Dukes, MA Homes

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  /46

  $1,350,000 Sold Aug 13, 2024

  • 2,096 Sq Ft
  • $644/SF
  • 59 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1993

  140 Tashmoo Ave, Vineyard Haven, MA 02568

  Enjoy the convenience of this centrally located home minutes from The Steamship Authority, Downtown Vineyard Haven, Owen Little Way and Tashmoo Beach. Set just outside the Tashmoo Watershed area this 3 bedroom 2.5 bathroom home sits high on a lovely sloping lot, large enough for a guest house with a Special Permit, and has passed Title 5 inspection with an approved 4 bedroom septic in place.

  Emma Bryant Landmarks at TODAY Real Estate

  140 Tashmoo Ave, Vineyard Haven, MA 02568
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  /9

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 985 Sq Ft

  21 Kennebec Ave Unit 6, Oak Bluffs, MA 02557

  21 Kennebec Ave Unit 6, Oak Bluffs, MA 02557
• 

  

  

  /11

  $530,000

  • Land
  • 0.23 Acre
  • $2,304,348 per Acre

  0 Barnes Rd Unit 32400334, Oak Bluffs, MA 02557

  Located in the heart of Oak Bluffs, this land offering abuts a protected Town park and is within close proximity to the various public access points to the sandy shoreline of Lagoon Pond. With engineering in place for a 1 bedroom home, embrace the unique opportunity to build your own custom residence. Whether you envision a cozy cottage, a modern retreat, or a traditional island dwelling, the

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  0 Barnes Rd Unit 32400334, Oak Bluffs, MA 02557
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  /47

  $1,370,000 Sold Aug 08, 2024

  • 1,344 Sq Ft
  • $1019/SF
  • 11 Days On Market

  • 1 Bed
  • 3 Baths
  • Built 2002

  10 Lauras Way, Oak Bluffs, MA 02557

  Just what you've been waiting for…Peace and tranquility surround this light filled rose covered cottage on Martha’s Vineyard. This meticulously maintained home has been lived in and cared for year around by its original owners and is being offered to the market for the very first time! This property offers the convenience of being just a short walk to town center, the harbor, ferries, and shops,

  Marilyn Moses Ocean Park Realty Inc

  10 Lauras Way, Oak Bluffs, MA 02557
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  /3

  Not Listed For Sale

  Baylis Woods Tashmoo Ave, Tisbury, MA 02568

  Baylis Woods Tashmoo Ave, Tisbury, MA 02568
• 

  

  /11

  $530,000

  • Land
  • 0.23 Acre
  • $2,304,348 per Acre

  0 Barnes Rd Unit 42701, Oak Bluffs, MA 02557

  Located in the heart of Oak Bluffs, this land offering abuts a protected Town park and is within close proximity to the various public access points to the sandy shoreline of Lagoon Pond. With engineering in place for a 1 bedroom home, embrace the unique opportunity to build your own custom residence. Whether you envision a cozy cottage, a modern retreat, or a traditional island dwelling, the

  Alyssa Halisky Wallace & Co. Sotheby's

  0 Barnes Rd Unit 42701, Oak Bluffs, MA 02557
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  /34

  $2,250,000 Sold Aug 08, 2024

  • 1,783 Sq Ft
  • $1262/SF
  • 68 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1978

  338 Bigelow Rd, Vineyard Haven, MA 02568

  Privately located alongside the first and second hole of the Mink Meadows Golf Club golf course, this architectural home in coveted Mink Meadows on 2.12 acres, is in close proximity to the West Chop Club, MINK MEADOWS PRIVATE ASSOCIATION BEACH ACCESS, and the Mink Meadows Golf Club. Recently updated by the owner/accredited architect for Hutker Architects, ample attention to detail was taken into

  Emily Flake Viewpoints; Bobbi Flake Reed, Inc.

  338 Bigelow Rd, Vineyard Haven, MA 02568
• 

  

  /12

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,454 Sq Ft

  3 Fifteenth St S, Edgartown, MA 02539

  3 Fifteenth St S, Edgartown, MA 02539
• 

  

  /35

  $1,575,000

  • 4 Beds
  • 3.5 Baths
  • 2,336 Sq Ft

  8 Schoolhouse Village, Oak Bluffs, MA 02557

  Located in a desirable Oak Bluffs neighborhood, surrounded by mature plantings and attractive colorful landscaping, this property offers a pleasantly appointed 3-bedroom, 2.5-bath home and a recently renovated 1-bedroom, 1-bath apartment above the 2-car garage. The first floor features a spacious living room with a pellet stove and a fabulous great room with a wood-burning stove. French doors

  Stephanie Roache Donnelly + Co.

  8 Schoolhouse Village, Oak Bluffs, MA 02557
• 

  

  /17

  $720,000 Sold Aug 08, 2024

  • 816 Sq Ft
  • $882/SF
  • 88 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1970

  68 Isaac Ave, Oak Bluffs, MA 02557

  Discover the charm of this welcoming 2-bedroom, 1-bathroom ranch, located just a short drive from the lively center of Oak Bluffs. Set on the corner of a quarter-acre lot, the property offers ample opportunity for expansion, allowing you to tailor it into your ideal summer getaway or a cozy year-round haven. The open floor plan sets the stage for effortless customization into the home of your

  Jared Bicknell Compass

  68 Isaac Ave, Oak Bluffs, MA 02557
• 

  

  /17

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 934 Sq Ft

  10 Briarwood Ln, West Tisbury, MA 02575

  10 Briarwood Ln, West Tisbury, MA 02575
• 

  

  /39

  $3,950,000

  • 4 Beds
  • 3 Baths
  • 2,204 Sq Ft

  9 Weston Ave, Oak Bluffs, MA 02557

  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 area and a first floor bedroom with private bath. The 2nd floor offers two guest bedrooms and a master

  Gerrett Conover Landvest MV

  9 Weston Ave, Oak Bluffs, MA 02557
• 

  

  /31

  $2,500,000 Sold Aug 07, 2024

  • 1,520 Sq Ft
  • $1645/SF
  • 51 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1945

  107 & 105 Barnes Rd, Oak Bluffs, MA 02557

  A Rare and Unique Waterfront Offering. This listing consists of two non-contiguous parcels separated by a "paper road". You will sure to be intrigued when you consider the possibilities of what these properties have to offer. 107 Barnes Road has been enjoyed by the same family for generations. The five bedroom home is well set back from the road on over an acre of beautiful land with direct

  Christine Rose Martha's Vineyard Island-Wide Realty

  107 & 105 Barnes Rd, Oak Bluffs, MA 02557
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  /4

  Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,397 Sq Ft

  71,77,79 Edgartown-Vineyard Haven Road & 10 Gamba Rd, Oak Bluffs, MA 02557

  71,77,79 Edgartown-Vineyard Haven Road & 10 Gamba Rd, Oak Bluffs, MA 02557
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  /57

  $3,200,000

  • 4 Beds
  • 4 Baths
  • 3,274 Sq Ft

  70 Spring St, Vineyard Haven, MA 02568

  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 Street Historic District, just two blocks to all the shops, restaurants, galleries, town beach,

  June Flake Viewpoints

  70 Spring St, Vineyard Haven, MA 02568
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  /30

  $820,000 Sold Aug 07, 2024

  • 962 Sq Ft
  • $852/SF
  • 213 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1969

  7 Elm St, Vineyard Haven, MA 02568

  Discover this Martha's Vineyard gem, a charming cottage nestled near the town and bike paths, yet serenely situated down a country lane. With deeded Lagoon Pond access, enjoy kayaking, boating, and swimming at your leisure. The home features two bedrooms, a flexible additional room, and an inviting open-plan living and dining area. Highlighting the property is a 320 sq ft three-season room,

  Jennifer O'hanlon Compass

  7 Elm St, Vineyard Haven, MA 02568
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  /26

  Est $999,159 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  20 Lincoln Ave, Oak Bluffs, MA 02557

  20 Lincoln Ave, Oak Bluffs, MA 02557
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  /3

  $600,000

  • Land
  • 1.16 Acres
  • $517,241 per Acre

  0 Border Rd Unit 2.2 42438, Tisbury, MA 02568

  Sublime hillside site with old growth trees.This property is in the lagoon pond water shed and will require a NitROE denitrification component on the septic system. All information should be verified by the Vineyard Haven Building Department and Board of Health.

  Natalie Conroy Conroy & Company R.E., Inc.

  0 Border Rd Unit 2.2 42438, Tisbury, MA 02568
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  /19

  $876,000 Sold Aug 06, 2024

  • 797 Sq Ft
  • $1099/SF
  • 7 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1900

  37 Circuit Ave Unit 2, Oak Bluffs, MA 02557

  Coastal Living at it's BEST! This newly renovated condo in pristine condition, in the middle of Circuit Ave, awaits a new owner who enjoys the Vineyard in all seasons, but especially the Summer! There are so many things that could be said about this condo and it's location, but all you need to know is that the new owner of this condo will enjoy easy living. The main reason being that you can

  Carol McManus C McManus Realty Group

  37 Circuit Ave Unit 2, Oak Bluffs, MA 02557
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  /11

  Est $821,144 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 370 Sq Ft

  27 E Side Rd, Oak Bluffs, MA 02557

  27 E Side Rd, Oak Bluffs, MA 02557
• 

  

  /24

  $2,445,000

  • 4 Beds
  • 3.5 Baths
  • 2,810 Sq Ft

  4 High Meadow Ln, Oak Bluffs, MA 02557

  Classic Post & Beam set in Meadow View FarmsThis bright and charming four-bedroom home sits on almost an acre of land with endless possibilities and impressive touches throughout.The farmer's porch overlooks an expansive front lawn and offers a warm welcome. The open first floor is sunny with cathedral ceilings and gas fireplace with stonework. The kitchen features granite countertops, Wolf

  Brian Smith Portfolio Real Estate Inc.

  4 High Meadow Ln, Oak Bluffs, MA 02557
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  /6

  $825,000 Sold Aug 06, 2024

  • 1,248 Sq Ft
  • $661/SF
  • 146 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1997

  7 Sachem Way, Oak Bluffs, MA 02557

  Classic ranch-style home located on 0.63 acres. This Oak Bluffs home features 3 bedrooms, 1 bath and a full basement. Convenient to the bike path, school, and YMCA. The possibilities are endless, allowing you to personalize the home to suit your lifestyle.

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  7 Sachem Way, Oak Bluffs, MA 02557
• 

  

  /29

  Est $3,075,659 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,456 Sq Ft

  283 E Chop Dr, Oak Bluffs, MA 02557

  283 E Chop Dr, Oak Bluffs, MA 02557
• 

  

  /51

  $2,300,000

  • 4 Beds
  • 4 Baths
  • 3,274 Sq Ft

  70 Spring St, Vineyard Haven, MA 02568

  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, galleries, town beach, tennis, and ferry. The property also has potential for an additional buildable

  June Flake Viewpoints

  70 Spring St, Vineyard Haven, MA 02568
• 

  /2

  $600,000 Sold Jul 23, 2025

  • 1,568 Sq Ft
  • $383/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  84 12th St S, Edgartown, MA 02539

  Not listed in LINK.

  LINK Email Cache LINK

  84 12th St S, Edgartown, MA 02539
• 

  

  /23

  Est $1,472,299 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 1,872 Sq Ft

  12 Wing Rd, Oak Bluffs, MA 02557

  12 Wing Rd, Oak Bluffs, MA 02557
• 

  

  /49

  $899,000

  • 1 Bed
  • 1 Bath
  • 803 Sq Ft

  26 Winthrop Ave, Oak Bluffs, MA 02557

  Hidden behind a wall of vegetation on Winthrop Avenue this is a little 'oasis' of a piece of land. One bedroom house situated on a 1/3 Acre, 14,810 sq.ft. level lot. One side of the property is lush with vegetation and the opposite side is clear. It is one lot in total and may not be subdivided. The existing house has been lived in year round. Only .6 of a mile to Oak Bluffs Harbor and .5 mile

  Alisan Lohan-Conway Alisan Lohan-Conway Properties

  26 Winthrop Ave, Oak Bluffs, MA 02557
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  /2

  $1,390,000 Sold Jul 22, 2025

  • 1,299 Sq Ft
  • $1070/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  57 Colonial Dr, Vineyard Haven, MA 02568

  Not listed in LINK.

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  57 Colonial Dr, Vineyard Haven, MA 02568
• 

  

  /18

  Est $1,066,400 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 869 Sq Ft

  41 Waterview Rd, Oak Bluffs, MA 02557

  41 Waterview Rd, Oak Bluffs, MA 02557
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  /6

  $1,850,000

  • Land
  • 1.86 Acres
  • $994,624 per Acre

  22 Paddock Rd, Oak Bluffs, MA 02568

  THE PRESERVE at THE WOODLANDS ~ OAK BLUFFS COVETED COMMUNITY of architecturally designed residences. Live in ONE of the most sought-after locations in Oak Bluffs that is conveniently located to town, beaches, harbor, ferry ports, and Farm Neck Golf & Tennis Club. This is a RARE OFFERING to purchase one of the last remaining building lots and develop a family compound. There are underground

  Marilyn Moses Ocean Park Realty Inc

  22 Paddock Rd, Oak Bluffs, MA 02568
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  /2

  $515,000 Sold Jul 15, 2025

  • Land
  • 0.46 Acre
  • $1,119,565 per Acre

  • 0 Days On Market

  64 Deer Run Rd, Oak Bluffs, MA 02568

  Not listed in LINK.

  LINK Email Cache LINK

  64 Deer Run Rd, Oak Bluffs, MA 02568
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  /48

  Est $3,848,454 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,780 Sq Ft

  30 Namas Ave, Oak Bluffs, MA 02557

  30 Namas Ave, Oak Bluffs, MA 02557
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  /9

  $1,445,000

  • 1 Bath
  • 1,283 Sq Ft

  4 Lagoon Pond Rd, Vineyard Haven, MA 02568

  Located at the five corners, this rare commercial property presents an opportunity to set your future business venture up for success. This prime location captures the attention of every single vehicle disembarking the Vineyard Haven Ferry! There are 2.5 parking spots included. Please note that the bike shop business is not for sale. This offering is solely for the real estate. The sellers

  Jarrett Hurwitz Keller Williams Realty

  4 Lagoon Pond Rd, Vineyard Haven, MA 02568
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  /2

  $975,000 Sold Jul 02, 2025

  • 1,056 Sq Ft
  • $923/SF
  • 0 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1974

  28 Second Ave, Oak Bluffs, MA 02557

  Not Listed in LINK

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  28 Second Ave, Oak Bluffs, MA 02557
• 

  

  /32

  Est $1,397,944 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,768 Sq Ft

  196 Spring Hill Rd, Vineyard Haven, MA 02568

  196 Spring Hill Rd, Vineyard Haven, MA 02568
• 

  

  /8

  $1,425,000

  • Land
  • 3.01 Acres
  • $473,422 per Acre

  38 Fire Tower Rd, West Tisbury, MA 02568

  The Tower Hill land, once known as the Dancing Hills, is considered by many a sacred Island space. Standing on the ridge top, you're at one of the highest points on Martha's Vineyard. This 3.01 acre parcel looks out over the trees of Red Farm and the dramatic blue expanse of Vineyard Sound. It's easy to understand why this property is so special. There's a generous designated building envelope of

  Elissa Lash Tea Lane Associates

  38 Fire Tower Rd, West Tisbury, MA 02568
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  /2

  $1,100,000 Sold Jun 17, 2025

  • 2,912 Sq Ft
  • $378/SF
  • 0 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1989

  17 Front St, Oak Bluffs, MA 02557

  Not listed in LINK.

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  17 Front St, Oak Bluffs, MA 02557
• 

  

  /19

  Est $1,095,382 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft

  4 June Ave, Oak Bluffs, MA 02557

  4 June Ave, Oak Bluffs, MA 02557
• 

  

  /26

  $1,345,000

  • 3 Beds
  • 1 Bath
  • 1,150 Sq Ft

  9 Galway Rd, Vineyard Haven, MA 02568

  Tucked away off Old County Road in West Tisbury, this 3 bedroom 1 bath cape home has been owned by the same family for years. Sitting on 1.6 acres in a quiet area that is centrally located on the Island for easy access to up or down Island towns. Short walk to bike path and state forest. West Tisbury residents have access to the lovely Lambert's Cove Beach, with purchased sticker. Included on

  Julianna Flanders Flanders Real Estate

  9 Galway Rd, Vineyard Haven, MA 02568
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  /2

  $630,000 Sold Mar 25, 2025

  • 655 Sq Ft
  • $962/SF
  • 0 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1880

  56 Narragansett Ave Unit 3B, Oak Bluffs, MA 02557

  Not listed in LINK

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  56 Narragansett Ave Unit 3B, Oak Bluffs, MA 02557

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