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Residential > House
Pending
06/15/2004
List Price
$3,250,000$514/ft²

9743 Chestnut Ridge Dr
Windermere, FL 34786

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  • Malobo BannerMalobo Banner Square
    9743 Chestnut Ridge Dr, Windermere, FL 34786 is a 5 bed, 7 bath, 6,328 ft² house built in 1987 on a 1.150 acre lot with 13 construction permits. This house is currently pending, and it was last sold in 2004 for $1,200,000. The latest TopHap estimate of the house's value is $3,310,475.

    Property Valuations

    Latest estimates for 9743 Chestnut Ridge Dr based on TopHap automated valuation model (AVM).

    MLS Description

    The listing agent's description. Original Listing

    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.

    Listing Agents

    The listing agent for 9743 Chestnut Ridge Dr is Carey Sheffield.

    Permits

    9743 Chestnut Ridge Dr has 13 permit records.

    Permit History
    13
    Permits

    Current Ownership

    Information about the current owner(s).

    Property History

    9743 Chestnut Ridge Dr has undefined property events records (listings, deeds, permits, tax, foreclosure, loan).

    Property Events

    Environment

    Environmental factors around 9743 Chestnut Ridge Dr

    School Information

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    Neighborhood

    This property is located in Isleworth, Windermere, FL 34786.

    Market Trends

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    Copyright © 2025 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

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