Martha's Vineyard, MA Homes

• 

  

  

  /25

  $1,300,000

  Sold Dec 18, 2025

  23 Laurel Ave, Oak Bluffs, MA 02557

  • 4 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 1900

  Last Sold Summary

  • 13% Below List Price
  • $1,042/SF
  • 64 Days On Market

  Current Estimated Value $1,326,953

  Last Listing Agent Sandra Grymes Martha's Vineyard Island-Wide Realty

  23 Laurel Ave, Oak Bluffs, MA 02557
• 

  

  

  /26

  Est $1,554,087

  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
• 

  

  

  /37

  $2,999,000

  $196K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,881 Sq Ft

  10 N Bog Rd, Edgartown, MA 02539

  Set on 2.2 private acres in Edgartown, this exceptional five-bedroom home with a heated saltwater pool offers the ideal blend of privacy, comfort, and convenience. Perfectly located just moments from Morning Glory Farm, South Beach, the bike path, and downtown Edgartown Village, the property provides easy access to some of the island’s most sought-after destinations while maintaining a peaceful,

  Michele Casavant Vineyard Village Realty

  10 N Bog Rd, Edgartown, MA 02539
• 

  

  

  /44

  $1,525,000

  Sold Feb 03, 2026

  105 Stoney Hill Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 2.5 Baths
  • 1,815 Sq Ft
  • Built 1986

  Last Sold Summary

  • 8% Below List Price
  • $840/SF
  • 60 Days On Market

  Current Estimated Value $1,641,964

  Last Listing Agent Lisa Da Silva Signal House Group at Compass

  105 Stoney Hill Rd, Vineyard Haven, MA 02568
• 

  

  

  /30

  Est $2,498,724

  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
• 

  

  /7

  $2,795,000

  • Land
  • 3.05 Acres
  • $916,393 per Acre

  Lot 4A Browns Farm Ln Unit Portion of 10, Edgartown, MA 02539

  Located off Meetinghouse Way, this 3-acre parcel offers something truly special: room to breathe. Open pasture rolls across the heart of the property, while bordering woodland creates a setting that feels private yet open and airy. The location is less than 2.5 miles from Main Street and South Beach, offering convenient access to both town amenities and the sand and surf of the south shore.

  Courtney Marek Sandpiper Realty

  Lot 4A Browns Farm Ln Unit Portion of 10, Edgartown, MA 02539
• 

  

  /19

  $1,330,000

  Sold Oct 17, 2025

  32 MacHipscat Trail, Vineyard Haven, MA 02568

  • 3 Beds
  • 1.5 Baths
  • 1,404 Sq Ft
  • Built 1983

  Last Sold Summary

  • 11% Below List Price
  • $947/SF
  • 112 Days On Market

  Current Estimated Value $1,317,619

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

  32 MacHipscat Trail, Vineyard Haven, MA 02568
• 

  

  /45

  Est $1,162,831

  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
• 

  

  /45

  $7,950,000

  • 4 Beds
  • 4.5 Baths
  • 7,766 Sq Ft

  2 Lexington Ave, Edgartown, MA 02539

  NEW CONSTRUCTION: Experience modern Katama luxury in this thoughtfully designed new construction by Morgan Studio, a husband-and-wife–led boutique design firm. A turn-key offering for elevated indoor-outdoor living, the residence features soaring ceilings, a fluid floor plan with multiple gathering spaces, abundant natural light through oversized windows, and exceptional materials and finishes

  Peyton Wallace Studio Realty

  2 Lexington Ave, Edgartown, MA 02539
• 

  

  /37

  $2,340,000

  Sold Dec 19, 2025

  8 Old Dunhams Corner Way, Edgartown, MA 02539

  • 4 Beds
  • 4.5 Baths
  • 2,912 Sq Ft
  • Built 1998

  Last Sold Summary

  • 10% Below List Price
  • $804/SF
  • 47 Days On Market

  Current Estimated Value $2,469,307

  Last Listing Agent Kristin Buck Donnelly + Co

  8 Old Dunhams Corner Way, Edgartown, MA 02539
• 

  

  /30

  Est $1,579,897

  Not Listed For Sale

  12 Lily Farm Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 1 Bath
  • 1,560 Sq Ft
  • Built 1991

  12 Lily Farm Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 198 Days On Market
• 

  

  /22

  $5,500,000

  • 2 Beds
  • 1 Bath
  • 808 Sq Ft

  17 Chockers Ln, Chilmark, MA 02535

  Perfectly situated on Nashaquitsa Pond, this charming two-bedroom cottage offers sweeping views of Quitsa and Menemsha Pond from a rare vantage point few properties can match. The cottage includes private beach rights to Short Beach and dock access for a mooring. Inside, hand-painted floors and a warm, unpretentious interior reflect the authentic character of Old Vineyard — a property that has

  Julianna Flanders Flanders Real Estate

  17 Chockers Ln, Chilmark, MA 02535
• 

  

  /17

  $1,200,000

  Sold Oct 28, 2025

  211 Edgartown Vineyard Haven Rd, Tisbury, MA 02568

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1987

  Last Sold Summary

  • 25% Below List Price
  • $714/SF
  • 209 Days On Market

  Last Listing Agent Jim Feiner Feiner Real Estate

  211 Edgartown Vineyard Haven Rd, Tisbury, MA 02568
• 

  

  /22

  Est $1,187,303

  Not Listed For Sale

  41 Old County Rd, Vineyard Haven, MA 02568

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

  41 Old County Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 216 Days On Market
• 

  

  /109

  $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
• 

  

  /12

  $1,250,000

  Sold Oct 23, 2025

  25 Plum Bush Point Rd Unit 6, West Tisbury, MA 02568

  • Land
  • 4.12 Acres
  • $303,398 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 127 Days On Market

  Last Listing Agent Abby Rabinovitz Tea Lane Associates

  25 Plum Bush Point Rd Unit 6, West Tisbury, MA 02568
• 

  

  /17

  Est $1,221,185

  Not Listed For Sale

  22 Briarwood Ln, Vineyard Haven, MA 02568

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

  22 Briarwood Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 4 Days On Market
• 

  

  /37

  $15,000,000

  • 7 Beds
  • 9 Baths
  • 6,462 Sq Ft

  14 Cow Bay Rd, Edgartown, MA 02539

  Set within the prestigious Cow Bay Association, one of the island’s most exclusive and sought-after enclaves, this extraordinary 1.5-acre estate embodies the pinnacle of refined coastal living. Accessed via private road through protected land, the property includes access to over 2,000 feet of private shoreline, beach cabanas, Trapps Pond and potential mooring. Despite its remarkable seclusion,

  Gerrett Conover Landvest MV

  14 Cow Bay Rd, Edgartown, MA 02539
• 

  

  /24

  $2,125,000

  Sold Oct 30, 2025

  30 Sengekontacket Rd, Oak Bluffs, MA 02557

  • 4 Beds
  • 3 Baths
  • 2,262 Sq Ft
  • Built 1978

  Last Sold Summary

  • 11% Below List Price
  • $939/SF
  • 265 Days On Market

  Current Estimated Value $2,218,495

  Last Listing Agent Cassie Courtney Wallace & Co. Sotheby's

  30 Sengekontacket Rd, Oak Bluffs, MA 02557
• 

  

  /25

  Est $5,625,567

  Not Listed For Sale

  135 Capawock Rd, Vineyard Haven, MA 02568

  • 4 Beds
  • 3.5 Baths
  • 2,921 Sq Ft
  • Built 2001

  135 Capawock Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 7 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

  $5,000,000

  Sold Jun 30, 2025

  93 Oyster Pond Rd Unit 10, Edgartown, MA 02539

  • Land
  • 4.1 Acres
  • $1,219,512 per Acre

  Last Sold Summary

  • 0 Days On Market

  Last Listing Agent LINK Email Cache LINK

  93 Oyster Pond Rd Unit 10, Edgartown, MA 02539
• 

  /2

  Est $2,385,623

  Not Listed For Sale

  84 Cuttyhunk Ave, Vineyard Haven, MA 02568

  • 3 Beds
  • 4 Baths
  • 2,396 Sq Ft
  • Built 2001

  84 Cuttyhunk Ave, Vineyard Haven, MA 02568
• 

  

  /13

  $2,250,000

  $250K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 726 Sq Ft

  18 Allen Farm Rd, Chilmark, MA 02535

  Located in the agricultural heartland of Chilmark one mile from Lucy Vincent Beach this private 2.36 acre property has a charming 1+ bedroom cottage with screened porch. There is a large building zone located between the eighty and one hundred foot contour with exciting architectural options, especially for solar designs. The cottage is offered full furnished with exception of some art and a few

  Patty Kendall Kendall & Kendall

  18 Allen Farm Rd, Chilmark, MA 02535
• 

  

  /28

  $6,650,000

  Sold Mar 17, 2026

  7 Clay Pit Ln, Aquinnah, MA 02535

  • 5 Beds
  • 4.5 Baths
  • 5,000 Sq Ft
  • Built 1999

  Last Sold Summary

  • 11% Below List Price
  • $1,330/SF
  • 98 Days On Market

  Current Estimated Value $7,336,095

  Last Listing Agent Mark Jenkins Wallace & Co. Sotheby's

  7 Clay Pit Ln, Aquinnah, MA 02535
• 

  

  /24

  Est $950,688

  Not Listed For Sale

  19 Speed Andrews Way, Vineyard Haven, MA 02568

  • 3 Beds
  • 1 Bath
  • 1,016 Sq Ft
  • Built 1972

  19 Speed Andrews Way, Vineyard Haven, MA 02568

  Last Sold Summary

  • 20 Days On Market
• 

  

  /4

  $1,449,000

  $251K PRICE DROP Pending

  • Land
  • 3.9 Acres
  • $371,538 per Acre

  34 Ebens Ln, Chilmark, MA 02535

  Settled high on a peaceful ridge this 3.9-acre property is being offered with a long-term lease for 2.5 acres of prime restricted agricultural farmland abutting the property and the Tiasquam River. With the river running along the edge of the property this area is ideal for growing flowers, vegetables, and/or arbors. The land may also be used for grazing and housing livestock along with any

  Thomas Wallace Wallace & Co. Sotheby's

  34 Ebens Ln, Chilmark, MA 02535
• 

  

  /22

  $975,000

  Sold Jul 07, 2025

  128 Manchester Ave, Oak Bluffs, MA 02568

  • 1 Bed
  • 2 Baths
  • 940 Sq Ft
  • Built 2025

  Last Sold Summary

  • $1,037/SF
  • 61 Days On Market

  Last Listing Agent Michele Moore Island Real Estate

  128 Manchester Ave, Oak Bluffs, MA 02568
• 

  

  /54

  Est $5,181,712

  Not Listed For Sale

  14 E Sound Ln, Vineyard Haven, MA 02568

  • 4 Beds
  • 4 Baths
  • 2,470 Sq Ft
  • Built 1978

  14 E Sound Ln, Vineyard Haven, MA 02568

  Last Sold Summary

  • 635 Days On Market
• 

  

  /24

  $1,625,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,962 Sq Ft

  109 Litchfield Rd, Edgartown, MA 02539

  CHAPPAQUIDDICK – Set back from the road on an oversized parcel, this spacious three-bedroom home offers both privacy and convenience, making it ideal for every season. A detached workshop provides exceptional versatility, offering ample space for storing boating and beach gear, fishing equipment, or serving as a creative workspace. Distant second-story water views and proximity to conservation

  Katherine Donahue Sandpiper Realty

  109 Litchfield Rd, Edgartown, MA 02539
• 

  

  /24

  $1,200,180

  Sold Aug 12, 2025

  110 Otis Bassett Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft
  • Built 1972

  Last Sold Summary

  • $1,049/SF
  • 13 Days On Market

  Current Estimated Value $1,218,869

  Last Listing Agent Jennifer O'hanlon Compass LLC

  110 Otis Bassett Rd, Vineyard Haven, MA 02568
• 

  

  /35

  Est $1,846,443

  Not Listed For Sale

  83 William Norton Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 3.5 Baths
  • 1,907 Sq Ft
  • Built 1999

  83 William Norton Rd, Vineyard Haven, MA 02568

  Last Sold Summary

  • 62 Days On Market
• 

  

  /40

  $1,750,000

  • 3 Beds
  • 3.5 Baths
  • 2,376 Sq Ft

  28 Grovedale Rd, Oak Bluffs, MA 02557

  GORGEOUS NEWER CONSTRUCTION (2023), contemporary farmhouse style home w/ classic wrap around porch & designed w/ Vineyard charm & modern comfort. And yet still there is opportunity to add value to this open concept home, w/ high ceilings, 3 en-suite BRs, laundry on each level, hardwoods throughout. Well designed, fully poured unfinished basement w/ high ceilings, wide open & w/ a separate

  David White OwnerEntry.com

  28 Grovedale Rd, Oak Bluffs, MA 02557
• 

  

  /9

  $160,000

  Sold Nov 14, 2025

  60 Beach Rd Unit 105, Vineyard Haven, MA 02568

  • 1 Bed
  • 1 Bath
  • 381 Sq Ft
  • Built 1958

  Last Sold Summary

  • $420/SF
  • 0 Days On Market

  Current Estimated Value $159,143

  Last Listing Agent Nantucket CompLINK LINK

  60 Beach Rd Unit 105, Vineyard Haven, MA 02568
• 

  

  /31

  Est $1,694,393

  Not Listed For Sale

  97 Snake Hollow, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,822 Sq Ft
  • Built 1981

  97 Snake Hollow, Vineyard Haven, MA 02568

  Last Sold Summary

  • 6 Days On Market
• 

  

  /9

  $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
• 

  

  /29

  $1,150,000

  Sold Dec 16, 2025

  52 Old Coach Rd, Vineyard Haven, MA 02568

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft
  • Built 1988

  Last Sold Summary

  • 8% Below List Price
  • $887/SF
  • 18 Days On Market

  Current Estimated Value $1,197,612

  Last Listing Agent Kathleen Kendrick Kathleen Kendrick

  52 Old Coach Rd, Vineyard Haven, MA 02568
• 

  

  /41

  Est $1,853,708

  Not Listed For Sale

  93 Hvoslef Way, Vineyard Haven, MA 02568

  • 4 Beds
  • 2.5 Baths
  • 2,044 Sq Ft
  • Built 2007

  93 Hvoslef Way, Vineyard Haven, MA 02568

  Last Sold Summary

  • 51 Days On Market
• 

  /2

  $799,000

  • Land
  • 39,996 Sq Ft
  • $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
• 

  

  /21

  $435,000

  Sold Aug 26, 2025

  0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535

  • Land
  • 4,356 Sq Ft
  • $4,350,000 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 20 Days On Market

  Last Listing Agent Emma Bryant Landmarks at TODAY Real Estate

  0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535

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