Martha's Vineyard, MA Homes

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  /2

  $1,500,000 Sold Feb 11, 2026

  34 Massasoit Ave, Oak Bluffs, MA 02557

  • 6 Beds
  • 3.5 Baths
  • 1,617 Sq Ft
  • Built 1900

  Last Sold Summary

  • 9% Below List Price
  • $928/SF
  • 31 Days On Market

  Current Estimated Value $1,648,312

  Last Listing Agent Lisa Lucier Anchor Realty of MV

  34 Massasoit Ave, Oak Bluffs, MA 02557
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  /29

  Est $1,124,161 Not Listed For Sale

  129 Lagoon Ave, Vineyard Haven, MA 02568

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft
  • Built 1983

  129 Lagoon Ave, Vineyard Haven, MA 02568

  Last Sold Summary

  • 13% Above List Price
  • $864/SF
  • 12 Days On Market

  Last Sold Price $995,000

  Last Listing Agent Hope O'Brien Compass Massachusetts, LLC
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  /41

  $8,900,000 Pre-Foreclosure

  • 8 Beds
  • 9 Baths
  • 8,560 Sq Ft

  150 E Chop Dr, Oak Bluffs, MA 02557

  Big Bluff. The crown jewel of East Chop. Timeless elegance and unmatched craftsmanship on the shores of Martha’s Vineyard. Renowned architect M. Hutker and preeminent builder J.G.Early teamed up to create this magnificent waterfront estate. 8,500 Sq. ft. of pure luxury. Open-concept living with large picture windows, a chef’s kitchen with island, high-end appliances, wet bar, and sunlit breakfast

  Moira Lown Coldwell Banker Realty - Wellesley

  150 E Chop Dr, Oak Bluffs, MA 02557
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  /28

  $1,400,000 Sold Nov 26, 2025

  5 Scottys Ln, Vineyard Haven, MA 02568

  • 4 Beds
  • 1.5 Baths
  • 1,592 Sq Ft
  • Built 1968

  Last Sold Summary

  • 22% Below List Price
  • $879/SF
  • 126 Days On Market

  Current Estimated Value $1,448,099

  Last Listing Agent Idalyn Macchia Gilstad Wallace & Co. Sotheby's

  5 Scottys Ln, Vineyard Haven, MA 02568
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  /41

  Est $2,254,785 Not Listed For Sale

  70 Marthas Rd, Edgartown, MA 02539

  • 3 Beds
  • 2.5 Baths
  • 1,875 Sq Ft
  • Built 2000

  70 Marthas Rd, Edgartown, MA 02539

  Last Sold Summary

  • $1,200/SF
  • 3 Days On Market

  Last Sold Price $2,250,000

  Last Listing Agent Melanie Prescott Compass
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  /26

  $3,895,000

  • 4 Beds
  • 4 Baths
  • 1,590 Sq Ft

  99 Cooke St, Edgartown, MA 02539

  LUXURY COTTAGE-STYLE LIVING IN THE VILLAGE – WITH A POOL! This updated classic cottage is located in the heart of Edgartown Village, less than a quarter mile to Main Street. Upon arrival, you are greeted by a spacious porch and elegant French door entry that lead you into the dramatic foyer. The open living plan with kitchen, dining, and living area is light and bright. The first floor opens out

  Bonnie Pierce Wallace & Co. Sotheby's

  99 Cooke St, Edgartown, MA 02539
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  /25

  $917,500 Sold Mar 10, 2025

  40 Hidden Cove Rd Unit 15, Oak Bluffs, MA 02557

  • 3 Beds
  • 2.5 Baths
  • 1,898 Sq Ft
  • Built 1983

  Last Sold Summary

  • 13% Below List Price
  • $483/SF
  • 140 Days On Market

  Last Listing Agent Stephanie Roache Donnelly + Co

  40 Hidden Cove Rd Unit 15, Oak Bluffs, MA 02557
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  /24

  Est $1,441,478 Not Listed For Sale

  92 Winyah Cir, Vineyard Haven, MA 02568

  • 4 Beds
  • 2 Baths
  • 2,625 Sq Ft
  • Built 1983

  92 Winyah Cir, Vineyard Haven, MA 02568

  Last Sold Summary

  • 26% Above List Price
  • $434/SF
  • 78 Days On Market

  Last Sold Price $1,140,000

  Last Listing Agent Doug Burke Cronigs Real Estate
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  /31

  $4,695,000

  • 3 Beds
  • 2 Baths
  • 1,716 Sq Ft

  16 Frog Hollow, Vineyard Haven, MA 02568

  Downtown Vineyard Haven with Harbor Views. Positioned between the energy of Main Street and the quiet prestige of West Chop, this location delivers a rare balance of downtown access, privacy, and harbor frontage.Built in 2015, the three-bedroom, two-bath modern ranch is designed for easy first-floor living with expansive water views. Wide, harbor-facing windows showcase the meadow and water

  Rose Ryley Wallace & Co. Sotheby's

  16 Frog Hollow, Vineyard Haven, MA 02568
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  /15

  $975,000 Sold May 02, 2025

  15 14th St N, Edgartown, MA 02539

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft
  • Built 2018

  Last Sold Summary

  • 19% Below List Price
  • $923/SF
  • 55 Days On Market

  Current Estimated Value $1,169,654

  Last Listing Agent Mike Sawyer Sawyer Realty Group

  15 14th St N, Edgartown, MA 02539
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  /34

  Est $1,807,191 Not Listed For Sale

  21 Llewellyn Way, Edgartown, MA 02539

  • 2 Beds
  • 2 Baths
  • 1,450 Sq Ft
  • Built 1988

  21 Llewellyn Way, Edgartown, MA 02539

  Last Sold Summary

  • 29% Above List Price
  • $965/SF
  • 31 Days On Market

  Last Sold Price $1,399,000

  Last Listing Agent Joe & Nicole Holland Vineyard Dream Realty LLC
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  /40

  $1,295,000 Open House 3/28

  • 3 Beds
  • 1 Bath
  • 1,033 Sq Ft

  9 Brunswick Ave, Oak Bluffs, MA 02557

  PRIME LOCATION! Beautifully Renovated in Oak Bluffs! This move-in ready home at 9 Brunswick Ave has been thoughtfully and extensively UPDATED inside and out. Enjoy peace of mind with a NEW septic system, siding, windows, water line from the street, and upgraded electrical and plumbing. The interior boasts NEW flooring, insulation, fresh paint, a stylishly renovated kitchen, and efficient new

  Alice Pierce Coldwell Banker Realty - Martha's Vineyard

  9 Brunswick Ave, Oak Bluffs, MA 02557
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  /34

  $3,746,925 Sold Nov 14, 2025

  39 Sengekontacket Rd, Edgartown, MA 02539

  • 4 Beds
  • 3.5 Baths
  • 2,861 Sq Ft
  • Built 1974

  Last Sold Summary

  • 8% Below List Price
  • $1,310/SF
  • 114 Days On Market

  Current Estimated Value $3,466,683

  Last Listing Agent Jayne Isford Ocean Park Realty Inc

  39 Sengekontacket Rd, Edgartown, MA 02539
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  /4

  Est $3,701,748 Not Listed For Sale

  22 Herring Creek Rd, Edgartown, MA 02539

  • 3 Beds
  • 5 Baths
  • 4,000 Sq Ft
  • Built 2022

  22 Herring Creek Rd, Edgartown, MA 02539

  Last Sold Summary

  • 9% Above List Price
  • $850/SF
  • 103 Days On Market

  Last Sold Price $3,400,000

  Last Listing Agent Michele Casavant Vineyard Village Realty
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  /30

  $985,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,008 Sq Ft

  22 Clark Ave, Vineyard Haven, MA 02568

  A Sweet Spot to call Home. West Chop charms are many in this delightful setting. Acres upon acres of nearby conservation trails make walks, hikes and bike rides an easy daily appeal. Equal distance to Owen Little Way town beach and Vineyard Haven Main Street shops and amenities as well as harbor and ferry port. This move-in ready Clark Avenue abode offers the magic formula of single level living

  Helena Kirschenbaum Studio Realty

  22 Clark Ave, Vineyard Haven, MA 02568
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  /2

  $24,000,000 Sold Jan 28, 2026

  177 Katama Rd, Edgartown, MA 02539

  • 5 Beds
  • 4 Baths
  • 3,728 Sq Ft
  • Built 1900

  Last Sold Summary

  • $6,438/SF
  • 0 Days On Market

  Current Estimated Value $30,147,172

  Last Listing Agent Thomas Leclair Landvest MV

  177 Katama Rd, Edgartown, MA 02539
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  /23

  Est $1,341,483 Not Listed For Sale

  201 Spring St, Vineyard Haven, MA 02568

  • 4 Beds
  • 2 Baths
  • 2,080 Sq Ft
  • Built 1976

  201 Spring St, Vineyard Haven, MA 02568

  Last Sold Summary

  • 25% Above List Price
  • $517/SF
  • 225 Days On Market

  Last Sold Price $1,075,000

  Last Listing Agent Kristin Buck Donnelly + Co.
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  /16

  $1,295,000

  • Land
  • 4.4 Acres
  • $294,318 per Acre

  37 Bijah's Way Unit 96, 101, 102, Chilmark, MA 02535

  This quiet and lovely four-and-a-half-acre lot in Chilmark is set on a gentle rise, bounded on one side by an old stone wall. The land features graceful trees and a distant water view is possible from a second floor. The lot has been staked, including a proposed home site at the highest elevation. There are so many outstanding possibilities for a future Buyer to build their dream home on this

  Elissa Lash Tea Lane Associates

  37 Bijah's Way Unit 96, 101, 102, Chilmark, MA 02535
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  /11

  $749,000 Sold Apr 14, 2025

  488 Lighthouse Rd, Aquinnah, MA 02535

  • 1 Bed
  • 0.5 Baths
  • 240 Sq Ft
  • Built 1980

  Last Sold Summary

  • $3,121/SF
  • 0 Days On Market

  Current Estimated Value $1,328,955

  Last Listing Agent Meg Bodnar Tea Lane Associates

  488 Lighthouse Rd, Aquinnah, MA 02535
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  /16

  Est $1,806,433 Not Listed For Sale

  8 Marsh Hawk Cir, Edgartown, MA 02539

  • 5 Beds
  • 2 Baths
  • 1,632 Sq Ft
  • Built 1980

  8 Marsh Hawk Cir, Edgartown, MA 02539

  Last Sold Summary

  • 3% Above List Price
  • $1,072/SF
  • 27 Days On Market

  Last Sold Price $1,750,000

  Last Listing Agent Emma Kennedy Sandpiper Realty
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  /52

  $4,900,000

  • 5 Beds
  • 5.5 Baths
  • 5,394 Sq Ft

  23 Pinehurst Rd, Edgartown, MA 02539

  New Construction in Edgartown with a heated saltwater POOL, GUEST HOUSE and PRIMARY HOME, all within close proximity to Main Street, Edgartown. This gorgeous four bedroom gambrel home offers comfort and ease of coastal luxurious living. The primary home welcomes you with a two story foyer which opens to a large great room with a gourmet kitchen, with a bar area and a central island offering

  Michele Casavant Vineyard Village Realty

  23 Pinehurst Rd, Edgartown, MA 02539
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  /17

  $700,000 Sold Jun 20, 2025

  2 Fisk Ave, Oak Bluffs, MA 02557

  • 3 Beds
  • 1 Bath
  • 725 Sq Ft
  • Built 1870

  Last Sold Summary

  • 7% Below List Price
  • $966/SF
  • 111 Days On Market

  Current Estimated Value $759,178

  Last Listing Agent Julie Walker Century 21 North East

  2 Fisk Ave, Oak Bluffs, MA 02557
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  /43

  Not Listed For Sale

  39 Sarita Walker Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 3.5 Baths
  • 2,674 Sq Ft
  • Built 1830

  39 Sarita Walker Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • $1,370/SF
  • 306 Days On Market

  Last Sold Price $3,662,500

  Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's International Realty
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  /46

  $1,200,000 Pending

  • 3 Beds
  • 3 Baths
  • 1,750 Sq Ft

  185 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568

  Experience sun-drenched living in one of Tashmoo Woods’ most desirable floor plans. This beautifully maintained 3-bedroom, 3-bath home offers full access to the coveted Tashmoo Woods amenities, including a pristine pool and pool house, multiple tennis courts, a children’s play area, a private launch on Lake Tashmoo, and a beautiful Association beach on the Sound. Inside, soaring ceilings and

  Candy DaRosa Feiner Real Estate

  185 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568
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  /21

  $1,325,000 Sold Aug 29, 2025

  19 S Vine Ln, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,982 Sq Ft
  • Built 1992

  Last Sold Summary

  • 17% Below List Price
  • $669/SF
  • 89 Days On Market

  Current Estimated Value $1,495,267

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

  19 S Vine Ln, Vineyard Haven, MA 02568
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  /13

  Est $4,056,406 Not Listed For Sale

  144 Pond View Farm Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1996

  144 Pond View Farm Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 8% Below List Price
  • $3,385/SF
  • 104 Days On Market

  Last Sold Price $4,400,000

  Last Listing Agent Brenda Codding Up Island Realty
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  /15

  $2,490,000

  • Land
  • 7.08 Acres
  • $351,695 per Acre

  2 Jacob's Neck Rd Unit 2, Edgartown, MA 02539

  Build your dream home or homes on the special 7.1 acre private wooded property surrounding a beautiful 4.5 acre meadow in the grand Boldwater Association (BWA) on the glorious Edgartown Great Pond with approx. 3,000 ft of private barrier beach. BWA is 40 homesites on 450 acres with 150 acres of conservation abutting another 1,500 acres of conservation and a few large estates - all convenient to

  Robert Kenney Tea Lane Associates

  2 Jacob's Neck Rd Unit 2, Edgartown, MA 02539
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  /55

  $15,000,000 Sold Apr 09, 2025

  8 Snail Rd, Chilmark, MA 02535

  • 6 Beds
  • 7 Baths
  • 6,967 Sq Ft
  • Built 2006

  Last Sold Summary

  • 7% Above List Price
  • $2,153/SF
  • 25 Days On Market

  Current Estimated Value $3,678,000

  Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's International Realty

  8 Snail Rd, Chilmark, MA 02535
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  /42

  Est $1,868,960 Not Listed For Sale

  44 Music St, Vineyard Haven, MA 02568

  • 4 Beds
  • 5 Baths
  • 2,172 Sq Ft
  • Built 1984

  44 Music St, Vineyard Haven, MA 02568

  Last Sold Summary

  • 2% Below List Price
  • $875/SF
  • 66 Days On Market

  Last Sold Price $1,900,000

  Last Listing Agent Jill Napior Tea Lane Associates
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  /13

  $1,150,000

  • Land
  • 2.02 Acres
  • $569,307 per Acre

  00 Old Field Rd, Aquinnah, MA 02535

  The nearby roar of the Atlantic can be heard from this pristine two-acre building opportunity in Aquinnah, ideally located at the end of Old Field Road with easy access from Moshup Trail. A storybook walking path through woods and fields over an easement bordering a majestic beetlebung grove and over a bubbling stream, leads directly to the entrance of cherished Philbin Beach. A thoughtfully

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  00 Old Field Rd, Aquinnah, MA 02535
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  /23

  $1,500,000 Sold Sep 25, 2025

  190 Longview Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1995

  Last Sold Summary

  • 15% Below List Price
  • $1,071/SF
  • 43 Days On Market

  Current Estimated Value $1,543,077

  Last Listing Agent Kathleen Kendrick Kendrick Real Estate

  190 Longview Rd, Vineyard Haven, MA 02568
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  /23

  Est $1,944,877 Not Listed For Sale

  50 Campbell Rd, Vineyard Haven, MA 02568

  • 2 Beds
  • 2 Baths
  • 1,370 Sq Ft
  • Built 1994

  50 Campbell Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 3% Below List Price
  • $1,460/SF
  • 16 Days On Market

  Last Sold Price $2,000,000

  Last Listing Agent Julianna Flanders Flanders Real Estate
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  /7

  $599,000

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568

  Enjoy effortless year-round living with easy access to Vineyard Haven’s downtown shops, restaurants, the harbor, ferry, and nearby beaches. Bright and inviting first-floor three-bedroom, two-bath condo in the sought-after Causeway Harborview association. The association offers practical amenities—including a shared pool, ample storage, and on-site laundry—that support a comfortable lifestyle in

  Emma Kennedy Sandpiper Realty, Inc.

  124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568
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  /4

  $1,800,000 Sold Dec 02, 2025

  16 Schoolhouse Rd, Edgartown, MA 02539

  • 4 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 1999

  Last Sold Summary

  • 8% Below List Price
  • $1,029/SF
  • 144 Days On Market

  Current Estimated Value $1,882,410

  Last Listing Agent Lesley Heidt Sandpiper Realty Inc

  16 Schoolhouse Rd, Edgartown, MA 02539
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  /6

  Est $2,994,550 Not Listed For Sale

  71 Runner Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 3 Baths
  • 1,935 Sq Ft
  • Built 1982

  71 Runner Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 9% Below List Price
  • $1,703/SF
  • 0 Days On Market

  Last Sold Price $3,295,000

  Last Listing Agent Dawn Bellante-Holand Sandpiper Realty
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  /63

  $3,995,000

  • 7 Beds
  • 6 Baths
  • 9,686 Sq Ft

  56 N Neck Rd, Edgartown, MA 02539

  A RARE CHAPPAQUIDDICK LEGACY ESTATE WITH BEACH ACCESS— Privacy & Island Living at its finest. Step into a world where time slows, ocean breezes carry the scent of salt and cedar, and each day begins and ends with the relaxing sounds of the local fauna and the Vineyard Sound. This 18.4-acre multi-residence estate, with 4 conforming size parcels, on Martha’s Vineyard’s treasured Chappaquiddick

  Leslie C. Floyd Portfolio Properties

  56 N Neck Rd, Edgartown, MA 02539
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  /2

  $1,125,000 Sold Jan 23, 2026

  96 Manchester Ave, Oak Bluffs, MA 02557

  • 3 Beds
  • 2 Baths
  • 3,192 Sq Ft
  • Built 1999

  Last Sold Summary

  • 2% Below List Price
  • $352/SF
  • 7 Days On Market

  Current Estimated Value $1,149,261

  Last Listing Agent Michele Moore Island Real Estate

  96 Manchester Ave, Oak Bluffs, MA 02557
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  /11

  Est $1,608,578 Not Listed For Sale

  111 Charles Neck Way, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,562 Sq Ft
  • Built 1999

  111 Charles Neck Way, Vineyard Haven, MA 02568

  Last Sold Summary

  • 11% Above List Price
  • $928/SF
  • 11 Days On Market

  Last Sold Price $1,450,000

  Last Listing Agent Lynn Buder Sandpiper Realty Inc
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  /39

  $3,250,000

  • 5 Beds
  • 3.5 Baths
  • 4,068 Sq Ft

  241 Daggett Ave, Vineyard Haven, MA 02568

  Built in 2016 by Squash Meadow Builders, this exceptional five bedroom Colonial sits moments from the sandy shores of Tashmoo Beach on Vineyard Sound. Spanning four levels, it blends timeless architecture with modern comfort. The main floor offers open living with gas fireplace, a gourmet kitchen with custom built-ins and bench seating, and a sunlit sunroom for relaxed coastal living. A private

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  241 Daggett Ave, Vineyard Haven, MA 02568
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  /81

  $1,650,000 Sold Jan 09, 2026

  209 Cove Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 3.5 Baths
  • 2,194 Sq Ft
  • Built 1997

  Last Sold Summary

  • 15% Below List Price
  • $752/SF
  • 182 Days On Market

  Current Estimated Value $1,662,699

  Last Listing Agent Alisan Lohan-Conway Alisan Lohan-Conway Properties

  209 Cove Rd, Vineyard Haven, MA 02568

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