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Martha's Vineyard

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Martha's Vineyard

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Town   Waterfront   Min Price   Or LINK ID
     
Property Type   # Bedrooms (min)   Max Price    
     
view all 314 properties for sale on martha's vineyard
100 - 150 of 314 Listings

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32 Edgartown-West Tisbury Road, West Tisbury MA 02575

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...
23 Manaca Hill Road, Edgartown MA 02539

LINK ID: 43760
Town: Edgartown
Type: Single Family Residence
$3,200,000.00

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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...
110 Fifth Street North, Edgartown MA 02539

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...
63 Bayes Hill Road, Oak Bluffs MA 02557

LINK ID: 42800
Town: Oak Bluffs
Type: Single Family Residence
$3,125,000.00

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PRICE CHANGE

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...
114 Meetinghouse Way, Edgartown MA 02539

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...
15 & 27 Pennywise Path, Edgartown MA 02539

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...
72 Chappaquiddick Avenue, Edgartown MA 02539

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 ...
9 Hagerty Drive, Vineyard Haven MA 02568

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...
36 Tashmoo Avenue, Vineyard Haven MA 02568

LINK ID: 42136
Town: Vineyard Haven
Type: Single Family Residence
$2,995,000.00

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This beautifully renovated gambrel-style home in Vineyard Haven seamlessly blends classic charm with modern luxury. This pristine residence is nestled within a private, hedge-lined yard in one of Vineyard Haven’s most quiet and quaint neighborhoods. With the new heated salt-water pool, lovely pla...
27 Spring Street, Vineyard Haven MA 02568

LINK ID: 41418
Town: Vineyard Haven
Type: Single Family Residence
$2,995,000.00

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PRICE CHANGE

Located in the William Street Historic District, this elegant Greek Revival home, built in 1842, has stood the test of time and has been thoughtfully expanded and renovated in recent years. This five-bedroom, four-bath residence combines historic character with modern comforts. The home features fi...
9 North Neck Road, Edgartown MA 02539

LINK ID: 42665
Town: Edgartown
Type: Single Family Residence
$2,950,000.00

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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 ...
382 Lighthouse Road, Aquinnah MA 02535

LINK ID: 41477
Town: Aquinnah
Type: Single Family Residence
$2,950,000.00

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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...
23 Thaxter Lane, Edgartown MA 02539

LINK ID: 43634
Town: Edgartown
Type: Single Family Residence
$2,950,000.00

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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...
15 Main Street, Vineyard Haven MA 02568

LINK ID: 43764
Town: Vineyard Haven
Type: Commercial
$2,900,000.00

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Prime Commercial Building – Main Street, Vineyard Haven Exceptional opportunity in the heart of downtown Vineyard Haven. This well-maintained mixed-use property offers over 3,100 sq ft of versatile space, featuring two ground-floor retail storefronts with excellent street visibility and two update...
4 Pip'n Circle, Edgartown MA 02539

LINK ID: 43624
Town: Edgartown
Type: Single Family Residence
$2,895,000.00

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Chappaquiddick charm meets Edgartown elegance at this meticulously maintained property. No detail has been overlooked in this spacious custom home. The foyer entry greets you with a sizable dining room to your right which flows into an open eat in kitchen with a built in banquet, a granite kitchen i...
11 By The Woods, Chilmark MA 02535

LINK ID: 43266
Town: Chilmark
Type: Single Family Residence
$2,850,000.00

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Dreamlike Chilmark retreat on 4.5+/- acres overlooking the Chilmark Pond & Atlantic Ocean beyond. Uniquely designed with European and medieval history in mind. The House has 3 bedrooms, 3 bathrooms, an atrium dining area, a two-story library, a kitchen, and a pantry/wet bar. Charming garden and plan...
187 Lagoon Pond Road, Vineyard Haven MA 02568

LINK ID: 43834
Town: Vineyard Haven
Type: Single Family Residence
$2,825,000.00

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NEW LISTING

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...
357 West Tisbury Road, Edgartown MA 02539

LINK ID: 43035
Town: Edgartown
Type: Single Family Residence
$2,800,000.00

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Here is the Edgartown compound you've been waiting for - a 5-bedroom main house, 2-bedroom guest house, and elevated swimming pool area located on 1.5 acres. Next door there is 25 acres of conservation land. The property is barely 2/10s of a mile to Morning Glory Farm, and just a mile and a half to ...
109 Herring Creek Road, Edgartown MA 02539

LINK ID: 42951
Town: Edgartown
Type: Single Family Residence
$2,795,000.00

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COASTAL RETREAT IN KATAMA. Located in the heart of Katama, with the iconic Katama Airfield and the sandy shores of South Beach nearby, this contemporary coastal retreat is ideal for enjoying all the best of Katama. The reverse-style contemporary features a sunny, open-designed floor plan with vaulte...
218 Upper Main Street, Edgartown MA 02539

LINK ID: 43527
Town: Edgartown
Type: Commercial
$2,750,000.00

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Located on Upper Main Street in Edgartown’s BII zoning district, this versatile property is currently home to Lucky Hank’s restaurant. Set on a desirable lot with a large private parking area, and in a coveted high-visibility location. The building offers a turnkey restaurant space and thriving ...
79 David Avenue, Vineyard Haven MA 02568

LINK ID: 43652
Town: Vineyard Haven
Type: Single Family Residence
$2,750,000.00

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BEAUTIFUL CUSTOM-BUILT RETREAT- LAMBERT'S COVE This impressive property offers the perfect blend of privacy and convenient access to downtown and the picturesque James Pond Reserve at Lambert's Cove Beach. Step inside to discover over 4,900 sq ft of recently renovated living space. The home boasts 5...
28 Marthas Road, Edgartown MA 02539

LINK ID: 43407
Town: Edgartown
Type: Single Family Residence
$2,750,000.00

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Nestled on a generous corner lot in one of Edgartown’s sought-after neighborhoods, this beautifully maintained four-bedroom, three-and-a-half-bath home offers the perfect blend of comfort, convenience, and classic Vineyard charm. Located just a short distance from the heart of town, you’ll enjoy...
229 Oak Lane, West Tisbury MA 02575

LINK ID: 43697
Town: West Tisbury
Type: Single Family Residence
$2,700,000.00

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A hidden gem in West Tisbury! Beautifully manicured, fenced in 2.2 - acre parcel with 100% privacy, and 84 evergreen trees. This modern, contemporary well maintained home is 3-bedroom, 3 bath with two levels of living and a partially finished basement. The first floor is a sunlight filled, open ki...
23 Circuit Avenue Extension, Oak Bluffs MA 02557

LINK ID: 43529
Town: Oak Bluffs
Type: Commercial
$2,700,000.00

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Rare Opportunity with Endless Possibilities – Unmatched Harbor & Vineyard Sound Views. Location, Location, Location! A truly rare offering in the heart of Oak Bluffs, where properties like this seldom become available. Positioned directly across from the iconic Oak Bluffs Harbor, this property boa...
23 Circuit Avenue Extension, Oak Bluffs MA 02557

LINK ID: 43212
Town: Oak Bluffs
Type: Single Family Residence
$2,700,000.00

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Rare Opportunity with Endless Possibilities – Unmatched Harbor & Vineyard Sound Views. Location, Location, Location! A truly rare offering in the heart of Oak Bluffs, where properties like this seldom become available. Positioned directly across from the iconic Oak Bluffs Harbor, this property boa...
63 Crowell Lane, Vineyard Haven MA 02568

LINK ID: 43641
Town: Vineyard Haven
Type: Single Family Residence
$2,700,000.00

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Extraordinary West Chop Opportunity - Two Homes on 1.80 Acres in Vineyard Haven Nestled next to the desirable West Chop/Mink Meadows neighborhoods, this unique property features two dwellings, making it a perfect opportunity for multi-generational living, guest accommodations, or rental potential. ...
12 Duarte Circle, Edgartown MA 02539

LINK ID: 43605
Town: Edgartown
Type: Single Family Residence
$2,700,000.00

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ACTIVE UNDER CONTRACT

Future-Ready Infrastructure with Endless Possibilities! Nestled in the coveted Katama neighborhood of Edgartown, this stylish 3-bedroom, 2-bathroom contemporary home offers a perfect blend of comfort, location, and opportunity. Designed with an open and airy layout, the home features vaulted ceilin...
34 Windemere Road, Oak Bluffs MA 02557

LINK ID: 40654
Town: Oak Bluffs
Type: Single Family Residence
$2,700,000.00

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PRICE CHANGE

Perfect opportunity to own a Beautiful Beach Cottage with access to Lagoon. Totally renovated in 2019. It has been designed for relaxed living and memorable entertaining. There are 3 seating areas on the deck, to enjoy dining outside, experiencing incredible waterviews and lovely sky reflections of ...
2 Orchard Lane, Edgartown MA 02539

LINK ID: 43744
Town: Edgartown
Type: Single Family Residence
$2,695,000.00

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EDGARTOWN GEM: WALK TO TOWN + RELAX BY THE POOL. Nestled just a short stroll from all the best of Edgartown Village, this beautifully renovated retreat offers the ideal balance of Vineyard charm and modern convenience. Designed across three levels of living spaces, the home provides a flexible layo...
55 Old House Way, West Tisbury MA 02575

LINK ID: 38878
Town: West Tisbury
Type: Single Family Residence
$2,690,000.00

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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...
5 Oceanview Farm Road, Chilmark MA 02535

LINK ID: 43540
Town: Chilmark
Type: Single Family Residence
$2,675,000.00

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Designed by the famous mid century architect Andrew Geller, this contemporary home is situated at the top of the parcel with ocean views and a glimpse of Chilmark pond. There is ample open space to accommodate family and friends and overlooks the large meadow which follows the stone wall to South Ro...
111 Eastville Avenue, Oak Bluffs MA 02557

LINK ID: 36870
Town: Oak Bluffs
Type: Single Family Residence
$2,649,000.00

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Motivated Seller!! Steps to the beach- Minutes to downtown Oak Bluffs and Vineyard Haven. This is a perfect location. FULLY FURNISHED, TURNKEY, with an impressive rental history. Situated on an...
8 Old Dunhams Corner Way, Edgartown MA 02539

LINK ID: 43743
Town: Edgartown
Type: Single Family Residence
$2,600,000.00

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Nestled in the heart of Katama and tucked away on a generous sized lot sits this four-bedroom, four-and-a-half-bath home offering an exceptional opportunity for year-round living or investment potential. Ideally located, there is easy access to both Edgartown Village and South Beach The main level f...
159 Lake Street, Vineyard Haven MA 02568

LINK ID: 43742
Town: Vineyard Haven
Type: Single Family Residence
$2,595,000.00

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NEW LISTING

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 home...
42 Deacon Vincent Way, Edgartown MA 02539

LINK ID: 43519
Town: Edgartown
Type: Single Family Residence
$2,590,000.00

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Katama ~ Turnkey Retreat in Edgartown Estates. Located on a quiet, paved road in sought-after Edgartown Estates, this meticulously maintained home offers the perfect blend of privacy, space, and convenience. Ideally positioned equidistant to South Beach and downtown Edgartown, and just moments from ...
76 Washque Avenue, Edgartown MA 02539

LINK ID: 43708
Town: Edgartown
Type: Single Family Residence
$2,575,000.00

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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...
157 Ben Chase Road, West Tisbury MA 02575

LINK ID: 42679
Town: West Tisbury
Type: Single Family Residence
$2,550,000.00

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You will find this outstanding property at the end of a quiet country lane in West Tisbury nestled alongside hundreds of acres of conservation land and walking trails that extend all the way to Lamberts Cove Road. The setting is magical - 4 acres of rolling lawns with specimen trees and ponds. There...
151 Beach Road, Vineyard Haven MA 02568

LINK ID: 43676
Town: Vineyard Haven
Type: Commercial
$2,500,000.00

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7500 sq ft+ commercial office building in the Waterfront/Commercial District of Vineyard Haven. There are currently 10 rented office spaces with several long-term tenants in place who enjoy the building's excellent condition and waterfront location with stunning views over both the Harbor and Lagoon...
34 Massasoit Avenue, Oak Bluffs MA 02557

LINK ID: 42580
Town: Oak Bluffs
Type: Single Family Residence
$2,500,000.00

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Located on the corner of Circuit Ave and Massasoit this B1 property with mixed use capability has an existing Victorian home with 6 bedrooms, and 3.5 bathrooms and plenty of room to build a commercial building facing Circuit Ave. The house spacious home with a large wrap around porch would be a grea...
2 Other House Road, Chilmark MA 02535

LINK ID: 42602
Town: Chilmark
Type: Unimproved Land
$2,500,000.00

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Rare opportunity to build on Chilmark's south shore. This 1.4 acre parcel should allow for new construction of 3,100 square feet and 24 feet in height, by right, with building department approval. Views to the Atlantic Ocean and Chilmark Pond can be seen from the second floor. This parcel comes with...
34 Massasoit Avenue, Oak Bluffs MA 02557

LINK ID: 42756
Town: Oak Bluffs
Type: Commercial
$2,500,000.00

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Circuit Ave. Commercial Property Build your own commercial building of your dreams on the last B1 undeveloped commercial property on Circuit Avenue's main strip. The commercial land had previously approved development plans including mixed use with commercial store front and apartments or condos abo...
16 South Road, Chilmark MA 02535

LINK ID: 43515
Town: Chilmark
Type: Single Family Residence
$2,500,000.00

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Where Vineyard history meets pastoral beauty.Classic, lovingly restored 1800’s Chilmark farmhouse with multiple outbuildings, which includes a large barn with second floor loft, a run-in barn with two horse stalls, both overlook an expansive, pastoral fenced pasture for horses to run or field game...
19 Katama Drive, Edgartown MA 02539

LINK ID: 43719
Town: Edgartown
Type: Single Family Residence
$2,500,000.00

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Just over a mile from South Beach, this inviting Katama retreat is a perfect getaway. This sunlit home and detached living space offer three bedrooms and three baths, providing plenty of room for everyone. Set on a landscaped ¾-acre lot with pastoral views and peeks of the Ocean from the upper-leve...
16 Atlantic Avenue, Oak Bluffs MA 02557

LINK ID: 43061
Town: Oak Bluffs
Type: Single Family Residence
$2,495,000.00

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East Chop - Tucked away on a quiet lane just moments from the iconic East Chop Lighthouse and breathtaking bluff views, this timeless retreat invites you to embrace the slower pace of island life. The main residence is a stately four-bedroom, classic summer home, rich in character and nostalgic char...
268 Tashmoo Avenue, Vineyard Haven MA 02568

LINK ID: 43633
Town: Vineyard Haven
Type: Single Family Residence
$2,495,000.00

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Welcome to this meticulously maintained home which features an attractive open kitchen with an island that seats four. The kitchen has a wall of built in appliances and a walk-in pantry for ease of cooking. The kitchen flows into the open dining area and lounge area with a wall of sliding glass doo...
21 Woodlawn Avenue, Vineyard Haven MA 02568

LINK ID: 43234
Town: Vineyard Haven
Type: Single Family Residence
$2,495,000.00

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Experience the perfect blend of coastal charm and modern sophistication in this beautifully designed Vineyard Haven home. Ideally situated in-town, this 4-bedroom, 3-bath home offers a comfortable, easy flowing layout, complemented by gleaming hardwood floors and a warm, inviting atmosphere. Locate...
128 & 136 Spring Street, Vineyard Haven MA 02568

LINK ID: 43489
Town: Vineyard Haven
Type: Single Family Residence
$2,450,000.00

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A Rare Compound Opportunity in the Heart of Vineyard Haven - 128 & 136 Spring Street—two adjacent properties being sold together to create a unique, flexible compound just moments from the Tisbury School and downtown Vineyard Haven. With a spacious main residence and a separate guest house, this r...
9 Maqua Way, Edgartown MA 02539

LINK ID: 43542
Town: Edgartown
Type: Unimproved Land
$2,450,000.00

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NEW LISTING

Chappaquiddick: Beautiful 5-acre parcel offering private frontage on Katama Bay. The generous-sized lot affords plenty of development flexibility, with the ability to capture the view from nearly any location. Located on Maqua Way, a quiet subdivision just off the paved road, the property is conveni...
27 Seventh Street North, Edgartown MA 02539

LINK ID: 43772
Town: Edgartown
Type: Single Family Residence
$2,400,000.00

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NEW LISTING

27 SEVENTH STREET NORTH, EDGARTOWN offers NEW CONSTRUCTION, with an anticipated completion date in MARCH of 2026; just in time to bring in the 2026 SPRING/SUMMER SEASON! The first floor entry offers an inviting two story foyer which opens to the living room which has a gas fireplace and wall of glas...
50 Hidden Cove Road, Oak Bluffs MA 02557

LINK ID: 43396
Town: Oak Bluffs
Type: Single Family Residence
$2,395,000.00

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Sengekontacket–Walk into a “turn-key” opportunity in the desirable Hidden Cove community, just steps (.3 miles) from Sengekontacket Pond with access to State Beach and Nantucket Sound beyond. The lovingly-maintained 4 bedroom, 2.5 bath, 2 car garage main home sits high on the 1.5 acre property...

 
100 - 150 of 314 Listings

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