New Listings

Address: 1 Old Field Road    Town: Aquinnah    Link ID: 44739

Price: $375,000

Property Description:
A bucolic 3.36 +/- acre wooded parcel in Aquinnah, offering privacy and natural beauty with a brook running through the property. A seasonal one-room camp, built in the 1970s, sits on the land — a rustic starting point for future plans or a simple retreat as-is. The lot falls within the Special Wa... Click here for more details

Address: 0 Weaver Lane (Lot 5)    Town: Vineyard Haven    Link ID: 44733

Price: $1,800,000

Property Description:
This 1.1-acre waterfront lot is located at the end of a quiet lane abutting 20+ acres of conservation land. The level and heavily wooded lot sits high on a bluff overlooking the Lagoon. The lot has been engineered, and the bounds have been staked. A buyer would be able to connect to Town water ne... Click here for more details

Address: 7 Meetinghouse Village Way    Town: Edgartown    Link ID: 44740

Price: $1,595,000

Property Description:
Experience refined coastal living in this impeccably renovated modern condominium nestled within the tranquil enclave of Meetinghouse Village. This sophisticated end-unit residence lives with the ease of new construction, offering bright, sun-filled interiors and thoughtfully curated finishes throug... Click here for more details

Address: 39 Ferro Way    Town: Vineyard Haven    Link ID: 44726

Price: $1,488,000

Property Description:
Tucked away on a quiet cul-de-sac, this beautifully maintained multi-family property offers the perfect blend of privacy, flexibility, and convenience. Built in 2020, the home encompasses 2,884 square feet of thoughtfully designed living space, featuring a total of 5 bedrooms and 4 full bathrooms. T... Click here for more details

Address: 9 Chickawaukee Street    Town: Oak Bluffs    Link ID: 44705

Price: $1,895,000

Property Description:
Offered fully furnished, this beautifully updated four-bedroom, two-bath home is a rare turnkey opportunity in Oak Bluffs. Thoughtfully updated and meticulously maintained, it is equally well suited as a year-round residence, vacation retreat, or investment property. Located just 0.8 miles from dow... Click here for more details

Address: 12 Calebs Pond Lane    Town: Edgartown    Link ID: 44732

Price: $17,500,000

Property Description:
This stunning custom-built waterfront estate offers sweeping views of Edgartown Harbor and exceptional craftsmanship throughout. Set on a private Chappaquiddick compound, the property features a beautifully designed main house, a separate one-bedroom guest house, a pool and spa, and expansive outdoo... Click here for more details

Address: 5 Paula Avenue    Town: Vineyard Haven    Link ID: 44590

Price: $1,400,000

Property Description:
Discover the opportunity to make this spacious Vineyard Haven home your own, ideally located on the desirable lower end of Lambert's Cove Road. Just across from Pilot Hill Road and approximately one mile from the pristine shores of Lambert's Cove Beach, this well-positioned property offers the perfe... Click here for more details

Address: 33 Tia Anna Lane    Town: Oak Bluffs    Link ID: 44718

Price: $1,850,000

Property Description:
33 Tia Anna Lane has so much to offer; a charming, bright, renovated main and guest house on a half-acre in Oak Bluffs with proximity to town and walking distance to Lagoon Pond for swimming, fishing, boating and sunset enjoyment. The property is ready to enjoy, offering a turn-key home on a quiet s... Click here for more details

Address: 150 Field View Lane    Town: West Tisbury    Link ID: 44685

Price: $1,600,000

Property Description:
A pastoral country road leads to this enchanting wood-shingled Cape-style home, offering three bedrooms and a welcoming blend of comfort and charm. The open-concept kitchen flows into a sunken living and dining area, creating an inviting space for everyday living and entertaining. A desirable first-... Click here for more details

Address: 28 Black Point Road    Town: Chilmark    Link ID: 43545

Price: $2,950,000

Property Description:
Bright & Airy Black Point Retreat with Deeded Beach Lot to Black Point Beach. Nestled on 5.4 private acres just off Black Point Road in Chilmark, this beautifully maintained retreat offers tranquility and comfort where the sound of the ocean provides a backdrop and the shoreline is just moments away... Click here for more details

Address: 6 Kent Harbor Road    Town: Edgartown    Link ID: 44723

Price: $3,100,000

Property Description:
DOWN HARBOR OPPORTUNITY! Introducing 6 Kent Harbor, a full acre of land in an ideal location for your next build or renovation project. Equidistant between South Beach and Edgartown Village, Down Harbor offers residents a walking path to a private sandy shoreline on Katama Bay. The existing 1972 ... Click here for more details

Address: 34 Curtis Lane    Town: Edgartown    Link ID: 44707

Price: $995,000

Property Description:
COMING SOON — EXCITING IN-TOWN EDGARTOWN OPPORTUNITY. Tucked away on a quiet lane at the edge of Edgartown Village, this Curtis Lane property presents a rare opportunity to create a distinctive in-town residence close to village shops, restaurants, galleries, the harbor, and more. Curtis Lane is ... Click here for more details

Address: 118 South Water Street    Town: Edgartown    Link ID: 44724

Price: $6,250,000

Property Description:
Built in 1900, this beautiful South Water Street home is ideally located where the road begins its gentle rise up the hill. The original street-facing portion of the residence showcases classic Victorian architecture, complete with a charming covered front porch that reflects its timeless character.... Click here for more details

Address: 233 East Chop Drive    Town: Oak Bluffs    Link ID: 44725

Price: $7,550,000

Property Description:
Perched high above the East Chop bluffs beside the historic lighthouse, this exceptional waterfront estate offers timeless character, breathtaking views, and an unmatched coastal setting. The main residence has beautifully preserved much of its original charm and features a gracious living room with... Click here for more details

Address: 31 Butlers Cove Road    Town: Edgartown    Link ID: 44722

Price: $4,850,000

Property Description:
This charming farmhouse lies on 3-acres of land overlooking the expansive fields and horse stables, inside the gates of the exclusive Herring Creek Farm Association. The home is in lovely original form and features a large living room with fireplace, dining room, 4 bedrooms and 2 baths. Built in 191... Click here for more details

Address: 8 Pequot Avenue    Town: Oak Bluffs    Link ID: 44652

Price: $1,925,000

Property Description:
This Victorian Queen has stood the test of time. Partially insulated to extend the season, the new kitchen and bath are cozy in winter and open and bright in summer. 5 bedrooms, 1.5 baths with an outdoor shower, there's plenty of room for family and friends. The front porch has been a gathering pl... Click here for more details

Address: 128 West Tisbury Road    Town: Edgartown    Link ID: 44690

Price: $3,650,000

Property Description:
Set against roughly ten acres of undeveloped meadow, this beautifully renovated Colonial delivers a coveted Vineyard experience: countryside privacy just minutes from the heart of Edgartown. Bike to Main Street or coast down to Morning Glory Farm, then return to the calm of a home wrapped in open fi... Click here for more details

Address: 68 Pond View Drive    Town: Oak Bluffs    Link ID: 44714

Price: $975,000

Property Description:
Create your ideal island retreat on this exceptional 1.068-acre parcel in Oak Bluffs. This desirable homesite comes with approved plans for a six-bedroom septic system, saving valuable time and expense as you begin the building process. The property also includes a topographic/boundary survey and so... Click here for more details

Address: 6 Kent Harbor Road    Town: Edgartown    Link ID: 44598

Price: $3,100,000

Property Description:
DOWN HARBOR OPPORTUNITY! Introducing 6 Kent Harbor, a full acre of land in an ideal location for your next build or renovation project. Equidistant between South Beach and Edgartown Village, Down Harbor offers residents a walking path to a private sandy shoreline on Katama Bay. The existing 1972 ... Click here for more details

Address: 52 Oak Knoll Road    Town: West Tisbury    Link ID: 44609

Price: $1,225,000

Property Description:
Year-round living in the desirable Island Farms Road neighborhood of West Tisbury. This well-built, three-bedroom, two-bath home offers a comfortable layout with a first-floor primary bedroom. While ready for your personal updates, the home provides a solid foundation to create your forever home. Th... Click here for more details

Address: 12 Brook Hollow Road    Town: West Tisbury    Link ID: 44695

Price: $3,600,000

Property Description:
Just 9/10 of a mile from Lambert's Cove Beach, this beautifully renovated tri-level home offers over 4,000 square feet of thoughtfully designed living space with six bedrooms and six bathrooms. Expanded and extensively updated in 2023, the home provides exceptional flexibility for entertaining and a... Click here for more details

Address: 30 & 40 Elias Lane    Town: West Tisbury    Link ID: 44656

Price: $3,995,000

Property Description:
A beautiful pastoral, private family compound in West Tisbury, on 7.5 glorious acres of meadow comprised of two parcels, offers a rare opportunity. Elias Lane is a quiet country road tucked behind Misty Meadows and just minutes from West Tisbury village. The property features a lovingly maintained 4... Click here for more details

Address: 82 Pennsylvania Avenue    Town: Oak Bluffs    Link ID: 44658

Price: $1,296,000

Property Description:
Discover the charm of this inviting single-story ranch with a large, finished basement, perfect as a vacation retreat or year-round home. Extensively renovated, this charming 3-bedroom, 1.5-bath home offers comfort and effortless living. The finished basement adds nearly another 1000 SF of living sp... Click here for more details

Address: 132 South Road    Town: Chilmark    Link ID: 44681

Price: $1,600,000

Property Description:
Nestled on a private, 1.9-acre lot along historic South Road in Chilmark, this charming New England retreat offers an exceptional sense of tranquility and classic Martha's Vineyard living. Built in 1950, Vineyard Home offers 2 bedrooms and 2 full bathrooms great light, cozy additional living spaces ... Click here for more details

Address: 240 Chappaquiddick Road    Town: Edgartown    Link ID: 44676

Price: $525,000

Property Description:
A rare opportunity to own 7.7 acres on the beautiful and sought-after island of Chappaquiddick. This wooded parcel offers exceptional privacy, natural contours, and the quiet, untouched landscape that defines Chappy living. Preliminary information suggests there is potential upland area to support ... Click here for more details

Address: 48 Plaintingfield Way    Town: Edgartown    Link ID: 44618

Price: $3,495,000

Property Description:
Set on an exceptional .65 -acre parcel, this rare offering combines privacy, space, and an unbeatable location just moments from town and the water. The expansive lot offers a unique opportunity to expand and create a custom estate tailored to your vision. Surrounded by mature landscaping and gene... Click here for more details

Address: 48 Plantingfield Way    Town: Edgartown    Link ID: 44610

Price: $3,495,000

Property Description:
Set on an exceptional .65 -acre parcel, this rare offering combines privacy, space, and an unbeatable location just moments from town and the water. The expansive lot offers a unique opportunity to expand and create a custom estate tailored to your vision. Surrounded by mature landscaping and gene... Click here for more details

Address: 42 Field View Lane    Town: West Tisbury    Link ID: 44672

Price: $799,000

Property Description:
Nestled among the open fields of West Tisbury, this beautiful building parcel offers a peaceful, bucolic setting with endless potential. An eclectic artists' camp graces the property, creating a unique sense of character and inspiration. Meandering walking trails wind through a diverse landscape of ... Click here for more details

Address: 40 Hidden Cove Road    Town: Oak Bluffs    Link ID: 44469

Price: $1,595,000

Property Description:
Enjoy timeless summers at this Hidden Cove condo, where days begin with a paddle on Sengekontacket Pond, afternoons are spent between the pool and tennis courts, and evenings end on the deck after a day spent exploring the island. This three-bedroom unit has distant water views and offers an easy, m... Click here for more details

Address: 40 Hidden Cove Road    Town: Oak Bluffs    Link ID: 44671

Price: $1,595,000

Property Description:
Enjoy timeless summers at this Hidden Cove condo, where days begin with a paddle on Sengekontacket Pond, afternoons are spent between the pool and tennis courts, and evenings end on the deck after a day spent exploring the island. This three-bedroom unit has distant water views and offers an easy, m... Click here for more details

Address: 64 Christiantown Road    Town: West Tisbury    Link ID: 44523

Price: $3,495,000

Property Description:
This stunning 3,000 sq. ft. architectural home features a bright, open layout defined by vaulted ceilings and rich hardwood floors. The gourmet kitchen, appointed with high-end finishes including silestone countertops, flows seamlessly into both a cozy family room and an elegant living room, anchore... Click here for more details

Address: 131 Pond View Farm Road    Town: West Tisbury    Link ID: 44645

Price: $3,750,000

Property Description:
Set on a picturesque peninsula along Tisbury Great Pond, this exceptional pondfront parcel offers a rare opportunity to own a piece of Martha's Vineyard's rural landscape. Currently used for equestrian activities, the expansive open acreage is nestled in one of the Island's most beautiful and unspoi... Click here for more details

Address: 21 Clay Pit Road    Town: Edgartown    Link ID: 44651

Price: $896,000

Property Description:
This home is walk in ready to enjoy while you let your imagination go to work for this ideal property. Located a short walk along the bike path to Post Office square you will find this quiet location is perfect. You feel the old Vineyard charm along this peaceful lane. This represents the best entry... Click here for more details

Address: 2 Old Poucha Road    Town: Edgartown    Link ID: 44634

Price: $2,295,000

Property Description:
Tucked away down a quiet country road, this one-of-a-kind Chappaquiddick retreat invites you to exhale the moment you arrive. With no visible neighbors and the sounds of nature all around, the property offers a rare sense of privacy, peace, and timeless island charm. Built in an era when homes were... Click here for more details

Address: 00 Moshup Trail    Town: Aquinnah    Link ID: 44606

Price: $349,000

Property Description:
Lovely beach lot off Moshup Trail in Aquinnah. Enjoy the sandy beach, Atlantic Ocean water and beauty of the South shore. This private beach lot is shared with only seven other members. Parking is located a short walk across the road from the beach access. Private parking limited to one car per memb... Click here for more details

Address: 30 Double Ox Road    Town: Oak Bluffs    Link ID: 44649

Price: $1,150,000

Property Description:
Create an extraordinary Martha's Vineyard estate in the exclusive Lagoon Ridge community of Oak Bluffs. This mostly wooded estate parcel of over one acre features gently rolling topography, providing an exceptional canvas for a custom-designed luxury residence. Privately situated within an intimate ... Click here for more details

Address: 8 Rumpus Ridge    Town: Chilmark    Link ID: 44657

Price: $1,550,000

Property Description:
Escape to your own getaway with mature landscaped gardens and privacy in the heart of Chilmark. Walk to the Chilmark Store, library, Chilmark Community Center, Beetlebung Farm and bank. Access to Chilmark beaches - Lucy Vincent and Squibnocket - and Menemsha Public Beach are a plus. This four bedroo... Click here for more details

Address: 11 Beach Road    Town: Oak Bluffs    Link ID: 44641

Price: $1,745,000

Property Description:
Oceanfront Cottage on .21 acre of waterfront property and over 50ft of shoreline on East Chop. Wake up to breathtaking ocean views and the soothing sound of waves from this charming two-bedroom oceanfront cottage. Perfectly positioned along the shoreline, this inviting coastal retreat offers the ra... Click here for more details

Address: 139 Tea Lane    Town: Chilmark    Link ID: 44548

Price: $2,195,000

Property Description:
Tucked away on a quiet country road in a serene Chilmark setting, this beautifully crafted home, built in 2023, offers modern comfort surrounded by natural beauty. The thoughtfully designed main level features an open, light-filled floor plan where the living, dining, kitchen, and family areas flow ... Click here for more details

Address: 72 Moonstone Way    Town: Vineyard Haven    Link ID: 44638

Price: $1,149,000

Property Description:
Nestled in a quiet neighborhood just a short stroll from Lake Tashmoo and less than a mile from Main Street, Owen Park Beach, and the Steamship Authority, this lovingly maintained Colonial Saltbox offers the perfect blend of comfort, convenience, and island charm. With a strong rental history, the h... Click here for more details

Address: 29 Scotchmans Lane    Town: West Tisbury    Link ID: 44549

Price: $1,399,000

Property Description:
Discover the charm of West Tisbury with the perfect blend of country living and village convenience. Ideally located just a short stroll from the heart of town, you'll enjoy easy access to all the West Tisbury Village has to offer. Set on a lovely lot, the home features a spacious southeast-facing d... Click here for more details

Address: 27 Double Ox Road    Town: Oak Bluffs    Link ID: 44528

Price: $3,400,000

Property Description:
Set on a private 1.34-acre parcel along a winding paved road in Oak Bluffs, this exceptional to-be-built residence offers the perfect blend of sophistication and refined Vineyard style. The spacious floor plan offers over 3,200 square feet of living space, highlighted by a first-floor primary suite... Click here for more details

Address: 60R Carol Lane    Town: Oak Bluffs    Link ID: 44640

Price: $794,000

Property Description:
Tucked away down a quiet lane just moments from downtown Oak Bluffs, sits this charming home. Nestled on just over an 8,400 sq. ft. lot, the property offers compact single-story living, ideal for those seeking simplicity while being close to everything the island. The bright, open concept features... Click here for more details