East Chop Real Estate

Welcome to East Chop, a hidden gem nestled within the charming town of Oak Bluffs on Martha's Vineyard. This picturesque region in Dukes County, Massachusetts, is renowned for its stunning coastal views, rich history, and vibrant community spirit. East Chop is a haven for those seeking the perfect blend of relaxation and adventure, making it a sought-after destination for both residents and visitors alike.

As you stroll through the tree-lined streets of East Chop, you'll be enchanted by the iconic Victorian cottages that tell tales of the island's storied past. The area is famous for its breathtaking beaches, where soft sands meet the gentle waves of the Atlantic Ocean. Whether you're basking in the sun, enjoying a leisurely swim, or embarking on a sailing adventure, East Chop offers endless opportunities for outdoor enjoyment.

For those who appreciate nature, the nearby East Chop Lighthouse provides a stunning backdrop for picturesque sunsets and unforgettable photo opportunities. The surrounding landscapes are perfect for hiking, biking, or simply savoring the beauty of the island's flora and fauna.

East Chop is also home to a vibrant local community, with charming shops, delightful eateries, and seasonal events that bring neighbors together. The welcoming atmosphere and friendly faces make it easy to feel at home in this idyllic coastal enclave.

Whether you're looking to invest in a vacation home or seeking a permanent residence, East Chop offers a unique lifestyle that combines the tranquility of island living with the vibrancy of a close-knit community. Discover the magic of East Chop—where every day feels like a vacation!

Newest Listings in East Chop

$2,295,000

3 Beds ⋅ 4 Baths ⋅ 73529130 MLS

“The Doll House” is a landmark East Chop waterfront retreat overlooking Crystal Lake with sweeping views of Vineyard Sound. Originally a charming fishing cottage, this iconic property has been thoughtfully renovated and meticulously maintained, blending timeless Vineyard character with modern comfort. Surrounded by lush hydrangea and perennial gardens, the property boasts nearly 150 feet of Crystal Lake frontage, offering swimming, kayaking, and paddleboarding from your backyard. The main house features a welcoming sun porch, living room with a stone fireplace, light-filled primary bedroom with water views, and an updated kitchen and dining area with brick floors and a built-in window seat. French doors open to a spacious lawn and a charming former boathouse converted into a unique dining pavilion. Additional highlights include a rooftop deck with panoramic water views, guest cottage, outdoor shower, garage with office, and garden shed. A quintessential Martha’s Vineyard waterfront esc

312 East Chop Drive, Oak Bluffs

$1,349,000

3 Beds ⋅ 2 Baths ⋅ 73527016 MLS

Set on a generous 0.3-acre lot in desirable Oak Bluffs, this property offers exceptional potential just moments from Vineyard Sound. A newly installed 6-bedroom septic system opens the door to a variety of expansion opportunities. The home is thoughtfully designed with two separate living areas, ideal for guests or rental possibilities. The main living space features hardwood floors throughout, a spacious living room with a fireplace, kitchen, sunroom, and a primary bedroom with a full bath. The secondary living area includes a kitchenette, dining space, guest bedroom, and bathroom. The bathroom is currently unfinished, providing the next owner the opportunity to customize it to their taste. Upstairs, the second level boasts high ceilings, abundant natural light, a guest bedroom, and a private office space. Additional highlights include a two-car garage, a large rear deck, and a private backyard setting. An excellent investment or renovation opportunity in Oak Bluffs, offered as-is.

3 Troy Street, Oak Bluffs

$3,250,000

4 Beds ⋅ 3 Baths ⋅ 73472925 MLS

Enjoy sweeping water views from this beautifully updated East Chop Victorian, featuring a charming guest cottage. Renovated in 2010, the main home effortlessly blends historic character with modern comfort. The kitchen and bathrooms have been thoughtfully updated, enhancing functionality while preserving the home’s original charm. Tucked privately at the rear of the property, the guest cottage offers a peaceful retreat ideal for hosting family and friends or creating a flexible living space. Located in the heart of East Chop, a close-knit and distinguished community, this property is just moments from beaches, the lively harbor, and the vibrant shops and restaurants of downtown Oak Bluffs.

6 Brewster Ave, Oak Bluffs

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