Aquinnah Real Estate

Welcome to Aquinnah, a hidden gem nestled on the picturesque Martha's Vineyard in Dukes County, Massachusetts. Known for its breathtaking coastal views and rich cultural heritage, Aquinnah is a serene haven that captures the essence of island living. This charming town is renowned for its stunning clay cliffs, which rise dramatically above the Atlantic Ocean, offering panoramic vistas that are simply unforgettable.

Aquinnah is steeped in history, with deep roots in the Wampanoag Tribe, the original inhabitants of the island. Visitors can explore the Aquinnah Cultural Center, where they can learn about the tribe's traditions, art, and history. The town is also home to the iconic Gay Head Lighthouse, a historic beacon that has guided mariners since 1799 and stands as a symbol of the region's maritime heritage.

Nature lovers will find Aquinnah to be a paradise, with miles of pristine beaches and scenic hiking trails. The calm waters of Menemsha Pond and the rugged beauty of the surrounding landscapes provide endless opportunities for outdoor activities, from kayaking and fishing to simply soaking up the sun on the beach.

Aquinnah's small-town charm is complemented by its vibrant community, where local artisans and farmers come together to create a unique blend of culture and creativity. With a variety of quaint shops, galleries, and eateries, residents and visitors alike can enjoy a taste of the island's local flavor.

Whether you’re seeking a peaceful retreat or an adventure-filled getaway, Aquinnah offers an idyllic backdrop for a life well-lived. Discover the magic of this enchanting town, where every sunset paints the sky in hues of orange and pink, and every day feels like a vacation.

Newest Listings in Aquinnah

$2,490,000

3 Beds ⋅ 4 Baths ⋅ 73581761 MLS

Tucked away on more than two acres along a private dirt road, this extensively updated post-and-beam home offers exceptional space and privacy in a peaceful Aquinnah setting. The property is surrounded by woodlands, open fields, streams, and ancient stone walls and is located approximately one mile from Aquinnah’s resident beaches. The four-bedroom, three-and-a-half-bath home offers generous living space across three levels. Designed with gathering and entertaining in mind, the main level features a spacious kitchen with abundant counter and cooking space, a formal dining room, a fireplaced living room, and an additional living and entertainment area. Sliding doors open to an expansive deck spanning the back of the home—an inviting setting for outdoor dining, relaxing, and enjoying evening sunsets. A large outdoor shower completes the Vineyard experience. Upstairs, the oversized primary bedroom includes an adjoining room ideal for a home office, fitness area, or quiet retreat. Two additional bedrooms, a full bath, and a spacious bonus room provide flexibility for family and guests. The lower level offers a separate guest area with a sitting room, the home’s fourth bedroom, a full bath, and its own exterior entrance. An extra-deep two-car garage is located beneath the home and is accessible from both inside and outside, with additional space at the rear for a workshop or storage. A country-style shed and adjoining concrete patio create another outdoor gathering area, ideal for a fire pit and enjoying the property’s natural surroundings. The current owners have completed an extensive range of renovations, upgrades, and improvements—far too many to list here. Please inquire for the complete list. Conveniently located near the Aquinnah Public Library, Gay Head Lighthouse, the Aquinnah Cliffs, beaches, shops, and restaurants, this spacious up-Island retreat offers room to gather, entertain, and enjoy the beauty of Aquinnah. Excellent rental history—details provided upon request.

8 Jeffers Way, Aquinnah

Listing courtesy of Listing Agent: Jen O'Hanlon from Listing Office: Compass.

$330,000

73508205 MLS

Enjoy coveted access to one of Martha's Vineyard’s most stunning sandy beaches, located just off Moshup Trail in Aquinnah. This secluded beach is shared with only seven other members, ensuring a peaceful and private coastal experience. Located near Aquinnah’s iconic “Painted House,” the property includes use of a private gated parking area for 1 vehicle and a picturesque stretch of shoreline perfect for relaxing, swimming, and soaking in the island’s natural beauty. This is not a buildable lot.

Moshup Trail, Aquinnah

Listing courtesy of Listing Agent: Alyssa Halisky from Listing Office: Wallace & Co. Sotheby's International Realty.

$1,150,000

73473890 MLS

The nearby roar of the Atlantic can be heard from this pristine two-acre building opportunity in Aquinnah, ideally located at the end of Old Field Road with easy access from Moshup Trail. A storybook walking path through woods and fields over an easement bordering a majestic beetlebung grove and over a bubbling stream, leads directly to the entrance of cherished Philbin Beach. A thoughtfully designed building envelope is nestled atop a gentle knoll, offering elevation and seclusion, with further protective covenants in place to preserve the natural beauty of the landscape and enhance the sense of privacy.

00 Old Field Rd, Aquinnah

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

$3,050,000

3 Beds ⋅ 3 Baths ⋅ 73457922 MLS

Perched on 2.7 acres in one of Aquinnah’s most stunning settings, this coastal retreat captures sweeping views over the Atlantic and Noman’s Land. The main level offers an open living/dining/kitchen wrapped in windows and opening to a wraparound mahogany deck—ideal for sunrise coffee and sunset dinners. A Viking-equipped kitchen and a spacious ocean-facing primary suite complete this floor. The lower level includes two bedrooms, a large flex room with walkout stone patio, plus a full bath, laundry, and storage. Beautiful grounds feature custom stonework, garden beds, and multiple outdoor seating areas. A two-level workshop/studio with plumbing, electricity, and a wood stove offers excellent potential, including a future ADU with permitting. Directly across the street, the new Squibnocket Pond Reservation provides trail access to a pristine shoreline. Move-in-ready, private, and perfectly sited—this is Aquinnah at its best.

4 Noman's Watch Road, Aquinnah

Listing courtesy of Listing Agent: Jen O'Hanlon from Listing Office: Compass.

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Aquinnah Real Estate

Newest Listings in Aquinnah

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