37 North Neck Road
About this property
Escape to this extraordinary Chappaquiddick waterfront estate, where luxury, privacy, and natural beauty converge. Located at 37 North Neck Road, this remarkable property offers a five-bedroom main residence, a three-bedroom guesthouse, and a rare 140-foot deepwater dock — creating the ultimate Vineyard retreat for family and friends.
Just minutes from Edgartown Village yet entirely secluded, the home blends sophisticated design with relaxed island living. The main house is both architecturally striking and warm, with nearly every room framing panoramic views of Nantucket Sound. Fir floors, shiplap walls, and locust-post porches give the home a timeless Vineyard character, while modern comforts — including a fully equipped gym with steam shower and sauna — make it ideal for extended stays.
Rooms & spaces
Additional Details
A sweeping great room with a long dining table invites effortless entertaining, and multiple porches and terraces offer space to gather or unwind. Outside, rolling lawns stretch to a private sandy beach, perfect for swimming, paddleboarding, or launching from the deepwater dock (accommodating boats with a 6–8 ft draft and two moorings). From here, enjoy a front-row view of regattas and golden sunsets that light up the Sound.
The separate three-bedroom guesthouse includes its own kitchen, living area, and private setting — perfect for visiting guests or extended family.
Situated directly across from the Royal & Ancient Chappaquiddick Links and only a few minutes from Downtown Edgartown’s restaurants and shops, this is island living at its finest.
Cancellations
Please see our cancellation policy here.
Note
We always recommend making every effort to personally view a property before booking. We represent the condition, size, and location of each home as accurately as possible, although all information is deemed reliable but not guaranteed. As rental agents, we represent the landlord. Please also be aware that any home built prior to 1978 may contain lead paint. Various types of mold occur naturally on Martha’s Vineyard, and some individuals may be sensitive or have allergic reactions to them.