Vineyard Haven, MA Homes

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  /13

  $2,237,500 Sold Nov 19, 2025

  26 Chappaquiddick Avenue and Passamaquoddy Ave, West Tisbury, MA 02575

  • 4 Beds
  • 3 Baths
  • 2,299 Sq Ft
  • Built 1974

  Last Sold Summary

  • 16% Below List Price
  • $973/SF
  • 120 Days On Market

  Last Listing Agent Jill Napior Tea Lane Associates

  26 Chappaquiddick Avenue and Passamaquoddy Ave, West Tisbury, MA 02575
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  /30

  Est $2,498,674 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,540 Sq Ft

  41 Hidden Village Rd, Vineyard Haven, MA 02568

  41 Hidden Village Rd, Vineyard Haven, MA 02568
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  /45

  $6,395,000

  • 6 Beds
  • 5.5 Baths
  • 7,000 Sq Ft

  400 Barnes Rd, Vineyard Haven, MA 02568

  Experience the quiet elegance of this rare Asian-inspired contemporary estate set on 2.42 acres in a prime Oak Bluffs location. Tucked behind a long private drive and surrounded by 234 acres of Southern Woodlands conservation land offering biking and hiking, this expansive property offers unparalleled privacy just minutes from Featherstone Center for the Arts, Farm Neck Golf Club and the island’s

  Jennifer DaSilva Compass | Point B

  400 Barnes Rd, Vineyard Haven, MA 02568
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  /39

  $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
  • 161 Days On Market

  Last Listing Agent Emma Kennedy Sandpiper Realty Inc

  16 Mockingbird Dr, Edgartown, MA 02539
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  /30

  Est $1,523,464 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,560 Sq Ft

  12 Lily Farm Rd, Vineyard Haven, MA 02568

  12 Lily Farm Rd, Vineyard Haven, MA 02568
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  /26

  $875,000

  • 2 Beds
  • 1 Bath
  • 861 Sq Ft

  24 School St, Oak Bluffs, MA 02557

  An unbeatable location ~ just a short distance to the harbor, beaches, ferry ports, the public library, and all the vibrant attractions of Oak Bluffs. This 2-bedroom, 1-bathroom ranch-style home is sited on a 10,454 sf level lot with a detached garage/shed. The property offers one-floor living, a convenient location, and great potential. The main living area includes an open living and dining

  Stephanie Roache Donnelly + Co.

  24 School St, Oak Bluffs, MA 02557
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  /19

  $1,265,000 Sold Mar 11, 2025

  62 Lagoon Pond Rd Unit B, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft
  • Built 2010

  Last Sold Summary

  • 14% Below List Price
  • $752/SF
  • 357 Days On Market

  Last Listing Agent Allison Fisher Snowden Donnelly + Co

  62 Lagoon Pond Rd Unit B, Vineyard Haven, MA 02568
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  /25

  Est $5,233,347 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,921 Sq Ft

  135 Capawock Rd, Vineyard Haven, MA 02568

  135 Capawock Rd, Vineyard Haven, MA 02568
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  /10

  $619,000

  • Land
  • 0.61 Acre
  • $1,014,754 per Acre

  0 Red Buoy Ln Unit Lot 147 32500278, Tisbury, MA 02568

  Vacant Land - NO LIMIT on bedroom count! You just have to meet setbacks. Once you build your dream home, you will able to explore nature just steps away. Nearby there are two Lagoon access points for kayaking and swimming, as well as walking trails within the Martha's Vineyard Land Bank and Sheriff's Meadow properties. Enjoy the peace of a rural setting, yet remain conveniently close to the ferry

  Idalyn Macchia Gilstad Wallace & Co. Sotheby's International Realty

  0 Red Buoy Ln Unit Lot 147 32500278, Tisbury, MA 02568
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  /44

  $1,250,000 Sold Feb 14, 2025

  4 Lady Slipper Way, Vineyard Haven, MA 02568

  • 5 Beds
  • 3 Baths
  • 1,781 Sq Ft
  • Built 1997

  Last Sold Summary

  • 6% Below List Price
  • $702/SF
  • 101 Days On Market

  Current Estimated Value $1,343,423

  Last Listing Agent June Flake Viewpoints

  4 Lady Slipper Way, Vineyard Haven, MA 02568
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  /2

  Est $2,480,991 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,396 Sq Ft

  84 Cuttyhunk Ave, Vineyard Haven, MA 02568

  84 Cuttyhunk Ave, Vineyard Haven, MA 02568
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  /38

  $1,350,000

  • 4 Beds
  • 3 Baths
  • 1,714 Sq Ft

  116 Franklin Terrace, Vineyard Haven, MA 02568

  Nestled on a quiet street just moments from the heart of Vineyard Haven, this well-maintained 4 BR, 3 BA home offers a winning blend of comfort, privacy, and classic island appeal. The sun-filled main level features an open-concept living area flowing seamlessly into a bright, updated kitchen with center island, ideal for everyday living and casual entertaining. Two 1st floor bedrooms and a full

  Pricila Ray Keller Williams Realty

  116 Franklin Terrace, Vineyard Haven, MA 02568
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  /27

  $1,150,000 Sold Feb 06, 2025

  4 Combra Way, Oak Bluffs, MA 02557

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft
  • Built 2002

  Last Sold Summary

  • 11% Below List Price
  • $805/SF
  • 84 Days On Market

  Current Estimated Value $1,238,848

  Last Listing Agent Marilyn Moses Ocean Park Realty Inc

  4 Combra Way, Oak Bluffs, MA 02557
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  /24

  Est $930,086 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,016 Sq Ft

  19 Speed Andrews Way, Vineyard Haven, MA 02568

  19 Speed Andrews Way, Vineyard Haven, MA 02568
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  /39

  $2,600,000

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

  229 Oak Ln, West Tisbury, MA 02575

  A hidden gem in West Tisbury! Beautifully manicured, fenced in 2.2 - acre parcel with 100% privacy, and 84 evergreen trees. This modern, contemporary well maintained home is 3-bedroom, 3 bath with two levels of living and a partially finished basement. The first floor is a sunlight filled, open kitchen and dinning room, with hardwood floors throughout. There are multiple decks leading out to a

  Doug Burke Cronigs Real Estate

  229 Oak Ln, West Tisbury, MA 02575
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  /20

  $675,000 Sold Apr 23, 2025

  9 Forest Cir, Oak Bluffs, MA 02557

  • 2 Beds
  • 1.5 Baths
  • 508 Sq Ft
  • Built 1868

  Last Sold Summary

  • $1,329/SF
  • 298 Days On Market

  Current Estimated Value $738,129

  Last Listing Agent Marilyn Moses Ocean Park Realty Inc

  9 Forest Cir, Oak Bluffs, MA 02557
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  /54

  Est $5,369,693 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,470 Sq Ft

  14 E Sound Ln, Vineyard Haven, MA 02568

  14 E Sound Ln, Vineyard Haven, MA 02568
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  /20

  $1,300,000

  • 4 Beds
  • 2 Baths
  • 1,566 Sq Ft

  344 Greenwood Ave, Vineyard Haven, MA 02568

  This move-in ready four-bedroom, being offered fully furnished, delivers effortless living, simply bring your swimsuit and settle in. Featuring an open and inviting layout, the living space seamlessly extends to the large deck and heated pool, perfect for relaxing or entertaining. Conveniently located just one mile from the shops and restaurants of downtown Vineyard Haven and less than two miles

  Katie Donahue Sandpiper Realty

  344 Greenwood Ave, Vineyard Haven, MA 02568
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  /25

  $917,500 Sold Mar 10, 2025

  40 Hidden Cove Rd, Edgartown, MA 02539

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

  Last Sold Summary

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

  Last Listing Agent Stephanie Roache Donnelly + Co.

  40 Hidden Cove Rd, Edgartown, MA 02539
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  /35

  Est $1,921,372 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,907 Sq Ft

  83 William Norton Rd, Vineyard Haven, MA 02568

  83 William Norton Rd, Vineyard Haven, MA 02568
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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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  /32

  $1,100,000 Sold May 01, 2025

  10 Nunes Way, Oak Bluffs, MA 02557

  • 2 Beds
  • 3.5 Baths
  • 1,680 Sq Ft
  • Built 2003

  Last Sold Summary

  • 14% Below List Price
  • $655/SF
  • 172 Days On Market

  Current Estimated Value $1,193,224

  Last Listing Agent Neal Stiller Cronigs Real Estate

  10 Nunes Way, Oak Bluffs, MA 02557
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  /41

  Est $1,879,797 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,044 Sq Ft

  93 Hvoslef Way, Vineyard Haven, MA 02568

  93 Hvoslef Way, Vineyard Haven, MA 02568
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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

  22 Old Lighthouse Rd, Vineyard Haven, MA 02568
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  /2

  $4,450,000 Sold Mar 05, 2025

  90 Munroe Ave, Oak Bluffs, MA 02568

  • 7 Beds
  • 6.5 Baths
  • 3,698 Sq Ft
  • Built 2018

  Last Sold Summary

  • $1,203/SF
  • 0 Days On Market

  Last Listing Agent LINK Email Cache LINK

  90 Munroe Ave, Oak Bluffs, MA 02568
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  /16

  Est $1,850,832 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 704 Sq Ft

  585 Herring Creek Rd, Vineyard Haven, MA 02568

  585 Herring Creek Rd, Vineyard Haven, MA 02568
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  /30

  $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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  /46

  $6,200,000 Sold Jul 03, 2025

  79 Rachels Way, Vineyard Haven, MA 02568

  • 4 Beds
  • 4 Baths
  • 3,278 Sq Ft
  • Built 1983

  Last Sold Summary

  • 3% Below List Price
  • $1,891/SF
  • 0 Days On Market

  Current Estimated Value $6,018,413

  Last Listing Agent Jen O'Hanlon Compass | The O'Hanlon Group

  79 Rachels Way, Vineyard Haven, MA 02568
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  /44

  Est $8,182,339 Not Listed For Sale

  • 11 Beds
  • 10 Baths
  • 7,026 Sq Ft

  1115 Main St, Vineyard Haven, MA 02568

  1115 Main St, Vineyard Haven, MA 02568
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  /31

  $1,295,000

  • 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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  /35

  $2,025,000 Sold Sep 30, 2025

  1 Rowland Ave, Oak Bluffs, MA 02557

  • 6 Beds
  • 3 Baths
  • 3,009 Sq Ft
  • Built 1853

  Last Sold Summary

  • 7% Above List Price
  • $673/SF
  • 5 Days On Market

  Last Listing Agent Lynn Buder Sandpiper Realty Inc

  1 Rowland Ave, Oak Bluffs, MA 02557
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  /47

  Est $2,236,433 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 2,569 Sq Ft

  42 Hagerty Dr, Vineyard Haven, MA 02568

  42 Hagerty Dr, Vineyard Haven, MA 02568
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  /30

  $985,000

  • 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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  /18

  $980,000 Sold Aug 11, 2025

  249 County Rd, Oak Bluffs, MA 02557

  • 1 Bed
  • 2 Baths
  • 1,401 Sq Ft
  • Built 2005

  Last Sold Summary

  • 7% Below List Price
  • $700/SF
  • 64 Days On Market

  Current Estimated Value $994,803

  Last Listing Agent Katherine Donahue Sandpiper Realty Inc

  249 County Rd, Oak Bluffs, MA 02557
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  /16

  Est $1,359,659 Not Listed For Sale

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

  222 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568

  222 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568
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  /46

  $1,299,000

  • 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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  /2

  $1,500,000 Sold Aug 13, 2025

  82 Christiantown Rd Unit R, West Tisbury, MA 02575

  • Land
  • 7.42 Acres
  • $202,156 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent LINK Email Cache LINK

  82 Christiantown Rd Unit R, West Tisbury, MA 02575
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  /28

  Est $1,298,219 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  208 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568

  208 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568
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  /134

  $3,200,000

  • 4 Beds
  • 3.5 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, tennis,

  June Flake Viewpoints

  70 Spring St, Vineyard Haven, MA 02568
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  /27

  $1,735,000 Sold Sep 29, 2025

  56 Bridle Path Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 4 Baths
  • 2,526 Sq Ft
  • Built 1996

  Last Sold Summary

  • 13% Below List Price
  • $687/SF
  • 2 Days On Market

  Current Estimated Value $1,881,150

  Last Listing Agent Tina Miller Donnelly + Co.

  56 Bridle Path Rd, Vineyard Haven, MA 02568

Showing Results 241 - 280, Page 7 of 18