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The magic of Chappy is in the separation.

Welcome to Chappy

The secluded and magical antithesis of the real world.
Crossing the 527-foot channel between Edgartown and Chappy is like stepping into an alternate world. The easternmost peninsula of the Vineyard, and occasional island, is a true departure from the daily rush of life on the mainland.
The magic of Chappy is in the separation. One must truly want to live away from it all,  possess a hearty nature and a sense of adventure. As remote as this little isle is, the community is close-knit, giving and welcoming. An average of only 200 people live here year-round. It is always a joy to welcome back those who winter elsewhere.

What to Love


  • Naturally stunning and geologically diverse  landscape
  • Expansive, quiet beaches
  • Tranquil and peaceful lifestyle
  • Closely connected but private community


People and Lifestyle


Once an outlying farming community, Chappy enjoys the thoughtful preservation of open space created by 3-Acre minimum zoning as well as a multitude of properties placed in conservation. The pace is slower here, but with easy access to Edgartown proper just across the harbor on the Chappy Ferry. Walking, biking, over sand 4-wheel driving, fishing and just plain relaxing are all easily accomplished.

Dining, Entertainment and Shopping


Simply put—there is no dining unless it is at a friend’s house , a cookout on the beach, a potluck supper at the Chappaquiddick Community Center or a farm dinner at Slipaway Farm. Entertainment and shopping follow the options above as well. Many local artists exhibit in Edgartown or private events throughout the year and rustic roadside stands serve as our form of shopping. The very popular ice cream socials and lobster roll take-out are hosted by the  Community Center throughout the summer season.

Things to Do


Sit back, relax and enjoy. If a little more excitement is in order, take a stroll through MyToi, a Japanese inspired garden surrounding a small freshwater pond. Hop in your 4-wheel drive and head out to Wasque or East Beach for a day of sun or some of the best saltwater surf casting on the East coast. Cape Poge Wildlife Refuge includes 516 acres of the most incredible sandy shore, expansive salt marshes, and beautiful saltwater bay as well as the Chappaquiddick lighthouse. Clamming, scalloping, and foraging for wild grapes or beach plums are favorite pastimes of many locals.



Chappaquiddick children attend Edgartown School, a nationally recognized Blue Ribbon school of excellence that teaches Kindergarten through 8th grade. They also have the option of the Martha's Vineyard Public Charter School in West Tisbury.

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Neighborhood Properties

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