Tisbury, MA Homes

• 

  

  

  /34

  Est $1,178,369

  Not Listed For Sale

  160 Bernard Cir, Vineyard Haven, MA 02568

  • 4 Beds
  • 2 Baths
  • 1,606 Sq Ft
  • Built 1977

  160 Bernard Cir, Vineyard Haven, MA 02568

  Last Sold Summary

  • 45 Days On Market
• 

  

  

  /17

  $3,200,000

  • Land
  • 19.3 Acres
  • $165,803 per Acre

  32 Edgartown - West Tisbury Rd Unit 81, West Tisbury, MA 02575

  A Rare Offering in West Tisbury — Over 19 Acres of Opportunity An exceptional opportunity to own just over 19 acres in the heart of rural West Tisbury. This expansive parcel offers tremendous flexibility, with potential for multiple dwellings or subdivision into a thoughtfully designed niche development. Ideally situated near all island towns, the property is also just minutes from the pristine

  Jill Napior Tea Lane Associates

  32 Edgartown - West Tisbury Rd Unit 81, West Tisbury, MA 02575
• 

  

  /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
• 

  

  /2

  Est $1,297,626

  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
• 

  

  

  /25

  $1,850,000

  • 4 Beds
  • 2 Baths
  • 1,833 Sq Ft

  22 Old Harbor Ln, Oak Bluffs, MA 02557

  Quintessential Waterview Farm! Built as a year-round home with the charm of the original cottages, this well-loved retreat awaits its next chapter. The sunny, open floor plan offers two bedrooms and a full bath on each level, with generous gathering spaces throughout. A skylit kitchen is tucked into a corner of the main living area, where a curved wall of glass opens to a deck and private yard.

  Lisa Stewart Sandpiper Realty, Inc.

  22 Old Harbor Ln, Oak Bluffs, MA 02557
• 

  

  /20

  $1,225,000

  Sold Mar 16, 2026

  344 Greenwood Ave, Vineyard Haven, MA 02568

  • 4 Beds
  • 2 Baths
  • 1,566 Sq Ft
  • Built 1981

  Last Sold Summary

  • 6% Below List Price
  • $782/SF
  • 75 Days On Market

  Current Estimated Value $1,625,400

  Last Listing Agent Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  344 Greenwood Ave, Vineyard Haven, MA 02568
• 

  

  /18

  Est $1,659,664

  Not Listed For Sale

  108 Charles Neck Way, Vineyard Haven, MA 02568

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft
  • Built 1986

  108 Charles Neck Way, Vineyard Haven, MA 02568

  Last Sold Summary

  • 99 Days On Market
• 

  

  /13

  $5,100,000

  • Land
  • 2.34 Acres
  • $2,179,487 per Acre

  7 Overview Ln, Oak Bluffs, MA 02557

  A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy exclusive

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  7 Overview Ln, Oak Bluffs, MA 02557
• 

  

  /41

  $1,900,000

  Sold May 01, 2026

  36 Smith Hollow Dr, Edgartown, MA 02539

  • 5 Beds
  • 2.5 Baths
  • 2,836 Sq Ft
  • Built 1985

  Last Sold Summary

  • 4% Below List Price
  • $670/SF
  • 172 Days On Market

  Current Estimated Value $1,919,916

  Last Listing Agent Katherine Donahue Sandpiper Realty

  36 Smith Hollow Dr, Edgartown, MA 02539
• 

  

  /26

  Not Listed For Sale

  137 Charles Neck Way, Vineyard Haven, MA 02568

  • 5 Beds
  • 4 Baths
  • 2,610 Sq Ft
  • Built 1986

  137 Charles Neck Way, Vineyard Haven, MA 02568

  Last Sold Summary

  • 8 Days On Market
• 

  

  /70

  $5,295,000

  $200K PRICE DROP

  • 3 Beds
  • 7 Baths
  • 3,608 Sq Ft

  385 Barnes Rd, Vineyard Haven, MA 02568

  SPECTACULAR WATERFRONT ESCAPE WITH POOL AND UNFORGETTABLE SUNSETS. Set along a coveted stretch of Lagoon frontage, this beautifully designed waterfront home captures the essence of relaxed luxury on Martha’s Vineyard. With 125 feet of private sandy beachfront and over 5,400 square feet of living space across three levels, the property is thoughtfully oriented to maximize light, views, and

  Stephanie Roache Donnelly + Co

  385 Barnes Rd, Vineyard Haven, MA 02568
• 

  

  /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 $1,833,092

  Last Listing Agent Tina Miller Donnelly + Co.

  56 Bridle Path Rd, Vineyard Haven, MA 02568
• 

  

  /35

  Est $1,778,437

  Not Listed For Sale

  55 Charles Neck Way, Vineyard Haven, MA 02568

  • 4 Beds
  • 3 Baths
  • 1,654 Sq Ft
  • Built 1984

  55 Charles Neck Way, Vineyard Haven, MA 02568

  Last Sold Summary

  • 182 Days On Market
• 

  

  /14

  $685,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 782 Sq Ft

  10 Siloam Ave, Oak Bluffs, MA 02557

  The cottage has been maintained throughout the years, with a new roof in 2015, at which time it was insulated. The original Campground charm has been preserved thoughtfully. New mahogany boards are on front porch and a new paint job on the exterior of the cottage was done last year. The kitchen cabinets have been crafted by a master wood worker and there is a new kitchen floor and appliances.

  Elise LeBovit Gay Head Realty

  10 Siloam Ave, Oak Bluffs, MA 02557
• 

  

  /29

  $3,930,000

  Sold Jun 29, 2026

  71 Stoney Hill Rd, Vineyard Haven, MA 02568

  • 5 Beds
  • 6 Baths
  • 5,598 Sq Ft
  • Built 2007

  Last Sold Summary

  • 13% Below List Price
  • $702/SF
  • 298 Days On Market

  Current Estimated Value $3,815,769

  Last Listing Agent Sheila Morse Island Real Estate

  71 Stoney Hill Rd, Vineyard Haven, MA 02568
• 

  /2

  Est $1,340,940

  Not Listed For Sale

  16 Elias Ln, Vineyard Haven, MA 02568

  • 1 Bed
  • 2 Baths
  • 856 Sq Ft
  • Built 1993

  16 Elias Ln, Vineyard Haven, MA 02568
• 

  

  /15

  $1,495,000

  $2M PRICE DROP

  • 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
• 

  

  /15

  $1,000,000

  Sold May 13, 2026

  140 Midland Ave, Tisbury, MA 02568

  • 4 Beds
  • 4 Baths
  • 1,999 Sq Ft
  • Built 1974

  Last Sold Summary

  • 33% Below List Price
  • $500/SF
  • 2 Days On Market

  Last Listing Agent Tina Miller Donnelly + Co

  140 Midland Ave, Tisbury, MA 02568
• 

  

  /28

  Est $1,297,173

  Not Listed For Sale

  175 Oak Ln, Vineyard Haven, MA 02568

  • 4 Beds
  • 2 Baths
  • 1,536 Sq Ft
  • Built 1986

  175 Oak Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 19 Days On Market
• 

  

  /33

  $1,575,000

  $325K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,056 Sq Ft

  20 Brook Hollow Rd, Vineyard Haven, MA 02568

  This spacious custom designed home is well sited to offer maximum privacy in the lush area of Long View. A short bike ride to Lambert's Cove beach, it's also about a 20-minute walk down a quiet private road. The home lays out well for family and extended guests with a roomy living room boasting vaulted ceilings and large windows. The house is designed to have an intimate relationship with the

  Jim Feiner Feiner Real Estate

  20 Brook Hollow Rd, Vineyard Haven, MA 02568
• 

  

  /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 $1,585,974

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

  5 Scottys Ln, Vineyard Haven, MA 02568
• 

  

  /37

  Est $1,236,364

  Not Listed For Sale

  43 Skiffs Ln, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,316 Sq Ft
  • Built 1991

  43 Skiffs Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 32 Days On Market
• 

  

  /45

  $1,765,000

  • 2 Beds
  • 2 Baths
  • 890 Sq Ft

  2 Great Rock Rd, Oak Bluffs, MA 02568

  Ready - Set - Go! This gorgeous centrally located private 1.5 acre wooded property is ready for you to complete. The Town approved this property to accommodate a 9 bedroom septic system, 20' x 40' in-ground pool, a 7 bedroom main house, garage and a 2 bedroom accessory dwelling unit. The town building and board of health departments approved the house and and septic plans attached. The property

  Susan Lemoie-Zarba Premier Properties

  2 Great Rock Rd, Oak Bluffs, MA 02568
• 

  

  /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 $3,668,475

  Last Listing Agent Jayne Isford Ocean Park Realty Inc

  39 Sengekontacket Rd, Edgartown, MA 02539
• 

  

  /49

  Est $1,832,159

  Not Listed For Sale

  75 Skiffs Ln, Vineyard Haven, MA 02568

  • 4 Beds
  • 2.5 Baths
  • 2,548 Sq Ft
  • Built 1984

  75 Skiffs Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 186 Days On Market
• 

  

  /6

  $995,000

  $105K PRICE DROP

  • Land
  • 43,472 Sq Ft
  • $996,994 per Acre

  25 Coffins Field Rd Unit 18, Edgartown, MA 02539

  Per Board of Health approval, this 1.0-acre parcel is approved for the construction of a six-bedroom dwelling. Seller is offering a $40,000 credit at closing to assist the buyer with costs associated with the design, permitting, and installation of the septic system. The property is located in a centrally situated neighborhood and abuts conservation land, providing a private setting. Conveniently

  Casandra Hyland Sandpiper Realty

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

  

  /37

  $1,705,000

  Sold Mar 24, 2026

  2 Farm Path, Oak Bluffs, MA 02557

  • 4 Beds
  • 3 Baths
  • 3,058 Sq Ft
  • Built 1992

  Last Sold Summary

  • 15% Below List Price
  • $558/SF
  • 347 Days On Market

  Current Estimated Value $2,268,423

  Last Listing Agent Sean Federowicz Landmarks at TODAY Real Estate

  2 Farm Path, Oak Bluffs, MA 02557
• 

  

  /15

  Est $1,176,758

  Not Listed For Sale

  14 Galway Rd, Vineyard Haven, MA 02568

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

  14 Galway Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 48 Days On Market
• 

  /2

  $625,000

  Pending

  • Land
  • 12,196 Sq Ft
  • $2,232,143 per Acre

  77 Sixth Street N St, Edgartown, MA 02568

  *All information should be confirmed with the town boards. From BOH - Lot can support a 2 bedroom system with a standard Title 5 or 3 bedrooms with an enhanced system. From Water Department - Town water runs down Sixth Street N. Buyer will need to hook up from the road. From Building/Zoning Department - Lot can support a house and an ADU, by right, with proper permitting. From Wastewater Dept. -

  Sheila Morse Island Real Estate

  77 Sixth Street N St, Edgartown, MA 02568
• 

  

  /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 $2,043,500

  Last Listing Agent Kathleen Kendrick Kendrick Real Estate

  190 Longview Rd, Vineyard Haven, MA 02568
• 

  

  /22

  Est $1,202,210

  Not Listed For Sale

  496 Lamberts Cove Rd, Vineyard Haven, MA 02568

  • 2 Beds
  • 1 Bath
  • 1,286 Sq Ft
  • Built 1955

  496 Lamberts Cove Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 212 Days On Market
• 

  

  /110

  $2,000,000

  • 4 Beds
  • 6 Baths
  • 2,972 Sq Ft

  398 Main St, Vineyard Haven, MA 02568

  Ideally situated on Main Street in Vineyard Haven, just moments from the Yacht Club and West Chop, this charming four-bedroom, six-bathroom home offers the perfect blend of convenience, comfort, and Island living. Set on a quarter-acre lot, the property features a private and inviting backyard—ideal for entertaining, gardening, or simply enjoying warm summer evenings. Inside, generous living

  Peter Cronig Cronigs Real Estate

  398 Main St, Vineyard Haven, MA 02568
• 

  

  /20

  $1,050,000

  Sold Jun 29, 2026

  12 Wheelhouse Way, Oak Bluffs, MA 02557

  • 3 Beds
  • 1.5 Baths
  • 1,487 Sq Ft
  • Built 1999

  Last Sold Summary

  • 4% Below List Price
  • $706/SF
  • 125 Days On Market

  Current Estimated Value $1,086,936

  Last Listing Agent Dawn Bellante Sandpiper Realty, Inc.

  12 Wheelhouse Way, Oak Bluffs, MA 02557
• 

  

  /26

  Est $1,490,446

  Not Listed For Sale

  33 Hidden Village Rd, Vineyard Haven, MA 02568

  • 5 Beds
  • 2.5 Baths
  • 1,968 Sq Ft
  • Built 1980

  33 Hidden Village Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 73 Days On Market
• 

  

  /3

  $639,000

  • Land
  • 13,068 Sq Ft
  • $2,130,000 per Acre

  52 Heath Hen Ln, Vineyard Haven, MA 02568

  GOOD TO GO! This sunny 13,000-square-foot sunny lot is ready for your Vineyard home. The property comes with a complete six bedroom septic design prepared by Vineyard Land Surveying, allowing for both a main house and guest house. With key planning work already completed, this is an outstanding opportunity to move forward with confidence and begin the building process.Conveniently located just

  Tina Miller Donnelly + Co.

  52 Heath Hen Ln, Vineyard Haven, MA 02568
• 

  /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 $1,398,636

  Last Listing Agent Michele Moore Island Real Estate

  96 Manchester Ave, Oak Bluffs, MA 02557
• 

  

  /30

  Est $2,420,559

  Not Listed For Sale

  41 Hidden Village Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 3 Baths
  • 2,540 Sq Ft
  • Built 1981

  41 Hidden Village Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 335 Days On Market
• 

  

  /28

  $839,000

  • 1 Bed
  • 1 Bath
  • 804 Sq Ft

  26 Winthrop Ave, Oak Bluffs, MA 02557

  This little gem is waiting to be polished. Hidden behind a wall of vegetation on Winthrop Avenue, an 'oasis', with lots of potential. Existing one bedroom, two story house situated on a 1/3 Acre of land, a 14,810 sq.ft. level lot. Land is large enough for a house and guest house when meeting ZBA requirements, or build a new house and leave existing structure as an Accessory Dwelling Unit when in

  Alisan Lohan - Conway Alisan Lohan - Conway Properties

  26 Winthrop Ave, Oak Bluffs, MA 02557
• 

  

  /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 $2,211,620

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

  209 Cove Rd, Vineyard Haven, MA 02568
• 

  

  /45

  Est $1,171,534

  Not Listed For Sale

  5 Rock Pond Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,618 Sq Ft
  • Built 1999

  5 Rock Pond Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 145 Days On Market

Showing Results 241 - 280, Page 7 of 18