaces for alfresco dining, and multiple seating areas ideal for gatherings or quiet relaxation—all framed by a vast, fenced yard. This extraordinary home offers both comfort and sophistication in a community renowned for its golf, amenities, and lifestyle. A rare opportunity to live luxuriously in a premier setting.

    Zillow last checked: 8 hours ago

    Listing updated: September 26, 2025 at 09:43am

    Listing Provided by:

    Carey Sheffield 407-961-2979,

    ISLEWORTH REALTY LLC 407-909-9000,

    Michelle Corbin 407-491-2690,

    ISLEWORTH REALTY LLC

    Bought with:

    Rob Rahter, 3129153

    STOCKWORTH REALTY GROUP

    Source: Stellar MLS,MLS#: O6314871MLS LogoOriginating MLS: Orlando Regional

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 7
    • Full bathrooms: 6
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Walk-In Closet(s)
    • Level: First
    Bedroom 2
    • Features: Built-in Closet
    • Level: First
    Bedroom 3
    • Features: Built-in Closet
    • Level: First
    Bedroom 4
    • Features: Built-in Closet
    • Level: First
    Bathroom 1
    • Features: Built-in Closet
    • Level: First
    Great room
    • Level: First
    Gym
    • Level: Second
    Kitchen
    • Level: First
    Living room
    • Level: First
    Heating
    • Central, Electric
    Cooling
    • Central Air
    Appliances
    • Included: Bar Fridge, Oven, Dishwasher, Disposal, Dryer, Freezer, Microwave, Refrigerator, Washer, Wine Refrigerator
    • Laundry: Inside, Laundry Room
    Features
    • Built-in Features, Ceiling Fan(s), High Ceilings, Primary Bedroom Main Floor, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar
    • Flooring: Tile, Hardwood
    • Windows: ENERGY STAR Qualified Windows, Window Treatments
    • Has fireplace: Yes
    • Fireplace features: Family Room, Master Bedroom
    Interior area
    • Total structure area: 7,162
    • Total interior livable area: 6,328 sqft

    Property

    Parking
    • Total spaces: 4
    • Parking features: Garage Faces Side
    • Attached garage spaces: 4
    Features
    • Levels: Two
    • Stories: 2
    • Exterior features: Awning(s), Irrigation System, Lighting
    • Has private pool: Yes
    • Pool features: In Ground
    • Has view: Yes
    • View description: Pool
    • Waterfront features: Lake Privileges
    • Body of water: LAKE BUTLER CHAIN OF LAKES
    Lot
    • Size: 1.15 Acres
    • Features: Landscaped, Oversized Lot
    Details
    • Parcel number: 162328389900080
    • Zoning: P-D
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Concrete
    • Foundation: Slab
    • Roof: Tile
    Condition
    • New construction: No
    • Year built: 1987

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Public
    • Utilities for property: BB/HS Internet Available, Cable Connected, Electricity Connected, Natural Gas Connected

    Community & neighborhood

    Location
    • Region: Windermere
    • Subdivision: ISLEWORTH

    HOA & financial

    HOA
    • Has HOA: Yes
    • HOA fee: $1,043 monthly
    • Association name: Dan O’Connell
    • Association phone: 407-909-2071
    Other fees
    • Pet fee: $0 monthly
    Other financial information
    • Total actual rent: 0

    Other

    Other facts
    • Listing terms: Cash,Conventional
    • Ownership: Fee Simple
    • Road surface type: Paved
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    Estimated market value
    $3,249,700