19,796

Martha's Vineyard, MA Homes

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  • 9 Maqua Way, Edgartown, MA 02539
    9 Maqua Way, Edgartown, MA 02539
    9 Maqua Way, Edgartown, MA 02539
    /9

    $2,450,000

    • Land
    • 5.37 Acres
    • $456,238 per Acre

    9 Maqua Way, Edgartown, MA 02539

    Chappaquiddick: Beautiful 5-acre parcel offering private frontage on Katama Bay. The generous-sized lot affords plenty of development flexibility, with the ability to capture the view from nearly any location. Located on Maqua Way, a quiet subdivision just off the paved road, the property is conveniently situated near all the Chappy favorites: beaches, trails, a community center, and Slip Away

    Katherine Donahue Sandpiper Realty Inc

    9 Maqua Way, Edgartown, MA 02539
  • 100 Connie's Way Vh401, Tisbury, MA 02568
    100 Connie's Way Vh401, Tisbury, MA 02568
    100 Connie's Way Vh401, Tisbury, MA 02568
    /34

    $25,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,334 Sq Ft
    • House for Rent

    100 Connie's Way Vh401, Tisbury, MA 02568

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $6,250. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Located in Mink Meadows Association, this wonderful four bedroom, three full and one half bath home has many nice features that include a large eat-in kitchen/family room, a more formal living room with fireplace, dining room and den. Televisions in every bedroom, living

    Karen Overtoom Karen M. Overtoom R.E.

    100 Connie's Way Vh401, Tisbury, MA 02568
  • 30 Oyster Watcha Rd, Edgartown, MA 02539
    30 Oyster Watcha Rd, Edgartown, MA 02539
    30 Oyster Watcha Rd, Edgartown, MA 02539
    /20

    $15,000,000 Sold Mar 31, 2026

    30 Oyster Watcha Rd, Edgartown, MA 02539

    • 4 Beds
    • 5.5 Baths
    • 4,153 Sq Ft
    • Built 1986

    Last Sold Summary

    • $3,612/SF
    • 0 Days On Market

    Current Estimated Value $9,406,008

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

    30 Oyster Watcha Rd, Edgartown, MA 02539
    • 3 Duarte Cir, Edgartown, MA 02539
      3 Duarte Cir, Edgartown, MA 02539
      3 Duarte Cir, Edgartown, MA 02539
      /7

      Not Listed For Sale

      3 Duarte Cir, Edgartown, MA 02539

      • 6 Beds
      • 7 Baths
      • 6,783 Sq Ft
      • Built 2023
      3 Duarte Cir, Edgartown, MA 02539

      Last Sold Summary

      • $840/SF
      • 329 Days On Market
      • Last Sold Price $5,700,000
      • Aug 23, 2023

      Last Listing Agent Michele Casavant Vineyard Village Realty

  • 3 Jacobs Neck Road (North Lot 1) Unit 2, Edgartown, MA 02539
    3 Jacobs Neck Road (North Lot 1) Unit 2, Edgartown, MA 02539
    3 Jacobs Neck Road (North Lot 1) Unit 2, Edgartown, MA 02539
    /15

    $2,490,000 Pending

    • Land
    • 7.2 Acres
    • $345,833 per Acre

    3 Jacobs Neck Road (North Lot 1) Unit 2, Edgartown, MA 02539

    Build your dream home on the special 7.2 acre North lot 1 private wooded property with 1/2 ownership in the beautiful 4.5 acre meadow in the grand Boldwater Association(BWA) on the glorious Edgartown Great Pond with approx. 3,000 ft of private barrier beach. BWA is 40 homesites on 450 acres with 150 acres of conservation abutting another 1,500 acres of conservation and a few large estates - all

    Robert Kenney Tea Lane Associates

    3 Jacobs Neck Road (North Lot 1) Unit 2, Edgartown, MA 02539
  • 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
  • 36 Boylston Dr, Edgartown, MA 02539
    36 Boylston Dr, Edgartown, MA 02539
    36 Boylston Dr, Edgartown, MA 02539
    /7

    $435,000 Sold Apr 16, 2026

    36 Boylston Dr, Edgartown, MA 02539

    • Land
    • 22,651 Sq Ft
    • $836,538 per Acre

    Last Sold Summary

    • 8% Below List Price
    • 131 Days On Market

    Current Estimated Value $132,736

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

    36 Boylston Dr, Edgartown, MA 02539
    • 21 Bold Meadow Ln, Edgartown, MA 02539
      21 Bold Meadow Ln, Edgartown, MA 02539
      21 Bold Meadow Ln, Edgartown, MA 02539
      /20

      Est $1,616,973 Not Listed For Sale

      21 Bold Meadow Ln, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,971 Sq Ft
      • Built 1991
      21 Bold Meadow Ln, Edgartown, MA 02539

      Last Sold Summary

      • 18% Above List Price
      • $698/SF
      • 34 Days On Market
      • Last Sold Price $1,375,000
      • Jul 14, 2023

      Last Listing Agent Martha Smith C McManus Realty Group

  • 94 Weaver Ln, Vineyard Haven, MA 02568
    94 Weaver Ln, Vineyard Haven, MA 02568
    94 Weaver Ln, Vineyard Haven, MA 02568
    /36

    $4,500,000

    • 4 Beds
    • 3 Baths
    • 2,715 Sq Ft

    94 Weaver Ln, Vineyard Haven, MA 02568

    Perched high above Lagoon Pond, this exceptional Martha's Vineyard estate offers a rare convergence of natural beauty, refined comfort, and Island living at its finest. Set on 2.25 secluded acres, panoramic views stretch across the shimmering waters, a private haven for kayaking, sailing, and peaceful exploration. Inside, four bedrooms and three full bathrooms are complemented by generous windows

    Emma Kennedy Sandpiper Realty, Inc.

    94 Weaver Ln, Vineyard Haven, MA 02568
  • 223 Sandpiper Lane Vh405, Tisbury, MA 02568
    223 Sandpiper Lane Vh405, Tisbury, MA 02568
    223 Sandpiper Lane Vh405, Tisbury, MA 02568
    /17

    $12,000 per month

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft
    • House for Rent

    223 Sandpiper Lane Vh405, Tisbury, MA 02568

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $3,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This three bedroom two bath condo is just a short walk to association tennis, pool and the beach. Comfortable easy summer living with outdoor shower, spacious deck, and central AC for those really hot August days!Amenities include Direct TV DVD set up. There is an open

    Karen Overtoom Karen M. Overtoom R.E.

    223 Sandpiper Lane Vh405, Tisbury, MA 02568
  • 37 Morse St, Edgartown, MA 02539
    37 Morse St, Edgartown, MA 02539
    /2

    $5,375,000 Sold Nov 14, 2025

    37 Morse St, Edgartown, MA 02539

    • 4 Beds
    • 5.5 Baths
    • 2,911 Sq Ft
    • Built 1820

    Last Sold Summary

    • $1,846/SF
    • 0 Days On Market

    Current Estimated Value $5,296,308

    Last Listing Agent LINK Email Cache LINK

    37 Morse St, Edgartown, MA 02539
    • 46 Windsor Dr, Edgartown, MA 02539
      46 Windsor Dr, Edgartown, MA 02539
      46 Windsor Dr, Edgartown, MA 02539
      /19

      Est $1,295,043 Not Listed For Sale

      46 Windsor Dr, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,520 Sq Ft
      • Built 1987
      46 Windsor Dr, Edgartown, MA 02539

      Last Sold Summary

      • 8% Above List Price
      • $786/SF
      • 22 Days On Market
      • Last Sold Price $1,195,000
      • May 06, 2024

      Last Listing Agent Francine Agnoli The Agency Martha's Vineyard

  • 64 Squibnocket Farm Rd, Chilmark, MA 02535
    64 Squibnocket Farm Rd, Chilmark, MA 02535
    64 Squibnocket Farm Rd, Chilmark, MA 02535
    /43

    $14,500,000

    • 4 Beds
    • 4.5 Baths
    • 3,705 Sq Ft

    64 Squibnocket Farm Rd, Chilmark, MA 02535

    Welcome to an extraordinary waterfront retreat, where luxury meets nature perfectly. This exclusive property offers unparalleled access to breathtaking views, serene landscapes, and the soothing sounds of water lapping against the shore. Squibnocket Farm Road is renowned for its unspoiled beauty and tranquility. This sophisticated gated community offers a sense of seclusion while remaining within

    Thomas Wallace Wallace & Co. Sotheby's

    64 Squibnocket Farm Rd, Chilmark, MA 02535
  • 100 Connie's Way &83 Ashtonw Vh408, Tisbury, MA 02568
    100 Connie's Way &83 Ashtonw Vh408, Tisbury, MA 02568
    100 Connie's Way &83 Ashtonw Vh408, Tisbury, MA 02568
    /40

    $32,500 per month

    • 6 Beds
    • 4.5 Baths
    • 3,222 Sq Ft
    • House for Rent

    100 Connie's Way &83 Ashtonw Vh408, Tisbury, MA 02568

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Located in Mink Meadows Association, this wonderful four bedroom, three full and one half bath home has many nice features that include a large eat-in kitchen/family room, a more formal living room with fireplace, dining room and den. Televisions in every bedroom, living

    Karen Overtoom Karen M. Overtoom R.E.

    100 Connie's Way &83 Ashtonw Vh408, Tisbury, MA 02568
  • 31 Davis St, Vineyard Haven, MA 02568
    31 Davis St, Vineyard Haven, MA 02568
    31 Davis St, Vineyard Haven, MA 02568
    /19

    $1,095,000 Sold May 02, 2025

    31 Davis St, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 1,945 Sq Ft
    • Built 1966

    Last Sold Summary

    • 2% Above List Price
    • $563/SF
    • 5 Days On Market

    Current Estimated Value $1,178,574

    Last Listing Agent Sheila Morse Island Real Estate

    31 Davis St, Vineyard Haven, MA 02568
    • 1 Skippers View Ln, Aquinnah, MA 02535
      1 Skippers View Ln, Aquinnah, MA 02535
      1 Skippers View Ln, Aquinnah, MA 02535
      /22

      Est $4,418,187 Not Listed For Sale

      1 Skippers View Ln, Aquinnah, MA 02535

      • 4 Beds
      • 3 Baths
      • 2,905 Sq Ft
      • Built 2001
      1 Skippers View Ln, Aquinnah, MA 02535

      Last Sold Summary

      • 3% Below List Price
      • $1,575/SF
      • 0 Days On Market
      • Last Sold Price $4,575,000
      • Nov 19, 2024

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

  • 24 Katama Bay View Rd, Edgartown, MA 02539
    24 Katama Bay View Rd, Edgartown, MA 02539
    24 Katama Bay View Rd, Edgartown, MA 02539
    /27

    $8,000,000

    • 4 Beds
    • 6 Baths
    • 3,497 Sq Ft

    24 Katama Bay View Rd, Edgartown, MA 02539

    This classic New England waterview home is a true masterpiece of modern living. Nestled on a spacious and meticulously landscaped lot in Katama, this property offers the perfect blend of elegance, comfort, and convenience. The main house features three spacious and beautifully appointed bedrooms, each designed for relaxation and comfort. From the primary suite to the guest bedrooms, every room

    Tom Wallace Wallace & Co. Sotheby's International Realty

    24 Katama Bay View Rd, Edgartown, MA 02539
  • 2 Strikers Way Ch211, Chilmark, MA 02535
    2 Strikers Way Ch211, Chilmark, MA 02535
    2 Strikers Way Ch211, Chilmark, MA 02535
    /33

    $22,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,800 Sq Ft
    • House for Rent

    2 Strikers Way Ch211, Chilmark, MA 02535

    SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Just a short distance from Chilmark Store, this newly remodeled home features 3 bedrooms and 2 1/2 baths. High end finishes with a beachy island feel. The master is located on the first floor with en-suit bath. Fully equipped kitchen with a Cuisinart 14-cup programmable drip coffee maker with glass carafe. There is a coffee grinder provided in the

    Karen Overtoom Karen M. Overtoom R.E.

    2 Strikers Way Ch211, Chilmark, MA 02535
  • 02 John Hoft Rd Unit 2, Tisbury, MA 02568
    02 John Hoft Rd Unit 2, Tisbury, MA 02568
    /2

    $505,000 Sold Sep 26, 2025

    02 John Hoft Rd Unit 2, Tisbury, MA 02568

    • Land
    • 1.3 Acres
    • $388,462 per Acre

    Last Sold Summary

    • 5% Below List Price
    • 120 Days On Market

    Last Listing Agent Tony Tobia Tobia Real Estate, LTD

    02 John Hoft Rd Unit 2, Tisbury, MA 02568
    • 11 Deacon Vincent Way, Edgartown, MA 02539
      11 Deacon Vincent Way, Edgartown, MA 02539
      /2

      Est $1,731,618 Not Listed For Sale

      11 Deacon Vincent Way, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,250 Sq Ft
      • Built 1986
      11 Deacon Vincent Way, Edgartown, MA 02539

      Last Sold Summary

      • 3% Above List Price
      • $1,340/SF
      • 34 Days On Market
      • Last Sold Price $1,675,000
      • Aug 12, 2024

      Last Listing Agent Courtney Marek Sandpiper Realty Inc

  • 3 Field Club Ln, Edgartown, MA 02539
    3 Field Club Ln, Edgartown, MA 02539
    3 Field Club Ln, Edgartown, MA 02539
    /60

    $14,500,000

    • 5 Beds
    • 7.5 Baths
    • 6,781 Sq Ft

    3 Field Club Ln, Edgartown, MA 02539

    An exquisite offering, also known as Sand Castle, in the highly coveted Field Club. Nestled within the luxury Field Club enclave, this sophisticated 5-bedroom, 7.5-bath residence embodies modern luxury with pristine coastal charm. Step into an expansive open living plan where refined millwork, soaring ceilings, and elegant finishes define each space. A gourmet chef’s kitchen features top-tier

    Thomas Wallace Wallace & Co. Sotheby's

    3 Field Club Ln, Edgartown, MA 02539
  • 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
  • 128 W Spring St, Vineyard Haven, MA 02568
    128 W Spring St, Vineyard Haven, MA 02568
    128 W Spring St, Vineyard Haven, MA 02568
    /38

    $1,500,000 Sold Jan 23, 2026

    128 W Spring St, Vineyard Haven, MA 02568

    • 5 Beds
    • 3.5 Baths
    • 2,436 Sq Ft
    • Built 2013

    Last Sold Summary

    • 14% Below List Price
    • $616/SF
    • 145 Days On Market

    Current Estimated Value $1,241,377

    Last Listing Agent David Dickinson Compass

    128 W Spring St, Vineyard Haven, MA 02568
    • 103 Main St, Vineyard Haven, MA 02568
      103 Main St, Vineyard Haven, MA 02568
      103 Main St, Vineyard Haven, MA 02568
      /39

      Est $6,249,791 Not Listed For Sale

      103 Main St, Vineyard Haven, MA 02568

      • 5 Beds
      • 6 Baths
      • 6,546 Sq Ft
      • Built 2008
      103 Main St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 48% Below List Price
      • $1,833/SF
      • 202 Days On Market
      • Last Sold Price $12,000,000
      • Apr 17, 2024

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

  • 33 Goethals Way, Vineyard Haven, MA 02568
    33 Goethals Way, Vineyard Haven, MA 02568
    33 Goethals Way, Vineyard Haven, MA 02568
    /19

    $10,500,000

    • 5 Beds
    • 2.5 Baths
    • 2,794 Sq Ft

    33 Goethals Way, Vineyard Haven, MA 02568

    A rare opportunity -- a Vineyard harbor front property with a Victorian gambrel cottage restored to its original grandeur of a century ago, an expansive front yard, 180 degree commanding views of the active harbor, private sandy beach, and unmatched serenity. You have the opportunity to own one of the finest estates gracing the Vineyard Haven harbor front -- so admired by all visitors to the

    Buder Team Sandpiper Realty, Inc.

    33 Goethals Way, Vineyard Haven, MA 02568
  • 384 Middle Rd Ch222, Chilmark, MA 02535
    384 Middle Rd Ch222, Chilmark, MA 02535
    384 Middle Rd Ch222, Chilmark, MA 02535
    /31

    $40,000 per month

    • 6 Beds
    • 6 Baths
    • 3,960 Sq Ft
    • House for Rent

    384 Middle Rd Ch222, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $10,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This gracious Vineyard elongated Cape overlooks the Keith Farm and the Atlantic Ocean beyond. The gourmet kitchen has just been beautifully renovated and is a dream. The living areas are all decorated with charm and all have views. The separate main house, with four

    Karen Overtoom Karen M. Overtoom R.E.

    384 Middle Rd Ch222, Chilmark, MA 02535
  • 35 Tower Ridge Rd, Oak Bluffs, MA 02557
    35 Tower Ridge Rd, Oak Bluffs, MA 02557
    35 Tower Ridge Rd, Oak Bluffs, MA 02557
    /42

    $1,700,000 Sold Nov 03, 2025

    35 Tower Ridge Rd, Oak Bluffs, MA 02557

    • 3 Beds
    • 4 Baths
    • 2,558 Sq Ft
    • Built 1986

    Last Sold Summary

    • 20% Below List Price
    • $665/SF
    • 118 Days On Market

    Current Estimated Value $1,725,304

    Last Listing Agent Katherine Donahue Sandpiper Realty Inc

    35 Tower Ridge Rd, Oak Bluffs, MA 02557
    • 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
      • May 20, 2024

      Last Listing Agent Candy DaRosa Feiner Real Estate

  • 68 Turkeyland Cove Rd, Edgartown, MA 02539
    68 Turkeyland Cove Rd, Edgartown, MA 02539
    /2

    $6,250,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,624 Sq Ft

    68 Turkeyland Cove Rd, Edgartown, MA 02539

    Nestled in one of Edgartown's most sought-after waterfront neighborhoods, Turkeyland Cove offers the best of both worlds: a tranquil, nature-immersed sanctuary that feels miles from anywhere, yet remains moments from everything Martha's Vineyard has to offer. This exclusive enclave strikes a perfect balance between natural beauty, sophisticated living, and convenient access to Island

    Emma Kennedy Sandpiper Realty

    68 Turkeyland Cove Rd, Edgartown, MA 02539
  • 19 Lake Rd, Chilmark, MA 02535
    19 Lake Rd, Chilmark, MA 02535
    19 Lake Rd, Chilmark, MA 02535
    /32

    $42,000 per month

    • 5 Beds
    • 2.5 Baths
    • 3,000 Sq Ft
    • House for Rent

    19 Lake Rd, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY. SEE WEB SITE FOR WEEKLY PRICING. Sweeping views of Squibnocket Pond, Dunes, the South Shore, Nomans Land, to sunsets over Aquinnah. A great family getaway with access to Chilmark's famed Lucy Vincent and Squibnocket Beaches as well as a private association beach in Aquinnah. Roomy and inviting, this house offers 5 five bedrooms all with views, two livingrooms,

    Karen Overtoom Karen M. Overtoom R.E.

    19 Lake Rd, Chilmark, MA 02535
  • 26 Box Turtle Ln, Oak Bluffs, MA 02557
    26 Box Turtle Ln, Oak Bluffs, MA 02557
    26 Box Turtle Ln, Oak Bluffs, MA 02557
    /30

    $1,995,000 Sold Aug 29, 2025

    26 Box Turtle Ln, Oak Bluffs, MA 02557

    • 4 Beds
    • 3.5 Baths
    • 2,891 Sq Ft
    • Built 1980

    Last Sold Summary

    • $690/SF
    • 5 Days On Market

    Current Estimated Value $2,091,936

    Last Listing Agent Jayne Isford Ocean Park Realty Inc

    26 Box Turtle Ln, Oak Bluffs, MA 02557
    • 8 Harpoon Hollow, Aquinnah, MA 02535
      8 Harpoon Hollow, Aquinnah, MA 02535
      8 Harpoon Hollow, Aquinnah, MA 02535
      /30

      Est $1,802,497 Not Listed For Sale

      8 Harpoon Hollow, Aquinnah, MA 02535

      • 3 Beds
      • 3 Baths
      • 2,046 Sq Ft
      • Built 1940
      8 Harpoon Hollow, Aquinnah, MA 02535

      Last Sold Summary

      • 13% Above List Price
      • $782/SF
      • 179 Days On Market
      • Last Sold Price $1,600,000
      • Aug 16, 2023

      Last Listing Agent Brenda Galligan Karen M. Overtoom R E

  • 22 Old Lighthouse Rd, Vineyard Haven, MA 02568
    22 Old Lighthouse Rd, Vineyard Haven, MA 02568
    22 Old Lighthouse Rd, Vineyard Haven, MA 02568
    /30

    $1,595,000

    • 5 Beds
    • 3 Baths
    • 1,810 Sq Ft

    22 Old Lighthouse Rd, Vineyard Haven, MA 02568

    Located in a quiet enclave off Main Street, Vineyard Haven and just a half-mile to the vibrant restaurant and shopping scene in the village, and even closer to the library, Owen Little Beach, and Yacht Club. Thoughtfully designed across three finished levels featuring hardwood floors, a cozy fireplace, and a seamless layout, the home is ideal for entertaining. The design is casual but practical,

    Jessie Holtham Wallace & Co. Sotheby's International Realty

    22 Old Lighthouse Rd, 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
  • 2 Flamingo Dr, Edgartown, MA 02539
    2 Flamingo Dr, Edgartown, MA 02539
    2 Flamingo Dr, Edgartown, MA 02539
    /18

    $995,000 Sold Nov 06, 2025

    2 Flamingo Dr, Edgartown, MA 02539

    • 3 Beds
    • 1 Bath
    • 990 Sq Ft
    • Built 1983

    Last Sold Summary

    • 5% Below List Price
    • $1,005/SF
    • 5 Days On Market

    Current Estimated Value $1,034,012

    Last Listing Agent Sean Federowicz Landmarks at TODAY Real Estate

    2 Flamingo Dr, Edgartown, MA 02539
    • 10 Gerts Way, Edgartown, MA 02539
      10 Gerts Way, Edgartown, MA 02539
      10 Gerts Way, Edgartown, MA 02539
      /30

      Est $2,347,274 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

      • 1% Above List Price
      • $963/SF
      • 50 Days On Market
      • Last Sold Price $2,315,000
      • Jun 14, 2024

      Last Listing Agent Stacy Ickes Donnelly + Co.

  • 47 Quenames Rd, Chilmark, MA 02535
    47 Quenames Rd, Chilmark, MA 02535
    47 Quenames Rd, Chilmark, MA 02535
    /6

    $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
  • 17 Round Pond Rd Ch240, Chilmark, MA 02535
    17 Round Pond Rd Ch240, Chilmark, MA 02535
    17 Round Pond Rd Ch240, Chilmark, MA 02535
    /39

    $110,000 per month

    • 5 Beds
    • 5 Baths
    • 4,000 Sq Ft
    • House for Rent

    17 Round Pond Rd Ch240, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY. See web site for pricing!! Newly constructed home has open concept living area with 270 degree water views, abundant natural sunlight, central AC, high end appliances, hardwood floors, rooftop deck with seating to view gorgeous island sunsets, access to several private beaches and high speed internet wifi.

    Karen Overtoom Karen M. Overtoom R.E.

    17 Round Pond Rd Ch240, Chilmark, MA 02535
  • 1 Thames Ct, Edgartown, MA 02539
    1 Thames Ct, Edgartown, MA 02539
    1 Thames Ct, Edgartown, MA 02539
    /44

    $1,890,000 Sold Aug 29, 2025

    1 Thames Ct, Edgartown, MA 02539

    • 4 Beds
    • 3 Baths
    • 3,270 Sq Ft
    • Built 1981

    Last Sold Summary

    • $578/SF
    • 38 Days On Market

    Current Estimated Value $1,963,429

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

    1 Thames Ct, 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 $3,309,782 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

      • 14% Above List Price
      • $683/SF
      • 341 Days On Market
      • Last Sold Price $2,895,000
      • Jan 10, 2025

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

Showing Results 161 - 200, Page 5 of 18

Massachusetts Martha's Vineyard

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