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Aquinnah
00 Moshup Trail, Aquinnah MA 02535

LINK ID: 44306
Town: Aquinnah
Type: Unimproved Land
$325,000.00

Property Details

Tucked along the south shore of Aquinnah on Martha’s Vineyard, this beach lot presents a chance to enjoy true oceanfront ownership. Accessed via Moshup Trail, this lot features a private gated entry with a pea stone parking area. A boardwalk, that winds through natural coastal vegetation, connects to a sandy trail that brings you over the bluff to the expansive shoreline. Secure your own stretch of an amazing, peaceful, private island beach. Please note, this parcel is not buildable there is no well or septic nor can there be.

0 Moshup Trail, Aquinnah MA 02535

LINK ID: 43498
Town: Aquinnah
Type: Unimproved Land
$330,000.00

Property Details

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.

00 Moshup Trail, Aquinnah MA 02535

LINK ID: 41969
Town: Aquinnah
Type: Unimproved Land
$375,000.00

Property Details

Spectacular, private beach lot located just off Moshup Trail. Gated entry, parking rights and a deeded 1/5 acre of beach on the Atlantic. This is not a buildable lot, no structures of any kind are permitted. Map 10, Lot 7-5

0 Jeffers Way, Aquinnah MA 02535

LINK ID: 44222
Town: Aquinnah
Type: Unimproved Land
$785,000.00

Property Details

Nestled within the serene landscape of Aquinnah, this 3.8-acre parcel offers a unique blend of natural beauty and historical significance. Bordered by ancient stone walls and mature vegetation, the elevated terrain provides a bucolic setting for a private residence. Already in place is a private well, 3-bedroom septic, and full engineering.

00 Old Field Road, Aquinnah MA 02535

LINK ID: 43508
Town: Aquinnah
Type: Unimproved Land
$1,150,000.00

Property Details

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.

14 Ridge Road, Aquinnah MA 02535

LINK ID: 44499
Town: Aquinnah
Type: Unimproved Land
$1,195,000.00

Property Details

Nearly 6 acres of land bordered by stonewalls on two sides. The property has been cleared, so you are able to see the level topography and mature trees. The location lends itself to a short walk to Lobsterville Beach or Red Beach on Menemsha Pond, where you can hop on your paddleboard or kayak or get to your mooring. There is fresh fish to catch off the beach or clams to gather from the Pond for dinner. Aquinnah offers some of the most beautiful beaches, as well as multiple locations to enjoy the north and south shore, and Menemsha Pond. You can drive, bike, or walk to the bike ferry to cross the channel to Menemsha for fish, shopping, or ice cream, without the hassle of parking. It is a quick drive to Philbin Beach on the south shore and the Gay Head cliffs for enjoying the spectacular views, eating lunch or dinner, and watching the sunset. Why wait to find the perfect home? This land has been fully engineered and is ready for someone to jump right in and build their ideal home on a quiet, private lane. All the hard work has been completed by the Seller, including a six-bedroom septic, an archaeological survey, and a well installed. The property can support an ADU. This could be a great property for a farm or horses. This location is very private, yet convenient to swimming, sailing, fishing, shopping, restaurants, and Menemsha Harbor.

393 Lighthouse Road, Aquinnah MA 02535

LINK ID: 44338
Town: Aquinnah
Type: Single Family Residence
$1,599,000.00

Property Details

Ranch style home & Guest camp situated on 1+/- acre lot. The Main House offers distant views of Lobersterville beach and the Vineyard Sound beyond. Located in the desirable Lighthouse Road area, which offers walkable/close-by beach access and quiet roads. The view can be enjoyed from the Kitchen/Living/Dining as well as the wrap-around deck. Enjoy the open concept main living area, two bedrooms, and a shared bath. Follow the connected deck to the guest camp, which includes three bedrooms and a bathroom with laundry combined. Outdoor shower, storage shed, and the wrap-around deck complete this camp. Make this your family’s Aquinnah getaway!

12 Lobsterville Road, Aquinnah MA 02535

LINK ID: 44289
Town: Aquinnah
Type: Single Family Residence
$1,850,000.00

Property Details

12 Lobsterville Rd in Aquinnah is a uniquely designed contemporary home set on 2.6 acres of lush grounds with large tracts of conservation land nearby. Open concept living, dining, kitchen on the second floor with unobstructed ocean views of Vineyard Sound. Spacious deck for sunset viewing and grassy lawn for sundown games. Walking distance to Lobsterville Beach and a short bike ride to the lighthouse.

9 Moshup Trail, Aquinnah MA 02535

LINK ID: 43221
Town: Aquinnah
Type: Single Family Residence
$2,275,000.00

Property Details

Spectacular property in Aquinnah, featuring a newly installed and town-approved 6-bedroom septic system, ready to support your vision for expansion and renovation. Located on 4.7 acres filled with rolling meadows and stone walls, this property boasts a truly remarkable barn that was transported from Maine, and rebuilt on the Island. The grandfathered-in barn spans approximately 61' by 45' with soaring ceilings. A staircase leads to a second-level landing area and a third level that extends across the entire structure. This additional space effectively doubles the square footage, totaling approximately 6,000 square feet. The barn offers endless possibilities, from completely renovating it into a massive 6-bedroom home to hosting large events or accommodating extensive storage needs. It must be seen to be fully appreciated. There is a driveway to the property directly off Moshup Trail and an expansive backyard meadow perfect for a larger new house, a pool, or a large play area. Additionally, the property includes a charming 2-bedroom, 1.5-bathroom cottage with hardwood floors, providing an immediate, cozy living space. With the existing 6-bedroom septic system in place, you have the flexibility to completely renovate, rebuild, or expand to meet your specific needs. The potential this property holds is limited by your imagination only. Don't miss the opportunity to make this unique property in Aquinnah your own, and create a custom retreat that perfectly suits your lifestyle.

382 Lighthouse Road, Aquinnah MA 02535

LINK ID: 44399
Town: Aquinnah
Type: Single Family Residence
$2,800,000.00

Property Details

Spacious contemporary set high off Lighthouse Road with unobstructed, amazing water views of the Vineyard Sound and Elizabeth Islands. Open concept design with soaring ceilings and modern architecture. A retreat for all seasons this house is fully insulated, heated and has central air. A center island in the kitchen ensures the cook of the family does not miss out on the amazing sunsets. Ground level offers family room and gym space or just nice getaway with privacy. Access to Philbin Beach, Lobsterville Beach and all the perks of Aquinnah residency.

4 Nomans Watch Road, Aquinnah MA 02535

LINK ID: 43963
Town: Aquinnah
Type: Single Family Residence
$3,350,000.00

Property Details

Perched on 2.7 acres in one of Aquinnah’s most breathtaking settings, this beautifully sited coastal retreat offers sweeping views over the Atlantic and Noman’s Land from its elevated position. Designed to embrace the light and scenery, the main level features an open living/dining/kitchen area wrapped in walls of windows—an airy, sun-soaked space where ocean views take center stage. The adjoining wraparound mahogany deck extends the living space outdoors, perfect for morning coffee, sunset dinners, and everything in between. The kitchen is anchored by Viking appliances, granite countertops, and warm wood floors, all overlooking the ocean. The spacious primary bedroom brings those same views right to your bedside, complete with an en-suite bath. The lower level includes two additional bedrooms plus a generous flex room that opens directly to a gorgeous stone patio—an ideal den, overflow guest space, or home office with its own private outdoor area. A full bathroom, laundry room, and utility/storage spaces round out this floor. The grounds are a standout: a manicured lawn, extensive custom stonework, garden beds, and multiple outdoor seating areas create a serene Vineyard setting. Tucked toward the rear of the property, the two-level workshop/studio—equipped with plumbing, electricity, and a wood stove—offers incredible potential for creative or practical use. With appropriate permitting and a future septic upgrade, buyers could explore the possibility of converting the studio into an accessory dwelling unit. Directly across the street, the new Land Bank/Sheriff’s Meadow Squibnocket Pond Reservation provides access to one of the Island’s most spectacular stretches of shoreline. A 15–20 minute walk down the trail leads you to Squibnocket Pond and a pristine beach that feels like a private escape. With its elevated ocean views, thoughtful layout, quality finishes, and incomparable proximity to conservation lands and water access, this is a rare opportunity to own a move-in-ready Aquinnah retreat that truly feels like vacation every day.

12 East Pasture Road, Aquinnah MA 02535

LINK ID: 44393
Town: Aquinnah
Type: Single Family Residence
$3,495,000.00

Property Details

This elegant architectural home is set within a lovely rolling meadow on four and a half generous acres, surrounded by stone walls, blue sky, and tranquility at all times of year. 12 East Pasture is a peaceful retreat on the westernmost side of Martha's Vineyard, known for the beautiful beaches and quiet privacy. The house features multiple large windows and sliding glass doors, which flood the interior spaces with morning sunlight and the colors of the sunset in the evening over the meadow. Wraparound outdoor decks allow for seamless indoor/outdoor living. Enjoy views of the gently sloping lawn, the meadow, stonewalls, and garden. The interior is gracious and contemporary, with three bedrooms in the main house and two more bedrooms in a separate guest wing. There is also a sweet writer's studio tucked behind the home, perfect for an office or artist's space. A Sheriffs Meadow walking trail takes you to Menemsha Pond and Aquinnah residents have Philbin Beach access. Nearby is Lobsterville beach, Red Beach for kayaking and clamming, and the new trails through Squibnocket Pond reservation. With distant views of the water from the existing home, the Seller has architectural design plans to share with a Buyer for a second floor that would afford stunning views of Nashaquitsa Pond, Menemsha Pond and Atlantic beyond.

41 Moshup Trail, Aquinnah MA 02535

LINK ID: 44505
Town: Aquinnah
Type: Single Family Residence
$4,000,000.00

Property Details

The Best of Aquinnah: Surf, Views, and Total Privacy. There is nothing quite like the south shore of Aquinnah, and this five-bedroom home puts you right in the heart of it. Tucked away along Moshup Trail, the property, lovingly referred to as "Surfside", is all about the Atlantic views and the effortless, barefoot lifestyle that comes with being this close to the water. The house is bright and open, thoughtfully designed to keep you connected to the outdoors. The main floor open plan flows from the kitchen, living and dining areas directly out to a spacious south-facing deck and a large screened-in porch. From the deck, or elevated crows nest, you can look out over the Atlantic towards Noman's and feel completely tucked away from the rest of the world. The real standout here is the private deeded access, just a short stroll across Moshup Trail, leads you to one of the most pristine and beautiful stretches of beach on the island. Spacious, comfortable, and backed by a successful rental history, this home represents a premier opportunity to experience the very best of Aquinnah.

19 Locust Lane, Aquinnah MA 02535

LINK ID: 44522
Town: Aquinnah
Type: Single Family Residence
$6,950,000.00

Property Details

Nestled at the western edge of Martha’s Vineyard, where the landscape opens, the pace slows, and the light takes on a character all its own, lies Aquinnah—one of the island’s most treasured and unspoiled destinations. Known for its iconic clay cliffs, rolling landscapes, and exceptionally limited year-round population, Aquinnah offers a level of privacy and natural beauty rarely found today. Set within this remarkable setting, 19 Locust Lane represents an extraordinary offering. Encompassing nearly 17 acres perched high above Vineyard Sound, this rare compound-scale estate captures sweeping water views extending to the Elizabeth Islands and beyond. Opportunities of this scale and significance seldom come to market in Aquinnah. Designed for both grand entertaining and multi-generational living, the property includes a main residence and separate guest house, thoughtfully constructed in 2005 and unified by timeless architectural details including cedar shake siding and stone walls that blend naturally into the surrounding landscape. Inside, the 6 bedroom home is warm with sophisticated interiors featuring wide-plank floors, Gourmet Kitchen with Tuscan oven, an expansive open-concept dining area, and a dramatic great room with soaring cathedral ceilings, exposed cedar trusses, and a striking floor-to-ceiling stone fireplace—all perfectly oriented toward the breathtaking ridgeline and water views beyond. Aquinnah remains one of Martha’s Vineyard’s most authentic and untouched landscapes. 19 Locust Lane offers a rare opportunity to experience its beauty, privacy, and enduring character on an extraordinary scale.

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