Chappaquiddick
Chappaquiddick, commonly referred to as Chappy, is a small island (about 5 miles long x 3 miles wide) off the eastern end of Edgartown. The mainland of Edgartown and Chappy are sometimes connected, along their southern coast, by a narrow barrier beach only accessible by 4-wheel drive vehicles. The southeastern point of this beach is called Wasque Point – a popular fishing spot especially during the annual Martha's Vineyard Striped Bass and Bluefish Derby held each fall. Chappy boasts numerous wildlife preserves and pristine beaches and offers a more remote, slower pace of life, and yet is just minutes from Edgartown Village. With no commercial center or stores, when one needs or wants to go into town, a bargelike ferry called the On Time shuttles up to three cars, passengers and cyclists to and from the Village. If you feel Chappy checks all the boxes for your summer vacation location, we have a large inventory of homes that includes quaint camps to large waterfront estates.
This five bedroom home is truly a quintessential Chappy retreat. Set in the woods, this property offers privacy and a beautiful distant view of Edgart... Read More
This lovely contemporary Cape offers quiet tranquility yet great proximity to beach, ferry and the Chappaquiddick community center. Spend your days at... Read More
An architectural dream come true, built as a labor of love. Beautifully sited on a bluff overlooking Edgartown harbor. Naturally ventilated by ocean b... Read More
Stunning Chappaquiddick home on the North Neck bluff with views out to the sound and grand steps down to private dock and over 450 feet of private bea... Read More
Relax in this Chappy three bedroom reverse-style cottage located at the entrance to Wasque and take advantage of the pristine beaches and the serene s... Read More
This lovely and well maintained two bedroom cape is nestled in an attractive wooded area of Chappaquiddick. Convenient location, approximately 1.5 mil... Read More
Spectacular views with this Chappaquiddick waterfront rental home. Wonderful, spacious old vineyard beach house with private beach and shared tennis c... Read More
Take a three minute ferry ride from the village of Edgartown to arrive at this stunning Four Bedroom waterfront home located on Chappaquiddick Island.... Read More
This spacious four-bedroom home is the ultimate Chappaquiddick vacation retreat. Designed in a reverse-style layout, it features an open-concept secon... Read More
Chappy four bedroom contemporary with distant water views and access to Katama Bay is a wonderful retreat for all to experience. An added bonus is the... Read More
Ocean all around! This is the perfect Chappy retreat for your family vacation this summer. Stunning views from almost every room featuring new furni... Read More
This Chappaquiddick cottage allows you to enjoy summers on Martha's Vineyard in a well appointed three bedroom, one and a half bath vacation home. Thi... Read More
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