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view all 307 properties for sale on martha's vineyard
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LINK ID: 43831
Town: Edgartown
Type: Single Family Residence
$5,250,000.00
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Edgartown Waterfront - Classic New England architecture meets the timeless allure of Martha’s Vineyard. This exceptional waterfront estate is set on the edge of Sengekontacket Pond, offering a sandy shoreline, panoramic water views, and a private mooring — the perfect setting for boating, paddle...
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LINK ID: 43001
Town: Oak Bluffs
Type: Unimproved Land
$5,100,000.00
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A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build...
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LINK ID: 43070
Town: West Tisbury
Type: Multi Family
$5,000,000.00
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An inspirational Oasis - come unwind and behold what this secluded multi-home compound has to offer. With two driveways and an open wildflower field bordered with plantings, the main house, studio barn, guesthouse and in-ground pool area at this private retreat are beautifully positioned and landsca...
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LINK ID: 43343
Town: Oak Bluffs
Type: Single Family Residence
$4,999,000.00
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FARM NECK: The original 1780 Farm House was tastefully restored in 1985 to honor the land and legacy of Farm Neck. This serene 3.7 acre oasis of rolling greenery with a variety of mature trees and lots of natural privacy has an up Island feel with the down Island convenience to fine dining, shoppi...
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LINK ID: 43300
Town: Chilmark
Type: Single Family Residence
$4,950,000.00
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An incomparable setting in Chilmark, a beautifully renovated 5-bedroom home, stunning landscape and hardscape, all on three separate building lots totaling almost 14 acres - this is Allerton farm. The historic house has been expanded with new additions to create a thoroughly modern residence that ne...
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LINK ID: 43661
Town: Edgartown
Type: Unimproved Land
$4,950,000.00
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Build your dream home or homes on a special two lot 14+ acre private wooded property surrounding a beautiful 4.5 acre meadow in the grand Boldwater Association (BWA) on the glorious Edgartown Great Pond with approx. 3,000 ft of private barrier beach. BWA is 40 homesites on 450 acres with 150 acres ...
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LINK ID: 43231
Town: Edgartown
Type: Single Family Residence
$4,900,000.00
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New Construction with 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 opens to a large great room with a...
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LINK ID: 43345
Town: Oak Bluffs
Type: Single Family Residence
$4,895,000.00
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The Ultimate Oak Bluffs Compound: A rare opportunity to own a stunning seven-bedroom estate, thoughtfully designed for both luxurious living and exceptional rental potential. This expansive property features a newly built pool, lush landscaping, and direct access to Fresh Pond—ideal for kayaking, ...
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LINK ID: 43272
Town: West Tisbury
Type: Single Family Residence
$4,800,000.00
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An exceptional Waterfront Compound on Tisbury Great Pond.
Located across the Tisbury Great Pond from the exclusive Blue Heron Farm, this remarkable waterfront property offers a rare opportunity to own a serene compound with two homes and a private permitted dock—ideal for boating to the Atlantic ...
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LINK ID: 43315
Town: Edgartown
Type: Single Family Residence
$4,800,000.00
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Contemporary Farmhouse, NEW CONSTRUCTION in EDGARTOWN, a short distance from the VILLAGE, with a heated POOL. This home features an open floor plan with casual coastal living in mind.The outdoor pool/entertaining area flows with ease into the home's interior space. A thoughtful mudroom offers quic...
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LINK ID: 43418
Town: Edgartown
Type: Single Family Residence
$4,800,000.00
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Welcome to this coastal chic farmhouse set in the heart of Katama, a few blocks from the Field Club, close to SOUTH BEACH and close to Edgartown Village. To be built is a four bedroom en-suite home with a heated saltwater POOL. This home sits upon a flat, beautiful parcel of land with mature trees...
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LINK ID: 43363
Town: Vineyard Haven
Type: Single Family Residence
$4,695,000.00
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Timeless Water View Home on Vineyard Haven Harbor.
Nestled between the historic downtown charm of Main Street and the exclusivity of West Chop, this property combines private coastal living with access to the best of Vineyard Haven. With access to the calm waters of Vineyard Haven Harbor, the resid...
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LINK ID: 43717
Town: Chilmark
Type: Single Family Residence
$4,695,000.00
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ACTIVE UNDER CONTRACT |
Welcome to 18 Homeward Way — a peaceful Chilmark retreat tucked off scenic North Road, just minutes from the storied fishing village of Menemsha. This rare 15-acre offering includes two buildable parcels, creating an extraordinary opportunity for a Vineyard compound.
The impeccably maintained res...
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LINK ID: 43588
Town: West Tisbury
Type: Single Family Residence
$4,695,000.00
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This beautifully designed post-and-beam home features stunning views of the Vineyard Sound, Elizabeth Islands, and unforgettable sunsets. Surrounded by beautiful stone walls and perfectly sited on 2.2 acres, this serene property offers a combination of luxury and comfort, exuding tranquility and tim...
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LINK ID: 43158
Town: Vineyard Haven
Type: Single Family Residence
$4,500,000.00
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A combination of luxury, comfort, and natural beauty, this expansive custom, five bedroom, post and beam home is sited on more than eight acres of land, surrounded by acres of Land Bank property. From the moment you step inside, you'll be captivated by the attention to detail and the high-end finish...
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LINK ID: 40762
Town: Oak Bluffs
Type: Unimproved Land
$4,400,000.00
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EXISTING FIVE (5) LOT SUBDIVISION IN OAK BLUFFS. THESE LOTS ARE ALREADY SUBDIVIDED. Almost 5 Acres of wooded, level land within half a mile of Eastville Beach, Doug's Cove Preserve (4.6 acres of Land Bank Property) and less than a mile to Oak Bluffs Harbor. NEW Shared Use Path runs along Eastvill...
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LINK ID: 43025
Town: Oak Bluffs
Type: Single Family Residence
$4,395,000.00
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Live the Dream on Martha’s Vineyard! Whether you're seeking a year-round residence or a seasonal escape, this is a once-in-a-lifetime opportunity to own a piece of paradise. Step into a world of coastal luxury with 163 feet of pristine Lagoon frontage, complete with your own private sandy beach. N...
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LINK ID: 43232
Town: Chilmark
Type: Single Family Residence
$4,350,000.00
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Magical waterfront Quitsa pond cottage with private dock. This home has the most spectacular views including sunsets and an intimate relationship with the charming and timeless waterfront at Quitsa Pond. Designed with the setting in mind this sublime piece of architecture has wonderful spaces, fant...
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LINK ID: 43823
Town: Edgartown
Type: Single Family Residence
$4,288,000.00
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Located in the heart of Edgartown Village, this circa 1840 Greek Revival residence offers a rare opportunity to own a piece of island history on a coveted block. The property features a total of seven bedrooms across the main house and carriage house, making it a superb destination for family and gu...
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LINK ID: 43649
Town: Chilmark
Type: Single Family Residence
$4,250,000.00
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CHILMARK BLISS – A Refined Retreat- 15 Old Farm Road, where elegance meets tranquility. Set on over 3 acres of private, manicured grounds, this exceptional Chilmark residence was thoughtfully reimagined in 2020 by architect Peter Breese and expertly built by Doug Best. A beautifully designed hards...
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LINK ID: 42706
Town: Edgartown
Type: Single Family Residence
$4,175,000.00
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Old World Vineyard Charm Meets Modern Katama Living. Welcome to this beautifully crafted Katama family compound, a private, thoughtfully designed estate offering timeless elegance and exceptional amenities. Nestled near Edgartown Village, this stunning property includes a four-bedroom main residence...
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LINK ID: 42810
Town: Edgartown
Type: Commercial
$4,150,000.00
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This historic commercial property, built in 1790, is ideally situated in the vibrant heart of Downtown Edgartown. Currently functioning as a blend of retail and residential units, it presents remarkable opportunities for diverse ventures. The property combines exceptional Main Street frontage with a...
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LINK ID: 42435
Town: Edgartown
Type: Single Family Residence
$4,150,000.00
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A private Edgartown home in the distinguished Boldwater neighborhood on Martha's Vineyard. This property is spread over 8.5 acres of pristine land and fruit trees and includes a 4 bedroom/3.5 bathroom main house and a 1 car garage. A winding drive leads from the road to the main residence which feat...
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LINK ID: 43534
Town: Chilmark
Type: Single Family Residence
$3,995,000.00
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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,...
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LINK ID: 42955
Town: West Tisbury
Type: Single Family Residence
$3,995,000.00
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Exquisite home befitting its stunning location on four serene acres surrounded by conservation and agricultural lands and overlooking a neighbor's private pond. This special spot is authentic up-island character at its best. This three bedroom home (with six-bedroom septic system) was fully renovate...
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LINK ID: 43647
Town: Edgartown
Type: Single Family Residence
$3,995,000.00
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A RARE CHAPPAQUIDDICK LEGACY ESTATE — Privacy & Island Living at its finest.
Step into a world where time slows, ocean breezes carry the scent of salt and cedar, and each day begins and ends with the relaxing sounds of the local fauna and the Vineyard Sound. This 18.4-acre multi-residence estate, ...
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LINK ID: 43362
Town: Aquinnah
Type: Single Family Residence
$3,975,000.00
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Stunning waterview living with an active view that will never disappoint. Wake up every morning to breathtaking 180 degree water views in this beautifully appointed 4-bedroom, 3-bath coastal retreat. Perfectly situated to capture sunrise to sunset vistas, this home offers a blend of summer vibes wit...
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LINK ID: 42946
Town: Oak Bluffs
Type: Single Family Residence
$3,750,000.00
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Location, Location, location....This is rare opportunity to own a water front property with 240 degree views of the Harbor and Sound. The property is 5 minutes from either Ferry terminal and walking distance to East beach . The house is suitable for year round living , seasonal income and comfort th...
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LINK ID: 43531
Town: Vineyard Haven
Type: Single Family Residence
$3,750,000.00
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Nestled just two blocks from Vineyard Haven’s working harbor, 139 Main Street is a quietly grand in-town property with the feel of a private estate. Once two separate addresses—now gracefully combined into a single half-acre parcel—this home offers rare space, privacy, and timeless character i...
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LINK ID: 42664
Town: Oak Bluffs
Type: Single Family Residence
$3,750,000.00
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This 4-bedroom / 3-bath home lies in the middle of East Chop at the highest point on the bluff offering expansive views of Vineyard Sound. The home features a large clear story living room with fireplace, a family room/kitchen also with fireplace, a huge screened porch opening up to a large deck are...
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LINK ID: 43258
Town: Chilmark
Type: Single Family Residence
$3,600,000.00
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Make your own Chilmark dream come true!
12.6 +/- acres of prime land allows you to create your own family
compound or Island Farm. Enjoy the peacefulness of the Chilmark
with room to expand. Two separate buildable lots provides you unique
options. The Main house has three bedrooms, three bathrooms, ...
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LINK ID: 41875
Town: Chilmark
Type: Single Family Residence
$3,500,000.00
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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...
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LINK ID: 43567
Town: Chilmark
Type: Single Family Residence
$3,500,000.00
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A place of serenity tucked in the woods of Chilmark. Complete renovation 2017/2018, large fenced in back yard with exquisite fish pond with waterfall and lighting. Kitchen has concrete countertops, sub zero refrigerator, Wolf Oven & Speed Oven. Large open formal dining area and open formal sittin...
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LINK ID: 43325
Town: Edgartown
Type: Unimproved Land
$3,495,000.00
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CHAPPAQUIDDICK - Dynamic views of Poucha Pond, barrier dunes, and the waters of the Atlantic are enjoyed from this 11+ acre building lot. The close to ½ mile of private pond frontage provides easy access for swimming, kayaking, paddle boarding, and everything in between. Sheltered amongst 200 acres...
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LINK ID: 43358
Town: Edgartown
Type: Single Family Residence
$3,450,000.00
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Exceptional Opportunity in Down Harbor.
Here’s a rare chance to own a property in Edgartown’s exclusive Down Harbor community. Known for its serene setting and prime access to Katama Bay, this neighborhood offers more than just scenic beauty— Ownership includes deeded rights to a pristine, s...
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LINK ID: 41656
Town: Chilmark
Type: Single Family Residence
$3,350,000.00
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11 Greenhouse Lane...an incredible opportunity to own in this sought after private enclave with deeded private south shore beach and pond access close by...this charming vintage cape enjoys views over wetlands out to the Atlantic beyond! Three bedrooms, two baths, living room with fireplace, dining ...
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LINK ID: 43432
Town: West Tisbury
Type: Single Family Residence
$3,299,000.00
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“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 kitche...
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LINK ID: 42895
Town: Oak Bluffs
Type: Single Family Residence
$3,250,000.00
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PRICE CHANGE |
Enjoy sweeping ocean views from this beautifully updated East Chop Victorian, complete with a timeless guest cottage. Thoughtfully renovated in 2010, the main residence seamlessly blends historic character with modern comfort. The kitchen and bathrooms have been stylishly updated while preserving th...
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LINK ID: 42618
Town: Vineyard Haven
Type: Single Family Residence
$3,200,000.00
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NOW INCLUDING RARE 12,527 S.F. TOWN APPROVED BUILDING LOT ON WILLIAM STREET! Storybook setting in the quaint seaside village of Vineyard Haven, the commanding Captain Gilbert L. Smith House*, c. 1854, affords an enchanting opportunity for space and privacy within the highly sought after William Str...
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LINK ID: 42999
Town: Vineyard Haven
Type: Single Family Residence
$3,200,000.00
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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...
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LINK ID: 43422
Town: West Tisbury
Type: Unimproved Land
$3,200,000.00
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A Rare Offering in West Tisbury — Over 19 Acres of Opportunity
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 subdivision into a thoughtfully designed niche deve...
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LINK ID: 43760
Town: Edgartown
Type: Single Family Residence
$3,200,000.00
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ACTIVE UNDER CONTRACT |
Enjoy dynamic, panoramic views from this charming and thoughtfully updated single-story Chappaquiddick cottage. Designed for effortless living, the home features an expansive deck overlooking the outer harbor and iconic lighthouse, perfect for entertaining or relaxation. A rooftop observation area p...
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LINK ID: 43845
Town: Chilmark
Type: Single Family Residence
$3,200,000.00
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Step into timeless mid-century modern style and comfort in this single-level, 4-bedroom, 3-bathroom home located in the heart of Chilmark. This home features an open layout with large glass panel doors that lead to a sun-drenched deck, heated in-ground pool, and grassy lawn. This home is offered com...
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LINK ID: 42516
Town: Edgartown
Type: Single Family Residence
$3,195,000.00
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ACTIVE UNDER CONTRACT |
Water views with a pool! This chic contemporary 4-bedroom home with a pool and 2-car garage enjoys the ever-changing water views of Sengekontacket Pond and Nantucket Sound on three levels. Fully renovated, this delightful home, being sold turnkey, is flooded with light, open to breezes, and marries...
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LINK ID: 42800
Town: Oak Bluffs
Type: Single Family Residence
$3,125,000.00
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Tucked away in a serene setting, this beautifully designed custom home offers the ultimate in privacy, comfort, and luxury living. The first floor features a spacious open-concept design, seamlessly blending the dining room, kitchen, wet bar, and living area-perfect for entertaining or relaxing with...
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LINK ID: 42718
Town: Edgartown
Type: Single Family Residence
$3,100,000.00
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Discover this private Katama retreat, perfectly situated on over 3 acres of forested and landscaped grounds. Located just a mile from Edgartown Great Pond and a little over 2 miles from both South Beach and Edgartown Village, this contemporary guesthouse offers the ultimate island escape. Built in 2...
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LINK ID: 42642
Town: Edgartown
Type: Unimproved Land
$3,000,000.00
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PRIME 5-ACRE LOT - R20 ZONE EDGARTOWN
Introducing a rare opportunity to own a piece of the island (currently two parcels) close to all Edgartown has to offer. This spectacular level lot is situated along Edgartown Road and provides the perfect setting to create a private retreat or a potential subd...
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LINK ID: 43858
Town: Oak Bluffs
Type: Single Family Residence
$3,000,000.00
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NEW LISTING |
Arrive by land or sea to 311 East Chop Drive, a truly rare offering that combines panoramic water views in nearly every direction. Perfectly positioned between Vineyard Haven Harbor, Vineyard Sound, and Crystal Lake, this iconic East Chop residence—known as “The Sandpiper”—offers 100 feet of...
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LINK ID: 42786
Town: Edgartown
Type: Single Family Residence
$2,999,000.00
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WELCOME to this turn-key CHAPPY COMPOUND! This property offers it ALL, with its Six (6) Bedroom, Five (5) bath Primary Home, Two (2) bedroom, Two (2) bath GUEST HOUSE, expansive POOL HOUSE with a bath, kitchenette, large lounge area topped with a cathedral ceiling, a WORKOUT & GAME BARN, a POOL, a ...
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LINK ID: 42846
Town: Vineyard Haven
Type: Single Family Residence
$2,995,000.00
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West Chop Dream Home in the Making!
Experience the charm of this brand-new Shingle Style Colonial, currently under construction—where modern luxury meets timeless elegance. Featuring 4 spacious bedrooms, 4 full baths, and a half bath, this inviting home offers ample space for relaxing, entertainin...
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