Tisbury, MA Homes

• 

  

  

  /41

  $1,310,000 Sold Aug 18, 2025

  35 E Side Rd, Oak Bluffs, MA 02557

  • 3 Beds
  • 2 Baths
  • 1,964 Sq Ft
  • Built 1965

  Last Sold Summary

  • 1% Above List Price
  • $667/SF
  • 0 Days On Market

  Current Estimated Value $1,317,430

  Last Listing Agent Kristin Buck Donnelly + Co

  35 E Side Rd, Oak Bluffs, MA 02557
• 

  

  

  /27

  Est $1,023,369 Not Listed For Sale

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

  90 Holly Tree Ln, Vineyard Haven, MA 02568

  90 Holly Tree Ln, Vineyard Haven, MA 02568
• 

  

  /2

  $674,000

  • Land
  • 0.49 Acre
  • $1,375,510 per Acre

  56 Holmes Hole Rd, 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, Oak Bluffs, MA 02568
• 

  

  

  /15

  $1,150,000 Sold May 30, 2025

  14 Galway Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 1.5 Baths
  • 1,338 Sq Ft
  • Built 1966

  Last Sold Summary

  • 8% Below List Price
  • $859/SF
  • 48 Days On Market

  Current Estimated Value $1,165,505

  Last Listing Agent Michele Casavant Vineyard Village Realty

  14 Galway Rd, Vineyard Haven, MA 02568
• 

  

  

  /27

  Est $2,593,196 Not Listed For Sale

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

  484 Main St, Vineyard Haven, MA 02568

  484 Main St, Vineyard Haven, MA 02568
• 

  

  /34

  $10,500,000

  • 5 Beds
  • 2.5 Baths
  • 2,794 Sq Ft

  33 Goethals Way, Vineyard Haven, MA 02568

  A rare opportunity -- a Vineyard harbor front property with a Victorian gambrel cottage restored to its original grandeur of a century ago, an expansive front yard, 180 degree commanding views of the active harbor, private sandy beach, and unmatched serenity. You have the opportunity to own one of the finest estates gracing the Vineyard Haven harbor front -- so admired by all visitors to the

  Lynn Buder Sandpiper Realty Inc

  33 Goethals Way, Vineyard Haven, 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

  Last Listing Agent Martha Smith C McManus Realty Group

  72 Washington Ave, Vineyard Haven, MA 02568
• 

  

  /26

  Est $3,975,999 Not Listed For Sale

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

  137 Massasoit Ave, Vineyard Haven, MA 02568

  137 Massasoit Ave, Vineyard Haven, MA 02568
• 

  

  /36

  $2,595,000

  • 5 Beds
  • 4 Baths
  • 3,328 Sq Ft

  159 Lake St, Vineyard Haven, MA 02568

  Tucked back from the road on scenic Lake Street, this one-of-a-kind home offers privacy and charm on a beautifully landscaped 0.7 acre lot accented by mature trees and a classic stone wall. Inside, rich wood detailing, exposed beams, and high ceilings create a warm and inviting atmosphere. The home’s four-level design provides exceptional character and flexibility. The main level features a

  Alyssa Halisky Wallace & Co. Sotheby's

  159 Lake St, 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

  Last Listing Agent LINK Email Cache LINK

  1 Edgewood Dr, Edgartown, MA 02539
• 

  

  /24

  Est $2,070,566 Not Listed For Sale

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

  125 Massasoit Ave, Vineyard Haven, MA 02568

  125 Massasoit Ave, Vineyard Haven, MA 02568
• 

  

  /12

  $4,400,000

  • Land
  • 4.8 Acres
  • $916,667 per Acre

  0 Eastville Ave Unit 147.2 / 3 / 4 / 5 /6, Oak Bluffs, MA 02568

  EXISTING FIVE (5) LOT SUBDIVISION IN OAK BLUFFS. THESE LOTS ARE ALREADY SUBDIVIDED. Almost 5 Acres of wooded, level land within half a mile of Eastville Beach, Doug's Cove Preserve (4.6 acres of Land Bank Property) and less than a mile to Oak Bluffs Harbor. NEW Shared Use Path runs along Eastville Avenue, when finished will link Vineyard Haven and Oak Bluffs for walking and cycling. Septic

  Alisan Lohan-Conway Alisan Lohan-Conway Properties

  0 Eastville Ave Unit 147.2 / 3 / 4 / 5 /6, Oak Bluffs, MA 02568
• 

  

  /27

  $1,600,000 Sold May 22, 2025

  2 E Side Road & 60 Bay View Ave, Oak Bluffs, MA 02557

  • 3 Beds
  • 2 Baths
  • 1,594 Sq Ft
  • Built 1933

  Last Sold Summary

  • 43% Below List Price
  • $1,004/SF
  • 532 Days On Market

  Last Listing Agent Carol Shore Donnelly + Co

  2 E Side Road & 60 Bay View Ave, Oak Bluffs, MA 02557
• 

  

  /18

  Est $1,248,781 Not Listed For Sale

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

  46 Lake Ave, Edgartown, MA 02539

  46 Lake Ave, Edgartown, MA 02539
• 

  

  /34

  $1,295,000

  • 3 Beds
  • 1 Bath
  • 1,033 Sq Ft

  9 Brunswick Ave, Oak Bluffs, MA 02557

  PRIME LOCATION! LESS THAN A 5-MINUTE WALK TO OAK BLUFFS HARBOR! Beautifully Renovated in Oak Bluffs! This move-in ready home at 9 Brunswick Ave has been thoughtfully & extensively UPDATED INSIDE AND OUT. Enjoy peace of mind w/ NEW septic system, siding, windows, water line from the street, & upgraded electrical & plumbing. Interior boasts new flooring, insulation, fresh paint, a stylishly

  Alice Pierce Coldwell Banker Realty - Hingham

  9 Brunswick Ave, Oak Bluffs, MA 02557
• 

  

  /35

  $2,850,000 Sold Dec 16, 2025

  311 E Chop Dr, Oak Bluffs, MA 02557

  • 4 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 1900

  Last Sold Summary

  • 5% Below List Price
  • $1,583/SF
  • 37 Days On Market

  Last Listing Agent Dawn Bellante Sandpiper Realty Inc

  311 E Chop Dr, Oak Bluffs, MA 02557
• 

  

  /23

  Est $1,339,543 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,184 Sq Ft

  4 Fowler Ave, Edgartown, MA 02539

  4 Fowler Ave, Edgartown, MA 02539
• 

  

  /29

  $6,795,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,589 Sq Ft

  57 Hines Point Rd, Vineyard Haven, MA 02568

  Lily Hill - a rare Hines Point offering that includes a waterfront home with exquisite views, a deep water mooring and dock, and 130 feet of private fine-sand beach. Poised on a knoll on the western shore of the Lagoon, Lily Hill evokes a more peaceful time with sweeping views of the sky and water. Enjoy a swim at your private beach morning, noon or night. Watch the play of light across the water

  Elissa Lash Tea Lane Associates

  57 Hines Point 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 $1,898,450

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

  21 William St, Vineyard Haven, MA 02568
• 

  

  /13

  Est $847,762 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 510 Sq Ft

  90 17th St N, Edgartown, MA 02539

  90 17th St N, Edgartown, MA 02539
• 

  

  /4

  $600,000

  • Land
  • 0.23 Acre
  • $2,614,379 per Acre

  00 Bernard Cir Unit 10, Tisbury, MA 02568

  Rare opportunity to build your dream home in a quiet, well-established Vineyard Haven neighborhood. This level parcel offers excellent potential with flexible zoning that allows for as many bedrooms as will fit within the allowable footprint, governed by 20-foot front and rear setbacks and 10-foot sides. Not located in the watershed district, the property does not require an enhanced septic

  Patrick McCarthy Grace Hagerty Real Estate Inc

  00 Bernard Cir Unit 10, Tisbury, MA 02568
• 

  /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 $982,560

  Last Listing Agent LINK Email Cache LINK

  28 Second Ave, Oak Bluffs, MA 02557
• 

  

  /12

  Est $1,385,541 Not Listed For Sale

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

  75 Anthiers Way, Edgartown, MA 02539

  75 Anthiers Way, Edgartown, MA 02539
• 

  

  /18

  $1,199,000

  • 3 Beds
  • 1.5 Baths
  • 1,076 Sq Ft

  60 Saddle Club Rd, Edgartown, MA 02539

  This cozy home on Saddle Club Road offers an inviting layout with vaulted ceilings that create a bright, airy feel. With three bedrooms, including one conveniently located on the first floor—there's plenty of space. The open-concept kitchen and dining area flow to a sunny deck, perfect for outdoor dining or unwinding after a day at the beach. Recent updates bring peace of mind and curb appeal,

  Lesley Heidt Sandpiper Realty

  60 Saddle Club Rd, Edgartown, MA 02539
• 

  

  /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 $1,455,698

  Last Listing Agent Michele Moore Island Real Estate

  14 High Meadow Ln, Oak Bluffs, MA 02557
• 

  

  /22

  Est $1,091,171 Not Listed For Sale

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

  5 12th St S, Edgartown, MA 02539

  5 12th St S, Edgartown, MA 02539
• 

  

  /41

  $3,499,000 Pending

  • 5 Beds
  • 6 Baths
  • 3,800 Sq Ft

  35 Mount Aldworth Rd, Vineyard Haven, MA 02568

  Welcome to a stunning new construction-in-progress home that blends modern coastal living with the island charm. Set on an elevated site with distant water views, this thoughtfully designed living space, plus an additional 900 square foot basement with both finished and unfinished areas—perfect for a media room, gym, office or storage.Outside, enjoy your own private retreat creating the ideal

  Jennifer DaSilva Compass | Point B

  35 Mount Aldworth Rd, Vineyard Haven, MA 02568
• 

  

  /49

  $865,000 Sold Apr 17, 2025

  4 Quail Run Unit 17, Oak Bluffs, MA 02557

  • 2 Beds
  • 2 Baths
  • 1,208 Sq Ft
  • Built 1972

  Last Sold Summary

  • 1% Below List Price
  • $716/SF
  • 70 Days On Market

  Current Estimated Value $860,593

  Last Listing Agent Wendy Harman Compass | Point B

  4 Quail Run Unit 17, Oak Bluffs, MA 02557
• 

  

  /21

  Est $885,499 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft

  52 10th St N, Edgartown, MA 02539

  52 10th St N, Edgartown, MA 02539
• 

  

  /4

  $425,000

  • Land
  • 0.23 Acre
  • $1,845,419 per Acre

  0 Heather Ln Unit 11 43465, Oak Bluffs, MA 02568

  Lovely untouched piece of land waiting for you to create your own special island retreat. Property, being sold "AS IS", is nestled on a quiet dead end road off of DeBettencourt Place in Oak Bluffs. Conveniently located within walking distance to downtown OB, OB Ferry, beaches, parks, arts district and more... Included on the "Sea View Bluffs Subdivision Plan of Land" and recorded with

  Rosemary Byrd Ocean Park Realty Inc

  0 Heather Ln Unit 11 43465, Oak Bluffs, MA 02568
• 

  

  /29

  $991,500 Sold Sep 04, 2025

  11 Onondaga Ave, Vineyard Haven, MA 02568

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

  Last Sold Summary

  • 21% Below List Price
  • $611/SF
  • 20 Days On Market

  Current Estimated Value $1,078,661

  Last Listing Agent Rene Ben David Ocean Park Realty, Inc.

  11 Onondaga Ave, Vineyard Haven, MA 02568
• 

  

  /35

  Est $1,816,387 Not Listed For Sale

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

  15 Bold Meadow Ln, Edgartown, MA 02539

  15 Bold Meadow Ln, Edgartown, MA 02539
• 

  

  /37

  $1,195,000

  • 4 Beds
  • 2 Baths
  • 2,059 Sq Ft

  4 Rock Pond Rd, Vineyard Haven, MA 02568

  4 Bedroom ++ home, has room for your family and your in-home business. This is the home that has it all. An abundance of light, space and potential. A large Atrium off the living room invites in the light and warmth of outside, creating an oasis of possibilities-The expansive open living-kitchen-dining area has space for all to gather, the wood stove and kitchen bringing warmth and sunlight

  Kerry Quinlan-Potter Breakwater MV

  4 Rock Pond Rd, Vineyard Haven, 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 $2,286,209

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

  35 Woody Bottom Rd, West Tisbury, MA 02575
• 

  

  /20

  Est $2,337,969 Not Listed For Sale

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

  29 Bold Meadow Rd, Edgartown, MA 02539

  29 Bold Meadow Rd, Edgartown, MA 02539
• 

  

  /8

  $2,950,000

  • 3 Beds
  • 3 Baths
  • 3,506 Sq Ft

  24 Cournoyer Rd, Vineyard Haven, MA 02568

  This mixed use building is zoned for residential and commercial use. It is extremely well built with an emphasis on non-toxic materials throughout. High ceilings on all three levels. There are radiant floors mixed with forced hot air/AC. The building offers a variety of uses for a new owner. The existing spaces are very versatile and would be ideal for any service oriented business given the

  Jill Napior Tea Lane Associates

  24 Cournoyer Rd, Vineyard Haven, MA 02568
• 

  

  /74

  $3,284,500 Sold May 23, 2025

  9 Hollow Way, Edgartown, MA 02539

  • 6 Beds
  • 5.5 Baths
  • 3,085 Sq Ft
  • Built 2024

  Last Sold Summary

  • 3% Above List Price
  • $1,065/SF
  • 657 Days On Market

  Current Estimated Value $3,189,133

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

  9 Hollow Way, Edgartown, MA 02539
• 

  

  /30

  Est $1,379,880 Not Listed For Sale

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

  23 Edgewood Dr, Edgartown, MA 02539

  23 Edgewood Dr, Edgartown, MA 02539
• 

  

  /58

  $4,900,000 Pending

  • 5 Beds
  • 5 Baths
  • 4,185 Sq Ft

  41 Crowell Ln, Tisbury, MA 02568

  The wait is over, move right into your West Chop dream home! Located in the picturesque landscape of West Chop, this luxurious new development by Novo Builds offers an exquisite blend of modern design and coastal charm. Known for their innovative designs and high-quality craftsmanship, Novo Builds is transforming this iconic island with their latest project, providing an ideal sanctuary for

  Joe & Nicole Holland Vineyard Dream Realty LLC

  41 Crowell Ln, Tisbury, MA 02568
• 

  

  /29

  $1,400,000 Sold Jan 30, 2026

  67 New York Ave, Oak Bluffs, MA 02557

  • 3 Beds
  • 2 Baths
  • 1,629 Sq Ft
  • Built 1900

  Last Sold Summary

  • $859/SF
  • 0 Days On Market

  Last Listing Agent Erin Hegarty Compass | Point B

  67 New York Ave, Oak Bluffs, MA 02557

Showing Results 401 - 440, Page 11 of 18