Tisbury, MA Homes

• 

  

  

  /22

  Est $1,125,796 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,025 Sq Ft

  10 Saddle Club Rd, Edgartown, MA 02539

  10 Saddle Club Rd, Edgartown, MA 02539
• 

  

  

  /61

  $2,250,000

  • 5 Beds
  • 3.5 Baths
  • 3,250 Sq Ft

  28 Pine Tree Ln, Vineyard Haven, MA 02568

  Enjoy beach-close living—just 0.2 miles to the shore—in sought-after West Chop. This welcoming 5BR/3.5BA colonial blends classic Vineyard character with modern comforts, including central air, an updated kitchen, and three fireplaces. Approximately 3,152± sq ft (expanded from 2,632± with a 520± sq ft finished space over the garage) offers flexible, easy flow to a large fenced backyard with a

  Lisa Da Silva Compass | Point B

  28 Pine Tree Ln, Vineyard Haven, MA 02568
• 

  

  

  /20

  $1,150,000 Sold Jun 13, 2025

  46 Old Coach Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,374 Sq Ft
  • Built 1981

  Last Sold Summary

  • 10% Below List Price
  • $837/SF
  • 43 Days On Market

  Current Estimated Value $1,221,384

  Last Listing Agent Lisa Gilberto C McManus Realty Group

  46 Old Coach Rd, Vineyard Haven, MA 02568
• 

  

  

  /32

  Est $1,153,337 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,429 Sq Ft

  10 Elm St, Vineyard Haven, MA 02568

  10 Elm St, Vineyard Haven, MA 02568
• 

  

  

  /15

  $1,495,000

  • Land
  • 3.01 Acres
  • $496,678 per Acre

  11 Beach Pebble Rd Unit 48.3, West Tisbury, MA 02568

  Over 3 acres in the West Tisbury section of Makonikey. This buildable lot is a short distance from the Lower Makonikey Association beach. The prime home site on this property was recently cleared to reveal beautifully contoured land with several ancient white oak trees. The property is situated in an area of several multimillion-dollar homes and will accommodate a house, a guesthouse, and a

  Cassie Courtney Wallace & Co. Sotheby's

  11 Beach Pebble Rd Unit 48.3, West Tisbury, MA 02568
• 

  

  /28

  $1,260,000 Sold Nov 03, 2025

  11 Flamingo Dr, Edgartown, MA 02539

  • 4 Beds
  • 2 Baths
  • 1,820 Sq Ft
  • Built 2002

  Last Sold Summary

  • 16% Below List Price
  • $692/SF
  • 182 Days On Market

  Current Estimated Value $1,283,253

  Last Listing Agent Skip Dostal, Jr Martha's Vineyard Real Estate

  11 Flamingo Dr, Edgartown, MA 02539
• 

  

  /30

  Est $1,415,574 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,464 Sq Ft

  88 Hopps Farm Rd, Vineyard Haven, MA 02568

  88 Hopps Farm Rd, Vineyard Haven, MA 02568
• 

  

  /20

  $1,300,000 Pending

  • 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 & Rachel Serwa Group Sandpiper Realty, Inc.

  344 Greenwood Ave, Vineyard Haven, MA 02568
• 

  

  /17

  $929,000 Sold Aug 18, 2025

  299 Franklin St, Vineyard Haven, MA 02568

  • 3 Beds
  • 1.5 Baths
  • 1,286 Sq Ft
  • Built 1950

  Last Sold Summary

  • $722/SF
  • 6 Days On Market

  Current Estimated Value $959,559

  Last Listing Agent Lisa Lucier Anchor Realty of MV

  299 Franklin St, Vineyard Haven, MA 02568
• 

  

  /22

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,250 Sq Ft

  33 Summer St, Vineyard Haven, MA 02568

  33 Summer St, Vineyard Haven, MA 02568
• 

  

  /5

  $1,100,000

  • Land
  • 1 Acre
  • $1,102,204 per Acre

  25 Coffins Field Rd Unit 18, Edgartown, MA 02539

  One acre lot situated in a peaceful, centrally located neighborhood. The parcel will support 3-bedrooms and offers privacy by abutting conservation land, convenience to town and beaches and access to bike paths, public gym, veterinarian, shopping, airport and restaurants.

  Casandra Hyland Sandpiper Realty

  25 Coffins Field Rd Unit 18, Edgartown, MA 02539
• 

  

  /17

  $1,300,000 Sold Mar 03, 2025

  22 Briarwood Ln, Vineyard Haven, MA 02568

  • 2 Beds
  • 2 Baths
  • 1,241 Sq Ft
  • Built 2018

  Last Sold Summary

  • 4% Below List Price
  • $1,048/SF
  • 4 Days On Market

  Current Estimated Value $1,187,266

  Last Listing Agent Carol Shore Donnelly + Co

  22 Briarwood Ln, Vineyard Haven, MA 02568
• 

  

  /44

  Est $5,168,104 Not Listed For Sale

  • 6 Beds
  • 7 Baths
  • 5,034 Sq Ft

  59 Hagerty Dr, Vineyard Haven, MA 02568

  59 Hagerty Dr, Vineyard Haven, MA 02568
• 

  

  /29

  $4,500,000

  • 5 Beds
  • 6 Baths
  • 5,598 Sq Ft

  71 Stoney Hill Rd, Vineyard Haven, MA 02568

  A combination of luxury, comfort, and natural beauty, this expansive custom, 6,000+ square foot, five bedroom, post and beam home is sited on more than seven acres of land, surrounded by more than 200 acres of Land Bank property. From the moment you step inside, you'll be captivated by the attention to detail and the high-end finishes throughout. The open concept layout allows for seamless flow

  Sheila Morse Island Real Estate

  71 Stoney Hill Rd, Vineyard Haven, MA 02568
• 

  

  /22

  $1,299,000 Sold Jun 25, 2025

  2 Boylston Dr, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 1984

  Last Sold Summary

  • 13% Below List Price
  • $859/SF
  • 77 Days On Market

  Current Estimated Value $1,297,350

  Last Listing Agent Martha Smith C McManus Realty Group

  2 Boylston Dr, Edgartown, MA 02539
• 

  

  /15

  Est $1,041,844 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 966 Sq Ft

  73 Leonard Cir, Vineyard Haven, MA 02568

  73 Leonard Cir, Vineyard Haven, MA 02568
• 

  

  /15

  $1,495,000 Pending

  • 4 Beds
  • 4 Baths
  • 1,999 Sq Ft

  140 Midland Ave, Tisbury, MA 02568

  MULTI-FAMILY HOME- 4 Unit apartments, centrally located. The property features 4- 1-bedroom / 1-bath apartments. Situated on a generous 9,600 sqft. lot with off-street parking, a garage, and a yard with mature plantings. Recent upgrades include a new Nitro septic/wastewater system (2023), roof (2021), solar panels (2022), windows (2013), and hot water heaters (2024)

  Tina Miller Donnelly + Co

  140 Midland Ave, Tisbury, MA 02568
• 

  

  /28

  $1,320,000 Sold Aug 29, 2025

  10 Eagles Nest, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft
  • Built 1987

  Last Sold Summary

  • 5% Below List Price
  • $910/SF
  • 6 Days On Market

  Current Estimated Value $1,293,614

  Last Listing Agent Jennifer B. DaSilva Compass

  10 Eagles Nest, Edgartown, MA 02539
• 

  

  /30

  Est $2,858,273 Not Listed For Sale

  • 3 Beds
  • 5 Baths
  • 2,926 Sq Ft

  23 Alex Way, Vineyard Haven, MA 02568

  23 Alex Way, Vineyard Haven, MA 02568
• 

  

  /4

  $445,000 Pending

  • Land
  • 0.56 Acre
  • $794,643 per Acre

  5 Candle Maker Cir, 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 International Realty

  5 Candle Maker Cir, Edgartown, MA 02539
• 

  

  /37

  $2,100,000 Sold Aug 27, 2025

  42 Daggett Ave, Vineyard Haven, MA 02568

  • 3 Beds
  • 3.5 Baths
  • 3,310 Sq Ft
  • Built 2009

  Last Sold Summary

  • 4% Below List Price
  • $634/SF
  • 60 Days On Market

  Current Estimated Value $2,256,709

  Last Listing Agent Rene Jackson Island Real Estate

  42 Daggett Ave, Vineyard Haven, MA 02568
• 

  

  /20

  Est $1,343,021 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft

  225 Longview Rd, Vineyard Haven, MA 02568

  225 Longview Rd, Vineyard Haven, MA 02568
• 

  

  /28

  $2,295,000

  • 4 Beds
  • 3.5 Baths
  • 2,690 Sq Ft

  151 Tashmoo Ave, Vineyard Haven, MA 02568

  The Colonial Style home with wrap around porch is beautifully maintained and nicely sited on almost a half acre. The first floor is thoughtfully designed and offers an open floor plan that includes an ample mudroom with half bath and is just off the side porch that takes you into the well equipped kitchen with a center island, stainless appliances, custom cabinetry and dining room with sliders to

  Brenda Galligan Karen M. Overtoom R.E.

  151 Tashmoo Ave, Vineyard Haven, MA 02568
• 

  

  /12

  $686,000 Sold Jul 23, 2025

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

  • 2 Beds
  • 1 Bath
  • 725 Sq Ft
  • Built 1953

  Last Sold Summary

  • $946/SF
  • 31 Days On Market

  Current Estimated Value $666,291

  Last Listing Agent Carleen Cordwell Anchor Realty of Martha's Vineyard

  124 Skiff Ave Unit A-10, Vineyard Haven, MA 02568
• 

  /2

  Est $2,364,312 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 3,269 Sq Ft

  59 Field View Ln, Vineyard Haven, MA 02568

  59 Field View Ln, Vineyard Haven, MA 02568
• 

  

  /47

  $2,499,000 Pre-Foreclosure

  • 4 Beds
  • 2.5 Baths
  • 2,544 Sq Ft

  47 Tiffany Dr, Oak Bluffs, MA 02557

  Your private oasis with a POOL awaits in this beautifully updated Lagoon Hills retreat on over 1.5 acres. Enjoy a carefree, single-level lifestyle featuring an open-concept kitchen and dining area, spacious living room, office and exercise room — all thoughtfully designed for comfort and flow. Step outside to a stunning backyard anchored by a sparkling pool, surrounded by decks, patios, and lush

  Jennifer DaSilva Compass | Point B

  47 Tiffany Dr, Oak Bluffs, MA 02557
• 

  

  /27

  $1,475,000 Sold Oct 10, 2025

  11 John Wesley Ave, Oak Bluffs, MA 02568

  • 4 Beds
  • 1.5 Baths
  • 1,304 Sq Ft
  • Built 1905

  Last Sold Summary

  • 5% Below List Price
  • $1,131/SF
  • 103 Days On Market

  Last Listing Agent Lisa Lucier Anchor Realty of MV

  11 John Wesley Ave, Oak Bluffs, MA 02568
• 

  

  /31

  Est $1,441,930 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 2,655 Sq Ft

  99 Summer St, Vineyard Haven, MA 02568

  99 Summer St, Vineyard Haven, MA 02568
• 

  

  /19

  $1,095,000

  • 3 Beds
  • 1.5 Baths
  • 1,487 Sq Ft

  12 Wheelhouse Way, Oak Bluffs, MA 02557

  Custom-built 3-bedroom, 1.5-bath Oak Bluffs home on a quiet circle, offering a peaceful setting with convenient access to down-island attractions, charming town centers and year-round ferries. Features include a large primary bedroom, a convenient first floor bedroom, and an open kitchen dining area flowing to a spacious wooden deck and outdoor shower—perfect for indoor-outdoor living.

  Dawn Bellante Sandpiper Realty, Inc.

  12 Wheelhouse Way, Oak Bluffs, MA 02557
• 

  

  /41

  $1,850,000 Sold Aug 04, 2025

  26 Tia Anna Ln, Oak Bluffs, MA 02557

  • 3 Beds
  • 3 Baths
  • 2,210 Sq Ft
  • Built 1980

  Last Sold Summary

  • 7% Below List Price
  • $837/SF
  • 22 Days On Market

  Current Estimated Value $1,814,843

  Last Listing Agent Marilyn Moses Ocean Park Realty Inc

  26 Tia Anna Ln, Oak Bluffs, MA 02557
• 

  

  /15

  Est $1,056,824 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,152 Sq Ft

  20 Leonard Cir, Vineyard Haven, MA 02568

  20 Leonard Cir, Vineyard Haven, MA 02568
• 

  /2

  $2,700,000

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

  6 Laura's Way, Edgartown, MA 02568

  Welcome to the opportunity to own a brand-new, GORGEOUS, custom-built home in Edgartown, set on a one-acre plot with a detached 900 sq ft accessory dwelling. The main residence opens to an inviting two-story foyer, leading to an expansive, living room featuring a wall of glass sliders. The gourmet kitchen is a chef’s dream, boasting Bosch appliances, a large quartz-topped island with seating for

  Michele Casavant Vineyard Village Realty

  6 Laura's Way, Edgartown, MA 02568
• 

  /2

  $3,500,000 Sold Oct 07, 2025

  339 Lake St, Vineyard Haven, MA 02568

  • 3 Beds
  • 3.5 Baths
  • 2,448 Sq Ft
  • Built 2001

  Last Sold Summary

  • $1,430/SF
  • 0 Days On Market

  Last Listing Agent LINK Email Cache LINK

  339 Lake St, Vineyard Haven, MA 02568
• 

  

  /29

  Est $1,110,555 Not Listed For Sale

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

  129 Lagoon Ave, Vineyard Haven, MA 02568

  129 Lagoon Ave, Vineyard Haven, MA 02568
• 

  /2

  $799,000

  • Land
  • 0.92 Acre
  • $870,181 per Acre

  22 Bramble Path Unit 214, West Tisbury, MA 02568

  Flat building lot centrally located in West Tisbury. A perc test has been completed which supports a four bedroom Title Five septic system. It is the Buyers responsibility to install utilities, well and septic.

  Michele Casavant Vineyard Village Realty

  22 Bramble Path Unit 214, West Tisbury, MA 02568
• 

  

  /22

  $1,150,000 Sold Apr 11, 2025

  41 Old County Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 1.5 Baths
  • 1,264 Sq Ft
  • Built 1983

  Last Sold Summary

  • 11% Below List Price
  • $910/SF
  • 216 Days On Market

  Current Estimated Value $1,188,011

  Last Listing Agent Jared Bicknell Compass | The O'Hanlon Group

  41 Old County Rd, Vineyard Haven, MA 02568
• 

  

  /24

  Est $1,430,783 Not Listed For Sale

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

  92 Winyah Cir, Vineyard Haven, MA 02568

  92 Winyah Cir, Vineyard Haven, MA 02568
• 

  

  /4

  $2,995,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 3,024 Sq Ft

  9 Hagerty Dr, Tisbury, MA 02568

  West Chop Dream Home in the Making!Experience the charm of this brand-new Shingle Style Colonial, currently under construction—where modern luxury meets timeless elegance. Featuring 4 spacious bedrooms, 4 full baths, and a half bath, this inviting home offers ample space for relaxing, entertaining, and everything in between. You will be wired for sound both inside and poolside so step outside

  Lisa Gilberto C McManus Realty Group

  9 Hagerty Dr, Tisbury, MA 02568
• 

  

  /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
• 

  

  /23

  Est $1,361,535 Not Listed For Sale

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

  201 Spring St, Vineyard Haven, MA 02568

  201 Spring St, Vineyard Haven, MA 02568

Showing Results 201 - 240, Page 6 of 18