5,601

Gosnold, MA Homes

Section Image
  • 370 Lighthouse Rd, Aquinnah, MA 02535
    370 Lighthouse Rd, Aquinnah, MA 02535
    370 Lighthouse Rd, Aquinnah, MA 02535
    /56

    $3,375,000

    • 4 Beds
    • 3 Baths
    • 2,704 Sq Ft

    370 Lighthouse Rd, Aquinnah, MA 02535

    Stunning waterview living with an active view that will never disappoint. Wake up every morning to breathtaking 180 degree water views in this beautifully appointed 4-bedroom, 3-bath coastal retreat. Perfectly situated to capture sunrise to sunset vistas, this home offers a blend of summer vibes with year-round living amenities. Step inside to find an open-concept living space filled with natural

    Jill Napior Tea Lane Associates

    370 Lighthouse Rd, Aquinnah, MA 02535
  • 4 Windy Way Wt143, West Tisbury, MA 02575
    4 Windy Way Wt143, West Tisbury, MA 02575
    4 Windy Way Wt143, West Tisbury, MA 02575
    /8

    $18,500 per month

    • 4 Beds
    • 3.5 Baths
    • 1,714 Sq Ft
    • House for Rent

    4 Windy Way Wt143, West Tisbury, MA 02575

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! The 3.3 acre private setting is most picturesque with its positioning in private Upper Makonikey , the long circular driveway , its grassy lawn, and rolling landscape fields . Only a short distance away is over 3,000 feet of PRIVATE sandy association Beaches , directly below , with two nearby parking lot access-ways . Nestled onto this promontory is a

    Karen Overtoom Karen M. Overtoom R.E.

    4 Windy Way Wt143, West Tisbury, MA 02575
  • 77 Fay Rd, Falmouth, MA 02543
    77 Fay Rd, Falmouth, MA 02543
    77 Fay Rd, Falmouth, MA 02543
    /41

    $4,700,000 Sold Jun 06, 2025

    77 Fay Rd, Falmouth, MA 02543

    • 4 Beds
    • 4.5 Baths
    • 4,780 Sq Ft
    • Built 2000

    Last Sold Summary

    • 13% Below List Price
    • $983/SF
    • 12 Days On Market

    Current Estimated Value $4,799,255

    Last Listing Agent Kerrie Marzot Sotheby's International Realty

    77 Fay Rd, Falmouth, MA 02543
    • 84 Christiantown Rd, Vineyard Haven, MA 02568
      84 Christiantown Rd, Vineyard Haven, MA 02568
      84 Christiantown Rd, Vineyard Haven, MA 02568
      /34

      Est $1,556,989 Not Listed For Sale

      84 Christiantown Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,452 Sq Ft
      • Built 2018
      84 Christiantown Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 11% Above List Price
      • $964/SF
      • 59 Days On Market

      Last Sold Price $1,400,000

      Last Listing Agent Candy DaRosa Feiner Real Estate

  • 24 Cournoyer Rd, Vineyard Haven, MA 02568
    24 Cournoyer Rd, Vineyard Haven, MA 02568
    24 Cournoyer Rd, Vineyard Haven, MA 02568
    /19

    $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
  • 33 Menemsha Inn Rd Ch223 3, Chilmark, MA 02535
    33 Menemsha Inn Rd Ch223 3, Chilmark, MA 02535
    33 Menemsha Inn Rd Ch223 3, Chilmark, MA 02535
    /8

    $4,500 per month

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft
    • House for Rent

    33 Menemsha Inn Rd Ch223 3, Chilmark, MA 02535

    THIS IS A WEEKLY RENTAL PROPERTY!! This spacious two bedroom home is filled with classic Vineyard charm. Each room features spectacular views overlooking Vineyard Sound, as well as stellar sunsets in the evening. Close to Menemsha Village and public beach as well as access to Lucy Vincent and Squibnocket beaches.

    Karen Overtoom Karen M. Overtoom R.E.

    33 Menemsha Inn Rd Ch223 3, Chilmark, MA 02535
  • 82 Harbor Hill Rd, Woods Hole, MA 02543
    82 Harbor Hill Rd, Woods Hole, MA 02543
    82 Harbor Hill Rd, Woods Hole, MA 02543
    /40

    $2,360,285 Sold Dec 05, 2025

    82 Harbor Hill Rd, Woods Hole, MA 02543

    • 5 Beds
    • 3.5 Baths
    • 3,624 Sq Ft
    • Built 1999

    Last Sold Summary

    • 24% Below List Price
    • $651/SF
    • 172 Days On Market

    Current Estimated Value $2,377,651

    Last Listing Agent Megan Zottoli Weichert, REALTORS® - Donahue Partners

    82 Harbor Hill Rd, Woods Hole, MA 02543
    • 82 South Rd, Chilmark, MA 02535
      82 South Rd, Chilmark, MA 02535
      82 South Rd, Chilmark, MA 02535
      /26

      Est $1,935,899 Not Listed For Sale

      82 South Rd, Chilmark, MA 02535

      • 3 Beds
      • 2 Baths
      • 1,862 Sq Ft
      • Built 1960
      82 South Rd, Chilmark, MA 02535

      Last Sold Summary

      • 6% Above List Price
      • $983/SF
      • 10 Days On Market

      Last Sold Price $1,830,000

      Last Listing Agent Meg Bodnar Tea Lane Associates

  • 157 Ben Chase Rd, West Tisbury, MA 02575
    157 Ben Chase Rd, West Tisbury, MA 02575
    157 Ben Chase Rd, West Tisbury, MA 02575
    /59

    $2,250,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,983 Sq Ft

    157 Ben Chase Rd, West Tisbury, MA 02575

    You will find this outstanding property at the end of a quiet country lane in West Tisbury nestled alongside hundreds of acres of conservation land and walking trails that extend all the way to Lamberts Cove Road. The setting is magical - 4 acres of rolling lawns with specimen trees and ponds. There are multiple structures to allow you to customize this compound to your personal needs. The main

    Madelyn Silvia Wallace & Co. Sotheby's

    157 Ben Chase Rd, West Tisbury, MA 02575
  • 165 Christiantown Rd, West Tisbury, MA 02575
    165 Christiantown Rd, West Tisbury, MA 02575
    165 Christiantown Rd, West Tisbury, MA 02575
    /8

    $4,800 per month

    • 3 Beds
    • 3 Baths
    • 3,279 Sq Ft
    • House for Rent

    165 Christiantown Rd, West Tisbury, MA 02575

    THIS PROPERTY IS A WEEKLY PROPERTY!! The home is set on six beautifully landscaped acres with original stone walls. It is located in private historic Christiantown on the North Shore, a short distance from both Lambert’s Cove Beach and Cedar Tree Neck Wildlife Reserve. Cedar Tree is a habitat with tumbling streams and freshwater ponds, sandy beaches and rocky cliffs, tall oaks and cool beech

    Karen Overtoom Karen M. Overtoom R.E.

    165 Christiantown Rd, West Tisbury, MA 02575
  • 12 Meadow Shores Rd, South Dartmouth, MA 02748
    12 Meadow Shores Rd, South Dartmouth, MA 02748
    12 Meadow Shores Rd, South Dartmouth, MA 02748
    /25

    $1,663,000 Sold Jan 12, 2026

    12 Meadow Shores Rd, South Dartmouth, MA 02748

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Built 1950

    Last Sold Summary

    • 7% Below List Price
    • $1,386/SF
    • 32 Days On Market

    Current Estimated Value $1,680,267

    Last Listing Agent William Milbury Milbury and Company

    12 Meadow Shores Rd, South Dartmouth, MA 02748
    • 29 Brook Hollow Rd, Vineyard Haven, MA 02568
      29 Brook Hollow Rd, Vineyard Haven, MA 02568
      29 Brook Hollow Rd, Vineyard Haven, MA 02568
      /18

      Est $1,774,865 Not Listed For Sale

      29 Brook Hollow Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 2.5 Baths
      • 2,461 Sq Ft
      • Built 1994
      29 Brook Hollow Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 6% Above List Price
      • $683/SF
      • 52 Days On Market

      Last Sold Price $1,680,000

      Last Listing Agent Peyton Wallace Studio Realty

  • 78 Hammett Rd, Chilmark, MA 02535
    78 Hammett Rd, Chilmark, MA 02535
    78 Hammett Rd, Chilmark, MA 02535
    /53

    $6,750,000

    • 5 Beds
    • 3.5 Baths
    • 4,050 Sq Ft

    78 Hammett Rd, Chilmark, MA 02535

    Wonderful elevated Chilmark north shore 3.8 acre secure waterfront property with dramatic year round sunset water views to the Gay Head Lighthouse and Elizabeth Islands. The Vineyard Sound expanse enjoys peaceful sailing, fishing and other boating activity to enhance the ocean splendor. The 5 bedroom 3 1/2 bath 4,050 sq ft home is literally in move-in condition. Architect designed and built by

    Robert Kenney Tea Lane Associates

    78 Hammett Rd, Chilmark, MA 02535
  • 56 Chilmark Rd, Chilmark, MA 02535
    56 Chilmark Rd, Chilmark, MA 02535
    56 Chilmark Rd, Chilmark, MA 02535
    /8

    $8,000 per month

    • 4 Beds
    • 4.5 Baths
    • 3,600 Sq Ft
    • House for Rent

    56 Chilmark Rd, Chilmark, MA 02535

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! This slice of paradise in the coveted Seven Gates Association gives you access to two miles of private beach just half a mile away, with tennis courts also nearby and 1000 acres of conservation land. The house is exquisitely crafted, well maintained and beautifully landscaped. Views of Harlock's pond are visible from the kitchen, living area and master

    Karen Overtoom Karen M. Overtoom R.E.

    56 Chilmark Rd, Chilmark, MA 02535
  • 1054 State Rd, Vineyard Haven, MA 02568
    1054 State Rd, Vineyard Haven, MA 02568
    1054 State Rd, Vineyard Haven, MA 02568
    /32

    $1,250,000 Sold Nov 12, 2025

    1054 State Rd, Vineyard Haven, MA 02568

    • 6 Beds
    • 2 Baths
    • 1,845 Sq Ft
    • Built 1881

    Last Sold Summary

    • 16% Below List Price
    • $678/SF
    • 60 Days On Market

    Current Estimated Value $1,274,063

    Last Listing Agent Stephanie Roache Donnelly + Co.

    1054 State Rd, Vineyard Haven, MA 02568
    • 31 Music St, Vineyard Haven, MA 02568
      31 Music St, Vineyard Haven, MA 02568
      31 Music St, Vineyard Haven, MA 02568
      /16

      Est $1,242,402 Not Listed For Sale

      31 Music St, Vineyard Haven, MA 02568

      • 3 Beds
      • 1.5 Baths
      • 1,150 Sq Ft
      • Built 1817
      31 Music St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 10% Above List Price
      • $978/SF
      • 0 Days On Market

      Last Sold Price $1,125,000

      Last Listing Agent LINK Email Cache LINK

  • 482 Smith Neck Rd, South Dartmouth, MA 02748
    482 Smith Neck Rd, South Dartmouth, MA 02748
    482 Smith Neck Rd, South Dartmouth, MA 02748
    /22

    $4,000,000

    • Land
    • 108.96 Acres
    • $36,711 per Acre

    482 Smith Neck Rd, South Dartmouth, MA 02748

    Hidden away down a long winding lane, are over 108 acres of agriculturally protected land. More than 60 acres of pristine fields have been responsibly farmed for over 50 years by the same family. This property, which includes many barns and outbuildings, provides endless opportunities for various applications of sustainable farming. A spacious, nearly 3,000 sq. ft., colonial style farmhouse sits

    Crystal Ferry Medeiros Coastal Properties Group LLC

    482 Smith Neck Rd, South Dartmouth, MA 02748
  • 40 Sweet William Way, West Tisbury, MA 02575
    40 Sweet William Way, West Tisbury, MA 02575
    40 Sweet William Way, West Tisbury, MA 02575
    /42

    $19,000 per month

    • 6 Beds
    • 6.5 Baths
    • 6,950 Sq Ft
    • House for Rent

    40 Sweet William Way, West Tisbury, MA 02575

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY! This stunning home is situated right in the heart of West Tisbury, yet set back enough for a completely private feel. On a property that encompasses 10 acres with your own private pond, you will feel the stress melt away as soon as you get to this luxury vacation home. Keys to private Quansoo Beach Association come with the house. Spend your days on the

    Karen Overtoom Karen M. Overtoom R.E.

    40 Sweet William Way, West Tisbury, MA 02575
  • 29 Oxcart Rd, Aquinnah, MA 02535
    29 Oxcart Rd, Aquinnah, MA 02535
    29 Oxcart Rd, Aquinnah, MA 02535
    /31

    $3,750,000 Sold Oct 31, 2025

    29 Oxcart Rd, Aquinnah, MA 02535

    • 3 Beds
    • 2 Baths
    • 1,274 Sq Ft
    • Built 2009

    Last Sold Summary

    • 11% Below List Price
    • $2,943/SF
    • 380 Days On Market

    Current Estimated Value $3,466,251

    Last Listing Agent Michelle Kelly Tea Lane Associates

    29 Oxcart Rd, Aquinnah, MA 02535
    • 51 Blueberry Ridge Ln, Chilmark, MA 02535
      51 Blueberry Ridge Ln, Chilmark, MA 02535
      51 Blueberry Ridge Ln, Chilmark, MA 02535
      /23

      Not Listed For Sale

      51 Blueberry Ridge Ln, Chilmark, MA 02535

      • 6 Beds
      • 3.5 Baths
      • 2,229 Sq Ft
      • Built 1989
      51 Blueberry Ridge Ln, Chilmark, MA 02535

      Last Sold Summary

      • $1,032/SF
      • 11 Days On Market

      Last Sold Price $2,300,000

      Last Listing Agent Rebecca V Conroy Conroy & Company R.E., Inc.

  • 0 W End Rd, Gosnold, MA 02713
    0 W End Rd, Gosnold, MA 02713
    0 W End Rd, Gosnold, MA 02713
    /7

    $795,000 Pending

    • Land
    • 2.52 Acres
    • $315,476 per Acre

    0 W End Rd, Gosnold, MA 02713

    Vacant, buildable, water-view lot comprised of 2.52 ± wooded acres with subdivision potential and views of Martha’s Vineyard and Vineyard Sound. Buyer should do their own due-diligence on subdivision. Located on Cuttyhunk Island, part of the Elizabeth Islands off the southern coast of Massachusetts is located between Buzzards Bay and Vineyard Sound. At just 550± acres Cuttyhunk Island offers a

    Slater Anderson LandVest, Inc.

    0 W End Rd, Gosnold, MA 02713
  • 6 Trails End Ch241, Chilmark, MA 02535
    6 Trails End Ch241, Chilmark, MA 02535
    6 Trails End Ch241, Chilmark, MA 02535
    /26

    $50,700 per month

    • 4 Beds
    • 3 Baths
    • 2,346 Sq Ft
    • House for Rent

    6 Trails End Ch241, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $12,675. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Set atop a hill you will find this wonderful 4 bedroom home with distant views and a wonderful lap pool. Enjoy your days on the large deck or take a swim in the pool. This great vacation home is tastefully decorated and is located on one level with plenty of space for

    Karen Overtoom Karen M. Overtoom R.E.

    6 Trails End Ch241, Chilmark, MA 02535
  • 97 Longview Rd, Vineyard Haven, MA 02568
    97 Longview Rd, Vineyard Haven, MA 02568
    97 Longview Rd, Vineyard Haven, MA 02568
    /42

    $4,150,000 Sold Feb 19, 2026

    97 Longview Rd, Vineyard Haven, MA 02568

    • 5 Beds
    • 5.5 Baths
    • 4,003 Sq Ft
    • Built 2008

    Last Sold Summary

    • 12% Below List Price
    • $1,037/SF
    • 74 Days On Market

    Last Listing Agent Stephanie Roache Donnelly + Co.

    97 Longview Rd, Vineyard Haven, MA 02568
    • 323 Lamberts Cove Rd, Vineyard Haven, MA 02568
      323 Lamberts Cove Rd, Vineyard Haven, MA 02568
      323 Lamberts Cove Rd, Vineyard Haven, MA 02568
      /36

      Est $1,670,275 Not Listed For Sale

      323 Lamberts Cove Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 3 Baths
      • 1,144 Sq Ft
      • Built 1900
      323 Lamberts Cove Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 1% Below List Price
      • $1,473/SF
      • 331 Days On Market

      Last Sold Price $1,685,000

      Last Listing Agent Diana Gilmore Island Real Estate

  • 47 Quenames Rd, Chilmark, MA 02535
    47 Quenames Rd, Chilmark, MA 02535
    47 Quenames Rd, Chilmark, MA 02535
    /7

    $1,575,000

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft

    47 Quenames Rd, Chilmark, MA 02535

    On a beautiful 3.02-acre parcel in Chilmark, 47 Quenames Road offers privacy, outstanding value, and excellent potential. The year-round 2-bedroom home features first-floor living, an open floorplan with living and dining space, a kitchen remodeled in 2023, two bedrooms, and a full bath with tub. A new roof (2023) and outdoor deck with bluestone patio area overlooks the lawn and the natural

    Dawn Bellante Sandpiper Realty, Inc.

    47 Quenames Rd, Chilmark, MA 02535
  • 224 N Rd Ch248, Chilmark, MA 02535
    224 N Rd Ch248, Chilmark, MA 02535
    224 N Rd Ch248, Chilmark, MA 02535
    /3

    $13,200 per month

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • House for Rent

    224 N Rd Ch248, Chilmark, MA 02535

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! A modern summer retreat is nestled high on a knoll off North Rd in picturesque Chilmark. Here in this stunning contemporary ranch you will find the upmost in Luxury. Each room is exciting, charming and has a simplistic yet artistic style. The entire house is accented with beautiful light pine flooring that pairs perfectly with the expansive main room.

    Karen Overtoom Karen M. Overtoom R.E.

    224 N Rd Ch248, Chilmark, MA 02535
  • 17 Mattarest Ln, South Dartmouth, MA 02748
    17 Mattarest Ln, South Dartmouth, MA 02748
    17 Mattarest Ln, South Dartmouth, MA 02748
    /40

    $6,795,000 Sold Sep 12, 2025

    17 Mattarest Ln, South Dartmouth, MA 02748

    • 4 Beds
    • 3.5 Baths
    • 2,155 Sq Ft
    • Built 2000

    Last Sold Summary

    • $3,153/SF
    • 67 Days On Market

    Current Estimated Value $5,870,347

    Last Listing Agent Betsy Lawrence LandVest, Inc.

    17 Mattarest Ln, South Dartmouth, MA 02748
    • 106 Panhandle Rd, Vineyard Haven, MA 02568
      106 Panhandle Rd, Vineyard Haven, MA 02568
      106 Panhandle Rd, Vineyard Haven, MA 02568
      /31

      Est $2,610,171 Not Listed For Sale

      106 Panhandle Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 3.5 Baths
      • 3,310 Sq Ft
      • Built 1991
      106 Panhandle Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 3% Above List Price
      • $763/SF
      • 80 Days On Market

      Last Sold Price $2,525,000

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

  • 48 N Shore Dr Unit 3&7, South Dartmouth, MA 02748
    48 N Shore Dr Unit 3&7, South Dartmouth, MA 02748
    48 N Shore Dr Unit 3&7, South Dartmouth, MA 02748
    /30

    $1,350,000

    • 2 Beds
    • 2 Baths
    • 2,354 Sq Ft

    48 N Shore Dr Unit 3&7, South Dartmouth, MA 02748

    Located in Round Hill —one of South Dartmouth’s most iconic waterfront communities—this stunning two-level Mansion condominium offers the unique opportunity to embrace elevated coastal living. With 2 bedrooms, 2 full baths and a 2300+/- sq ft footprint, this residence showcases lofty ceilings, a bright open floor plan on both levels, and a sleek, move-in-ready interior with coastal contemporary

    Team MCM Gibson Sotheby's International Realty

    48 N Shore Dr Unit 3&7, South Dartmouth, MA 02748
  • 31 S Ridge Rd Ch218, Chilmark, MA 02535
    31 S Ridge Rd Ch218, Chilmark, MA 02535
    31 S Ridge Rd Ch218, Chilmark, MA 02535
    /20

    $16,800 per month

    • 3 Beds
    • 2 Baths
    • 1,638 Sq Ft
    • House for Rent

    31 S Ridge Rd Ch218, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Set high on a hill in picturesque Chilmark is this absolutely wonderful 3 bedroom home with a finished walk out that has a sofa bed. Each bedroom has a window A/C unit. The grounds are beautiful. Wonderful screen porch for your morning coffee or sit in the back yard and

    Karen Overtoom Karen M. Overtoom R.E.

    31 S Ridge Rd Ch218, Chilmark, MA 02535
  • 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
    • 23 Alex Way, Vineyard Haven, MA 02568
      23 Alex Way, Vineyard Haven, MA 02568
      23 Alex Way, Vineyard Haven, MA 02568
      /30

      Est $2,884,524 Not Listed For Sale

      23 Alex Way, Vineyard Haven, MA 02568

      • 3 Beds
      • 5 Baths
      • 2,926 Sq Ft
      • Built 2004
      23 Alex Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 4% Above List Price
      • $945/SF
      • 109 Days On Market

      Last Sold Price $2,765,000

      Last Listing Agent Elissa Lash Tea Lane Associates

  • 40 Scotchmans Ln, Vineyard Haven, MA 02568
    40 Scotchmans Ln, Vineyard Haven, MA 02568
    40 Scotchmans Ln, Vineyard Haven, MA 02568
    /36

    $1,390,000

    • 4 Beds
    • 2 Baths
    • 1,332 Sq Ft

    40 Scotchmans Ln, Vineyard Haven, MA 02568

    A home with history, built in the early 1800s this dwelling was originally built on a local farm and moved to its present location in the 1920's. The structure sits nestled amongst mature plantings and out buildings facing the Mill Brook. The studio and covered patio offer opportunities to entertain, relax and reflect. This 3.76 parcel was created from a larger parcel by the owner (see attached

    Jim Osmundsen Donnelly + Co.

    40 Scotchmans Ln, Vineyard Haven, MA 02568
  • 36 Henry Hough Lane Ch206, Chilmark, MA 02535
    36 Henry Hough Lane Ch206, Chilmark, MA 02535
    36 Henry Hough Lane Ch206, Chilmark, MA 02535
    /35

    $22,000 per month

    • 4 Beds
    • 2 Baths
    • 2,290 Sq Ft
    • House for Rent

    36 Henry Hough Lane Ch206, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Water views, 3 acres and stone walls. At the end of a lane, enjoy the privacy offered by 49 acres of conservation land complete with walking trails. This house is a short distance from Lucy Vincent beach, as well as from Menemsha and Squibnocket. This spacious four

    Karen Overtoom Karen M. Overtoom R.E.

    36 Henry Hough Lane Ch206, 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
    • 225 Longview Rd, Vineyard Haven, MA 02568
      225 Longview Rd, Vineyard Haven, MA 02568
      225 Longview Rd, Vineyard Haven, MA 02568
      /20

      Est $1,358,504 Not Listed For Sale

      225 Longview Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,730 Sq Ft
      • Built 1977
      225 Longview Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 1% Above List Price
      • $780/SF
      • 18 Days On Market

      Last Sold Price $1,350,000

      Last Listing Agent Michele Casavant Vineyard Village Realty

  • 9 Galway Rd, Vineyard Haven, MA 02568
    9 Galway Rd, Vineyard Haven, MA 02568
    9 Galway Rd, Vineyard Haven, MA 02568
    /26

    $1,299,000

    • 3 Beds
    • 1 Bath
    • 1,150 Sq Ft

    9 Galway Rd, Vineyard Haven, MA 02568

    Tucked away off Old County Road in West Tisbury, this 3 bedroom 1 bath cape home has been owned by the same family for years. Sitting on 1.6 acres in a quiet area that is centrally located on the Island for easy access to up or down Island towns. Short walk to bike path and state forest. West Tisbury residents have access to the lovely Lambert's Cove Beach, with purchased sticker. Included on

    Julianna Flanders Flanders Real Estate

    9 Galway Rd, Vineyard Haven, MA 02568
  • 29 Cemetery Rd Ch216, Chilmark, MA 02535
    29 Cemetery Rd Ch216, Chilmark, MA 02535
    29 Cemetery Rd Ch216, Chilmark, MA 02535
    /32

    $36,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,600 Sq Ft
    • House for Rent

    29 Cemetery Rd Ch216, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $9,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Fabulous Chilmark home offers two levels of living space. On the first floor there is a fully equipped kitchen open to the dining room, a living room with fireplace, built-ins and sliders to a deck overlooking a meadow and the most incredible water views. There is a half

    Karen Overtoom Karen M. Overtoom R.E.

    29 Cemetery Rd Ch216, Chilmark, MA 02535
  • 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 Acre

    Last Sold Summary

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

    0 North Rd Unit 40 43533, Aquinnah, MA 02535
    • 59 Field View Ln, Vineyard Haven, MA 02568
      59 Field View Ln, Vineyard Haven, MA 02568
      /2

      Est $2,225,668 Not Listed For Sale

      59 Field View Ln, Vineyard Haven, MA 02568

      • 4 Beds
      • 4 Baths
      • 3,269 Sq Ft
      • Built 1975
      59 Field View Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 1% Above List Price
      • $673/SF
      • 76 Days On Market

      Last Sold Price $2,200,000

      Last Listing Agent Emma Kennedy Sandpiper Realty Inc

Showing Results 41 - 80, Page 2 of 18

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