Recent Price Changes
68 Front Street Oak Bluffs
New Price: $1,755,000 | Original Price: $1,795,000 | Change: -2.2%
Property Description:
Nestled at the end of a quiet street, this charming and spacious Cape-style home offers both privacy and convenience, just a short distance from the Oak Bluffs School and town center, and walking distance to the Lagoon. Thoughtfully maintained, the sun-filled main level boasts an open floor plan wit... Click here for more details
25 Coffins Field Road Edgartown
New Price: $995,000 | Original Price: $1,100,000 | Change: -9.5%
Property Description:
Per Board of Health approval, this 1.0-acre parcel is approved for the construction of a six-bedroom dwelling. Seller is offering a $40,000 credit at closing to assist the buyer with costs associated with the design, permitting, and installation of the septic system.
The property is located in a ce... Click here for more details
21 Woodlawn Avenue Vineyard Haven
New Price: $2,200,000 | Original Price: $2,900,000 | Change: -24.1%
Property Description:
Thoughtfully designed with custom features throughout, this in-town Vineyard Haven home is the perfect blend of coastal charm and modern sophistication. The 4 bedroom 3 bath property offers a comfortable, easy flowing layout with gleaming hardwood floors and open sun-filled spaces.
At the heart of ... Click here for more details
382 Lighthouse Road Aquinnah
New Price: $2,800,000 | Original Price: $2,950,000 | Change: -5.1%
Property Description:
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 isl... Click here for more details
101 Tradewinds Road Oak Bluffs
New Price: $1,250,000 | Original Price: $1,435,000 | Change: -12.9%
Property Description:
Motivated sellers - a great opportunity for a savvy buyer! Set on just over half an acre near downtown Oak Bluffs abutting permanently preserved acres by Land Bank - a rare find in central Oak Bluffs! This home blends classic Midcentury architectural character with abundant natural light from floor-... Click here for more details
17 John Wesley Avenue Oak Bluffs
New Price: $1,755,000 | Original Price: $1,795,000 | Change: -2.2%
Property Description:
Welcome to this year-round East Chop Victorian Gingerbread home, close to Oak Bluffs Harbor, Jetty Beach, and downtown. The amazing wrap-around porch is perfectly designed for spending lazy summers with friends and family. Many a party has been hosted on this generous porch, made more enticing by a... Click here for more details
23 Thaxter Lane Edgartown
New Price: $2,950,000 | Original Price: $3,200,000 | Change: -7.8%
Property Description:
OPEN AND AIRY COASTAL RETREAT WITH EASY ACCESS TO SOUTH BEACH and EDGARTOWN VILLAGE.
Welcome to this tri-level contemporary home in the heart of KATAMA. This home offers the perfect blend of spacious indoor-outdoor living with three levels of outdoor decking nestled amongst mature vegetation and a... Click here for more details
4 Wilsons Lane Edgartown
New Price: $1,500,000 | Original Price: $1,700,000 | Change: -11.8%
Property Description:
Build your dream home in Katama just 2 miles to the parking area at South Beach, and the same distance to the heart of vibrant Edgartown village. This wooded parcel of vacant land is almost an acre in size and will support SEVEN bedrooms once tied into town sewer. Swimming pool and Accessory Dwellin... Click here for more details
260 The Boulevard Edgartown
New Price: $825,000 | Original Price: $925,000 | Change: -10.8%
Property Description:
Two-bedroom, one bath, renovated cottage in Ocean Heights, Edgartown, offering a classic island “camp” charm with a thoroughly modern interior. Over three phases of work (2001, 2021, 2025), the owners have rebuilt key exterior elements, upgraded major systems, and fully refreshed the living spac... Click here for more details
51 Chase Road Edgartown
New Price: $945,000 | Original Price: $995,000 | Change: -5.0%
Property Description:
Edgartown opportunity! Bring your vision to this two-bedroom, one-bath ranch situated close to the heart of downtown Edgartown. This property presents a rare chance to create value in a highly sought-after location.
Just minutes to downtown, with off-street parking for three vehicles, the home feat... Click here for more details
21 Davis Street Vineyard Haven
New Price: $2,825,000 | Original Price: $2,925,000 | Change: -3.4%
Property Description:
Ideally located just minutes from the heart of Vineyard Haven, 21 Davis Street offers exceptional island living in this beautifully crafted five-bedroom, four-bathroom home with 3,704 square feet of thoughtfully designed living space. Rich hardwood flooring, custom cabinetry, elegant Restoration Har... Click here for more details
735 Franklin Street Vineyard Haven
New Price: $2,750,000 | Original Price: $3,400,000 | Change: -19.1%
Property Description:
Welcome to this stunning 4-bedroom, 3-bathroom primary residence along with a 1-bedroom studio apartment over the one-car garage, ideally located in West Chop! Together, they include approximately 3,871 square feet of beautifully renovated living space (an additional 510 sqft of living space on the... Click here for more details
46 Tiercel Lane Chilmark
New Price: $1,550,000 | Original Price: $1,650,000 | Change: -6.1%
Property Description:
Nestled on a serene 3.32-acre parcel between North Road and Tabor House in Chilmark, this property blends privacy, charm, and great potential. A sweet 2 bedroom guest house—beautifully maintained and offering excellent rental income—sits amid rolling stone walls and mature trees, creating a peac... Click here for more details
26 Sea Glen Road Oak Bluffs
New Price: $1,595,000 | Original Price: $1,625,000 | Change: -1.8%
Property Description:
Nestled in a desirable neighborhood, this beautifully maintained cape style home offers a rare blend of charm, flexibility and convenience in a serene island setting. Thoughtfully appointed throughout, the home welcomes you with an open living room that flows effortlessly into a bright dining area, ... Click here for more details
217 Barnes Road Oak Bluffs
New Price: $5,250,000 | Original Price: $5,695,000 | Change: -7.8%
Property Description:
This exceptional waterfront estate offers unmatched panoramic views from house and guest house with extraordinary privacy on a nearly two acre setting rarely found in this coveted Oak Bluffs location. Commanding sweeping vistas of Lagoon Pond, Vineyard Haven, Hines Point, the iconic drawbridge, Vine... Click here for more details
105 Whalers Walk Edgartown
New Price: $2,395,000 | Original Price: $2,495,000 | Change: -4.0%
Property Description:
Fresh, stylish, and fun best describe this inviting four-bedroom Edgartown home with a newly completed pool! Thoughtfully renovated from top to bottom, the interior offers warm, functional living spaces where every detail has been carefully considered. The same level of attention carries outdoors to... Click here for more details
22 Oklahoma Avenue Vineyard Haven
New Price: $1,300,000 | Original Price: $1,445,000 | Change: -10.0%
Property Description:
3 BEDROOM HOUSE + 1 BEDROOM APARTMENT! Discover a rare opportunity in a convenient Vineyard Haven neighborhood. This move-in ready property features a 3 BR, 1.5 BA main house plus a legal 1 BR, 1 BA accessory apartment, offering the perfect setup for multi-generational living or a high-demand rental... Click here for more details
9 North Neck Road Edgartown
New Price: $2,495,000 | Original Price: $3,250,000 | Change: -23.2%
Property Description:
COMMANDING WATER VIEWS ON CHAPPAQUIDDICK - This beloved fishing cottage rests high above one of the premier fishing areas on the island of Chappaquiddick. Set apart from the hustle and bustle of downtown, but within easy reach of all Edgartown offers, the pristine views over the wilds of Cape Pogue ... Click here for more details
205 South Road Chilmark
New Price: $5,350,000 | Original Price: $5,650,000 | Change: -5.3%
Property Description:
CLASSIC CHILMARK RETREAT. Set on nearly six acres of picturesque land, this Modern Chilmark Farmhouse home has been thoughtfully restored and expanded, offering a serene blend of timeless character and modern comfort. The main residence features 3 bedrooms and 3.5 baths, within approximately 5,400 s... Click here for more details
76 Washque Avenue Edgartown
New Price: $2,399,000 | Original Price: $2,575,000 | Change: -6.8%
Property Description:
This stunning reverse-contemporary four-bedroom custom home is perfectly situated in one of Chappaquiddick’s most sought-after locations. Designed with an expansive open-concept floor plan, the airy and inviting living area flows seamlessly onto a generous wraparound deck, where sweeping, bird’s... Click here for more details
16 South Road Chilmark
New Price: $2,395,000 | Original Price: $2,500,000 | Change: -4.2%
Property Description:
Rare Chilmark compound with beach access, barn, horse stalls, and fenced pasture on 1.6 acres. Set just over the West Tisbury line, this restored 1885 farmhouse offers a compelling blend of authentic Vineyard character, modern comfort, and access to Chilmark’s coveted south shore beaches, includin... Click here for more details
187 Lagoon Pond Road Vineyard Haven
New Price: $2,695,000 | Original Price: $2,825,000 | Change: -4.6%
Property Description:
For the very first time, the historic Ben Luce Homestead (circa 1850) is being offered on the open market. This charming farmhouse blends rich Island history with timeless appeal. Once home to Benjamin Norton Luce (1840–1912) — Civil War veteran, blacksmith, and town constable — the property s... Click here for more details
124 Skiff Avenue Vineyard Haven
New Price: $565,000 | Original Price: $655,000 | Change: -13.7%
Property Description:
MOVE RIGHT IN! Just in time to ENJOY FOR THE SUMMER! This sunny end unit is being offered furnished! Spacious living area opens to an eat-in kitchen with a new Bosch dishwasher. Bedroom number one has a queen bed. Bedroom two has two single beds. Conveniently located within close proximity to Main S... Click here for more details
81 Whalers Walk Edgartown
New Price: $2,325,000 | Original Price: $2,350,000 | Change: -1.1%
Property Description:
Imagine owning your own beach house on Martha’s Vineyard, ready for summer fun. Perched atop a rise that captures sweeping views over the property, floods interiors with natural light, and opens to a spectacular night sky, this furnished move-in-ready home delivers the Vineyard lifestyle you've be... Click here for more details
43 North Slope Lane Chilmark
New Price: $1,699,999 | Original Price: $1,799,999 | Change: -5.6%
Property Description:
Set on a private 3.5-acre wooded parcel surrounded by conservation land, this 3-bedroom, 2-bath single-family home offers the ultimate Martha’s Vineyard retreat. Nestled among mature trees and protected open space, the property provides exceptional privacy and a peaceful natural setting, while rem... Click here for more details
9 Brunswick Avenue Oak Bluffs
New Price: $1,275,000 | Original Price: $1,795,000 | Change: -29.0%
Property Description:
PRIME LOCATION! Beautifully Renovated in Oak Bluffs! This move-in ready home at 9 Brunswick Ave has been thoughtfully and extensively UPDATED inside and out. Enjoy peace of mind with a NEW septic system, siding, windows, water line from the street, and upgraded electrical and plumbing. The interior ... Click here for more details
68 North Water Street Edgartown
New Price: $14,250,000 | Original Price: $18,500,000 | Change: -23.0%
Property Description:
This expansive historic compound in the heart of Edgartown village offers the perfect blend of old-world charm and modern luxury. Just steps away from Edgartown’s finest restaurants and shops, this stunning property has been completely renovated by Stern McCafferty Architecture + Interiors, showca... Click here for more details
20 Brook Hollow Road West Tisbury
New Price: $1,575,000 | Original Price: $1,900,000 | Change: -17.1%
Property Description:
This spacious custom designed home is well sited to offer maximum privacy in the lush area of Long View. A short bike ride to Lambert's Cove beach, it's also about a 20-minute walk down a quiet private road. The home lays out well for family and extended guests with a roomy living room boasting vau... Click here for more details
00 Moshup Trail Aquinnah
New Price: $325,000 | Original Price: $330,000 | Change: -1.5%
Property Description:
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... Click here for more details
33 Goethals Way Vineyard Haven
New Price: $9,250,000 | Original Price: $12,500,000 | Change: -26.0%
Property Description:
A rare opportunity -- a Vineyard harbor front property with a Victorian gambrel cottage restored to its original grandeur of a century ago, an expansive front yard, 180 degree commanding views of the active harbor, private sandy beach, and unmatched serenity. As you enter Vineyard Haven Harbor on t... Click here for more details
24 Katama Bay View Road Edgartown
New Price: $7,850,000 | Original Price: $9,850,000 | Change: -20.3%
Property Description:
This classic New England home is a true masterpiece of modern living. Nestled on a spacious and meticulously landscaped lot in Katama, this property offers the perfect blend of elegance, comfort, and convenience. The main house features three spacious and beautifully appointed bedrooms, each designe... Click here for more details
0 Moshup Trail Aquinnah
New Price: $330,000 | Original Price: $350,000 | Change: -5.7%
Property Description:
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 prop... Click here for more details
53 Stoney Hill Road West Tisbury
New Price: $3,199,000 | Original Price: $3,299,000 | Change: -3.0%
Property Description:
Nestled in one of Martha’s Vineyard’s most coveted locations, this custom-built residence blends timeless elegance with contemporary luxury. Complete with exclusive access to the serene shores of Lambert’s Cove Beach.
At the heart of the home lies a professionally designed chef’s kitchen, ... Click here for more details
21 Island Inn Road Oak Bluffs
New Price: $510,000 | Original Price: $560,000 | Change: -8.9%
Property Description:
Own a piece of the Vineyard dream with a fully furnished, beautifully updated condo perfectly designed for comfort and vacation living at the Island Inn Country Club in Oak Bluffs. The location is just off Beach Road, a short distance to beaches, downtown Circuit Ave, and a lovely drive along Beach ... Click here for more details
33 Lagoon Pond Road Vineyard Haven
New Price: $1,975,000 | Original Price: $2,150,000 | Change: -8.1%
Property Description:
Brand new construction in the heart of downtown Vineyard Haven! This pristine and thoughtfully designed 3-bedroom, 3-bathroom home offers modern downtown living just steps away from the ferry terminal, restaurants, shops and all that Vineyard Haven has to offer. Where luxury meets sophisticated coas... Click here for more details
5 Candlemaker Circle Edgartown
New Price: $439,500 | Original Price: $445,000 | Change: -1.2%
Property Description:
Located on a quiet cul-de-sac in a private Edgartown neighborhood, this half-acre parcel offers the perfect setting for your Martha's Vineyard home. Centrally located, the property provides easy access to the bike path and State Forest walking trails. With the recent Massachusetts Affordable Homes A... Click here for more details
23 Pinehurst Road Edgartown
New Price: $4,800,000 | Original Price: $5,300,000 | Change: -9.4%
Property Description:
New Construction in Edgartown with a heated saltwater POOL, GUEST HOUSE and PRIMARY HOME, all within close proximity to Main Street, Edgartown. This gorgeous four bedroom gambrel home offers comfort and ease of coastal luxurious living. The primary home welcomes you with a two story foyer which op... Click here for more details
7 Meetinghouse Village Way Edgartown
New Price: $1,595,000 | Original Price: $1,675,000 | Change: -4.8%
Property Description:
Experience refined coastal living in this impeccably renovated 2022 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-washed interiors and an elevated design sensibility ... Click here for more details
11 Boylston Drive Edgartown
New Price: $445,000 | Original Price: $498,000 | Change: -10.6%
Property Description:
A picturesque half-acre lot in the desirable Edgartown neighborhood, perfect for building your Martha's Vineyard home. Bordered by more than 175 acres of pristine conservation land, this property offers peaceful surroundings with easy access to the island’s top attractions, including stunning beac... Click here for more details
395 State Road Vineyard Haven
New Price: $6,000,000 | Original Price: $8,000,000 | Change: -25.0%
Property Description:
This well known commercial property, the Pine Village Shops, is being offered to the market for the first time. Currently set up with nine separate rental spaces, all occupied. The location is situated in the center of the State Road commercial district. State Road is heavily trafficked and seen by ... Click here for more details
15 Goah Way Vineyard Haven
New Price: $1,100,000 | Original Price: $1,200,000 | Change: -8.3%
Property Description:
2 bedroom 2 bath cottage with 1 bedroom 1 bath ADU. Large 15,950 square foot lot, short distance to school and town. Second floor bedroom space is large and possibly convertable to 2 bedrooms. New windows and 2 mini split systems, ADU also has a mini split unit. ADU is beleived to have been built i... Click here for more details
50 Canonicus Avenue Oak Bluffs
New Price: $899,000 | Original Price: $995,000 | Change: -9.6%
Property Description:
Rare Opportunity to Be in a Special Location and Neighborhood! Loved by generations, this quintessential Vineyard cottage has been in the same family since its creation in 1900. Step back in time and enjoy easy cottage living of yesteryear with modern updates including newer windows and electrical. ... Click here for more details
35 Double Ox Road Oak Bluffs
New Price: $695,000 | Original Price: $749,500 | Change: -7.3%
Property Description:
GOING, GOING… GONE!
This is the LAST 3-bedroom lot available in Cluster C.
12 lots SOLD
9 homes already built.
Welcome to Lagoon Ridge Oak Bluffs’ newest and most sought-after neighborhood. This exceptional 3-bedroom building lot sits on a lofty setting approximately 95 feet above Lagoon Pond, ... Click here for more details