Vineyard Haven, MA Homes

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  /3

  $2,700,000

  • 4 Beds
  • 4.5 Baths
  • 2,750 Sq Ft

  6 Lauras Way, Edgartown, MA 02539

  Coastal Luxury Meets Versatility in EdgartownWelcome to a rare opportunity to own a brand-new, GORGEOUS, custom-built home in Edgartown, set on a sprawling one-acre plot with a stunning detached 900 sq ft accessory dwelling. The main residence opens to an inviting two-story foyer, leading to an expansive, sun-drenched living room featuring a wall of glass sliders that erase the boundary

  Michele Casavant Vineyard Village Realty

  6 Lauras Way, Edgartown, MA 02539
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  $160,000 Sold Nov 14, 2025

  60 Beach Rd Unit 105, Vineyard Haven, MA 02568

  • 1 Bed
  • 1 Bath
  • 381 Sq Ft
  • Built 1958

  Last Sold Summary

  • $420/SF
  • 0 Days On Market

  Current Estimated Value $159,081

  Last Listing Agent Nantucket CompLINK LINK

  60 Beach Rd Unit 105, Vineyard Haven, MA 02568
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  /5

  Est $942,513 Not Listed For Sale

  146 Edgartown Rd, Vineyard Haven, MA 02568

  • 2 Beds
  • 1.5 Baths
  • 864 Sq Ft
  • Built 1958

  146 Edgartown Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 11% Above List Price
  • $1,227/SF
  • 138 Days On Market

  • Last Sold Price $1,060,000
  • Jun 29, 2012

  Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's
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  $439,500

  • Land
  • 24,393 Sq Ft
  • $784,821 per Acre

  5 Candle Maker Cir Unit 1.331, Edgartown, MA 02539

  Located on a quiet cul-de-sac in a private Edgartown neighborhood, this half-acre parcel offers the perfect setting for your Martha's Vineyard home. Centrally located, the property provides easy access to the bike path and State Forest walking trails. With the recent Massachusetts Affordable Homes Act, this lot is now buildable and will include an approved 3-bedroom septic plan. The site allows

  Alyssa Halisky Wallace & Co. Sotheby's

  5 Candle Maker Cir Unit 1.331, Edgartown, MA 02539
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  /29

  $1,150,000 Sold Dec 16, 2025

  52 Old Coach Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1988

  Last Sold Summary

  • 8% Below List Price
  • $887/SF
  • 18 Days On Market

  Current Estimated Value $1,192,428

  Last Listing Agent Kathleen Kendrick Kathleen Kendrick

  52 Old Coach Rd, Vineyard Haven, MA 02568
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  /19

  Est $1,178,574 Not Listed For Sale

  31 Davis St, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,945 Sq Ft
  • Built 1966

  31 Davis St, Vineyard Haven, MA 02568

  Last Sold Summary

  • 8% Above List Price
  • $563/SF
  • 5 Days On Market

  • Last Sold Price $1,095,000
  • May 02, 2025

  Last Listing Agent Sheila Morse Island Real Estate
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  /26

  $1,595,000

  • 5 Beds
  • 3 Baths
  • 1,810 Sq Ft

  22 Old Lighthouse Rd, Vineyard Haven, MA 02568

  This spacious 5-bedroom, 3-bathroom home is located in a quiet enclave off Main Street, Vineyard Haven. Just half a mile to the vibrant restaurant and shopping scene in the village, and even closer to the library, Owen Little Beach, and Yacht Club. Thoughtfully designed across three finished levels featuring hardwood floors, a cozy fireplace, and a seamless layout, the home is ideal for

  Jessie Holtham Wallace & Co. Sotheby's International Realty

  22 Old Lighthouse Rd, Vineyard Haven, MA 02568
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  /37

  $2,495,000 Sold Nov 20, 2025

  16 Mockingbird Dr, Edgartown, MA 02539

  • 4 Beds
  • 6 Baths
  • 2,694 Sq Ft
  • Built 2016

  Last Sold Summary

  • 6% Below List Price
  • $926/SF
  • 146 Days On Market

  Current Estimated Value $2,432,604

  Last Listing Agent Emma Kennedy Sandpiper Realty

  16 Mockingbird Dr, Edgartown, MA 02539
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  /25

  Est $3,933,683 Not Listed For Sale

  36 Burts Way, Vineyard Haven, MA 02568

  • 4 Beds
  • 7 Baths
  • 4,000 Sq Ft
  • Built 2004

  36 Burts Way, Vineyard Haven, MA 02568

  Last Sold Summary

  • 33% Above List Price
  • $738/SF
  • 19 Days On Market

  • Last Sold Price $2,950,000
  • Jul 17, 2012

  Last Listing Agent Lynn Buder Sandpiper Realty
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  /8

  $925,000

  • 2 Beds
  • 1 Bath
  • 806 Sq Ft

  260 The Blvd, Edgartown, MA 02539

  Two-bedroom, one bath, renovated cottage in Ocean Heights, Edgartown, offering a classic island “camp” charm with a thoroughly modern interior. Over three phases of work (2001, 2021, 2025), the owners have rebuilt key exterior elements, upgraded major systems, and fully refreshed the living space to create a cozy move-in-ready home. The central living area features a cathedral ceiling and large

  Sean Federowicz Landmarks at TODAY Real Estate

  260 The Blvd, Edgartown, MA 02539
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  /2

  $1,775,000 Sold Mar 02, 2026

  14 Chapman Ave, Oak Bluffs, MA 02557

  • 5 Beds
  • 2 Baths
  • 1,469 Sq Ft
  • Built 1890

  Last Sold Summary

  • $1,208/SF
  • 0 Days On Market

  Current Estimated Value $1,611,258

  Last Listing Agent LINK Email Cache LINK

  14 Chapman Ave, Oak Bluffs, MA 02557
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  /2

  Est $1,811,851 Not Listed For Sale

  39 Burts Way, Vineyard Haven, MA 02568

  • 3 Beds
  • 3 Baths
  • 2,068 Sq Ft
  • Built 1965

  39 Burts Way, Vineyard Haven, MA 02568

  Last Sold Summary

  • 2% Above List Price
  • $858/SF
  • 0 Days On Market

  • Last Sold Price $1,775,000
  • Mar 04, 2015

  Last Listing Agent Lynn Buder Sandpiper Realty
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  $674,000 Pending

  • Land
  • 21,344 Sq Ft
  • $1,375,510 per Acre

  56 Holmes Hole Rd Unit 10, Oak Bluffs, MA 02568

  Presenting a unique opportunity to acquire a wooded level lot located on Holmes Hole Road in Oak Bluffs, encompassing a .49-acre parcel situated within a Residential Urban (RU) zoning district. This property offers a serene environment ideal for constructing a home while remaining conveniently close to the town's amenities. There is potential for developing a 3-bedroom residence utilizing either

  Marilyn Moses Ocean Park Realty Inc

  56 Holmes Hole Rd Unit 10, Oak Bluffs, MA 02568
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  /16

  $800,000 Sold Sep 04, 2025

  21 Norris Ave, Vineyard Haven, MA 02568

  • 2 Beds
  • 1 Bath
  • 1,086 Sq Ft
  • Built 1948

  Last Sold Summary

  • $737/SF
  • 16 Days On Market

  Current Estimated Value $814,874

  Last Listing Agent Rene Ben David Ocean Park Realty Inc

  21 Norris Ave, Vineyard Haven, MA 02568
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  /2

  Est $1,861,479 Not Listed For Sale

  201 Lagoon Pond Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 2 Baths
  • 1,676 Sq Ft
  • Built 1870

  201 Lagoon Pond Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 6% Below List Price
  • $1,047/SF

  • Last Sold Price $1,755,000

  Last Listing Agent Janna O'Loughlin Portfolio Properties
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  $625,000 Under Contract

  • Land
  • 11,996 Sq Ft
  • $2,269,426 per Acre

  77 Sixth St N Unit 160, Edgartown, MA 02539

  *All information should be confirmed with the town boards. From BOH - Lot can support a 2 bedroom system with a standard Title 5 or 3 bedrooms with an enhanced system.From Water Department - Town water runs down Sixth Street N. Buyer will need to hook up from the road.From Building/Zoning Department - Lot can support a house and an ADU, by right, with proper permitting.From Wastewater

  Sheila Morse Island Real Estate

  77 Sixth St N Unit 160, Edgartown, MA 02539
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  $941,000 Sold Oct 03, 2025

  4 Quail Run Unit 7, Oak Bluffs, MA 02557

  • 2 Beds
  • 1.5 Baths
  • 1,323 Sq Ft
  • Built 1972

  Last Sold Summary

  • $711/SF
  • 52 Days On Market

  Current Estimated Value $937,298

  Last Listing Agent Janna O'Loughlin Portfolio Properties

  4 Quail Run Unit 7, Oak Bluffs, MA 02557
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  /25

  Est $1,204,676 Not Listed For Sale

  160 Causeway Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,776 Sq Ft
  • Built 1948

  160 Causeway Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 19% Above List Price
  • $570/SF
  • 115 Days On Market

  • Last Sold Price $1,012,500
  • Dec 12, 2024

  Last Listing Agent Karen Overtoom Karen M. Overtoom R.E.
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  $950,000

  • 3 Beds
  • 1.5 Baths
  • 1,395 Sq Ft

  119 N William St, Vineyard Haven, MA 02568

  A rare opportunity to own a historic Martha’s Vineyard home just moments from town. Originally built in 1900, this charming 3-bedroom, 1.5 bath home in Vineyard Haven offers 1,395 sq ft of living space on a 0.20-acre lot, blending classic island character with an unbeatable location! Enjoy the ease of walk-to-town living in Vineyard Haven, with nearby access to shops, restaurants, the harbor and

  Kelly Mercier The Agency

  119 N William St, Vineyard Haven, MA 02568
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  /26

  $782,000 Sold Mar 06, 2026

  24 School St, Oak Bluffs, MA 02557

  • 2 Beds
  • 1 Bath
  • 861 Sq Ft
  • Built 1925

  Last Sold Summary

  • 11% Below List Price
  • $908/SF
  • 86 Days On Market

  Current Estimated Value $818,424

  Last Listing Agent Stephanie Roache Donnelly + Co.

  24 School St, Oak Bluffs, MA 02557
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  /2

  Est $593,258 Not Listed For Sale

  92 Rogers Farm Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 1 Bath
  • 1,189 Sq Ft
  • Built 1900

  92 Rogers Farm Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 15% Below List Price
  • $433/SF

  • Last Sold Price $515,000

  Last Listing Agent Lesley Heidt Sandpiper Realty
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  $899,000 Pending

  • Land
  • 4.2 Acres
  • $214,048 per Acre

  5A2.12 State Rd, Tisbury, MA 02568

  This is a beautiful 3.5 acre piece of land! Stunning and Peaceful!

  Fred Mascolo Jane Brown Assoc.

  5A2.12 State Rd, Tisbury, MA 02568
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  /49

  $1,650,000 Sold Apr 28, 2026

  39 Iron Hill Rd, Oak Bluffs, MA 02557

  • 5 Beds
  • 5.5 Baths
  • 4,334 Sq Ft
  • Built 1987

  Last Sold Summary

  • 6% Below List Price
  • $381/SF
  • 2 Days On Market

  Current Estimated Value $2,020,682

  Last Listing Agent Wendy Harman Compass | Point B

  39 Iron Hill Rd, Oak Bluffs, MA 02557
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  /19

  Est $999,369 Not Listed For Sale

  238 State Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 1 Bath
  • 1,184 Sq Ft
  • Built 1920

  238 State Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 8% Above List Price
  • $781/SF
  • 83 Days On Market

  • Last Sold Price $925,000
  • Mar 13, 2024

  Last Listing Agent Elissa Lash Tea Lane Associates
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  /21

  $975,000

  • Land
  • 11,621 Sq Ft
  • $3,654,423 per Acre

  31 Temahigan Ave Unit 139.1, Oak Bluffs, MA 02568

  HEAD START BUILD OPPORTUNITY IN OAK BLUFFS WITH POTENTIAL WATER VIEWS OF THE VINEYARD HAVEN HARBOR. Rare opportunity to secure a prime parcel in a sought-after Oak Bluffs location with valuable groundwork already in place and potential views of Vineyard Haven Harbor. The property features an existing foundation and on-site materials, offering a meaningful head start for buyers looking to build

  J.R. Ross Portfolio Properties

  31 Temahigan Ave Unit 139.1, Oak Bluffs, MA 02568
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  /20

  $975,000 Sold Sep 30, 2025

  32 Beach Rd, Oak Bluffs, MA 02557

  • 3 Beds
  • 2 Baths
  • 836 Sq Ft
  • Built 1920

  Last Sold Summary

  • 7% Below List Price
  • $1,166/SF
  • 29 Days On Market

  Last Listing Agent Bonnie Pierce Wallace & Co. Sotheby's

  32 Beach Rd, Oak Bluffs, MA 02557
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  /23

  Est $1,207,593 Not Listed For Sale

  180 Main St Unit 30, Vineyard Haven, MA 02568

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1860

  180 Main St Unit 30, Vineyard Haven, MA 02568

  Last Sold Summary

  • 3% Above List Price
  • $904/SF
  • 96 Days On Market

  • Last Sold Price $1,175,000
  • Dec 20, 2024

  Last Listing Agent Sean Federowicz Landmarks at TODAY Real Estate
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  $1,600,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  1 Red Arrow Rd, Vineyard Haven, MA 02568

  South Mountain designed and built, energy efficient home that takes excellent advantage of the 3-acre parcel's southerly orientation with both passive solar gain and solar panels. The sun-lit great room combines living room, dining and kitchen and opens out onto the lovely screened porch and patio beyond. The original 3-bedroom home was thoughtfully expanded by buiding out finished space in the

  Candy DaRosa Feiner Real Estate

  1 Red Arrow Rd, Vineyard Haven, MA 02568
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  $1,950,000 Sold Jul 02, 2025

  51 Black Brook Crossing Rd, West Tisbury, MA 02568

  • 4 Beds
  • 2.5 Baths
  • 2,691 Sq Ft
  • Built 1976

  Last Sold Summary

  • 6% Below List Price
  • $725/SF
  • 30 Days On Market

  Last Listing Agent Brenda Galligan Karen M. Overtoom R.E.

  51 Black Brook Crossing Rd, West Tisbury, MA 02568
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  Est $1,846,983 Not Listed For Sale

  70 Tashmoo Ave, Vineyard Haven, MA 02568

  • 5 Beds
  • 4 Baths
  • 3,298 Sq Ft
  • Built 1920

  70 Tashmoo Ave, Vineyard Haven, MA 02568

  Last Sold Summary

  • 23% Above List Price
  • $455/SF
  • 88 Days On Market

  • Last Sold Price $1,500,000
  • Aug 22, 2024

  Last Listing Agent Tina Miller Donnelly + Co.
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  /24

  $925,000 Pre-Foreclosure

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  67 Hudson Ave, Oak Bluffs, MA 02557

  Located in a convenient Oak Bluffs setting, this 2-bedroom, 2-bath home offers approximately 1,000 square feet of living space on a generous .69-acre lot. Built in 2014, the property presents an excellent opportunity for a year-round residence, vacation getaway, or investment.The property is being sold as is. Buyers and their agents are encouraged to perform their own due diligence and verify

  Marilyn Moses Ocean Park Realty Inc

  67 Hudson Ave, Oak Bluffs, MA 02557
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  /22

  $1,164,000 Sold Aug 12, 2025

  110 Daggett Ave, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • Built 1921

  Last Sold Summary

  • 22% Below List Price
  • $705/SF
  • 106 Days On Market

  Current Estimated Value $1,172,912

  Last Listing Agent Kate Burnside Portfolio Properties

  110 Daggett Ave, Vineyard Haven, MA 02568
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  /2

  Est $1,223,128 Not Listed For Sale

  26 Daggett Ave, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,308 Sq Ft
  • Built 1904

  26 Daggett Ave, Vineyard Haven, MA 02568

  Last Sold Summary

  • 1% Below List Price
  • $942/SF

  • Last Sold Price $1,232,500

  Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's
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  /19

  $1,195,000

  • 3 Beds
  • 2 Baths
  • 1,164 Sq Ft

  3 Kims Way, Oak Bluffs, MA 02557

  Recently updated Oak Bluffs ranch-style home ideally located near Downtown and Oak Bluffs Harbor. Step inside to discover vaulted ceilings and an airy open floor plan that seamlessly connects the living room, dining area, and a spacious kitchen featuring granite countertops and updated appliances. The private primary suite is thoughtfully positioned off the main living area and offers a full bath

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  3 Kims Way, Oak Bluffs, MA 02557
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  $2,000,000 Sold Feb 11, 2026

  34 Massasoit Ave, Oak Bluffs, MA 02557

  • 6 Beds
  • 3.5 Baths
  • 1,616 Sq Ft
  • Built 1900

  Last Sold Summary

  • $1,238/SF
  • 0 Days On Market

  Current Estimated Value $1,548,912

  Last Listing Agent Lisa Lucier Anchor Realty of Martha's Vineyard

  34 Massasoit Ave, Oak Bluffs, MA 02557
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  Not Listed For Sale

  301 Main St, Vineyard Haven, MA 02568

  • 4 Beds
  • 4 Baths
  • 1,632 Sq Ft
  • Built 1900

  301 Main St, Vineyard Haven, MA 02568

  Last Sold Summary

  • $699/SF

  • Last Sold Price $1,140,000

  Last Listing Agent Madelyn Silvia Wallace & Co. Sotheby's
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  /2

  $1,250,000

  • 1 Bed
  • 1 Bath
  • 855 Sq Ft

  0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568

  Unique new construction opportunity on Pennsylvania Ave in Oak Bluffs! Offered preconstruction so there is the ability to customize, this modern carriage house includes a spacious 1-bedroom apartment (855 sq ft with full kitchen, living room and bathroom) above a 2-car garage. Ideal for year round or seasonal residents, or businesses seeking to solve workforce housing needs along with secure

  Peyton Wallace Studio Realty

  0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568
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  /30

  $946,500 Sold Mar 11, 2026

  22 Clark Ave, Vineyard Haven, MA 02568

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft
  • Built 1967

  Last Sold Summary

  • 4% Below List Price
  • $939/SF
  • 82 Days On Market

  Current Estimated Value $1,039,475

  Last Listing Agent Helena Kirschenbaum Studio Realty

  22 Clark Ave, Vineyard Haven, MA 02568
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  /2

  Est $2,367,423 Not Listed For Sale

  51 Hatch Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 3 Baths
  • 2,066 Sq Ft
  • Built 1910

  51 Hatch Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 21% Below List Price
  • $944/SF

  • Last Sold Price $1,950,000

  Last Listing Agent Judy Federowicz Landmarks at TODAY Real Estate
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  /27

  $2,825,000

  • 5 Beds
  • 2 Baths
  • 2,386 Sq Ft

  187 Lagoon Pond Rd, Vineyard Haven, MA 02568

  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 sits on 1.5 acres of pastoral land and offers 5 bedrooms, 2 full baths, solar panels, barn, and a newly

  Erin Leighton Compass

  187 Lagoon Pond Rd, Vineyard Haven, MA 02568

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