19,796

Martha's Vineyard, MA Homes

Section Image
  • 12 & 14 Maple Ave, Oak Bluffs, MA 02557
    12 & 14 Maple Ave, Oak Bluffs, MA 02557
    12 & 14 Maple Ave, Oak Bluffs, MA 02557
    /54

    $1,830,000

    • 4 Beds
    • 4 Baths
    • 1,600 Sq Ft

    12 & 14 Maple Ave, Oak Bluffs, MA 02557

    Two Historic Oak Bluffs Cottages - Prime Location - Deeded Separately Perched atop a gentle hill, surrounded by lush, established gardens in one of the island's most storied neighborhoods, these two charming 1909 twin cottages offer a rare opportunity to own a piece of local history--just a short distance to the harbor, downtown, and the beloved Winston's takeout. Built at a time when automobiles

    Leslie Floyd Portfolio Properties

    12 & 14 Maple Ave, Oak Bluffs, MA 02557
  • 2 Paddock Cir, Chilmark, MA 02535
    2 Paddock Cir, Chilmark, MA 02535
    2 Paddock Cir, Chilmark, MA 02535
    /8

    $7,900 per month

    • 3 Beds
    • 2.5 Baths
    • 2,107 Sq Ft
    • House for Rent

    2 Paddock Cir, Chilmark, MA 02535

    Karen Overtoom Karen M. Overtoom R.E.

    2 Paddock Cir, Chilmark, MA 02535
  • 130 Wing Rd, Oak Bluffs, MA 02557
    130 Wing Rd, Oak Bluffs, MA 02557
    130 Wing Rd, Oak Bluffs, MA 02557
    /22

    $1,000,000 Sold Jul 31, 2025

    130 Wing Rd, Oak Bluffs, MA 02557

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Built 1960

    Last Sold Summary

    • 10% Below List Price
    • $1,302/SF
    • 96 Days On Market

    Current Estimated Value $945,595

    Last Listing Agent Lynn Buder Sandpiper Realty Inc

    130 Wing Rd, Oak Bluffs, MA 02557
    • 87 Schoolhouse Rd, Edgartown, MA 02539
      87 Schoolhouse Rd, Edgartown, MA 02539
      87 Schoolhouse Rd, Edgartown, MA 02539
      /29

      Est $1,372,284 Not Listed For Sale

      87 Schoolhouse Rd, Edgartown, MA 02539

      • 2 Beds
      • 2.5 Baths
      • 1,119 Sq Ft
      • Built 1983
      87 Schoolhouse Rd, Edgartown, MA 02539

      Last Sold Summary

      • 2% Above List Price
      • $1,206/SF
      • 123 Days On Market
      • Last Sold Price $1,350,000
      • Apr 18, 2025

      Last Listing Agent Stephanie Roache Donnelly + Co

  • 26 Union St Unit 7, Tisbury, MA 02568
    26 Union St Unit 7, Tisbury, MA 02568
    26 Union St Unit 7, Tisbury, MA 02568
    /32

    $1,625,000

    • 2 Beds
    • 2.5 Baths
    • 1,532 Sq Ft

    26 Union St Unit 7, Tisbury, MA 02568

    Waterview Condo in the Heart of Downtown Vineyard Haven. Experience the best of in-town living with this newly built, thoughtfully designed 2-bedroom condo offering beautiful harbor views and luxurious modern finishes. The first level welcomes you with a primary suite featuring a full bath with a tub/shower combination and direct access to a private deck complete with an outdoor shower, perfect

    Alyssa Halisky Wallace & Co. Sotheby's

    26 Union St Unit 7, Tisbury, MA 02568
  • 31 Lamberts Cove Road Vh434, Tisbury, MA 02568
    31 Lamberts Cove Road Vh434, Tisbury, MA 02568
    31 Lamberts Cove Road Vh434, Tisbury, MA 02568
    /35

    $112,000 per month

    • 6 Beds
    • 9 Baths
    • 5,732 Sq Ft
    • House for Rent

    31 Lamberts Cove Road Vh434, Tisbury, MA 02568

    Karen Overtoom Karen M. Overtoom R.E.

    31 Lamberts Cove Road Vh434, Tisbury, MA 02568
  • 36 Tashmoo Ave, Vineyard Haven, MA 02568
    36 Tashmoo Ave, Vineyard Haven, MA 02568
    36 Tashmoo Ave, Vineyard Haven, MA 02568
    /33

    $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
    • 355 Days On Market

    Current Estimated Value $2,670,438

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

    36 Tashmoo Ave, Vineyard Haven, MA 02568
    • 58 Hagerty Dr, Vineyard Haven, MA 02568
      58 Hagerty Dr, Vineyard Haven, MA 02568
      58 Hagerty Dr, Vineyard Haven, MA 02568
      /32

      Est $1,320,066 Not Listed For Sale

      58 Hagerty Dr, Vineyard Haven, MA 02568

      • 3 Beds
      • 1 Bath
      • 1,118 Sq Ft
      • Built 1983
      58 Hagerty Dr, Vineyard Haven, MA 02568

      Last Sold Summary

      • 22% Above List Price
      • $970/SF
      • 167 Days On Market
      • Last Sold Price $1,085,000
      • Sep 29, 2023

      Last Listing Agent Neal Stiller Cronigs Real Estate

  • 25 Coffins Field Rd, Edgartown, MA 02539
    25 Coffins Field Rd, Edgartown, MA 02539
    25 Coffins Field Rd, Edgartown, MA 02539
    /4

    $1,025,000

    • Land
    • 1 Acre
    • $1,025,000 per Acre

    25 Coffins Field Rd, Edgartown, MA 02539

    Per the BOH, this property can accommodate a 6-bedroom home and with appropriate permitting may allow for an additional/separate structure such as a garage or studio. Property is not serviced by a well or septic system. Buyer is responsible for obtaining permits and installation. Association Dues $650.00

    Casandra Hyland Sandpiper Realty, Inc.

    25 Coffins Field Rd, Edgartown, MA 02539
  • 46 Old Coach Rd, Vineyard Haven, MA 02568
    46 Old Coach Rd, Vineyard Haven, MA 02568
    46 Old Coach Rd, 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 $1,283,412

    Last Listing Agent Lisa Gilberto C McManus Realty Group

    46 Old Coach Rd, Vineyard Haven, MA 02568
    • 5 Hillman Dr, Edgartown, MA 02539
      5 Hillman Dr, Edgartown, MA 02539
      5 Hillman Dr, Edgartown, MA 02539
      /35

      Est $3,352,324 Not Listed For Sale

      5 Hillman Dr, Edgartown, MA 02539

      • 4 Beds
      • 3.5 Baths
      • 2,407 Sq Ft
      • Built 1963
      5 Hillman Dr, Edgartown, MA 02539

      Last Sold Summary

      • 3% Above List Price
      • $1,350/SF
      • 35 Days On Market
      • Last Sold Price $3,250,000
      • Oct 10, 2023

      Last Listing Agent Kathryn Tate Kathryn Tate Gothard

  • 28 Barling Ave, Vineyard Haven, MA 02568
    28 Barling Ave, Vineyard Haven, MA 02568
    28 Barling Ave, Vineyard Haven, MA 02568
    /30

    $999,000

    • 2 Beds
    • 1 Bath
    • 1,232 Sq Ft

    28 Barling Ave, Vineyard Haven, MA 02568

    Oak Bluffs: Home Sweet HomeSituated on over a quarter acre of beautifully landscaped, level grounds with colorful perennial plantings and mature trees, this sun-filled ranch offers a perfect blend of comfort and charm. The open kitchen, dining, and living areas feature cathedral ceilings, classic vertical knotty pine walls, and a cozy brick fireplace. Enjoy a convenient first-floor bedroom

    Michael Schweikert Ocean Park Realty Inc

    28 Barling Ave, Vineyard Haven, MA 02568
  • 11 Flamingo Dr, Edgartown, MA 02539
    11 Flamingo Dr, Edgartown, MA 02539
    11 Flamingo Dr, Edgartown, MA 02539
    /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 $1,253,116

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

    11 Flamingo Dr, Edgartown, MA 02539
    • 159 Charles Neck Way, Vineyard Haven, MA 02568
      159 Charles Neck Way, Vineyard Haven, MA 02568
      159 Charles Neck Way, Vineyard Haven, MA 02568
      /35

      Est $2,066,306 Not Listed For Sale

      159 Charles Neck Way, Vineyard Haven, MA 02568

      • 4 Beds
      • 3 Baths
      • 1,995 Sq Ft
      • Built 2003
      159 Charles Neck Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 4% Above List Price
      • $1,000/SF
      • 47 Days On Market
      • Last Sold Price $1,995,000
      • Nov 15, 2024

      Last Listing Agent Wendy Harman Compass

  • 2 Old Farms Trail Unit 1, Edgartown, MA 02539
    2 Old Farms Trail Unit 1, Edgartown, MA 02539
    /2

    $12,500,000

    • Land
    • 38 Acres
    • $328,947 per Acre

    2 Old Farms Trail Unit 1, Edgartown, MA 02539

    Thirty-eight (38 acres) of available land in Edgartown! This is a truly extraordinary and increasingly rare opportunity to own thirty-eight (38) acres of contiguous land in Edgartown. Come create a landmark estate or private compound in one of Edgartown’s most sought-after locations. Perfectly positioned between the charm of Edgartown Historic Village and the sweeping sands of South Beach and

    Michele Casavant Vineyard Village Realty

    2 Old Farms Trail Unit 1, Edgartown, MA 02539
  • 299 Franklin St, Vineyard Haven, MA 02568
    299 Franklin St, Vineyard Haven, MA 02568
    299 Franklin St, 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 $988,950

    Last Listing Agent Lisa Lucier Anchor Realty of MV

    299 Franklin St, Vineyard Haven, MA 02568
    • 7 Tar Barrel Rd, Aquinnah, MA 02535
      7 Tar Barrel Rd, Aquinnah, MA 02535
      7 Tar Barrel Rd, Aquinnah, MA 02535
      /41

      Est $1,967,245 Not Listed For Sale

      7 Tar Barrel Rd, Aquinnah, MA 02535

      • 3 Beds
      • 3 Baths
      • 1,803 Sq Ft
      • Built 1998
      7 Tar Barrel Rd, Aquinnah, MA 02535

      Last Sold Summary

      • 9% Above List Price
      • $998/SF
      • 0 Days On Market
      • Last Sold Price $1,800,000
      • Nov 02, 2023

      Last Listing Agent Heidi Vanderhoop Tea Lane Associates

  • 32 Edgartown - West Tisbury Rd Unit 81, West Tisbury, MA 02575
    32 Edgartown - West Tisbury Rd Unit 81, West Tisbury, MA 02575
    32 Edgartown - West Tisbury Rd Unit 81, West Tisbury, MA 02575
    /25

    $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 OpportunityAn 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

    Jill Napior Tea Lane Associates

    32 Edgartown - West Tisbury Rd Unit 81, West Tisbury, MA 02575
  • 38 Cow Bay Rd, Edgartown, MA 02539
    38 Cow Bay Rd, Edgartown, MA 02539
    /2

    $15,000,000 Sold Apr 02, 2026

    38 Cow Bay Rd, Edgartown, MA 02539

    • 6 Beds
    • 8 Baths
    • 5,586 Sq Ft
    • Built 1999

    Last Sold Summary

    • 10% Below List Price
    • $2,685/SF
    • 0 Days On Market

    Last Listing Agent Gerrett Conover Landvest MV

    38 Cow Bay Rd, Edgartown, MA 02539
    • 55 Old Purchase Rd, Edgartown, MA 02539
      55 Old Purchase Rd, Edgartown, MA 02539
      55 Old Purchase Rd, Edgartown, MA 02539
      /30

      Est $2,090,080 Not Listed For Sale

      55 Old Purchase Rd, Edgartown, MA 02539

      • 5 Beds
      • 3.5 Baths
      • 2,779 Sq Ft
      • Built 1988
      55 Old Purchase Rd, Edgartown, MA 02539

      Last Sold Summary

      • 4% Below List Price
      • $783/SF
      • 0 Days On Market
      • Last Sold Price $2,175,000
      • Apr 18, 2025

      Last Listing Agent Stephanie Roache Donnelly + Co

  • 345 North Rd, Chilmark, MA 02535
    345 North Rd, Chilmark, MA 02535
    345 North Rd, Chilmark, MA 02535
    /23

    $1,550,000

    • 5 Beds
    • 5 Baths
    • 2,266 Sq Ft

    345 North Rd, Chilmark, MA 02535

    This versatile Chilmark property offers a rare combination of privacy, flexibility, and investment potential. The main residence features 4 bedrooms and 4 bathrooms, complemented by a detached 1-bedroom, 1-bath suite with an attached garage—ideal for guests, extended family, or rental income. Two separate parking areas provide ample space and convenience. Abutting over 200 acres of protected

    Jessica Campbell Flanders Real Estate

    345 North Rd, Chilmark, MA 02535
  • 00 Quenames Rd Unit 30-02, Chilmark, MA 02535
    00 Quenames Rd Unit 30-02, Chilmark, MA 02535
    /2

    $900,000 Sold Sep 17, 2025

    00 Quenames Rd Unit 30-02, Chilmark, MA 02535

    • Land
    • 3.05 Acres
    • $295,082 per Acre

    Last Sold Summary

    • 10% Below List Price
    • 83 Days On Market

    Last Listing Agent Candy DaRosa Feiner Real Estate

    00 Quenames Rd Unit 30-02, Chilmark, MA 02535
    • 10 Saddle Club Rd, Edgartown, MA 02539
      10 Saddle Club Rd, Edgartown, MA 02539
      10 Saddle Club Rd, Edgartown, MA 02539
      /22

      Est $1,072,777 Not Listed For Sale

      10 Saddle Club Rd, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,025 Sq Ft
      • Built 1985
      10 Saddle Club Rd, Edgartown, MA 02539

      Last Sold Summary

      • 18% Above List Price
      • $888/SF
      • 102 Days On Market
      • Last Sold Price $910,000
      • Dec 15, 2023

      Last Listing Agent Jennifer B. DaSilva Compass

  • 31 North Rd, Chilmark, MA 02535
    31 North Rd, Chilmark, MA 02535
    31 North Rd, Chilmark, MA 02535
    /22

    $1,200,000

    • 2 Beds
    • 1 Bath
    • 576 Sq Ft

    31 North Rd, Chilmark, MA 02535

    Surrounded by three-season perennial gardens, this sun-filled two bedroom cottage offers an airy open floor plan with high ceilings that create an impressive sense of space. Natural light pours in through four skylights and classic 8 over 8 windows, while a deck off the side and rear of the home provides seamless indoor outdoor living.This home underwent a major renovation in Spring of 2024

    Russell Maloney Russell Maloney Real Estate

    31 North Rd, Chilmark, MA 02535
  • 2 Boylston Dr, Edgartown, MA 02539
    2 Boylston Dr, Edgartown, MA 02539
    2 Boylston Dr, Edgartown, MA 02539
    /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 $1,310,252

    Last Listing Agent Martha Smith C McManus Realty Group

    2 Boylston Dr, Edgartown, MA 02539
    • 10 Elm St, Vineyard Haven, MA 02568
      10 Elm St, Vineyard Haven, MA 02568
      10 Elm St, Vineyard Haven, MA 02568
      /32

      Est $1,184,034 Not Listed For Sale

      10 Elm St, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,429 Sq Ft
      • Built 1970
      10 Elm St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 6% Above List Price
      • $784/SF
      • 35 Days On Market
      • Last Sold Price $1,120,000
      • Jun 20, 2024

      Last Listing Agent Christine Rose Martha's Vineyard Island-Wide Realty

  • 22 Old Harbor Ln, Oak Bluffs, MA 02557
    22 Old Harbor Ln, Oak Bluffs, MA 02557
    22 Old Harbor Ln, Oak Bluffs, MA 02557
    /27

    $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
  • 10 Eagles Nest, Edgartown, MA 02539
    10 Eagles Nest, Edgartown, MA 02539
    10 Eagles Nest, Edgartown, MA 02539
    /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 $1,269,620

    Last Listing Agent Jennifer B. DaSilva Compass

    10 Eagles Nest, Edgartown, MA 02539
    • 16 Fishermans Knot Rd, Edgartown, MA 02539
      16 Fishermans Knot Rd, Edgartown, MA 02539
      16 Fishermans Knot Rd, Edgartown, MA 02539
      /47

      Est $1,995,309 Not Listed For Sale

      16 Fishermans Knot Rd, Edgartown, MA 02539

      • 3 Beds
      • 3.5 Baths
      • 2,417 Sq Ft
      • Built 2002
      16 Fishermans Knot Rd, Edgartown, MA 02539

      Last Sold Summary

      • $827/SF
      • 24 Days On Market
      • Last Sold Price $2,000,000
      • Dec 16, 2024

      Last Listing Agent Jennifer DaSilva Compass | Point B

  • 71 Stoney Hill Rd, Vineyard Haven, MA 02568
    71 Stoney Hill Rd, Vineyard Haven, MA 02568
    71 Stoney Hill Rd, Vineyard Haven, MA 02568
    /38

    $3,990,000

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

    71 Stoney Hill Rd, Vineyard Haven, MA 02568

    A combination of luxury, comfort, and natural beauty, this expansive custom, five bedroom, post and beam home is sited on more than eight acres of land, surrounded by 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 from one room to the next, perfect

    Sheila Morse Island Real Estate

    71 Stoney Hill Rd, Vineyard Haven, MA 02568
  • 0 North Rd Unit 40 43533, Aquinnah, MA 02535
    0 North Rd Unit 40 43533, Aquinnah, MA 02535
    /2

    $60,000 Sold Jul 01, 2025

    0 North Rd Unit 40 43533, Aquinnah, MA 02535

    • Land
    • 0 Sq Ft

    Last Sold Summary

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

    0 North Rd Unit 40 43533, Aquinnah, MA 02535
    • 88 Hopps Farm Rd, Vineyard Haven, MA 02568
      88 Hopps Farm Rd, Vineyard Haven, MA 02568
      88 Hopps Farm Rd, Vineyard Haven, MA 02568
      /30

      Est $1,442,846 Not Listed For Sale

      88 Hopps Farm Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,464 Sq Ft
      • Built 1992
      88 Hopps Farm Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 8% Above List Price
      • $908/SF
      • 80 Days On Market
      • Last Sold Price $1,330,000
      • Jun 20, 2023

      Last Listing Agent Emma Bryant Landmarks at TODAY Real Estate

  • 103 Meadow View Rd, Oak Bluffs, MA 02557
    103 Meadow View Rd, Oak Bluffs, MA 02557
    103 Meadow View Rd, Oak Bluffs, MA 02557
    /26

    $1,750,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,862 Sq Ft

    103 Meadow View Rd, Oak Bluffs, MA 02557

    Nestled on a rare, oversized 1.5-acre lot, this spacious 3-bed/2 1/2 bath contemporary home offers a perfect blend of privacy and coastal convenience. Perched elegantly upon a gentle rise, the residence is bathed in natural light and framed by a beautifully landscaped lawn with mature plantings. The interior is designed for both comfort and scale. An expansive front living room has soaring

    Alyson Parker Karen M. Overtoom R.E.

    103 Meadow View Rd, Oak Bluffs, MA 02557
  • 42 Daggett Ave, Vineyard Haven, MA 02568
    42 Daggett Ave, Vineyard Haven, MA 02568
    42 Daggett Ave, Vineyard Haven, MA 02568
    /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 $2,296,727

    Last Listing Agent Rene Jackson Island Real Estate

    42 Daggett Ave, Vineyard Haven, MA 02568
    • 33 Summer St, Vineyard Haven, MA 02568
      33 Summer St, Vineyard Haven, MA 02568
      33 Summer St, Vineyard Haven, MA 02568
      /22

      Not Listed For Sale

      33 Summer St, Vineyard Haven, MA 02568

      • 4 Beds
      • 3 Baths
      • 1,250 Sq Ft
      • Built 1924
      33 Summer St, Vineyard Haven, MA 02568

      Last Sold Summary

      • $898/SF
      • 19 Days On Market
      • Last Sold Price $1,122,000
      • Jul 28, 2023

      Last Listing Agent Emma Kennedy Sandpiper Realty Inc

  • 385 Barnes Rd, Vineyard Haven, MA 02568
    385 Barnes Rd, Vineyard Haven, MA 02568
    385 Barnes Rd, Vineyard Haven, MA 02568
    /60

    $5,495,000

    • 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
  • 3 Tennis Ln, Chilmark, MA 02535
    3 Tennis Ln, Chilmark, MA 02535
    /2

    $3,772,500 Sold May 29, 2025

    3 Tennis Ln, Chilmark, MA 02535

    • 4 Beds
    • 4.5 Baths
    • 3,234 Sq Ft
    • Built 1999

    Last Sold Summary

    • 3% Below List Price
    • $1,167/SF
    • 0 Days On Market

    Last Listing Agent Candy DaRosa Feiner Real Estate

    3 Tennis Ln, Chilmark, MA 02535
    • 30 Deacon Vincent Way, Edgartown, MA 02539
      30 Deacon Vincent Way, Edgartown, MA 02539
      30 Deacon Vincent Way, Edgartown, MA 02539
      /19

      Est $2,273,549 Not Listed For Sale

      30 Deacon Vincent Way, Edgartown, MA 02539

      • 3 Beds
      • 3 Baths
      • 2,784 Sq Ft
      • Built 2003
      30 Deacon Vincent Way, Edgartown, MA 02539

      Last Sold Summary

      • 8% Above List Price
      • $754/SF
      • 208 Days On Market
      • Last Sold Price $2,100,000
      • Mar 14, 2025

      Last Listing Agent Tara Ledden Ledden Properties LLC

  • 34 Ebens Ln Unit 20 and 22, Chilmark, MA 02535
    34 Ebens Ln Unit 20 and 22, Chilmark, MA 02535
    34 Ebens Ln Unit 20 and 22, Chilmark, MA 02535
    /21

    $2,725,000

    • Land
    • 7.6 Acres
    • $358,553 per Acre

    34 Ebens Ln Unit 20 and 22, Chilmark, MA 02535

    This rare two-lot offering off Middle Road in Chilmark presents a private sanctuary abutting approximately 50 acres of conservation land. The gently rolling landscape is accented by ancient stone walls and striking glacial boulders, creating a setting of timeless Vineyard character. Ideal for a generational compound or two distinct residences, the property offers both serenity and convenience —

    Peyton Wallace Studio Realty

    34 Ebens Ln Unit 20 and 22, Chilmark, MA 02535
  • 49 Cobbs Hill Rd Unit 24.3, Chilmark, MA 02535
    49 Cobbs Hill Rd Unit 24.3, Chilmark, MA 02535
    49 Cobbs Hill Rd Unit 24.3, Chilmark, MA 02535
    /9

    $1,500,000 Sold Oct 20, 2025

    49 Cobbs Hill Rd Unit 24.3, Chilmark, MA 02535

    • Land
    • 3.9 Acres
    • $384,615 per Acre

    Last Sold Summary

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

    49 Cobbs Hill Rd Unit 24.3, Chilmark, MA 02535

Showing Results 361 - 400, Page 10 of 18

Massachusetts Martha's Vineyard

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group