Tisbury, MA Homes

• 

  

  /2

  $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
• 

  

  

  /20

  $992,500

  Sold Dec 22, 2025

  72 Washington Ave, Vineyard Haven, MA 02568

  • 1 Bed
  • 1.5 Baths
  • 1,152 Sq Ft
  • Built 2019

  Last Sold Summary

  • 4% Below List Price
  • $862/SF
  • 6 Days On Market

  Current Estimated Value $970,809

  Last Listing Agent Martha Smith C McManus Realty Group

  72 Washington Ave, Vineyard Haven, MA 02568
• 

  

  /2

  Est $1,036,445

  Not Listed For Sale

  90 Holly Tree Ln, Vineyard Haven, MA 02568

  • 2 Beds
  • 2 Baths
  • 1,081 Sq Ft
  • Built 1980

  90 Holly Tree Ln, Vineyard Haven, MA 02568

  Last Sold Summary
• 

  

  

  /13

  $775,000

  $60K PRICE DROP Under Contract

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  51 Lantern Ln, Vineyard Haven, MA 02568

  Find your sweet spot in this charming starter home, ideally located on a quiet street yet within an effortless walk of everything. Forget the car and get your steps in! You're a short jaunt to essentials like Cronig's Market and Shirley's Hardware, AND local favorites including The Maker, Black Dog Cafe, Island Fresh Pizza, Pie Chicks, and Island Adventures Mini Golf. Also within walking distance

  Idalyn Macchia Gilstad Wallace & Co. Sotheby's

  51 Lantern Ln, Vineyard Haven, MA 02568
• 

  

  /2

  $1,280,000

  Sold Dec 12, 2025

  1 Edgewood Dr, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  Last Sold Summary

  • $798/SF
  • 0 Days On Market

  Current Estimated Value $1,316,324

  Last Listing Agent LINK Email Cache LINK

  1 Edgewood Dr, Edgartown, MA 02539
• 

  

  /27

  Est $2,404,337

  Not Listed For Sale

  484 Main St, Vineyard Haven, MA 02568

  • 4 Beds
  • 3 Baths
  • 3,310 Sq Ft
  • Built 1888

  484 Main St, Vineyard Haven, MA 02568

  Last Sold Summary

  • 14 Days On Market
• 

  

  /33

  $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
• 

  

  /31

  $1,750,000

  Sold Jun 06, 2025

  97 Snake Hollow, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,850 Sq Ft
  • Built 1981

  Last Sold Summary

  • 11% Below List Price
  • $946/SF
  • 227 Days On Market

  Current Estimated Value $1,677,098

  Last Listing Agent Stephanie Roache Donnelly + Co

  97 Snake Hollow, Vineyard Haven, MA 02568
• 

  

  /26

  Est $3,989,962

  Not Listed For Sale

  137 Massasoit Ave, Vineyard Haven, MA 02568

  • 5 Beds
  • 3.5 Baths
  • 3,686 Sq Ft
  • Built 1988

  137 Massasoit Ave, Vineyard Haven, MA 02568

  Last Sold Summary

  • 437 Days On Market
• 

  

  /24

  $925,000

  Under Contract 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
• 

  

  /33

  $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
  • 6 Days On Market

  Current Estimated Value $1,956,920

  Last Listing Agent Lynn Buder Sandpiper Realty

  1 Rowland Ave, Oak Bluffs, MA 02557
• 

  

  /24

  Est $2,120,694

  Not Listed For Sale

  125 Massasoit Ave, Vineyard Haven, MA 02568

  • 5 Beds
  • 3 Baths
  • 1,830 Sq Ft
  • Built 1930

  125 Massasoit Ave, Vineyard Haven, MA 02568

  Last Sold Summary

  • 1,036 Days On Market
• 

  

  /21

  $1,599,000

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

  111 Charles Neck Way, Vineyard Haven, MA 02568

  Tucked away on 1.6 wooded acres in West Tisbury, this classic Cape-style home offers both privacy and convenience, with easy access to the charm of Up-Island and the amenities of Down-Island. Located on a paved road near Long Point Beach, it also includes coveted access to Lambert's Cove Beach. The bright, open interior features a living and dining area with a wood-burning fireplace, a kitchen

  Emma Kennedy Sandpiper Realty, Inc.

  111 Charles Neck Way, Vineyard Haven, MA 02568
• 

  

  /4

  $1,130,000

  Sold Apr 28, 2026

  202 Lake St, Vineyard Haven, MA 02568

  • 4 Beds
  • 2 Baths
  • 1,414 Sq Ft
  • Built 1988

  Last Sold Summary

  • $799/SF
  • 0 Days On Market

  Current Estimated Value $1,163,432

  Last Listing Agent LINK Email Cache LINK

  202 Lake St, Vineyard Haven, MA 02568
• 

  

  /18

  Est $1,319,857

  Not Listed For Sale

  46 Lake Ave, Edgartown, MA 02539

  • 3 Beds
  • 1.5 Baths
  • 1,764 Sq Ft
  • Built 1870

  46 Lake Ave, Edgartown, MA 02539

  Last Sold Summary

  • 2 Days On Market
• 

  

  /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
• 

  /2

  $1,550,000

  Sold Apr 09, 2026

  63 Saddle Club Rd, Edgartown, MA 02539

  • 4 Beds
  • 2.5 Baths
  • 2,291 Sq Ft
  • Built 1988

  Last Sold Summary

  • $677/SF
  • 0 Days On Market

  Current Estimated Value $1,693,478

  Last Listing Agent LINK Email Cache LINK

  63 Saddle Club Rd, Edgartown, MA 02539
• 

  /2

  Est $1,308,365

  Not Listed For Sale

  4 Fowler Ave, Edgartown, MA 02539

  • 1 Bed
  • 1 Bath
  • 1,184 Sq Ft
  • Built 2002

  4 Fowler Ave, Edgartown, MA 02539

  Last Sold Summary
• 

  

  /5

  $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
• 

  

  /11

  $585,000

  Sold Feb 05, 2026

  147 Red Buoy Ln Unit 2.1, Tisbury, MA 02568

  • Land
  • 26,462 Sq Ft
  • $962,963 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 276 Days On Market

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

  147 Red Buoy Ln Unit 2.1, Tisbury, MA 02568
• 

  

  /12

  Est $1,364,556

  Not Listed For Sale

  75 Anthiers Way, Edgartown, MA 02539

  • 3 Beds
  • 2.5 Baths
  • 1,624 Sq Ft
  • Built 1996

  75 Anthiers Way, Edgartown, MA 02539

  Last Sold Summary

  • 23 Days On Market
• 

  

  /27

  $2,695,000

  $130K PRICE DROP

  • 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
• 

  

  /29

  $1,925,000

  Sold Jun 24, 2025

  21 William St, Vineyard Haven, MA 02568

  • 3 Beds
  • 2.5 Baths
  • 2,378 Sq Ft
  • Built 1928

  Last Sold Summary

  • 10% Below List Price
  • $810/SF
  • 0 Days On Market

  Current Estimated Value $1,945,011

  Last Listing Agent Laura Finney Wallace & Co. Sotheby's

  21 William St, Vineyard Haven, MA 02568
• 

  

  /22

  Est $1,202,888

  Not Listed For Sale

  5 12th St S, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1993

  5 12th St S, Edgartown, MA 02539

  Last Sold Summary

  • 11 Days On Market
• 

  

  /7

  $599,000

  • Land
  • 3,197 Sq Ft
  • $8,160,763 per Acre

  112 Dukes County Ave Unit 209, Oak Bluffs, MA 02557

  Downtown Oak Bluffs B1-zoned parcel offering a rare mixed-use development opportunity in one of Martha’s Vineyard’s most iconic and active locations. Conveniently located near Inkwell Beach, Oak Bluffs Harbor, the Steamship Authority, day-trip ferry services, Circuit Avenue, and Ocean Park. This level lot includes an existing poured concrete foundation and Martha’s Vineyard Commission–approved

  Rose Ryley Wallace & Co. Sotheby's

  112 Dukes County Ave Unit 209, Oak Bluffs, MA 02557
• 

  /2

  $975,000

  Sold Jul 02, 2025

  28 Second Ave, Oak Bluffs, MA 02557

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Built 1974

  Last Sold Summary

  • $923/SF
  • 0 Days On Market

  Current Estimated Value $980,925

  Last Listing Agent LINK Email Cache LINK

  28 Second Ave, Oak Bluffs, MA 02557
• 

  

  /27

  Est $1,732,744

  Not Listed For Sale

  37 Weeks Ln, Edgartown, MA 02539

  • 3 Beds
  • 2 Baths
  • 2,066 Sq Ft
  • Built 1954

  37 Weeks Ln, Edgartown, MA 02539

  Last Sold Summary

  • 154 Days On Market
• 

  

  /26

  $2,825,000

  $100K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,704 Sq Ft

  21 Davis St, Vineyard Haven, MA 02568

  Ideally located just minutes from the heart of Vineyard Haven, 21 Davis Street offers exceptional island living in this beautifully crafted five-bedroom, four-bathroom home with 3,704 square feet of thoughtfully designed living space. Rich hardwood flooring, custom cabinetry, elegant Restoration Hardware vanities, and custom tilework throughout the bathrooms reflect the care and craftsmanship the

  Valene Pires The Agency

  21 Davis St, Vineyard Haven, MA 02568
• 

  

  /19

  $1,449,000

  Sold Aug 19, 2025

  14 High Meadow Ln, Oak Bluffs, MA 02557

  • 3 Beds
  • 3 Baths
  • 2,284 Sq Ft
  • Built 1987

  Last Sold Summary

  • 15% Below List Price
  • $634/SF
  • 263 Days On Market

  Current Estimated Value $1,485,836

  Last Listing Agent Michele Moore Island Real Estate

  14 High Meadow Ln, Oak Bluffs, MA 02557
• 

  

  /35

  Est $1,778,375

  Not Listed For Sale

  15 Bold Meadow Ln, Edgartown, MA 02539

  • 3 Beds
  • 3.5 Baths
  • 1,715 Sq Ft
  • Built 1991

  15 Bold Meadow Ln, Edgartown, MA 02539

  Last Sold Summary

  • 8 Days On Market
• 

  

  /15

  $510,000

  $50K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 591 Sq Ft

  21 39G Island Inn Rd Unit 39G, Oak Bluffs, MA 02557

  Own a piece of the Vineyard dream with a fully furnished, beautifully updated condo perfectly designed for comfort and vacation living at the Island Inn Country Club in Oak Bluffs. The location is just off Beach Road, a short distance to beaches, downtown Circuit Ave, and a lovely drive along Beach Road to Edgartown Village. The bike path, public transportation, and a popular restaurant with live

  Sheila Morse Island Real Estate

  21 39G Island Inn Rd Unit 39G, Oak Bluffs, MA 02557
• 

  

  /26

  $885,000

  Sold Jul 01, 2025

  1 Cottage Park, Oak Bluffs, MA 02557

  • 3 Beds
  • 2.5 Baths
  • 987 Sq Ft
  • Built 1869

  Last Sold Summary

  • 4% Below List Price
  • $897/SF
  • 29 Days On Market

  Current Estimated Value $919,270

  Last Listing Agent Diana Gilmore Island Real Estate

  1 Cottage Park, Oak Bluffs, MA 02557
• 

  

  /20

  Est $2,238,116

  Not Listed For Sale

  29 Bold Meadow Rd, Edgartown, MA 02539

  • 4 Beds
  • 2.5 Baths
  • 2,547 Sq Ft
  • Built 1994

  29 Bold Meadow Rd, Edgartown, MA 02539

  Last Sold Summary

  • 125 Days On Market
• 

  

  /68

  $6,495,000

  Under Contract

  • 7 Beds
  • 5.5 Baths
  • 4,730 Sq Ft

  180 Pilot Hill Farm Rd, Vineyard Haven, MA 02568

  A storybook setting in beautiful Pilot Hill. For the first time in 37 years, one of the rarest and most beautiful properties within Pilot Hill Farm is being offered for sale. Set on nearly eight acres, this unique seven bedroom estate includes a thoughtfully renovated antique farmhouse and several distinctive outbuildings: a pool house, an art studio, and a carriage house with room for three

  Alexis Holden Tea Lane Associates

  180 Pilot Hill Farm Rd, Vineyard Haven, MA 02568
• 

  

  /42

  $2,637,500

  Sold Dec 12, 2025

  36 Tashmoo Ave, Vineyard Haven, MA 02568

  • 4 Beds
  • 3 Baths
  • 2,770 Sq Ft
  • Built 1888

  Last Sold Summary

  • 20% Below List Price
  • $952/SF
  • 417 Days On Market

  Current Estimated Value $2,601,979

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

  36 Tashmoo Ave, Vineyard Haven, MA 02568
• 

  

  /30

  Est $1,297,700

  Not Listed For Sale

  23 Edgewood Dr, Edgartown, MA 02539

  • 3 Beds
  • 1.5 Baths
  • 1,439 Sq Ft
  • Built 1986

  23 Edgewood Dr, Edgartown, MA 02539

  Last Sold Summary

  • 5 Days On Market
• 

  

  /41

  $8,900,000

  • 8 Beds
  • 9 Baths
  • 8,170 Sq Ft

  150 E Chop Dr, Oak Bluffs, MA 02568

  BIG BLUFF- Recognized for its architectural significance and featured in leading design publications, this home stands as one of the Vineyard’s most notable coastal residences. Set along the prestigious shoreline of East Chop, this estate represents a rare convergence of architectural pedigree, craftsmanship, and irreplaceable setting. Designed by Hutker Architects, built by J.G. Early, and

  Andrew McElhinney Compass LLC

  150 E Chop Dr, Oak Bluffs, MA 02568
• 

  

  /32

  $2,278,000

  Sold Aug 01, 2025

  35 Woody Bottom Rd, West Tisbury, MA 02575

  • 5 Beds
  • 3.5 Baths
  • 2,685 Sq Ft
  • Built 1998

  Last Sold Summary

  • 9% Below List Price
  • $848/SF
  • 139 Days On Market

  Current Estimated Value $2,311,186

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

  35 Woody Bottom Rd, West Tisbury, MA 02575
• 

  /2

  Not Listed For Sale

  10 Farm Way, Edgartown, MA 02539

  • 5 Beds
  • 4 Baths
  • 2,760 Sq Ft
  • Built 1984

  10 Farm Way, Edgartown, MA 02539

  Last Sold Summary
• 

  

  /3

  $525,000

  • Land
  • 10,454 Sq Ft
  • $2,187,500 per Acre

  Lot 1 Dolan Ave, Tisbury, MA 02568

  A level parcel in a convenient Vineyard Haven location offering ease and opportunity. Set within an established neighborhood, it’s just a short stroll or bike ride to public beach access at the end of Owen Little Way. Only one mile from the vibrant shops and restaurants of Main Street, and less than two miles from the sandy shores of Lake Tashmoo beach, the setting provides the perfect balance of

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  Lot 1 Dolan Ave, Tisbury, MA 02568

Showing Results 401 - 440, Page 11 of 18