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view all 330 properties for sale on martha's vineyard
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LINK ID: 45039
Town: Edgartown
Type: Single Family Residence
$2,495,000.00
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Offering exceptional flexibility and potential, this 7-bedroom property is situated on a generous 0.71-acre conforming lot in a charmng and convenient Edgartown neighborhood. Originally built in 1988, the home presents an opportunity to update or reconfigure the space while taking advantage of its s...
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LINK ID: 44300
Town: Oak Bluffs
Type: Single Family Residence
$2,495,000.00
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PRICE CHANGE |
Set along the edge of The Lagoon and Brush Pond, this rare offering captures the essence of classic island living, with expansive water views, on a little known enclave of only 9 homes. The house dates back to 1910 and was thoughtfully renovated in 2019, blending a timeless Vineyard location with a...
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LINK ID: 44822
Town: Aquinnah
Type: Single Family Residence
$2,490,000.00
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Tucked away on more than two acres along a private dirt road, this extensively updated post-and-beam home offers exceptional space and privacy in a peaceful Aquinnah setting. The property is surrounded by woodlands, open fields, streams, and ancient stone walls and is located approximately one mile ...
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LINK ID: 45015
Town: Oak Bluffs
Type: Single Family Residence
$2,490,000.00
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Over 2700 plus square feet of living space~ Located in the desirable Hidden Cove Association, this meticulously maintained home offers waterfront access for boating, swimming, kayaking, and paddleboarding. Explore Major’s Cove, Felix Neck, the Herring Run, and Sengekontacket Pond, with access beyo...
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LINK ID: 44577
Town: Edgartown
Type: Single Family Residence
$2,455,000.00
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Welcome to a beautifully renovated custom contemporary colonial located just 1/3 mile from the Sengekontacket Pond boat landing. Perfect for kayaking, paddleboarding, and coastal living, this builder-owned home seamlessly blends classic Vineyard charm with modern luxury.
The bright, open-concept ma...
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LINK ID: 44630
Town: Edgartown
Type: Condominium
$2,425,000.00
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LUXURIOUS LIVING AWAITS AT THE ICONIC HARBOR VIEW HOTEL CAPTAIN ROWLEY COTTAGE, Unit 62 at 131 N Water Street in Edgartown, a 895-square-foot, two-bedroom, two-bath, second floor condominium that offers a refined island living experience at the crown jewel of Martha’s Vineyard. The legendary Harbo...
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LINK ID: 45022
Town: Edgartown
Type: Unimproved Land
$2,375,000.00
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Introducing this rare opportunity to acquire one or two buildable parcels in a prime Katama neighborhood. Located within a newly created four-lot subdivision, now referred to as 1 & 3 Jane's Way, these two conforming half-acre lots offer an exceptional setting for new construction, just minutes fro...
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LINK ID: 45023
Town: Edgartown
Type: Unimproved Land
$2,375,000.00
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Introducing this rare opportunity to acquire one or two buildable parcels in a prime Katama neighborhood. Located within a newly created four-lot subdivision, now referred to as 1 & 3 Jane's Way, these two conforming half-acre lots offer an exceptional setting for new construction, just minutes fro...
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LINK ID: 44187
Town: Vineyard Haven
Type: Single Family Residence
$2,325,000.00
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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...
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LINK ID: 44200
Town: Edgartown
Type: Single Family Residence
$2,300,000.00
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Close to South Beach! Close to Katama Airpark and nestled in the heart of Katama, 60 Crocker Drive offers a discerning buyer a unique opportunity to renovate a house and guest house. Bring your creativity. With 2 pre-existing structures and a total of 3 bedrooms, you can renovate the existing struc...
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LINK ID: 43708
Town: Edgartown
Type: Single Family Residence
$2,299,000.00
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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...
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LINK ID: 44634
Town: Edgartown
Type: Single Family Residence
$2,295,000.00
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Tucked away down a quiet country road, this one-of-a-kind Chappaquiddick retreat invites you to exhale the moment you arrive. With no visible neighbors and the sounds of nature all around, the property offers a rare sense of privacy, peace, and timeless island charm.
Built in an era when homes were...
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LINK ID: 44942
Town: Vineyard Haven
Type: Single Family Residence
$2,295,000.00
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Nestled on an acre of beautifully landscaped grounds in a tranquil, park-like setting, this home is tucked away on a quiet lane within an established neighborhood. Located just a quarter mile from miles of Land Bank walking trails and less than two miles from Main Street, it offers the perfect oppor...
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LINK ID: 43633
Town: Vineyard Haven
Type: Single Family Residence
$2,290,000.00
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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...
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LINK ID: 44820
Town: Vineyard Haven
Type: Single Family Residence
$2,250,000.00
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Tucked away in a private, beautifully landscaped setting, this charming Vineyard farmhouse offers a wonderful blend of privacy, space, and in-town convenience. Just moments from town, the ferry, and shopping, the four-bedroom, three-bath home sits on a spacious 30,000-square-foot lot with a five-bed...
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LINK ID: 42602
Town: Chilmark
Type: Unimproved Land
$2,250,000.00
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PRICE CHANGE |
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: 44939
Town: Oak Bluffs
Type: Single Family Residence
$2,200,000.00
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Location, location, location: This 1999 home with all the comforts of the 21 st Century is
nestled on a landscaped lot within mellow surroundings. And yet … it’s located within
mere moments of town, beach, bike path, bus line, parks, recreation, Farm Pond and a
Land Bank trail. The situation har...
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LINK ID: 44818
Town: West Tisbury
Type: Single Family Residence
$2,200,000.00
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ACTIVE UNDER CONTRACT |
This enchanting artist-designed property is tucked away on 2.9 private acres in West Tisbury, a thoughtfully composed retreat with pastoral meadows, mature landscaping, and an unmistakable sense of intention and sophisticated taste. The two-bedroom, two-bathroom Main House is complemented by a spaci...
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LINK ID: 44171
Town: Chilmark
Type: Single Family Residence
$2,195,000.00
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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...
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LINK ID: 44396
Town: Vineyard Haven
Type: Single Family Residence
$2,195,000.00
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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...
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LINK ID: 44663
Town: Chilmark
Type: Single Family Residence
$2,195,000.00
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ACTIVE UNDER CONTRACT |
Welcome to 220 North Road, Chilmark, an idyllic, up-island retreat featuring a 4-BR, post-and-beam, main house and 3-BR guest cottage. Set on three private acres, this verdant oasis is surrounded by preserves, walking trails and even an ancient way that leads directly from the property to Middle Lin...
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LINK ID: 44218
Town: Edgartown
Type: Single Family Residence
$2,195,000.00
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A true Chappaquiddick escape — where the outdoors is as much a part of the home as anything inside. Tucked within three acres of park-like grounds, meadows and woodland, this rustic yet comfortable compound of two log houses is built for friends and family who love the land, the water, and everyth...
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LINK ID: 44814
Town: Chilmark
Type: Single Family Residence
$2,195,000.00
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ACTIVE UNDER CONTRACT |
A wonderfully private, peaceful aerie in Chilmark on 3 acres (with a Guest House), featuring a
spacious, high, secluded, wrap-around Deck off of the Living Room and Dining Room. The house is built into the side of a hill which allows more light and 2 areas to be considered "ground level." There is a...
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LINK ID: 45006
Town: West Tisbury
Type: Single Family Residence
$2,195,000.00
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Freshly renovated and thoughtfully designed for effortless island living, this four-bedroom, three-and-a-half-bath home offers a wonderful blend of modern comfort, flexible living spaces, and a prime location near Lambert’s Cove Beach. Set against open sky views, the property captures the relaxed ...
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LINK ID: 43568
Town: Chilmark
Type: Single Family Residence
$2,150,000.00
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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...
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LINK ID: 44085
Town: Edgartown
Type: Single Family Residence
$2,125,000.00
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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...
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LINK ID: 44892
Town: Vineyard Haven
Type: Single Family Residence
$2,095,000.00
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Welcome to 18 Sylvan Avenue, a delightful, custom-crafted four-bedroom, four-bath, contemporary-style home set at the end of a quiet neighborhood road in Vineyard Haven. Surrounded by eight acres of conservation land, the property offers a peaceful setting with a spacious wraparound deck overlooking...
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LINK ID: 44802
Town: Oak Bluffs
Type: Single Family Residence
$2,045,000.00
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East Chop colonial style 2BR/2BA year-round home on East Chop PLUS a separate buildable lot behind the house. The house at 51 Winemack St has a 2-bedroom Title V septic that recently passed inspection, full basement, electric baseboard heat and large yard that allows for expansion potential of the h...
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LINK ID: 44340
Town: Vineyard Haven
Type: Unimproved Land
$2,000,000.00
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1/2 acre of commercial land in the State Road B-2 district. Possibilities are endless for the right business.
Also available, next door, is a commercial building that currently has 10 rental units. $6,000,000....
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LINK ID: 44460
Town: Vineyard Haven
Type: Single Family Residence
$2,000,000.00
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Ideally situated on Main Street in Vineyard Haven, just moments from the Yacht Club and West Chop, this charming four-bedroom, six-bathroom home offers the perfect blend of convenience, comfort, and Island living.
Set on a quarter-acre lot, the property features a private and inviting backyard—id...
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LINK ID: 44301
Town: Vineyard Haven
Type: Single Family Residence
$1,999,500.00
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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...
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LINK ID: 43014
Town: Chilmark
Type: Single Family Residence
$1,995,000.00
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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: 45028
Town: Edgartown
Type: Single Family Residence
$1,995,000.00
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Set on a quiet cud-de-sac near the State Forest, in Dodger's Hole, amidst lovely landscaping with stonework defining a circular driveway & parking. This spacious, well maintained home offers very comfortable living with significant upgrades. Large living room with vaulted ceilings, abundant natura...
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LINK ID: 43221
Town: Aquinnah
Type: Single Family Residence
$1,975,000.00
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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: 44631
Town: Edgartown
Type: Condominium
$1,975,000.00
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LUXURIOUS LIVING AWAITS AT THE ICONIC HARBOR VIEW HOTEL CAPTAIN HUXFORD COTTAGE, Unit 94 at 131 N Water Street in Edgartown, a 730-square-foot, two-bedroom, two-bath, second floor condominium that offers a refined island living experience at the crown jewel of Martha’s Vineyard. The legendary Harb...
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LINK ID: 43812
Town: Vineyard Haven
Type: Single Family Residence
$1,975,000.00
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Brand new construction in the heart of downtown Vineyard Haven! This pristine and thoughtfully designed 3-bedroom, 3-bathroom home offers modern downtown living just steps away from the ferry terminal, restaurants, shops and all that Vineyard Haven has to offer. Where luxury meets sophisticated coas...
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LINK ID: 44303
Town: West Tisbury
Type: Single Family Residence
$1,975,000.00
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ACTIVE UNDER CONTRACT |
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...
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LINK ID: 44445
Town: Chilmark
Type: Unimproved Land
$1,900,000.00
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A rare opportunity to build a private retreat awaits at this 15 acre land parcel centrally located in Chilmark. Once part of the High Mark estate, the property features groves of mature trees planted more than 100 years ago, creating a wondrous, secluded and private setting rarely found anywhere on ...
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LINK ID: 44785
Town: Oak Bluffs
Type: Unimproved Land
$1,895,000.00
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An exceptional offering—the final homesite available within The Preserve at The Woodlands, one of Oak Bluffs’ most coveted residential enclaves. Create a custom coastal retreat in an extraordinary setting where architecturally designed residences, protected conservation land, and the timeless be...
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LINK ID: 44705
Town: Oak Bluffs
Type: Single Family Residence
$1,895,000.00
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Offered fully furnished, this beautifully updated four-bedroom, two-bath home is a rare turnkey opportunity in Oak Bluffs. Thoughtfully updated and meticulously maintained, it is equally well suited as a year-round residence, vacation retreat, or investment property.
Located just 0.8 miles from dow...
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LINK ID: 44758
Town: Vineyard Haven
Type: Multi Family
$1,895,000.00
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Ideally situated just minutes from the ferry, downtown Vineyard Haven, and West Tisbury, this charming, meticulously maintained property offers exceptional flexibility for year-round living, seasonal escape, or income potential.
The main residence features three bedrooms and an inviting open-concep...
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LINK ID: 44950
Town: Edgartown
Type: Single Family Residence
$1,875,000.00
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ACTIVE UNDER CONTRACT |
A peaceful retreat close to Edgartown's amenities, thoughtfully updated and refreshed with a new kitchen and light-filled living spaces, this four bedroom three bath home offers an easy, relaxed setting for family and guests. The main body of the home features one downstairs bedroom with two additi...
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LINK ID: 44940
Town: Edgartown
Type: Single Family Residence
$1,875,000.00
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PRICE CHANGE |
Tucked at the end of a quiet cul-de-sac in the desirable Island Grove neighborhood of Edgartown, this charming three-bedroom, (plus bonus space and 6 bedroom sewer capacity), two-bathroom residence offers a private setting, association amenities and excellent proximity to Edgartown Village and Katam...
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LINK ID: 44928
Town: West Tisbury
Type: Single Family Residence
$1,850,000.00
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Situated down a long driveway, this distinctive West Tisbury property offers a rare combination of privacy, natural beauty, thoughtful design, and exceptional versatility. Designed with passive solar principles, the home takes full advantage of its orientation and abundant natural light. Exposed woo...
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LINK ID: 44049
Town: Edgartown
Type: Single Family Residence
$1,850,000.00
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Discover this turnkey Edgartown home in a prime location near downtown dining and shopping, Edgartown Golf Club, and popular beaches. The refreshed interior features modern flooring, modern LED lighting, bathroom, and a bright kitchen with dark green granite countertops, tall windows, and a vaulted ...
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LINK ID: 44894
Town: Edgartown
Type: Single Family Residence
$1,825,000.00
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Two complete homes on one acre in Edgartown's Smith Hollow neighborhood — a rare find. Set at the end of a paved cul-de-sac, the property gives each house its own septic system, its own landscaped yard, and enough separation for real privacy.
The main house has four bedrooms and two baths, along w...
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LINK ID: 44733
Town: Vineyard Haven
Type: Unimproved Land
$1,800,000.00
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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 heavily 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 ne...
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LINK ID: 44018
Town: Oak Bluffs
Type: Single Family Residence
$1,800,000.00
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Your opportunity in Sengekontacket! Being sold turnkey. This modern home has four bedrooms and three full baths. Large windows and high vaulted ceilings, the home lets in bright natural light. The first floor has three bedrooms and a full bath with double sinks. Beautiful oak and maple floors comple...
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LINK ID: 44193
Town: Vineyard Haven
Type: Commercial
$1,799,000.00
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TISBURY MARKETPLACE offers an active and well-established setting for this beloved eatery. The year 'round destination hub draws proven foot traffic and a healthy commercial environment. Rocco’s Pizzeria anchors the corner of the water view plaza with sustained history and a devoted following. Ope...
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LINK ID: 44918
Town: West Tisbury
Type: Single Family Residence
$1,795,000.00
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This sweet four-bedroom home has fantastic energy and captures the effortless feeling of summer on Martha’s Vineyard. Set high on 2.4 acres along beloved Lamberts Cove Road, the property is just a short walk to Ice House, Lamberts Cove Beach, and Seth’s Pond. Designed for easy enjoyment, the hom...
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