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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.

832 State Road, Aquinnah MA 02535

LINK ID: 44602
Town: Aquinnah
Type: Single Family Residence
$1,550,000.00

Property Details

Post and Beam with a lot of history. Addition added in 2005. House updated 2025. Move in ready

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!

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.

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

There is a town at the end of Martha's Vineyard. The road narrows, the houses thin, and the light changes. This is Aquinnah — the westernmost town, clay cliffs, a lighthouse, and one of the smallest year-round populations on the Vineyard. Compound-scale offerings rarely come to market here. 19 Locust Lane is one of them. Nearly 17 acres high above Vineyard Sound, with open water views to the Elizabeth Islands. A custom Dutch Colonial main residence and separate guest house, both built in 2005. Cedar shake. Stone walls. Built to belong to the landscape, not compete with it. Inside: over 6,000 square feet across six bedrooms. Wide-plank floors, an open-plan dining room, and a gourmet kitchen with a Tuscan oven. At its center, a great room with cathedral ceiling, cedar trusses, and a floor-to-ceiling stone fireplace, facing the ridgeline and water beyond. Room to host, with the flexibility of two living spaces. Aquinnah has kept its character. This is the place that lets you stay there. Sale includes 5 contiguous parcels totaling +/- 16.96 acres. Photos have been digitally enhanced. Pool and bathroom concepts are digital renders to show potential.

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