Recent Price Changes

44 Prices Way Edgartown

New Price: $1,395,000 | Original Price: $1,495,000 | Change: -6.7%

Property Description:
CONTEMPORARY ISLAND RETREAT. As a smart opportunity for Vineyard buyers seeking a low-maintenance Island home close to Edgartown Village, this contemporary home offers easy access to shopping, services, and the bicycle path connecting the three down-Island towns. Whether used as a year-round residen... Click here for more details

Property description and photographs provided by listing agent: Compass | Point B

237 Lagoon Pond Road Vineyard Haven

New Price: $1,999,500 | Original Price: $2,250,000 | Change: -11.1%

Property Description:
Ideally located at the beginning of Hines Point, this light-filled, well-maintained home offers a central setting with easy access to the Lagoon, the MV Museum, and town. Public water access is just a short walk away, making it easy to enjoy all the benefits of this special area. Set on a gentle ris... Click here for more details

Property description and photographs provided by listing agent: Carroll & Vincent R.E.

104 Pond View Farm Road West Tisbury

New Price: $4,300,000 | Original Price: $4,800,000 | Change: -10.4%

Property Description:
Two homes on over three acres of waterfront on the beautiful and coveted Tisbury Great Pond. This remarkable waterfront property offers a rare opportunity to own a serene compound with two existing homes and a private permitted dock. Both the main house and guest house boast unobstructed water view... Click here for more details

Property description and photographs provided by listing agent: Tea Lane Associates

41 & 0 Cook Road Vineyard Haven

New Price: $1,690,000 | Original Price: $1,790,000 | Change: -5.6%

Property Description:
Included in the asking price are two separate parcels: a beautifully updated 3-bedroom home and an adjacent 16,000 square foot buildable lot. No subdivision is required. The lot is ready for your plans or may be sold separately after closing, offering exceptional flexibility for a family compound, s... Click here for more details

Property description and photographs provided by listing agent: Compass LLC

188 Vineyard Meadow Farms Road West Tisbury

New Price: $1,760,000 | Original Price: $1,800,000 | Change: -2.2%

Property Description:
House & Guesthouse near Long Point Beach! The Island's coveted south shore is just minutes from this charming West Tisbury compound, where the connection to nature is seamless. The main house sits high atop the trees and overlooks a park-like, fenced-in backyard, perfect for kids and dogs. The yard ... Click here for more details

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

170 Barnes Road Oak Bluffs

New Price: $1,195,000 | Original Price: $1,095,000 | Change: + 9.1%

Property Description:
Solid Cape-style home located one block from Sailing Camp Park and Medeiros Cove offering water access to the Lagoon and one mile to all the excitement that downtown Oak Bluffs has to offer. The first floor offers a spacious eat in kitchen that is open to the dining room. A full bathroom with laundr... Click here for more details

Property description and photographs provided by listing agent: Martha's Vineyard Island-Wide Realty

0 Old Country Lane Vineyard Haven

New Price: $450,000 | Original 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.

Property description and photographs provided by listing agent: Karen M. Overtoom R.E.

9 Marthas Way Edgartown

New Price: $4,600,000 | Original Price: $4,800,000 | Change: -4.2%

Property Description:
ONE MILE FROM HISTORIC EDGARTOWN VILLAGE; Welcome to this NEWLY CONSTRUCTED gorgeous gambrel home with a POOL that is close to SOUTH BEACH and EDGARTOWN VILLAGE! This home sits upon a flat, beautiful parcel of land with mature trees. The facade of the home presents an inviting covered porch with fre... Click here for more details

Property description and photographs provided by listing agent: Vineyard Village Realty

36 Circuit Avenue Vineyard Haven

New Price: $899,000 | Original Price: $995,000 | Change: -9.6%

Property Description:
This cared for contemporary is located in a mature neighborhood abutting Sheriff's Meadow. It has a three bedroom, one bath reverse floor-plan design that captures ample natural light from a serene park-like setting. Hardwoods and ceramic tile flooring, A/C mini-split heat-pumps, a rear balcony dec... Click here for more details

Property description and photographs provided by listing agent: Landmarks at TODAY Real Estate

53 Stoney Hill Road West Tisbury

New Price: $2,999,000 | Original Price: $3,299,000 | Change: -9.1%

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, f... Click here for more details

Property description and photographs provided by listing agent: Compass | Point B

7 Ploughshare Lane Oak Bluffs

New Price: $1,499,000 | Original Price: $1,599,000 | Change: -6.3%

Property Description:
Nestled in a quiet cul-de-sac within the coveted Hidden Cove neighborhood, this delightful property offers an exceptional Island lifestyle. The association delivers rare water access via a private dock on Sengekontacket Pond, plus newly resurfaced tennis and pickleball courts. The open-concept layou... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

345 North Road Chilmark

New Price: $1,375,000 | Original Price: $1,550,000 | Change: -11.3%

Property Description:
This versatile Chilmark property offers a rare combination of privacy, flexibility, and investment potential. The main residence features 4 bedrooms and 4 bathrooms, complemented by a detached 1-bedroom, 1-bath suite with an attached garage—ideal for guests, extended family, or rental income. Two ... Click here for more details

Property description and photographs provided by listing agent: Flanders Real Estate

35 Double Ox Road Oak Bluffs

New Price: $685,000 | Original Price: $749,500 | Change: -8.6%

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

Property description and photographs provided by listing agent: Ocean Park Realty Inc

100 Gosnolds Way Chilmark

New Price: $3,300,000 | Original Price: $3,400,000 | Change: -2.9%

Property Description:
Well designed and maintained home, situated on 5 acres in a private, desirable neighborhood. Open floor plan with high ceilings that allows a lot of great light into house. The screened in porch is perfect for family dinners or relaxing. Nice water views of Vineyard Sound & the Elizabeth Islands... Click here for more details

Property description and photographs provided by listing agent: Flanders Real Estate

2 Winemack Street Oak Bluffs

New Price: $1,095,000 | Original Price: $1,195,000 | Change: -8.4%

Property Description:
Located at the southern end of Winemack Street, this inviting 3-bedroom, 2-bath Oak Bluffs home offers a quiet residential setting in a neighborhood of both year-round and seasonal homes, while remaining remarkably close to everything Oak Bluffs has to offer. Just approximately 1.2 miles from downto... Click here for more details

Property description and photographs provided by listing agent: Ocean Park Realty Inc

14 Ephriam Allen Road West Tisbury

New Price: $2,375,000 | Original Price: $2,475,000 | Change: -4.0%

Property Description:
Abutting Cedar Tree Neck Sanctuary, this residence is one of only a few in this rural pocket of the North shore area and benefits from its privacy, miles of walking trails and natural beauty of over 400 acres of its forest, bluffs, beaches and bogs. The main 3-br home is sited at the higher elevati... Click here for more details

Property description and photographs provided by listing agent: Tea Lane Associates

174 Middle Road Chilmark

New Price: $1,695,000 | Original Price: $1,899,000 | Change: -10.7%

Property Description:
Nestled in Chilmark, this four-bedroom home blends classic Vineyard charm with modern comfort. The sunlit eat-in kitchen features dual ovens, granite countertops, and custom cherry built-ins, flowing seamlessly to a living room with a Vermont Castings wood stove and access to a covered porch and spa... Click here for more details

Property description and photographs provided by listing agent: Island Real Estate

37 Dodgers Hole Road Edgartown

New Price: $1,225,000 | Original Price: $1,249,900 | Change: -2.0%

Property Description:
This split-level home in the highly desirable Dodger’s Hole neighborhood offers a central location with easy access to VTA bus routes, the bike path, all down-island towns and both South Beach and State Beach. The main level features a bright and open living room, dining area, and kitchen designe... Click here for more details

Property description and photographs provided by listing agent: Viewpoints

20 Brook Hollow Road West Tisbury

New Price: $1,325,000 | Original Price: $1,900,000 | Change: -30.3%

Property Description:
Fantastic opportunity for a great locationb and a spacious custom designed home! This house 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... Click here for more details

Property description and photographs provided by listing agent: Feiner Real Estate

217 Barnes Road Oak Bluffs

New Price: $4,650,000 | Original Price: $5,695,000 | Change: -18.3%

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

Property description and photographs provided by listing agent: Tea Lane Associates

159 Lake Street Vineyard Haven

New Price: $2,195,000 | Original Price: $2,400,000 | Change: -8.5%

Property Description:
Tucked back from the road on scenic Lake Street, this one-of-a-kind home offers privacy and charm on a beautifully landscaped 0.7 acre lot accented by mature trees and a classic stone wall. Inside, rich wood detailing, exposed beams, and high ceilings create a warm and inviting atmosphere. The homeâ... Click here for more details

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

14 Cow Bay Road Edgartown

New Price: $14,500,000 | Original Price: $15,000,000 | Change: -3.3%

Property Description:
Set within the prestigious Cow Bay Association, one of the island’s most exclusive and sought-after enclaves, this extraordinary 1.5-acre estate embodies the pinnacle of refined coastal living. Accessed via private road through protected land, the property includes access to over 2,000 feet of pri... Click here for more details

Property description and photographs provided by listing agent: Landvest MV

37 Plain Field Way Edgartown

New Price: $5,795,000 | Original Price: $5,795,000

Property Description:
SOPHISTICATED KATAMA RETREAT WITH POOL AND CUSTOM FINISHES. Tucked at the end of a lightly traveled road, this modern farmhouse offers an exceptional combination of sophisticated design, generous living spaces, and complete backyard privacy. Working closely with the builder, the owners thoughtfully ... Click here for more details

Property description and photographs provided by listing agent: Compass | Point B

139 Tea Lane Chilmark

New Price: $2,095,000 | Original Price: $2,195,000 | Change: -4.6%

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

Property description and photographs provided by listing agent: Tea Lane Associates

14 Trapps Pond Road Edgartown

New Price: $10,850,000 | Original Price: $11,250,000 | Change: -3.6%

Property Description:
Located on nearly 2-acres in the exclusive and newly created Trapps Pond Preserve, is this grand luxuriously appointed home. This is one of four homes being built and will be the first to be completed. Every room in the house is on a scale not often afforded in a Vineyard home, with 10 ft coffered c... Click here for more details

Property description and photographs provided by listing agent: Landvest MV

124 Main Street Vineyard Haven

New Price: $2,695,000 | Original Price: $2,950,000 | Change: -8.6%

Property Description:
Historic Water View Elegance Meets Modern Luxury in Vineyard Haven: Step into a piece of Martha's Vineyard history with this exceptionally charming antique Cape, originally dating back to 1808. While the home proudly retains its authentic historical character, boasting exquisite period details, rich... Click here for more details

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

33 Vineyard Avenue Oak Bluffs

New Price: $1,875,000 | Original Price: $1,995,000 | Change: -6.0%

Property Description:
Welcome to 33 Vineyard Avenue in Oak Bluffs, Martha's Vineyard. This fully gut renovated property encompassing 3B/2Ba in total featuring a 2BR/2BA primary home plus a distinctly separate attached 1BR/1BA ADU suite - offering flexible, move-in ready living or investment potential in a prime in-town l... Click here for more details

Property description and photographs provided by listing agent: Douglas Elliman MV

65 Carls Way West Tisbury

New Price: $6,950,000 | Original Price: $7,300,000 | Change: -4.8%

Property Description:
Stylized Private Waterfront Retreat close to town perched along the tranquil shores of the beloved Tisbury Great Pond, this stunning Hutker-designed waterfront home is a seamless blend of coastal elegance and timeless island charm. Designed to capture the essence of Vineyard living, the home feature... Click here for more details

Property description and photographs provided by listing agent: Tea Lane Associates

4 Quail Run Oak Bluffs

New Price: $849,000 | Original Price: $899,000 | Change: -5.6%

Property Description:
Located in a desirable waterfront community, this newly painted end-unit condo offers 1 bedroom plus a versatile loft and 1.5 bathrooms, combining comfort with easy, low-maintenance ownership. Residents enjoy a community dock, pond access, kayak storage, boat launch, a clubhouse, and tennis courts. ... Click here for more details

Property description and photographs provided by listing agent: Keller Williams Realty

0 Temahigan Avenue & Dover Street Oak Bluffs

New Price: $1,049,000 | Original Price: $1,200,000 | Change: -12.6%

Property Description:
Welcome to # 0 Temahigan Ave & Dover Street, Oak Bluffs. Build Your Martha’s Vineyard Dream Home. Rare opportunity to own a level, cleared corner lot in desirable Oak Bluffs, with paved roads bordering two sides, ready for construction of your Martha’s Vineyard dream home. Approved for up to 6 b... Click here for more details

Property description and photographs provided by listing agent: Ocean Park Realty Inc

35 South Bowl Road Chilmark

New Price: $4,995,000 | Original Price: $5,400,000 | Change: -7.5%

Property Description:
Rare opportunity in the Seven Gates Farm community of Chilmark. Designed by acclaimed architects Jane & Christian Langmuir, this exceptional home is nestled on 5.3 acres of beautifully landscaped grounds. Thoughtfully designed to embrace warmth, natural light, and its surrounding environment, the th... Click here for more details

Property description and photographs provided by listing agent: Donnelly + Co

26 Flint Hill Road West Tisbury

New Price: $1,575,000 | Original Price: $1,645,000 | Change: -4.3%

Property Description:
Stop Searching. Start Building. You've toured dozens of homes. Nothing feels right. What if your dream home on Martha's Vineyard simply hasn't been built yet? This rare 3.32-acre West Tisbury hilltop is the blank canvas you've been waiting for. Glacial boulders, open pasture, and cathedral oaks with... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

43 Peases Point Way S Edgartown

New Price: $9,000,000 | Original Price: $9,995,000 | Change: -10.0%

Property Description:
Behind its classic Village façade lies a home that reimagines Edgartown living, where timeless architecture meets bright, light-filled interiors and an effortless sense of modern luxury. Just moments from Main Street, the harbor, restaurants, galleries, and boutiques, it offers the rare opportunity... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

95 Hines Point Road Vineyard Haven

New Price: $4,050,000 | Original Price: $4,695,000 | Change: -13.7%

Property Description:
A rare opportunity, this Hines Point waterfront compound offers expansive views of the Lagoon and 100 feet of private beach. The home was built and has been enjoyed by the same family for gathering and summer recreation over generations. The main house offers an open first floor layout with high cei... Click here for more details

Property description and photographs provided by listing agent: Tea Lane Associates

4 Rock Pond Road West Tisbury

New Price: $1,140,000 | Original Price: $1,175,000 | Change: -3.0%

Property Description:
4 Rock Pond Road offers a rare opportunity to enjoy the best of community-centered living in one of Martha’s Vineyard’s most unique and thoughtfully designed neighborhoods. Located within the Island Cohousing community in West Tisbury, this 4-bedroom, 2-bath home combines warmth, functionality, ... Click here for more details

Property description and photographs provided by listing agent: Compass | Point B

50 Canonicus Avenue Oak Bluffs

New Price: $849,000 | Original Price: $995,000 | Change: -14.7%

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

Property description and photographs provided by listing agent: Island Real Estate

44 Cencelle Chilmark

New Price: $4,975,000 | Original Price: $5,295,000 | Change: -6.0%

Property Description:
This private 17-acre Chilmark estate with ocean views, tucked away in the rolling hills and farmlands of Chilmark, offers sweeping ocean views to the south and a rare sense of seclusion and serenity. At the heart of the property is a striking modern style home, thoughtfully designed to bring the out... Click here for more details

Property description and photographs provided by listing agent: Tea Lane Associates

41 Cook Road Vineyard Haven

New Price: $1,285,000 | Original Price: $1,320,000 | Change: -2.7%

Property Description:
Just moments from downtown Vineyard Haven, the ferry terminal, shops, restaurants, and harbor, this beautifully maintained three-bedroom home combines distinctive character with thoughtfully updated spaces, modern comforts, and a peaceful residential setting. The home offers over 2,300 square feet ... Click here for more details

Property description and photographs provided by listing agent: Compass LLC

43 Sengekontacket Road Oak Bluffs

New Price: $5,495,000 | Original Price: $5,995,000 | Change: -8.3%

Property Description:
Breathtaking property at the tip of a prominent peninsula on Sengekontacket Pond's western shoreline. Set beautifully at high elevation above the shore, this charming home and guest cottage includes jaw-dropping views of the pond, barrier dunes and Nantucket Sound. Direct from the property take your... Click here for more details

Property description and photographs provided by listing agent: Studio Realty

32 Edgartown-West Tisbury Road West Tisbury

New Price: $2,695,000 | Original Price: $3,200,000 | Change: -15.8%

Property Description:
A Rare Offering in West Tisbury — Over 19 Acres of Opportunity with approvals in place for a six lot subdivision. An exceptional opportunity to own just over 19 acres in the heart of rural West Tisbury. This expansive parcel offers tremendous flexibility, with potential for multiple dwellings or ... Click here for more details

Property description and photographs provided by listing agent: Tea Lane Associates

145 Vineyard Meadow Farms Road West Tisbury

New Price: $1,349,000 | Original Price: $1,399,000 | Change: -3.6%

Property Description:
This coastal contemporary residence is located on a private 1.60-acre lot in West Tisbury, with convenient access to Long Point Wildlife Refuge and access to "Coveted" Lambert's Cove Beach. The home features four bedrooms and two full bathrooms. On the first floor, you'll find two bright bedrooms, a... Click here for more details

Property description and photographs provided by listing agent: Ocean Park Realty Inc

81 Whalers Walk Edgartown

New Price: $2,225,000 | Original Price: $2,350,000 | Change: -5.3%

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

Property description and photographs provided by listing agent: Sandpiper Realty

33 Goethals Way Vineyard Haven

New Price: $7,950,000 | Original Price: $12,500,000 | Change: -36.4%

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

Property description and photographs provided by listing agent: Sandpiper Realty

41 Moshup Trail Aquinnah

New Price: $3,875,000 | Original Price: $4,000,000 | Change: -3.1%

Property Description:
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 effor... Click here for more details

Property description and photographs provided by listing agent: Tea Lane Associates

61 Stonewall Road Chilmark

New Price: $5,100,000 | Original Price: $5,450,000 | Change: -6.4%

Property Description:
Introducing a refined contemporary Chilmark beach house with water views and deeded access to Stonewall Beach on the Atlantic Ocean. The property is set within the storied Stonewall Road and Beach Association - where homes are held for generations and lifelong friendships take root - and offers a tr... Click here for more details

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

24 Cournoyer Road West Tisbury

New Price: $2,495,000 | Original Price: $2,950,000 | Change: -15.4%

Property Description:
This mixed use building is zoned for residential and commercial use. It is extremely well built with an emphasis on non-toxic materials throughout. High ceilings on all three levels. There are radiant floors mixed with forced hot air/AC. The building offers a variety of uses for a new owner. The exi... Click here for more details

Property description and photographs provided by listing agent: Tea Lane Associates

21 Davis Street Vineyard Haven

New Price: $2,525,000 | Original Price: $2,925,000 | Change: -13.7%

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 encompassing 3,704 square feet of thoughtfully designed living space. Rich hardwood flooring, custom cabinetry, elegant Restora... Click here for more details

Property description and photographs provided by listing agent: The Agency

12 East Pasture Road Aquinnah

New Price: $3,225,000 | Original Price: $3,495,000 | Change: -7.7%

Property Description:
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 ... Click here for more details

Property description and photographs provided by listing agent: Tea Lane Associates

29 Old Nursery Lane Chilmark

New Price: $2,150,000 | Original Price: $2,250,000 | Change: -4.4%

Property Description:
Modern Cape style home located off Tea Lane could be your special Chilmark retreat. This four bedroom, 2.5 bathroom home needs some updating but is in good condition. Living room with fireplace, dining area and family room provide space for living. Attached two bay garage allows for storage and proj... Click here for more details

Property description and photographs provided by listing agent: Flanders Real Estate

30 Water Gate Road Vineyard Haven

New Price: $3,995,000 | Original Price: $4,695,000 | Change: -14.9%

Property Description:
Set privately in one of Vineyard Haven’s most tranquil enclaves, 30 Water Gate Road is a rare legacy offering defined by pastoral beauty and ready access to Lake Tashmoo. The nearly 5,000-square-foot residence offers five bedrooms and generous living spaces designed for both gathering and quiet re... Click here for more details

Property description and photographs provided by listing agent: Studio Realty

23 Calebs Common Lane Edgartown

New Price: $550,000 | Original Price: $650,000 | Change: -15.4%

Property Description:
CHAPPAQUIDDICK — Just over one acre in the desirable Calebs Common neighborhood, ideally located near the ferry, beach, and Community Center. Enjoy easy access to beaches, miles of walking trails, and the surrounding conservation land that makes Chappy so special. A wonderful opportunity to create... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

4 Nomans Watch Road Aquinnah

New Price: $3,050,000 | Original Price: $3,350,000 | Change: -9.0%

Property Description:
Set on 2.7 elevated acres in one of Aquinnah’s most breathtaking settings, this beautifully sited coastal retreat offers sweeping views across the Atlantic toward Nomans Land. Designed to capture the light and scenery, the main level features an open living, dining, and kitchen area surrounded by ... Click here for more details

Property description and photographs provided by listing agent: Compass LLC

132 South Road Chilmark

New Price: $1,300,000 | Original Price: $1,600,000 | Change: -18.8%

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

Property description and photographs provided by listing agent: Signal House Group at Compass

131 State Road Chilmark

New Price: $3,950,000 | Original Price: $4,350,000 | Change: -9.2%

Property Description:
Magical waterfront Quitsa pond cottage with private dock will change your life living on the water. Every day is special when you have an intimate relationship with Quitsa Pond. Calm, safe and breathtaking, adventure is out the doorstep and the sunsets.... Designed with the setting in mind this s... Click here for more details

Property description and photographs provided by listing agent: Feiner Real Estate

25 Fulling Mill Road Chilmark

New Price: $2,250,000 | Original Price: $2,450,000 | Change: -8.2%

Property Description:
Perched atop Fulling Mill Hill this distinctive contemporary main house plus guest house offers mid-century charm and a serene retreat set on 3.3 acres of mature oak and beech forest and bordered by an ancient stone wall. Designed by renowned Yale School of Architecture Dean Paul Mitarachi, the main... Click here for more details

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

47 Quenames Road Chilmark

New Price: $1,325,000 | Original Price: $1,575,000 | Change: -15.9%

Property Description:
On a beautiful 3.02-acre parcel in Chilmark, 47 Quenames Road offers privacy, outstanding value, and excellent potential. The year-round 2-bedroom home features first-floor living, an open floorplan with living and dining space, a kitchen remodeled in 2023, two bedrooms, and a full bath with tub. A ... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

45 Quenames Road Chilmark

New Price: $1,300,000 | Original Price: $1,575,000 | Change: -17.5%

Property Description:
Set on a serene 3.02-acre parcel in Chilmark, 45 Quenames Road offers privacy, charm, and excellent potential. In a sunny clearing among mature trees, the maintained 2-bedroom house features first-floor living, an open kitchen and living area, two bedrooms, a full bath with shower, an enormous three... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

21 Schoolhouse Road Edgartown

New Price: $1,696,000 | Original Price: $1,895,000 | Change: -10.5%

Property Description:
Located in the heart of Katama between South beach and Edgartown Village. Biking or walking distance along the the shared use path to beach or town. With 2 first floor bedrooms along with a full bath for one floor living. Second floor has 2 more bedrooms, bath along with a loft area for extra bed sp... Click here for more details

Property description and photographs provided by listing agent: Carroll & Vincent R.E.

24 Towanticut Avenue Oak Bluffs

New Price: $789,000 | Original Price: $857,000 | Change: -7.9%

Property Description:
OAK BLUFFS - EIGHT (8) BEDROOM LOT. This already cleared, oversized lot, 16,895sq.ft., (more than 1/3 acre) comes with an Approved Eight (8) Bedroom Septic Design, ready to build. Exceptional potential for a spacious custom home, family compound, or a rental property. Utilities are available by t... Click here for more details

Property description and photographs provided by listing agent: Alisan Lohan-Conway Properties

44 Tiffany Drive Oak Bluffs

New Price: $2,800,000 | Original Price: $3,245,000 | Change: -13.7%

Property Description:
Tucked away in a serene setting and set on 1.38 private acres, this beautifully renovated 4BR/4.5BA Cape offers over 4,000 sq. ft. of living space with plenty of room for a backyard pool. The main portion of the house includes a gourmet kitchen, multiple entertaining areas including living room, fam... Click here for more details

Property description and photographs provided by listing agent: MV Luxury Homes

112 Dukes County Avenue Oak Bluffs

New Price: $549,000 | Original Price: $599,000 | Change: -8.3%

Property Description:
Downtown Oak Bluffs B1-zoned parcel offering a rare mixed-use development opportunity in one of Martha’s Vineyard’s most iconic and active locations. Conveniently located near Inkwell Beach, Oak Bluffs Harbor, the Steamship Authority, day-trip ferry services, Circuit Avenue, and Ocean Park. Thi... Click here for more details

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

29 Scotchmans Lane West Tisbury

New Price: $1,350,000 | Original Price: $1,399,000 | Change: -3.5%

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

Property description and photographs provided by listing agent: Island Real Estate

17 John Wesley Avenue Oak Bluffs

New Price: $1,650,000 | Original Price: $1,795,000 | Change: -8.1%

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

Property description and photographs provided by listing agent: Tea Lane Associates

31 Butlers Cove Road Edgartown

New Price: $4,850,000 | Original Price: $5,500,000 | Change: -11.8%

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

Property description and photographs provided by listing agent: Landvest MV

15 Twenty First Street North Edgartown

New Price: $2,675,000 | Original Price: $2,950,000 | Change: -9.3%

Property Description:
Located on a quiet street just moments from Edgartown Village, this versatile compound offers a rare combination of privacy, flexibility, and proximity to some of the Island’s most treasured outdoor amenities. Set on over a half-acre, the property features a main residence and a detached guest ho... Click here for more details

Property description and photographs provided by listing agent: Compass LLC

111 Eastville Avenue Oak Bluffs

New Price: $2,600,000 | Original Price: $2,798,000 | Change: -7.1%

Property Description:
LARGE PRICE DROP. THIS IS A PERFECT LOCATION FOR WEDDING PARTIES. Just steps from the beach and minutes to both Oak Bluffs and Vineyard Haven, this fully furnished, turnkey coastal retreat offers an exceptional location paired with a strong, proven rental history. Set on an oversized lot just two ... Click here for more details

Property description and photographs provided by listing agent: Arrowhead Homes

14 Thayer Street Edgartown

New Price: $11,900,000 | Original Price: $12,925,000 | Change: -7.9%

Property Description:
Set within the historic fabric of Edgartown Village, 14 Thayer Street is a property of uncommon scale and quiet distinction. Occupying a 0.62-acre parcel, rare for this in-town setting, the grounds offer a sense of space and privacy just moments from the harbor and village center. The residence is a... Click here for more details

Property description and photographs provided by listing agent: The Agency

63 Vineyard Meadow Farms Road West Tisbury

New Price: $1,899,000 | Original Price: $2,000,000 | Change: -5.1%

Property Description:
Set within the coveted Vineyard Meadow Farms community, this West Tisbury property presents a rare opportunity to own a thoughtfully configured compound in one of the island's most peaceful and sought-after settings. Privately sited on a generous parcel, the property is surrounded by natural beauty ... Click here for more details

Property description and photographs provided by listing agent: The Agency

22 Bramble Path West Tisbury

New Price: $749,000 | Original Price: $799,000 | Change: -6.3%

Property Description:
Flat building lot centrally located in West Tisbury. A perc test has been completed which supports a four bedroom Title Five septic system. It is the Buyers responsibility to install utilities, well and septic.

Property description and photographs provided by listing agent: Vineyard Village Realty

46 Kennebec Avenue Oak Bluffs

New Price: $1,350,000 | Original Price: $1,395,000 | Change: -3.2%

Property Description:
This exquisite Victorian home, lovingly preserved by the same family for over a generation, stands in outstanding condition and is perfectly situated in the vibrant heart of Oak Bluffs Center. Enjoy the convenience of being just steps away from the Public Beach, Steamship Authority, Oak Bluffs Harbo... Click here for more details

Property description and photographs provided by listing agent: Ocean Park Realty Inc

55 Old House Way West Tisbury

New Price: $2,550,000 | Original Price: $3,199,000 | Change: -20.3%

Property Description:
Lambert’s Cove/West Tisbury- custom-built contemporary farmhouse style. 4 bedrooms & 3 bathrooms in Main & 2 bedrooms & 1 bath Guest Cottage on 3 acres in a private neighborhood. Enter Main house from the covered porch -matching custom arch doors lead you to either the mudroom/laundry room-kitch... Click here for more details

Property description and photographs provided by listing agent: Anchor Realty of Martha's Vineyard

26 Bijahs Way Chilmark

New Price: $2,395,000 | Original Price: $2,495,000 | Change: -4.0%

Property Description:
This Chilmark 3 bedroom, 2 bath home has been meticulously maintained inside and out. A major addition and reconstruction of the original house was completed in 1991 and included a 22 x 43 addition. The completely new second floor added over 1,500 square feet and the work included entirely new heati... Click here for more details

Property description and photographs provided by listing agent: Karen M. Overtoom R.E.

96 Hammett Lane Chilmark

New Price: $3,795,000 | Original Price: $4,195,000 | Change: -9.5%

Property Description:
This beautifully designed and built Post & Beam style home is tastefully thought out and meticulously maintained. The open living, dining and kitchen feature custom built-ins, a wood burning fireplace and a fabulous gourmet kitchen with Wolfe 8 burner professional style stove, Sub Zero refrigerator,... Click here for more details

Property description and photographs provided by listing agent: Karen M. Overtoom R.E.

58 Road to the Plains Edgartown

New Price: $1,625,000 | Original Price: $1,695,000 | Change: -4.1%

Property Description:
Turnkey Katama Retreat – Welcome to this beautifully appointed, fully furnished home, offering the perfect blend of relaxed coastal living and effortless ownership. With a strong rental history and thoughtful upgrades throughout, this property is an exceptional opportunity as a year-round residenc... Click here for more details

Property description and photographs provided by listing agent: Donnelly + Co

33 Alyssa Lane Vineyard Haven

New Price: $1,395,000 | Original Price: $1,495,000 | Change: -6.7%

Property Description:
Country Living so close to Town! Lovely 4 Bedroom 2,304sq ft. Colonial Cape perched on a rise on Alyssa Lane off West Spring Street. Open Kitchen with handcrafted side cabinets and Island with stool seating. Dining, sitting, entertainment area with sliders open to a generous front to back side deck.... Click here for more details

Property description and photographs provided by listing agent: Portfolio Properties