20,059

Dukes County, MA Homes

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  • 51 Lantern Ln, Vineyard Haven, MA 02568
    51 Lantern Ln, Vineyard Haven, MA 02568
    51 Lantern Ln, Vineyard Haven, MA 02568
    /15

    $835,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    51 Lantern Ln, Vineyard Haven, MA 02568

    Find your sweet spot in this charming starter home, ideally located on a quiet street yet within an effortless walk of everything. Forget the car and get your steps in! You're a short jaunt to essentials like Cronig's Market and Shirley's Hardware, AND local favorites including The Maker, Black Dog Cafe, Island Fresh Pizza, Pie Chicks, and Island Adventures Mini Golf. Also within walking distance

    Idalyn Macchia Gilstad Wallace & Co. Sotheby's International Realty

    51 Lantern Ln, Vineyard Haven, MA 02568
  • 40 Hidden Cove Rd, Oak Bluffs, MA 02557
    40 Hidden Cove Rd, Oak Bluffs, MA 02557
    40 Hidden Cove Rd, Oak Bluffs, MA 02557
    /20

    $20,000 total monthly price

    • 3 Beds
    • 3 Baths
    • House for Rent

    40 Hidden Cove Rd, Oak Bluffs, MA 02557

    THIS IS A WEEKLY SUMMER RENTAL ONLY.SEE WEB SITE FOR WEEKLY PRICING. Welcome to "Shangri-la" A beautiful townhouse condominium end unit with magnificent views. Located midway between Oak Bluffs and Edgartown. You can enjoy the beautiful pool or one of the close local beaches. You will want to sit and enjoy the water views on the deck. The townhouse has a great living room with views and bedrooms

    Karen Overtoom Karen M. Overtoom R.E.

    40 Hidden Cove Rd, Oak Bluffs, MA 02557
  • 8 Rock Ave, Oak Bluffs, MA 02557
    8 Rock Ave, Oak Bluffs, MA 02557
    8 Rock Ave, Oak Bluffs, MA 02557
    /32

    $899,000 Sold Jul 11, 2025

    8 Rock Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 1.5 Baths
    • 955 Sq Ft
    • Built 1871

    Last Sold Summary

    • $941/SF
    • 6 Days On Market

    Current Estimated Value $939,616

    Last Listing Agent Marilyn Moses Ocean Park Realty Inc

    8 Rock Ave, Oak Bluffs, MA 02557
    • 10 Gerts Way, Edgartown, MA 02539
      10 Gerts Way, Edgartown, MA 02539
      10 Gerts Way, Edgartown, MA 02539
      /30

      Est $2,492,326 Not Listed For Sale

      10 Gerts Way, Edgartown, MA 02539

      • 4 Beds
      • 2.5 Baths
      • 2,404 Sq Ft
      • Built 1987
      10 Gerts Way, Edgartown, MA 02539

      Last Sold Summary

      • 8% Above List Price
      • $963/SF
      • 50 Days On Market

      Last Sold Price $2,315,000

      Last Listing Agent Stacy Ickes Donnelly + Co.

  • 4 Wilson's Landing Unit 49.2, Edgartown, MA 02539
    4 Wilson's Landing Unit 49.2, Edgartown, MA 02539
    4 Wilson's Landing Unit 49.2, Edgartown, MA 02539
    /17

    $1,700,000

    • Land
    • 0.85 Acre
    • $2,000,000 per Acre

    4 Wilson's Landing Unit 49.2, Edgartown, MA 02539

    Build your dream home in Katama just 2 miles to the parking area at South Beach, and the same distance to the heart of vibrant Edgartown village. This wooded parcel of vacant land is almost an acre in size and will support SEVEN bedrooms once tied into town sewer. Swimming pool and Accessory Dwelling Unit are allowed "by right" (certain restrictions apply to ADUs; an unrestricted 900 sq ft

    Mark Jenkins Wallace & Co. Sotheby's

    4 Wilson's Landing Unit 49.2, Edgartown, MA 02539
  • 15 Loon Lane Ch203, Chilmark, MA 02535
    15 Loon Lane Ch203, Chilmark, MA 02535
    15 Loon Lane Ch203, Chilmark, MA 02535
    /29

    $34,000 total monthly price

    • 4 Beds
    • 2.5 Baths
    • 2,300 Sq Ft
    • House for Rent

    15 Loon Lane Ch203, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $8,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Modern 4 bedroom home completed in 2019, in Menemsha. Located on a quiet road with waterviews from the upstairs bedrooms also offers views of the famous Menemsha sunsets from the deck. Sustainably harvested flooring features silky smooth and buttery hard wood floors from

    Karen Overtoom Karen M. Overtoom R.E.

    15 Loon Lane Ch203, Chilmark, MA 02535
  • 32 Boldwater Rd, Edgartown, MA 02539
    32 Boldwater Rd, Edgartown, MA 02539
    32 Boldwater Rd, Edgartown, MA 02539
    /56

    $7,926,400 Sold Apr 28, 2025

    32 Boldwater Rd, Edgartown, MA 02539

    • 5 Beds
    • 4.5 Baths
    • 4,520 Sq Ft
    • Built 1990

    Last Sold Summary

    • 7% Below List Price
    • $1,754/SF
    • 205 Days On Market

    Last Listing Agent Robert Kenney Tea Lane Associates

    32 Boldwater Rd, Edgartown, MA 02539
    • 18 S Pond Rd, Vineyard Haven, MA 02568
      18 S Pond Rd, Vineyard Haven, MA 02568
      18 S Pond Rd, Vineyard Haven, MA 02568
      /39

      Est $3,196,129 Not Listed For Sale

      18 S Pond Rd, Vineyard Haven, MA 02568

      • 5 Beds
      • 4.5 Baths
      • 4,239 Sq Ft
      • Built 1999
      18 S Pond Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 10% Above List Price
      • $683/SF
      • 341 Days On Market

      Last Sold Price $2,895,000

      Last Listing Agent Rose Ryley Wallace & Co. Sotheby's

  • 35 New York Ave, Oak Bluffs, MA 02568
    35 New York Ave, Oak Bluffs, MA 02568
    35 New York Ave, Oak Bluffs, MA 02568
    /25

    $3,500,000 Pending

    • 7 Beds
    • 5 Baths
    • 3,880 Sq Ft

    35 New York Ave, Oak Bluffs, MA 02568

    An exceptional chance to own one of the few five-unit apartment buildings available on Martha’s Vineyard. Ideally located within a short walk to Oak Bluffs Center, the Harbor, ferry service, and public beaches, this property offers both convenience and strong income potential. The building includes five well-maintained apartments with a total of 7 bedrooms and has been thoughtfully renovated and

    Emma Kennedy Sandpiper Realty

    35 New York Ave, Oak Bluffs, MA 02568
  • 5 Laurel Ave, Oak Bluffs, MA 02557
    5 Laurel Ave, Oak Bluffs, MA 02557
    5 Laurel Ave, Oak Bluffs, MA 02557
    /25

    $24,000 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,257 Sq Ft
    • House for Rent

    5 Laurel Ave, Oak Bluffs, MA 02557

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $6,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Wonderful, fully redecorated Gingerbread house on East Chop, just minutes from the excitement of Oak Bluffs. There are three bedrooms and two full baths. The interior is clean and crisp, with beach cottage décor and beautiful bamboo floors. Entertainment options include

    Karen Overtoom Karen M. Overtoom R.E.

    5 Laurel Ave, Oak Bluffs, MA 02557
  • 11 Fairway Dr, Oak Bluffs, MA 02557
    11 Fairway Dr, Oak Bluffs, MA 02557
    11 Fairway Dr, Oak Bluffs, MA 02557
    /34

    $980,000 Sold Mar 26, 2025

    11 Fairway Dr, Oak Bluffs, MA 02557

    • 2 Beds
    • 1 Bath
    • 1,608 Sq Ft
    • Built 1969

    Last Sold Summary

    • 18% Below List Price
    • $609/SF
    • 191 Days On Market

    Current Estimated Value $1,009,341

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

    11 Fairway Dr, Oak Bluffs, MA 02557
    • 165 W Tisbury Rd, Edgartown, MA 02539
      165 W Tisbury Rd, Edgartown, MA 02539
      165 W Tisbury Rd, Edgartown, MA 02539
      /29

      Est $1,983,081 Not Listed For Sale

      165 W Tisbury Rd, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,750 Sq Ft
      • Built 2007
      165 W Tisbury Rd, Edgartown, MA 02539

      Last Sold Summary

      • 11% Above List Price
      • $1,019/SF
      • 37 Days On Market

      Last Sold Price $1,783,000

      Last Listing Agent Lisa Gilberto C McManus Realty Group

  • 124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568
    124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568
    124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568
    /15

    $610,000

    • 2 Beds
    • 1 Bath
    • 704 Sq Ft

    124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568

    MOVE RIGHT IN! This sunny end unit is being offered furnished! Spacious living area opens to an eat-in kitchen with a new Bosch dishwasher. Bedroom number one has a queen bed. Bedroom two has two single beds. Conveniently located within close proximity to Main Street shops, the ferry and bus terminal, and the scenic bike path that extends across the island. At the bottom of the hill you will find

    Rene Jackson Island Real Estate

    124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568
  • 291 Barnes Rd Ob516, Oak Bluffs, MA 02557
    291 Barnes Rd Ob516, Oak Bluffs, MA 02557
    291 Barnes Rd Ob516, Oak Bluffs, MA 02557
    /30

    $20,000 total monthly price

    • 4 Beds
    • 2 Baths
    • 1,920 Sq Ft
    • House for Rent

    291 Barnes Rd Ob516, Oak Bluffs, MA 02557

    THIS IS A WEEKLY SUMMER RENTAL ONLY.SEE WEB SITE FOR WEEKLY PRICING. Feel the ocean breezes from this classic waterfront home. There are four bedrooms, an open living room and dining room that open up to large deck overlooking beautiful views across the Lagoon. Walking path to private sandy beach. BOAT MOORING INCLUDED.

    Karen Overtoom Karen M. Overtoom R.E.

    291 Barnes Rd Ob516, Oak Bluffs, MA 02557
  • 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 $1,267,042

    Last Listing Agent Stephanie Roache Donnelly + Co.

    1054 State Rd, Vineyard Haven, MA 02568
    • 9 Heather Trail, Vineyard Haven, MA 02568
      9 Heather Trail, Vineyard Haven, MA 02568
      9 Heather Trail, Vineyard Haven, MA 02568
      /36

      Est $2,286,966 Not Listed For Sale

      9 Heather Trail, Vineyard Haven, MA 02568

      • 6 Beds
      • 3.5 Baths
      • 2,705 Sq Ft
      • Built 1998
      9 Heather Trail, Vineyard Haven, MA 02568

      Last Sold Summary

      • 9% Above List Price
      • $776/SF
      • 22 Days On Market

      Last Sold Price $2,100,000

      Last Listing Agent Julianna Flanders Flanders Real Estate

  • 15 Chapman Ln Unit 111.1, Edgartown, MA 02539
    15 Chapman Ln Unit 111.1, Edgartown, MA 02539
    /2

    $1,125,000

    • Land
    • 0.23 Acre
    • $4,853,322 per Acre

    15 Chapman Ln Unit 111.1, Edgartown, MA 02539

    OPPORTUNITY ABOUNDS: This conforming parcel offers a great opportunity to build with close proximity to Edgartown Village! This adjoining lot offers ability to connect to Town Water and Sewer (see notes below) creating the perfect setting for your custom dream home or next investment. Located just moments from shops, restaurants, parks, and everyday conveniences, this is a chance to enjoy all the

    Wendy Harman Compass | Point B

    15 Chapman Ln Unit 111.1, Edgartown, MA 02539
  • 59 Prospect Ave Ob502, Oak Bluffs, MA 02557
    59 Prospect Ave Ob502, Oak Bluffs, MA 02557
    59 Prospect Ave Ob502, Oak Bluffs, MA 02557
    /14

    $14,200 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • House for Rent

    59 Prospect Ave Ob502, Oak Bluffs, MA 02557

    THIS IS A WEEKLY SUMMER RENTAL ONLY. SEE WEB SITE FOR WEEKLY PRICING. This immaculate home is located in a quiet neighborhood that is just a bike ride's distance from several lovely beaches as well as the center of Oak Bluffs. The home offers open living spaces, generously proportioned sunny bedrooms and is well equipped.

    Karen Overtoom Karen M. Overtoom R.E.

    59 Prospect Ave Ob502, Oak Bluffs, MA 02557
  • 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 $3,566,304

    Last Listing Agent Michelle Kelly Tea Lane Associates

    29 Oxcart Rd, Aquinnah, MA 02535
    • 43 Look St, Vineyard Haven, MA 02568
      43 Look St, Vineyard Haven, MA 02568
      43 Look St, Vineyard Haven, MA 02568
      /19

      Not Listed For Sale

      43 Look St, Vineyard Haven, MA 02568

      • 4 Beds
      • 2.5 Baths
      • 1,714 Sq Ft
      • Built 1900
      43 Look St, Vineyard Haven, MA 02568

      Last Sold Summary

      • $592/SF
      • 19 Days On Market

      Last Sold Price $1,015,000

      Last Listing Agent Andrew McElhinney Compass LLC

  • 68 N Water St, Edgartown, MA 02539
    68 N Water St, Edgartown, MA 02539
    68 N Water St, Edgartown, MA 02539
    /19

    $14,950,000

    • 6 Beds
    • 9 Baths
    • 1,320 Sq Ft

    68 N Water St, Edgartown, MA 02539

    This expansive historic compound in the heart of Edgartown village offers the perfect blend of old-world charm and modern luxury.Just steps away from Edgartown's finest restaurants and shops, this stunning property has been completely renovated by SternMcCafferty Architecture + Interiors, showcasing a harmonious balance of contemporary design and traditional architectural details.Upon entering,

    Tom Wallace Wallace & Co. Sotheby's International Realty

    68 N Water St, Edgartown, MA 02539
  • 12 Cottle Lane Ed341, Edgartown, MA 02539
    12 Cottle Lane Ed341, Edgartown, MA 02539
    12 Cottle Lane Ed341, Edgartown, MA 02539
    /29

    $18,000 total monthly price

    • 4 Beds
    • 2.5 Baths
    • 2,027 Sq Ft
    • House for Rent

    12 Cottle Lane Ed341, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This four bedroom Victorian home is located close to the Edgartown Village for shopping, theater or restaurants. Walk to Fulton Street Beach. All new appliances have been added recently as well as a number of room AC units throughout the house.

    Karen Overtoom Karen M. Overtoom R.E.

    12 Cottle Lane Ed341, Edgartown, MA 02539
  • 111 N Water St, Edgartown, MA 02539
    111 N Water St, Edgartown, MA 02539
    111 N Water St, Edgartown, MA 02539
    /42

    $15,725,000 Sold Oct 22, 2025

    111 N Water St, Edgartown, MA 02539

    • 6 Beds
    • 4.5 Baths
    • 3,606 Sq Ft
    • Built 1850

    Last Sold Summary

    • 5% Below List Price
    • $4,361/SF
    • 41 Days On Market

    Last Listing Agent Wendy Harman Compass

    111 N Water St, Edgartown, MA 02539
    • 2 Lexington Ave, Edgartown, MA 02539
      2 Lexington Ave, Edgartown, MA 02539
      2 Lexington Ave, Edgartown, MA 02539
      /14

      Est $1,904,909 Not Listed For Sale

      2 Lexington Ave, Edgartown, MA 02539

      • 3 Beds
      • 1.5 Baths
      • 1,519 Sq Ft
      • Built 1970
      2 Lexington Ave, Edgartown, MA 02539

      Last Sold Summary

      • 23% Above List Price
      • $1,020/SF
      • 10 Days On Market

      Last Sold Price $1,550,000

      Last Listing Agent Emma Kennedy Sandpiper Realty Inc

  • 112 3rd St N, Edgartown, MA 02568
    112 3rd St N, Edgartown, MA 02568
    112 3rd St N, Edgartown, MA 02568
    /37

    $1,250,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft

    112 3rd St N, Edgartown, MA 02568

    Nestled on a lush and private parcel close to The Boulevard, this contemporary three-bedroom, two-bath residence offers the perfect blend of style and comfortable living. Highlights include a gas fireplace, wood floors, an expansive deck to relax on, and established gardens. There’s even a shed to store all your summer gear. Enjoy this oasis as is or use as a foundation for future

    Kristin Buck Donnelly + Co.

    112 3rd St N, Edgartown, MA 02568
  • 20 Katama Bay Rd Ed350, Edgartown, MA 02539
    20 Katama Bay Rd Ed350, Edgartown, MA 02539
    20 Katama Bay Rd Ed350, Edgartown, MA 02539
    /40

    $16,400 total monthly price

    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • House for Rent

    20 Katama Bay Rd Ed350, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,100. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Lovely Edgartown Bay Road area. This 3 bedroom newly decorated home is very close to South Beach. Easy access to town. Large grassy yard for the kids to play on.

    Karen Overtoom Karen M. Overtoom R.E.

    20 Katama Bay Rd Ed350, Edgartown, MA 02539
  • 4 Quail Run Rd Unit 17, Edgartown, MA 02539
    4 Quail Run Rd Unit 17, Edgartown, MA 02539
    4 Quail Run Rd Unit 17, Edgartown, MA 02539
    /42

    $865,000 Sold Apr 17, 2025

    4 Quail Run Rd Unit 17, Edgartown, MA 02539

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

    Last Sold Summary

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

    Last Listing Agent Wendy Harman Compass

    4 Quail Run Rd Unit 17, Edgartown, MA 02539
    • 82 South Rd, Chilmark, MA 02535
      82 South Rd, Chilmark, MA 02535
      82 South Rd, Chilmark, MA 02535
      /26

      Est $1,999,480 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

      • 9% Above List Price
      • $983/SF
      • 10 Days On Market

      Last Sold Price $1,830,000

      Last Listing Agent Meg Bodnar Tea Lane Associates

  • 26 Winthrop Ave, Oak Bluffs, MA 02557
    26 Winthrop Ave, Oak Bluffs, MA 02557
    26 Winthrop Ave, Oak Bluffs, MA 02557
    /49

    $849,000

    • 1 Bed
    • 1 Bath
    • 803 Sq Ft

    26 Winthrop Ave, Oak Bluffs, MA 02557

    Hidden behind a wall of vegetation on Winthrop Avenue this is a little 'oasis' of a piece of land. One bedroom house situated on a 1/3 Acre, 14,810 sq.ft. level lot. One side of the property is lush with vegetation and the opposite side is clear. It is one lot in total and may not be subdivided. The existing house has been lived in year round. Only .6 of a mile to Oak Bluffs Harbor and .5 mile

    Alisan Lohan-Conway Alisan Lohan-Conway Properties

    26 Winthrop Ave, Oak Bluffs, MA 02557
  • 17 Edgartown Bay Rd Ed328, Edgartown, MA 02539
    17 Edgartown Bay Rd Ed328, Edgartown, MA 02539
    17 Edgartown Bay Rd Ed328, Edgartown, MA 02539
    /31

    $50,000 total monthly price

    • 5 Beds
    • 5 Baths
    • 2,975 Sq Ft
    • House for Rent

    17 Edgartown Bay Rd Ed328, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $12,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Private Beach, Waterfront, Mooring and Dock!! Spend your days looking at beautiful Katama Bay. Dock your boat or relax at your private beach. This large Classic Vineyard Home sleeps 10, has two living rooms, protected porch area and a really great front yard leading to

    Karen Overtoom Karen M. Overtoom R.E.

    17 Edgartown Bay Rd Ed328, Edgartown, MA 02539
  • 54 Lake St, Vineyard Haven, MA 02568
    54 Lake St, Vineyard Haven, MA 02568
    54 Lake St, Vineyard Haven, MA 02568
    /30

    $1,525,000 Sold Jun 18, 2025

    54 Lake St, Vineyard Haven, MA 02568

    • 4 Beds
    • 3 Baths
    • 2,016 Sq Ft
    • Built 1967

    Last Sold Summary

    • 12% Below List Price
    • $756/SF
    • 110 Days On Market

    Current Estimated Value $1,527,482

    Last Listing Agent Jon Hartzband Martha's Vineyard Island-Wide Realty

    54 Lake St, Vineyard Haven, MA 02568
    • 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 $1,738,997 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

      • 4% Above List Price
      • $683/SF
      • 52 Days On Market

      Last Sold Price $1,680,000

      Last Listing Agent Peyton Wallace Studio Realty

  • 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
  • 54 Schoolhouse Road Ed330, Edgartown, MA 02539
    54 Schoolhouse Road Ed330, Edgartown, MA 02539
    54 Schoolhouse Road Ed330, Edgartown, MA 02539
    /30

    $20,000 total monthly price

    • 4 Beds
    • 3 Baths
    • 2,226 Sq Ft
    • House for Rent

    54 Schoolhouse Road Ed330, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Perfectly located close to South Beach and Edgartown is this absolutely wonderful 3 bedroom home with a separate guest quarters that has one twin bed and one full bed, kitchenette and bath. The main house has a formal dining room right off of the kitchen, a bright sunny

    Karen Overtoom Karen M. Overtoom R.E.

    54 Schoolhouse Road Ed330, Edgartown, MA 02539
  • 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
    • 101 Dunham Ave, Vineyard Haven, MA 02568
      101 Dunham Ave, Vineyard Haven, MA 02568
      101 Dunham Ave, Vineyard Haven, MA 02568
      /25

      Est $1,414,562 Not Listed For Sale

      101 Dunham Ave, Vineyard Haven, MA 02568

      • 5 Beds
      • 3 Baths
      • 2,287 Sq Ft
      • Built 1982
      101 Dunham Ave, Vineyard Haven, MA 02568

      Last Sold Summary

      • 18% Above List Price
      • $525/SF
      • 0 Days On Market

      Last Sold Price $1,200,000

      Last Listing Agent LINK Email Cache LINK

  • 36 Boylston Dr, Edgartown, MA 02539
    36 Boylston Dr, Edgartown, MA 02539
    36 Boylston Dr, Edgartown, MA 02539
    /7

    $475,000

    • Land
    • 0.52 Acre
    • $913,462 per Acre

    36 Boylston Dr, Edgartown, MA 02539

    Buildable lot in an established Edgartown neighborhood. Approvals are in hand for the construction of a single-family residential structure not to exceed 3 bedrooms and not to exceed 1,850 square feet of heated living area (screened porches, patios, etc are not included in this square footage). Note that this property cannot be used as a seasonal home or short-term rental. Septic plan has been

    Mark Jenkins Wallace & Co. Sotheby's International Realty

    36 Boylston Dr, Edgartown, MA 02539
  • 9 Thaxter Lane Ed310, Edgartown, MA 02539
    9 Thaxter Lane Ed310, Edgartown, MA 02539
    9 Thaxter Lane Ed310, Edgartown, MA 02539
    /17

    $48,000 total monthly price

    • 4 Beds
    • 3.5 Baths
    • 2,675 Sq Ft
    • House for Rent

    9 Thaxter Lane Ed310, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $14,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Enjoy the pool with this Stunning custom designed and professionally decorated Tri Level contemporary home with open floor plan. Once inside you will be captivated by the dramatic open spaces, soaring ceiling and walls of glass. Located in a high end neighborhood within

    Karen Overtoom Karen M. Overtoom R.E.

    9 Thaxter Lane Ed310, Edgartown, MA 02539
  • 2 Hope's Way Unit 31, Oak Bluffs, MA 02557
    2 Hope's Way Unit 31, Oak Bluffs, MA 02557
    2 Hope's Way Unit 31, Oak Bluffs, MA 02557
    /3

    $665,000 Sold Mar 06, 2026

    2 Hope's Way Unit 31, Oak Bluffs, MA 02557

    • Land
    • 0.26 Acre
    • $2,601,721 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 37 Days On Market

    Last Listing Agent Marilyn Moses Ocean Park Realty Inc

    2 Hope's Way Unit 31, Oak Bluffs, MA 02557
    • 89 Main St, Vineyard Haven, MA 02568
      89 Main St, Vineyard Haven, MA 02568
      89 Main St, Vineyard Haven, MA 02568
      /35

      Est $2,693,879 Not Listed For Sale

      89 Main St, Vineyard Haven, MA 02568

      • 4 Beds
      • 5 Baths
      • 2,728 Sq Ft
      • Built 1830
      89 Main St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 6% Above List Price
      • $935/SF
      • 445 Days On Market

      Last Sold Price $2,550,000

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

Showing Results 201 - 240, Page 6 of 18

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