New Listings

Address: 4 Periwinkle Lane    Town: Oak Bluffs    Link ID: 44907

Price: $1,295,000

Property Description:
Stylish, thoughtfully designed ranch style home built in 2015 is bright and sunny. Tucked away in a private tranquil setting just a stroll to downtown, harbor, beaches, ferries, library, restaurants and shops, the home features solar panels, large living room with separate dining area, kitchen with ... Click here for more details

Address: 31 Dodgers Hole Road    Town: Edgartown    Link ID: 44919

Price: $1,625,000

Property Description:
Dodgers Hole - Delightful contemporary cape style home, centrally located, suitable for seasonal or year-round use. The privately sited half acre lot features a first floor primary bedroom with en-suite bath, a light filled eat-in kitchen, central A/C, full unfinished basement, a detached 18'x24' s... Click here for more details

Address: 7 Boylston Drive    Town: Edgartown    Link ID: 44920

Price: $1,475,000

Property Description:
Well-maintained three-bedroom, two-bath home set on a quiet road in a convenient Edgartown location. The property is bordered by more than 100 acres of conservation land, offering a peaceful setting and added privacy while remaining close to Edgartown Village, beaches, bike paths, and everyday ameni... Click here for more details

Address: 3 Oak Bluffs Avenue    Town: Oak Bluffs    Link ID: 44917

Price: $5,000,000

Property Description:
Location, Location, Location! A once-in-a-lifetime legacy investment opportunity in one of the most desirable and high-visibility locations on Martha’s Vineyard. Priced to sell and positioned for success, 3 Oak Bluffs Ave is prominently situated at the corner of Seaview Ave and Oak Bluffs Ave—... Click here for more details

Address: 10 Woodhaven Drive    Town: Edgartown    Link ID: 44915

Price: $2,650,000

Property Description:
Edgartown - Room to Live. Space to Breathe. Tucked into more than an acre of peaceful woodland, 10 Woodhaven Drive is the kind of Vineyard home that invites you to settle in and stay awhile. Generous rooms, multiple gathering spaces and an easy connection to the outdoors create a home that feels equ... Click here for more details

Address: 148 Katama Road    Town: Edgartown    Link ID: 44904

Price: $4,100,000

Property Description:
A rare mixed-use property on Katama Road, set right between downtown Edgartown and South Beach! Two residential apartments above — a 2BR and a 3BR, each with their own walk-up deck, in-unit laundry and dedicated parking. Both are occupied month-to-month under self-extending leases, giving a new ow... Click here for more details

Address: 148 Katama Road    Town: Edgartown    Link ID: 44906

Price: $4,100,000

Property Description:
A rare mixed-use property on Katama Road, set right between downtown Edgartown and South Beach! Two residential apartments above — a 2BR and a 3BR, each with their own walk-up deck, in-unit laundry and dedicated parking. Both are occupied month-to-month under self-extending leases, giving a new ow... Click here for more details

Address: 14 Donalbin Close    Town: Edgartown    Link ID: 44846

Price: $1,750,000

Property Description:
Tucked into a quiet neighborhood and surrounded by mature trees, this home sits elevated on a 0.84-acre lot. With an open floorplan, the kitchen, dining, and living areas flow comfortably together, enhanced by vaulted ceilings, a stone gas fireplace, and French doors that bring in abundant natural ... Click here for more details

Address: 51 Winemack Street & 0 Meadow Ave & Nahomon Street    Town: Oak Bluffs    Link ID: 44802

Price: $2,045,000

Property Description:
East Chop colonial style 2BR/2BA year-round home on East Chop PLUS a separate buildable lot behind the house. The house at 51 Winemack St has a 2-bedroom Title V septic that recently passed inspection, full basement, electric baseboard heat and large yard that allows for expansion potential of the h... Click here for more details

Address: 23 Hamblen Way    Town: Edgartown    Link ID: 44900

Price: $1,175,000

Property Description:
Walk or Bike to Edgartown — Renovated & Move-In Ready. Fully furnished 3-bedroom home for year-round or vacation living, new roof & hot water heater, extensively renovated in 2014 (walls, windows, doors, insulation, gutters, siding). Open floor plan with cathedral ceilings and a wall of windows hi... Click here for more details

Address: 8 Beach Plum Meadows    Town: Edgartown    Link ID: 44844

Price: $7,250,000

Property Description:
BEACH PLUM MEADOWS: ARCHITECTURAL KATAMA COMPOUND NEAR SOUTH BEACH. Set on more than 1.6 acres in the coveted Beach Plum Meadows enclave, this distinctive property combines classic coastal architecture, private compound living, and distant views across the Katama plains to the Atlantic Ocean—all l... Click here for more details

Address: 18 Sylvan Avenue    Town: Vineyard Haven    Link ID: 44892

Price: $2,095,000

Property Description:
COMING SOON! Welcome to 18 Sylvan Avenue, a delightful, custom-crafted four-bedroom, four-bath, contemporary-style home set at the end of a quiet neighborhood road in Vineyard Haven. Surrounded by eight acres of conservation land, the property offers a peaceful setting with a spacious wraparound dec... Click here for more details

Address: 36 Pine Street    Town: Edgartown    Link ID: 44891

Price: $1,500,000

Property Description:
Imagine creating your own Vineyard retreat on this almost half-acre parcel, ideally located within walking distance to downtown Edgartown. This property offers the opportunity to build a custom home within a designated building envelope, while a protected no-build area provides an added sense of pri... Click here for more details

Address: 171 Upper Main Street/9 Curtis Lane    Town: Edgartown    Link ID: 44417

Price: $1,950,000

Property Description:
A Rare Edgartown Opportunity — Privacy, Proximity & Possibility. Tucked away at the end of a private setting on Upper Main Street, this almost one acre parcel offers a rare opportunity to create your own Edgartown retreat within easy walking distance of downtown. Set well back from the road, the p... Click here for more details

Address: 4 Lagrange Avenue    Town: Oak Bluffs    Link ID: 43835

Price: $1,450,000

Property Description:
New listing tucked away on a dead end road in Oak Bluffs ~Enjoy the best of Vineyard living from this beautifully renovated Oak Bluffs home, ideally located just a short walk from a private Lagoon beach—perfect for swimming, kayaking, paddleboarding and all your favorite water activities. The invi... Click here for more details

Address: 33 Main Street    Town: Edgartown    Link ID: 44879

Price: $3,995,000

Property Description:
Rare opportunity to own a prominent commercial property on Main Street in the heart of downtown Edgartown. The first floor offers approximately 1,300 square feet of open retail space with excellent visibility on one of Martha’s Vineyard’s premier shopping streets. The second floor includes a two... Click here for more details

Address: 9 Winter Street    Town: Edgartown    Link ID: 44840

Price: $2,800,000

Property Description:
Just a block off Main St, Winter Street grew alongside Edgartown's 19th Century maritime and whaling boom. In the mid 2010's local business owners began transforming the corridor, and affectionally dubbed Winter Street the "Left Bank" of Edgartown in comparison to Paris's famous boutique shopping di... Click here for more details

Address: 44 Cencelle    Town: Chilmark    Link ID: 44873

Price: $6,250,000

Property Description:
This exceptional 21-acre estate offers sweeping ocean views, remarkable privacy, and a rare opportunity to create a truly special island retreat. Tucked among the rolling hills, open farmlands, and woodlands of Chilmark, the property combines a profound sense of seclusion with extraordinary natural ... Click here for more details

Address: 0 Old Country Lane    Town: Vineyard Haven    Link ID: 44867

Price: $450,000

Property Description:
Discover peace and privacy without sacrificing location. Nestled under a serene natural tree canopy, this central wooded parcel provides a quiet setting just minutes from local shops, dining, and beautiful beaches. Ready for your custom vision.

Address: 88 Franklin Street    Town: Vineyard Haven    Link ID: 44820

Price: $2,250,000

Property Description:
Tucked away in a private, beautifully landscaped setting, this charming Vineyard farmhouse offers a wonderful blend of privacy, space, and in-town convenience. Just moments from town, the ferry, and shopping, the four-bedroom, three-bath home sits on a spacious 30,000-square-foot lot with a five-bed... Click here for more details

Address: 21 Vickers Street    Town: Edgartown    Link ID: 42743

Price: $3,075,000

Property Description:
Katama at its best! Set in one of Martha’s Vineyard’s most coveted locations, 21 Vickers Street is a classic beach home with an effortless connection to everything that makes Katama so special. Just one mile from South Beach. With the bike path, Katama General Store, and Edgartown Village close ... Click here for more details

Address: 70 Edgartown Vineyard Haven Road    Town: Vineyard Haven    Link ID: 44839

Price: $1,429,900

Property Description:
Classic Vineyard Charm Meets Effortless Island Living! Brimming w/original character and timeless appeal, this delightful 3-bedroom, 3-bath home w/1BR, 1BA ADU offers a perfect blend of historic charm + thoughtful updates in one of Martha’s Vineyard’s most sought-after communities. Original hard... Click here for more details

Address: 8 Wauwompauque Trail    Town: Chilmark    Link ID: 44596

Price: $5,300,000

Property Description:
Abels Hill opportunity! Coastal living at its finest in this contemporary Abels Hill retreat, where south-facing ocean views and exceptional amenities define the lifestyle. Situated within one of Chilmark's most sought-after communities, the property enjoys exclusive access to the Atlantic Ocean, Ch... Click here for more details

Address: 20 Sunnyside Avenue    Town: Vineyard Haven    Link ID: 44868

Price: $5,995,000

Property Description:
Waterfront Estate with Deep-Water Dock & Private Beach. Experience an exceptional Martha’s Vineyard waterfront lifestyle at this rare Lagoon Pond offering, ideally located just minutes from Vineyard Haven’s vibrant harbor, restaurants and shops. The property features a private deep-water dockâ€... Click here for more details

Address: 53 Circuit Avenue    Town: Oak Bluffs    Link ID: 44355

Price: $5,500,000

Property Description:
This exceptional mixed-use property occupies a premier location in the heart of Oak Bluffs thriving Circuit Avenue business district. Meticulously renovated and designed by architect Chuck Sullivan, the building offers a distinctive combination of commercial and residential spaces in one of Martha's... Click here for more details

Address: 53 Circuit Avenue    Town: Oak Bluffs    Link ID: 44869

Price: $5,500,000

Property Description:
This exceptional mixed-use property occupies a premier location in the heart of Oak Bluffs thriving Circuit Avenue business district. Meticulously renovated and designed by architect Chuck Sullivan, the building offers a distinctive combination of commercial and residential spaces in one of Martha's... Click here for more details

Address: 24 Harrison Avenue    Town: Oak Bluffs    Link ID: 44863

Price: $2,595,000

Property Description:
East Chop with Water View! The perfect size vacation house or year round living, with all the bells and whistles, water views and located in the most desired neighborhood on East Chop! Designed by Hutker Architects, built with high quality craftsmanship by J.G. Early and landscape design by Dan Gord... Click here for more details

Address: 60A Davis Look Road    Town: West Tisbury    Link ID: 44552

Price: $1,600,000

Property Description:
Over five acres of privacy in one of the Island's most sought-after settings. This 5.15-acre parcel offers a rare opportunity to build a primary residence and accessory structure on old farmland surrounded by large, mature trees. Idyllic stonewalls run along some of the property lines. Large parcel... Click here for more details

Address: 149 Litchfield Road    Town: Edgartown    Link ID: 44826

Price: $4,725,000

Property Description:
Set amongst beautifully landscaped grounds and vibrant gardens, this inviting Chappaquiddick retreat offers a wonderful sense of privacy and tranquility. Stunning hydrangeas frame the property, also complemented by mature trees, colorful blooms, and established gardens, creating a beautiful setting ... Click here for more details

Address: 2 & 6 Clements Way    Town: Edgartown    Link ID: 44852

Price: $3,300,000

Property Description:
A compelling opportunity to acquire raw land in Edgartown with exceptional development potential. Lots 4B and 4C based on the plot plan provided, each offer the potential for a five-bedroom residence, ADU/guest house, pool, and pool cabana, providing the flexibility to create a substantial Martha’... Click here for more details

Address: 59 Hagerty Drive    Town: Vineyard Haven    Link ID: 44845

Price: $6,150,000

Property Description:
Tucked away on a quiet street in coveted West Chop, this pristine property offers exceptional privacy, stunning scenery, and easy access to downtown Vineyard Haven. Designed for effortless indoor-outdoor living, this sophisticated compound combines timeless charm with every modern amenity. The first... Click here for more details

Address: 49 The Boulevard    Town: Edgartown    Link ID: 44828

Price: $2,850,000

Property Description:
A rare opportunity to own this classic waterfront property on Sengekontacket Pond, offering sweeping 180 degree views across the pond and salt marsh toward the Causeway, the iconic Jaws bridge, State Beach, Nantucket Sound and beyond. Set along the Boulevard, behind a traditional white picket fence... Click here for more details

Address: 15 Tilton Way    Town: Edgartown    Link ID: 44860

Price: $8,250,000

Property Description:
This traditionally styled residence offers exceptional quality and craftsmanship in a coveted Edgartown location, situated on a corner lot just blocks from downtown and the harborfront. Thoughtfully designed for both elegant entertaining and relaxed island living, the home features beautifully propo... Click here for more details