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view all 350 properties for sale on martha's vineyard
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LINK ID: 43455
Town: Edgartown
Type: Single Family Residence
$2,590,000.00
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STYLISH VINEYARD LIVING WITH EXCEPTIONAL OUTDOOR AMENITIES. This beautifully landscaped coastal-style home is set on three acres just off the bike path, offering easy access to all Island towns. The highlight? A heated salt water pool surrounded by expansive decking and outdoor gathering spaces—an...
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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...
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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...
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LINK ID: 42722
Town: Edgartown
Type: Unimproved Land
$2,500,000.00
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PRIME 1.5 ACRE BUILDING LOT IN EDGARTOWN - Seize this opportunity to design and build your very own signature estate in Katama including the possibility of a Main House, Guest House, Garage, Pool, and more! This conforming, R-20 prime building parcel will support EIGHT BEDROOMS (8) with a standard T...
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LINK ID: 43163
Town: Oak Bluffs
Type: Single Family Residence
$2,500,000.00
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Perched on a hill, this waterfront house encompasses three levels of living.
Thoughtfully designed and well cared for, this home provides calming water views and direct access to Wiggy’s freshwater Pond from almost every room.
The main level boasts a kitchen fitted with high-end appliances and o...
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LINK ID: 43316
Town: Aquinnah
Type: Single Family Residence
$2,500,000.00
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12 Lobsterville Rd in Aquinnah is a uniquely designed contemporary home set on 2.6 acres of lush grounds with large tracts of conservation land nearby. Open concept living, dining, kitchen on the second floor with unobstructed ocean views of Vineyard Sound. Spacious deck for sunset viewing and gras...
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LINK ID: 43496
Town: Edgartown
Type: Single Family Residence
$2,500,000.00
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This house and guesthouse combination are situated in a very special location. Located equidistant between town and South Beach. The neighboring properties are quite impressive. Across the lane is over 28 acres of Edgartown Conservation Commission land. The property currently has two dwellings, a th...
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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...
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LINK ID: 42631
Town: West Tisbury
Type: Single Family Residence
$2,495,000.00
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24 Alex Way is an opportunity to embrace the extraordinary Elias and Langmuir legacy which dramatically changed a 140 acre rural West Tisbury landscape in 1972 into the Nat's Farm community of 26 home sites. The home overlooks the 56 acres that Nat's Farm donated to Sheriff's Meadow Foundation and...
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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...
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LINK ID: 42643
Town: Chilmark
Type: Single Family Residence
$2,495,000.00
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Beautifully sited on 3.4 acres, this distinctive Chilmark home offers a rare blend of privacy, comfort, and expansive living space, ideal for entertaining, both inside and outside. From the welcoming foyer, step into the dramatic vaulted living room, where wood-paneled ceilings, a gas fireplace, and...
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LINK ID: 43396
Town: Oak Bluffs
Type: Single Family Residence
$2,495,000.00
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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...
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LINK ID: 43014
Town: Chilmark
Type: Single Family Residence
$2,450,000.00
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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...
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LINK ID: 43171
Town: Oak Bluffs
Type: Single Family Residence
$2,450,000.00
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On the doorstep of vibrant Oak Bluffs, discover this exquisitely renovated four bedroom home with separate office or studio space, all ensconced in professionally landscaped grounds. Blending modern comfort with timeless island charm, the house features wide plank white oak floors, beautiful ceiling...
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LINK ID: 42967
Town: Oak Bluffs
Type: Single Family Residence
$2,445,000.00
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Classic Post & Beam set in Meadow View Farms - This stunning and solidly built four-bedroom home sits on almost an acre of land with endless possibilities and impressive touches throughout. A farmer’s porch stretches the full length of the home offering a warm welcome and a shady spot to relax ove...
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LINK ID: 42444
Town: Edgartown
Type: Single Family Residence
$2,399,000.00
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PRICE CHANGE |
Welcome to 24 Dark Woods Road, a beautifully maintained 3-bedroom, 3.5-bath Contemporary Colonial nestled in an upscale, tranquil neighborhood. This spacious residence abuts acres of Sheriffs Meadow conservation land, offering miles of trails, serene pond views and peaceful privacy at the end of a q...
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LINK ID: 43291
Town: Vineyard Haven
Type: Single Family Residence
$2,395,000.00
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Blending 1920s charm with modern luxury, this beautifully renovated home is tucked away in the sought-after West Chop area of Vineyard Haven. Just steps from the neighborhood beach on the pristine shores of Vineyard Sound, this elegant seaside retreat offers the perfect mix of historic character and...
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LINK ID: 43166
Town: Aquinnah
Type: Single Family Residence
$2,395,000.00
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This beautifully renovated contemporary home is perched on a hillside, offering views of the Atlantic Ocean. Upon entering the home has a light and airy atmosphere with cathedral ceilings and a wall of windows connecting you with the outdoors. The main level consists of an open-concept kitchen, livi...
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LINK ID: 43011
Town: Edgartown
Type: Single Family Residence
$2,349,000.00
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EDGARTOWN HISTORIC DISTRICT - Terrific opportunity for an INVESTOR, and HOMEOWNER alike, to have an in town House and Guest house in a wonderful part of Edgartown. Norton Street is such a lovely Street! Two cottages - One at the front and one at the rear of lot. Yard and parking for each cottage. ...
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LINK ID: 42020
Town: Vineyard Haven
Type: Single Family Residence
$2,300,000.00
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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 Street Historic District and just two blocks to all the shops, restaurants, galler...
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LINK ID: 42694
Town: Oak Bluffs
Type: Single Family Residence
$2,295,000.00
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Secluded island retreat nestled above the trees! Located in the desirable Sengekontacket Association, this four-bedroom, three-bathroom home offers stunning views of acres of conservation land, Sengekontacket Pond, and Nantucket Sound. Perched on a hillside, the house provides utmost privacy from al...
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LINK ID: 43058
Town: Oak Bluffs
Type: Single Family Residence
$2,290,000.00
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Tucked away on one of the most sought-after streets in Oak Bluffs, Fairview on Greenleaf Avenue offers an extraordinary location steeped in history and charm. With unparalleled views stretching across Sunset Lake, Oak Bluffs Harbor, and Nantucket Sound, this property captures the essence of coastal ...
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LINK ID: 43221
Town: Aquinnah
Type: Single Family Residence
$2,275,000.00
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Spectacular property in Aquinnah, featuring a newly installed and town-approved 6-bedroom septic system, ready to support your vision for expansion and renovation.
Located on 4.7 acres filled with rolling meadows and stone walls, this property boasts a truly remarkable barn that was transported fro...
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LINK ID: 43121
Town: Edgartown
Type: Single Family Residence
$2,275,000.00
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Enjoy the convenience of Dark Woods, a quiet neighborhood in an ideal location close to the Village, bike path, beaches, and 27 acres of Sheriff’s Meadow conservation land. This property has been meticulously maintained and is ready for your immediate enjoyment. Sited on a pleasant .77-acre lot, t...
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LINK ID: 42960
Town: Oak Bluffs
Type: Single Family Residence
$2,250,000.00
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PRICE CHANGE |
Wonderful opportunity to reimagine this historic classic Victorian home located at the gateway to the Oak Bluffs Business district with a gorgeous, secluded garden and 5 off street parking spaces the property lends itself to a single-family home or conversion to a multi-family. The home has been bo...
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LINK ID: 42958
Town: Oak Bluffs
Type: Commercial
$2,250,000.00
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PRICE CHANGE |
Historic classic Victorian located at the gateway to the Oak Bluffs Business district with frontage on Circuit Avenue and 5 off street parking spots. The layout offers incredible opportunities for a business and would also be ideal for a live/work situation or seasonal rental. With its large welcomi...
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LINK ID: 43041
Town: Vineyard Haven
Type: Unimproved Land
$2,200,000.00
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This 1.1-acre waterfront lot is located at the end of a quiet lane abutting 20+ acres of conservation land. The level and wooded lot sits high on a bluff overlooking the Lagoon. The lot has been engineered, and the bounds have been staked. A buyer would be able to connect to Town water nearby, an...
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LINK ID: 43075
Town: Vineyard Haven
Type: Single Family Residence
$2,200,000.00
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POOL AND LUSH GARDENS Situated on three acres and abutting nearly 25 acres of conservation land, this well-crafted home offers the perfect blend of tranquility and convenience.
Step inside to discover over 2,500 square feet of thoughtfully designed living space, filled with natural light. The bright...
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LINK ID: 42632
Town: West Tisbury
Type: Single Family Residence
$2,195,000.00
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This thoughtfully designed post and beam home blends craftsmanship with character, featuring artistic touches throughout that make it truly one-of-a-kind. The kitchen flows beautifully between the main living areas and an inviting dining space surrounded by windows offering access to one of several ...
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LINK ID: 43028
Town: Edgartown
Type: Single Family Residence
$2,195,000.00
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Set on a beautifully landscaped half-acre in Katama, this thoughtfully reimagined ranch is just a short bike ride to South Beach or downtown Edgartown. The main house features 2 bedrooms, 1.5 baths, and a bright, open layout with a fully renovated kitchen (2020) showcasing quartz countertops, stainl...
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LINK ID: 43106
Town: Oak Bluffs
Type: Single Family Residence
$2,195,000.00
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East Chop -- This handsome, meticulously maintained 4-bedroom gambrel roof house, nestled in one of the prime locations of East Chop, has had substantial renovations and upgrades over the years since 2017. The 1st floor includes large living room with dining area and Rumford wood burning fireplace t...
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LINK ID: 43454
Town: Vineyard Haven
Type: Single Family Residence
$2,189,000.00
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WEST CHOP! Farmhouse charm and comfortable elegance define this very spacious 5 Bedroom, 3,200 s/f home that is set on just over an acre on a private wooded lot. Hear the ferry, spot the osprey, and unwind on the back deck. This is your invitation to island living!
The home welcomes you with an exp...
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LINK ID: 43327
Town: Oak Bluffs
Type: Single Family Residence
$2,150,000.00
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Welcome to your dream home! This stunning new construction boasts a coastal feel throughout and is situated on a spacious corner lot. Inside, you'll find luxurious finishes, including Thermador appliances and quartz countertops in the gourmet kitchen including a large pantry with beverage refrigerat...
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LINK ID: 43056
Town: Vineyard Haven
Type: Single Family Residence
$2,150,000.00
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Discover this stunning newly contructed single-family home in the heart of downtown Vineyard Haven. This beautifully crafted 3-bedroom, 3-bathroom residence offers high-end finishes and thoughtful design throughout.
The modern kitchen and bathrooms feature elegant quartz countertops, while tile sho...
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LINK ID: 43404
Town: Edgartown
Type: Single Family Residence
$2,150,000.00
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17 Oakdale Drive is perfectly positioned between Edgartown Village and State Beach. This charming 3-bedroom, 3-bathroom residence offers refined Vineyard living in one of the island’s most desirable locations. Sited on a beautifully landscaped 0.62-acre lot and abutting Edgartown Golf Club propert...
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LINK ID: 43273
Town: Oak Bluffs
Type: Single Family Residence
$2,125,000.00
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Thoughtfully designed post-and-beam home that blends character with modern comfort and flexible living in Tower Ridge. The open-concept main floor features spacious gathering areas, while the finished basement offers a quiet retreat for work, relaxation, or play. The outdoor living space is just as ...
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LINK ID: 42924
Town: Edgartown
Type: Single Family Residence
$2,100,000.00
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This recently constructed home conveniently sits in the center of Edgartown close to Sengekontacket Pond. With 3 bedrooms, 3.5 baths, bright and sunny living areas, and a very spacious and finished lower level, this property is well-designed. Featuring hardwood floors throughout, the open concept ...
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LINK ID: 43373
Town: Chilmark
Type: Unimproved Land
$2,100,000.00
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South shore beachy living in Stonewall Association with private parking and access to a lovely swim and surf beach in a beloved area of Chilmark. There are second floor water views over Squibnocket Point and the Atlantic Ocean. This lot is fully engineered and ready to be built on! Single-family dwe...
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LINK ID: 41919
Town: Vineyard Haven
Type: Single Family Residence
$2,095,000.00
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Nestled in Vineyard Haven, 46 Red Buoy Lane is an exquisite and sophisticated home completed in 2022. This residence offers 4 bedrooms and 3.5 bathrooms and spans a generous 1,816 square feet. The property's unique offering of a one-bedroom apartment in the basement is noteworthy, providing an addit...
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LINK ID: 43516
Town: Oak Bluffs
Type: Single Family Residence
$2,095,000.00
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Nestled within the desirable Lagoon Estates development and set on a beautifully wooded 1.38-acre lot abutting Land Bank property, this expansive and sun-filled home offers versatile living space and a flexible floor plan. The main house features generously sized rooms enhanced by large windows that...
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LINK ID: 43335
Town: Oak Bluffs
Type: Single Family Residence
$2,050,000.00
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On a quiet cul-de-sac in the Bayes Hill neighborhood is this spacious traditional Colonial-style home adorned with charm. As you enter the home from the idyllic covered porch, you are welcomed into the foyer. The home is filled with intimate spaces while offering the opportunity for larger parties t...
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LINK ID: 42860
Town: Oak Bluffs
Type: Single Family Residence
$1,995,000.00
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"Turn-key" offering! This custom cape design with a delightful farmer's porch provides ample opportunities to entertain. Set upon nearly an acre of level and landscaped land with irrigation, it abuts the State Forrest, has an open floor plan with cathedral ceilings and skylights. The three bedroom...
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LINK ID: 43078
Town: Oak Bluffs
Type: Condominium
$1,995,000.00
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East Chop Harbor Front Luxury Condominiums -- This 2-bedroom, 2nd floor, waterfront condominium, the "Tivoli", features outstanding water views of the harbor and the sound beyond all the way to Chappaquiddick. Located just steps from the tennis club, beaches, restaurants, ferries to the mainland and...
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LINK ID: 43096
Town: Oak Bluffs
Type: Condominium
$1,995,000.00
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East Chop Water Front Luxury Condominiums -- This 2-bedroom, waterfront condominium, the "Highlands", features outstanding water views of the harbor, the sound and the Cape beyond and is just steps from the tennis club, beaches, restaurants, ferries to the mainland and downtown. In pristine conditio...
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LINK ID: 43361
Town: Oak Bluffs
Type: Single Family Residence
$1,995,000.00
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ACTIVE UNDER CONTRACT |
This delightful home is on a scenic lot nestled within the Sengekontacket Association. Every room in the home is filled with natural light and beautiful views. It is a very short walking distance to the community boat dock and kayaking, as well as the walking trails of Sengy.
Updated in 2008 by the ...
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LINK ID: 43405
Town: Vineyard Haven
Type: Single Family Residence
$1,995,000.00
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Unique, waterfront property with amazing, 180 degree views of the lagoon from one side of the property, and the Vineyard Haven Harbor on the north side of the property. Zoned both residential and commercial, rarely does such a unique property become available. Elevated above Beach Road and the lag...
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LINK ID: 43467
Town: Oak Bluffs
Type: Single Family Residence
$1,995,000.00
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OPEN HOUSE TUESDAY JULY 8th 11:30am -1:30pm ~ & THURS. JULY 10th 2:00pm - 4:00pm …Welcome to 26 Tia Anna Lane! This exquisite residence is immaculate, stylish, and fully renovated, ready to welcome its new owners! Situated on a beautifully landscaped 0.30-acre lot adorned with vibrant plantings, ...
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LINK ID: 42944
Town: Vineyard Haven
Type: Commercial
$1,990,000.00
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Rocco's Pizza Restaurant located in the vibrant Tisbury Marketplace. This is an Iconic Island Eatery open year-round! For Sale is this "Turnkey" business along with the 2 commercial retail condominiums totaling 1309 sf, which the business occupies. There is also a water view roof-top deck consisting...
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LINK ID: 43390
Town: Chilmark
Type: Unimproved Land
$1,985,000.00
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Premier Build-Ready Lot with Private Beach Access
Get to know Stonewall Association, one of Chilmark’s most sought-after enclaves on the South Shore. This sunny, build-ready parcel offers a rare opportunity to own land with deeded private access to Stonewall Beach—a beloved destination for swimm...
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LINK ID: 42044
Town: Vineyard Haven
Type: Single Family Residence
$1,950,000.00
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Wonderful Tashmoo Wood Association - West Chop. Welcome to this spacious and inviting home in the wonderful Tashmoo Wood Community. Rarely does a Single Family Home come on the market in this Private Association. This four (4) bedroom home, nestled on a private 1 acre lot with a tree lined drivew...
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