Discover a timeless piece of livable art. It is a masterclass in organic design by architect Robert Kennedy and builder Eric Winslow. Set on 2.48 wooded acres bordering the estuaries of Herring River (Cape Cod National Seashore), this estate offers ultimate privacy. Kennedy's signature integration of architecture and custom furnishings begins at the boardwalk entrance and continues throughout the home.The interior features connected separation, using a central chimney, open balconies, and elevation changes to define spaces while maintaining an airy flow. Multiple curving perches offer intimate views of the wild Wellfleet landscape. While social areas are open, the bedrooms are distinctly private. The property also includes a 400 sq. ft. studio loft with a kitchenette above the two-car garage, plus a separate structure housing an artist's studio (also with kitchenette) and a once-functional indoor pool. This home is the pinnacle of Outer Cape privacy and architectural intent, perfect for the discerning visionary.

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Property Details of 65 & 75 Deer Path Way

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Listed by The Cape House Team of William Raveis Real Estate & Home Services

broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Seaport Village Realty are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Seaport Village Realty shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated April 15, 2026 6:21 PM EDT. All properties are subject to prior sale, changes, or withdrawal.

Seaport Village Realty has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.

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