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.
55 properties available
A classic reverse-style contemporary with peeks of Katama Bay from the widows walk. The living area is open and airy with high ceilings and there is plenty of outdoor space - screened porch, deck and patio - to feel the essence of the beach. Three bedrooms on first floor share one full and one half baths. Just down the road from the calm waters of
Edgartown Chappaquiddick 373
A classic reverse-style contemporary with peeks of Katama Bay from the widows walk. The living area is open and airy with high ceilings and there is p... Read More
A classic reverse-style contemporary with peeks of Katama Bay from the widows walk. The living area is open and airy with high ceilings and there is p... 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 breezes enhanced by ceiling fans throughout. Many rooms with views and some that open out to a deck overlooking the harbor. This authentic Chappy beach house is truly a vacation to experience, calm oce
Edgartown Chappaquiddick 317
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
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
Step back, relax and unwind in this single-story contemporary with an open floor plan, lots of windows and vaulted ceilings. Enjoy nearby Katama Bay, perfect for swimming and shell fishing, as well as the sand and surf of Washque beach down the road. If you enjoy tennis, bring your rackets as neighborhood courts are within walking distance. This is
Edgartown Chappaquiddick 485
Step back, relax and unwind in this single-story contemporary with an open floor plan, lots of windows and vaulted ceilings. Enjoy nearby Katama Bay, ... Read More
Step back, relax and unwind in this single-story contemporary with an open floor plan, lots of windows and vaulted ceilings. Enjoy nearby Katama Bay, ... Read More
An idealistic Chappaquiddick retreat, with all the comforts of home. Private location, great deck area for outdoor entertaining. Room abounds - with privacy and tranquility galore. Additional sleeping space in the newly finished lower level with full bath, fireplace and laundry. A short drive to Wasque beach via Trustees access. Shared tennis cou
Edgartown Chappaquiddick 318
An idealistic Chappaquiddick retreat, with all the comforts of home. Private location, great deck area for outdoor entertaining. Room abounds - with ... Read More
An idealistic Chappaquiddick retreat, with all the comforts of home. Private location, great deck area for outdoor entertaining. Room abounds - with ... Read More
Chappaquiddick four-bedroom reverse-style home, accentuating the breathtaking views of Katama Bay and the ocean. An outdoor deck on the upper living area offers plenty of comfy loungers, dining table and chairs to either catch a nap or just enjoy the solitude. The living space, including, sunroom is bright and airy. On the main level, three queen
Edgartown Chappaquiddick 331
Chappaquiddick four-bedroom reverse-style home, accentuating the breathtaking views of Katama Bay and the ocean. An outdoor deck on the upper living a... Read More
Chappaquiddick four-bedroom reverse-style home, accentuating the breathtaking views of Katama Bay and the ocean. An outdoor deck on the upper living a... Read More
Set along the shores of Chappaquiddick, this remarkable estate seamlessly blends privacy and elegance with direct access to the water. At the heart of the property lies an impressive 140-foot deep-water dock, complemented by a stunning five-bedroom main house and a charming three-bedroom guesthouse, making it an ideal venue for both leisure and ent
Edgartown Chappaquiddick 337
Set along the shores of Chappaquiddick, this remarkable estate seamlessly blends privacy and elegance with direct access to the water. At the heart of... Read More
Set along the shores of Chappaquiddick, this remarkable estate seamlessly blends privacy and elegance with direct access to the water. At the heart of... Read More
This house sings the harmony of a well-traveled Vineyarder. Embodying all the essentials, just enough space, perfectly composed, effortlessly chic. A thoughtfully designed single-story Chappaquiddick cottage with two bedrooms and two full baths, including one ensuite and an open kitchen and living area. Enjoy the dynamic, panoramic views of the ou
Edgartown Chappaquiddick 306
This house sings the harmony of a well-traveled Vineyarder. Embodying all the essentials, just enough space, perfectly composed, effortlessly chic. A ... Read More
This house sings the harmony of a well-traveled Vineyarder. Embodying all the essentials, just enough space, perfectly composed, effortlessly chic. A ... Read More
Vintage Chappaquiddick home on Martha's Vineyard at the Snows Point. This five bedroom main house overlooks Katama Bay with expansive views of boats sailing by. There is a sandy beach in front of the house just steps away with an association dock which is excellent for fishing, acres of lawn and an enclosed vegetable and flower garden. Inside you w
Edgartown Chappaquiddick 304
Vintage Chappaquiddick home on Martha's Vineyard at the Snows Point. This five bedroom main house overlooks Katama Bay with expansive views of boats s... Read More
Vintage Chappaquiddick home on Martha's Vineyard at the Snows Point. This five bedroom main house overlooks Katama Bay with expansive views of boats s... Read More
Enjoy lovely summer days at this contemporary Chappy home. The reverse level layout takes full advantage of of the inner harbor views with the kitchen, living, dining, sun porch and open deck on the upper level. The sun porch is the perfect spot to enjoy a cup of coffee in the morning or reading a book in the afternoon. You will find three spacious
Edgartown Chappaquiddick 375
Enjoy lovely summer days at this contemporary Chappy home. The reverse level layout takes full advantage of of the inner harbor views with the kitchen... Read More
Enjoy lovely summer days at this contemporary Chappy home. The reverse level layout takes full advantage of of the inner harbor views with the kitchen... Read More
Chappy Retreat. This six bedroom reverse contemporary home is perfect for the action packed family. Enjoy sunny days outside on the upper deck overlooking the volley ball pit with views out to the Sound. Wonderful open floor plan on the upper level taking advantage of the views and spacious for everyone to gather together. Ground level bedroom
Edgartown Chappaquiddick 315
Chappy Retreat. This six bedroom reverse contemporary home is perfect for the action packed family. Enjoy sunny days outside on the upper deck overl... Read More
Chappy Retreat. This six bedroom reverse contemporary home is perfect for the action packed family. Enjoy sunny days outside on the upper deck overl... Read More
A captivating marriage of structure and surrounding yields an absolute masterpiece of eco-conscious modern architecture with some of the most beautiful views on the Vineyard, Nantucket Sound to the east and Edgartown harbor to the west. This seven bedroom home was designed with the utmost consideration for both the land and the locale. Built with
Edgartown Chappaquiddick 310
A captivating marriage of structure and surrounding yields an absolute masterpiece of eco-conscious modern architecture with some of the most beautifu... Read More
A captivating marriage of structure and surrounding yields an absolute masterpiece of eco-conscious modern architecture with some of the most beautifu... 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. Plenty of space for entertaining with a large open dining and living area, opening out onto the deck. Recently updated, the house offers up-scale amenities and Central AC for those warm summer nights
Edgartown Chappaquiddick 418
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
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
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