Chappaquiddick Homes with Other (See Remarks) Style

Chappaquiddick Homes with Other (See Remarks) Style

Welcome to Chappaquiddick, a hidden gem nestled within the charming town of Edgartown on Martha’s Vineyard, Massachusetts. This enchanting island offers a unique blend of natural beauty, rich history, and a serene lifestyle that beckons those seeking a retreat from the hustle and bustle of everyday life.

Chappaquiddick is renowned for its stunning landscapes, featuring pristine beaches, lush greenery, and picturesque views of the Atlantic Ocean. The area is a nature lover’s paradise, with opportunities for kayaking, fishing, and hiking along scenic trails. One of the most notable attractions is the iconic Dike Bridge, which connects Chappaquiddick to Martha’s Vineyard, providing easy access to the vibrant culture and amenities of Edgartown.

When it comes to real estate, Chappaquiddick offers a diverse range of homes that cater to various tastes and lifestyles. Whether you are drawn to charming cottages, modern coastal retreats, or sprawling estates, the homes here embody a unique style that harmonizes with the natural surroundings. Many properties boast breathtaking water views and easy access to the beach, making them perfect for both year-round living and seasonal escapes.

Chappaquiddick is not just a place to live; it’s a lifestyle choice. Embrace the tranquility of island life while enjoying the warmth of a close-knit community. With its captivating landscapes and diverse real estate options, Chappaquiddick invites you to discover the beauty and charm of this extraordinary corner of Massachusetts. Your dream home awaits in this idyllic paradise!

Newest Chappaquiddick Homes with Other (See Remarks) Style

4 Garrett Way, Edgartown
$3,995,000
4 Beds ⋅ 6 Baths ⋅ 73588921 MLS
Tucked into a quiet corner of Chappaquiddick, with protected views of Nantucket Sound and abutting the Pocha Pond Reservation and miles of endless hiking trails, this beautifully crafted custom home offers a rare combination of privacy, natural beauty, and effortless island living. The home is defined by a sense of casual elegance, with dramatic soaring ceilings and a striking prism skylight that fills the interior with warmth and natural light. An expansive, open living area is anchored by a floor-to-ceiling, double-sided fieldstone fireplace, creating a welcoming gathering space with a strong connection to the surrounding landscape. A remarkable two-story screened porch captures the water views and extends the living space outdoors, with a comfortable gathering area on the first level and a charming sleeping porch above. Four generously sized bedrooms, each with its own ensuite bath, offer privacy and comfort, with two enjoying water views. A finished lower level and oversized attached garage provide ample space for beach, boating, and fishing gear. Close to the ocean beaches of Wasque, yet within easy reach of downtown Edgartown, the property offers the best of Chappaquiddick, quiet, natural, and wonderfully removed, while still connected to everything the island has to offer. A cherished home in a truly special setting, ready for its next chapter.

4 Garrett Way, Edgartown

Listing courtesy of Listing Agent: Katie Donahue & Rachel Serwa Group from Listing Office: Sandpiper Realty, Inc..
139 Chappaquiddick Road, Edgartown
$10,750,000
7 Beds ⋅ 4 Baths ⋅ 73563263 MLS
Overlooking the active waters of the outer harbor and set just off the paved road, this remarkable waterfront estate occupies one of Chappaquiddick’s most spectacular stretches of beach, just over a mile from the Chappaquiddick Ferry and the shops and restaurants of Edgartown Village. A rare and truly exceptional family compound, the property offers an extraordinary combination of scale, privacy, waterfront, and amenities. Expansive grounds unfold toward sweeping water views, with a gentle slope leading to a protected stretch of sandy beach and access to a 190-foot private dock with mooring. The stately main residence offers beautifully proportioned spaces updated with today’s comforts, with a thoughtful layout well suited to both intimate family living and multigenerational gatherings. The estate extends beyond the main residence to include 75 Landing Place, an additional waterfront parcel that seamlessly expands the property, offering beautiful vistas, greater privacy, and a sense of scale rarely found on Chappaquiddick. An additional three-acre parcel is also available, creating a singular opportunity to assemble a one-of-a-kind family compound of exceptional size and privacy, with the flexibility to shape the property for generations to come. Cherished by the same family for generations, this remarkable waterfront estate represents a rare opportunity to create something truly enduring—a private family retreat with the space, setting, and flexibility to become a legacy for generations to come.

139 Chappaquiddick Road, Edgartown

Listing courtesy of Listing Agent: Katie Donahue & Rachel Serwa Group from Listing Office: Sandpiper Realty, Inc..
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