19,751

Martha's Vineyard, MA Homes

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  • /58

    $2,895,000

    • 5 Beds
    • 4 Baths
    • 2,300 Sq Ft

    27 Spring St, Vineyard Haven, MA 02568

    Located in the William Street Historic District, this elegant Greek Revival home, built in 1842, has stood the test of time and has been thoughtfully expanded and renovated in recent years. This five-bedroom, four-bath residence combines historic character with modern comforts. The home features a gracious living room, dining room, office, and an inviting kitchen/breakfast room. There are five

    Alexis Holden Tea Lane Associates

    27 Spring St, Vineyard Haven, MA 02568
  • /36

    $56,800 Per Month

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

    2 Nonamessett Rd, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $14,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING.Newly renovated architect designed home with every amenity. Cook's gourmet kitchen, open plan living/dining room, second living room, lots of outdoor patio and deck space, Set in a private 7 acre property with wildflower meadow. Relax around the beautiful in ground pool

    Karen Overtoom Karen M. Overtoom R.E.

    2 Nonamessett Rd, Edgartown, MA 02539
  • /7

    $375,000

    Sold Apr 06, 2026

    99 Cygnet Way Unit 103, Chilmark, MA 02535

    • Land
    • 8,712 Sq Ft
    • $1,875,000 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 120 Days On Market

    Last Listing Agent Russell Maloney Russell Maloney Real Estate

    99 Cygnet Way Unit 103, Chilmark, MA 02535
    • /20

      Est $1,253,621

      Not Listed For Sale

      46 Old Coach Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,374 Sq Ft
      • Built 1981
      46 Old Coach Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 43 Days On Market

  • /65

    $7,999,000

    • 7 Beds
    • 6.5 Baths
    • 7,133 Sq Ft

    9 Sutton's Way, Edgartown, MA 02539

    Nestled in an enviable Katama setting, this masterfully designed shingle-style farmhouse compound epitomizes the peak of casual Vineyard luxury across a manicured coastal landscape. From the sprawling covered entry porch, the front door opens into an impeccably choreographed layout where a grand entry hall flows seamlessly into an expansive great room, an elegant formal dining space and a

    Jennifer DaSilva Compass | Point B

    9 Sutton's Way, Edgartown, MA 02539
  • /22

    $20,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • House for Rent

    709 Old County Rd Wt134, West Tisbury, MA 02575

    THIS IS A WEEKLY SUMMER RENTAL ONLY. The weekly price in August is $5,000. per week. See website for additional weekly pricing. Mill Pond House is a completely restored 1890s farmhouse on the old Mill Pond in historic West Tisbury. Remodeled by the present owner, an interior designer, it is beautifully appointed with antiques and charming accessories. An old pine floor and columns add to the

    Karen Overtoom Karen M. Overtoom R.E.

    709 Old County Rd Wt134, West Tisbury, MA 02575
  • /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
    • /56

      Est $3,832,129

      Not Listed For Sale

      6 Beach Plum Way, Aquinnah, MA 02535

      • 7 Beds
      • 5.5 Baths
      • 4,875 Sq Ft
      • Built 1996
      6 Beach Plum Way, Aquinnah, MA 02535

      Last Sold Summary

      • 21 Days On Market

  • /20

    $899,000

    • 2 Beds
    • 1 Bath
    • 990 Sq Ft

    37 Circuit Ave Unit 4, Oak Bluffs, MA 02557

    In the heart of Downtown Oak Bluffs this Restless Winds Penthouse condominium Unit #4 on 2nd floor comes with an amazing roof top deck that is only shared with one other condo (#5). This spacious unit just under 1,000 sq. ft. has a nautical feel with custom wood features and a ships ladder leading to the roof top deck. This condo packs a lot in with a full kitchen, living and dining area, a guest

    Lisa Lucier Anchor Realty of MV

    37 Circuit Ave Unit 4, Oak Bluffs, MA 02557
  • /21

    $14,000 Per Month

    • 4 Beds
    • 2 Baths
    • 1,505 Sq Ft
    • House for Rent

    175 Meetinghouse Way Ed321, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $3,500. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This updated contemporary is located in Katama area and a short bike ride to South Beach. There are 4 bedrooms, 1 down and 3 up, and a beautiful kitchen/dining which opens to a large living room. The house has a nice deck on the front and owners have added a deck off the

    Karen Overtoom Karen M. Overtoom R.E.

    175 Meetinghouse Way Ed321, Edgartown, MA 02539
  • /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
    • /28

      Est $2,776,176

      Not Listed For Sale

      5 Katama Dr, Edgartown, MA 02539

      • 3 Beds
      • 3.5 Baths
      • 2,527 Sq Ft
      • Built 1990
      5 Katama Dr, Edgartown, MA 02539

      Last Sold Summary

      • 98 Days On Market

  • /38

    $16,000,000

    • Land
    • 46 Acres
    • $347,826 per Acre

    0, 36, 38 Black Point Rd Unit 11, 9-02, 9-01, 058-, Chilmark, MA 02535

    Forty six extraordinary acres on Black Point Pond with easy access to Black Point sandy ocean beach. Magical expansive views of meadows, pond and ocean. This estate-sized property abuts 140 acres of Sheriff’s Meadow conservation land, offering exceptional privacy. A simple 1041 square foot two bedroom seasonal home sits on one lot with two detached studios alongside. Close to nature, this home

    Abby Rabinovitz Tea Lane Associates

    0, 36, 38 Black Point Rd Unit 11, 9-02, 9-01, 058-, Chilmark, MA 02535
  • /32

    $100,000 Per Month

    • 5 Beds
    • 4 Baths
    • 4,500 Sq Ft
    • House for Rent

    60 Witchwood Lane Ed317, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $25,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This gorgeous waterfront home is well equipped with gourmet kitchen, stone fireplace, numerous sitting areas, and multiple decks each with water views over the Edgartown Harbor. Both the main and upper level have beautiful master suites and also washers & dryers. Easy

    Karen Overtoom Karen M. Overtoom R.E.

    60 Witchwood Lane Ed317, Edgartown, MA 02539
  • /22

    $4,250,000

    Sold Sep 09, 2025

    420 Lamberts Cove Rd, Vineyard Haven, MA 02568

    • 7 Beds
    • 6 Baths
    • 4,125 Sq Ft
    • Built 1900

    Last Sold Summary

    • 5% Below List Price
    • $1,030/SF
    • 21 Days On Market

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

    420 Lamberts Cove Rd, Vineyard Haven, MA 02568
    • /34

      Est $4,696,976

      Not Listed For Sale

      25 Down Harbor Rd, Edgartown, MA 02539

      • 4 Beds
      • 2 Baths
      • 1,728 Sq Ft
      • Built 1972
      25 Down Harbor Rd, Edgartown, MA 02539

      Last Sold Summary

      • 107 Days On Market

  • /10

    $3,995,000

    • Land
    • 1.92 Acres
    • $2,083,985 per Acre

    98 Farm Neck Way Unit 51, Oak Bluffs, MA 02568

    Farm Neck Golf Club – Undeveloped Water View Parcel with Membership A truly rare opportunity to acquire a 1.92-acre undeveloped parcel within the prestigious Farm Neck Golf Club community, one of the last remaining opportunities of its kind. This exceptional offering features sweeping water views over Sengekontacket Pond to the Vineyard Sound, creating a stunning backdrop for your future Martha’s

    Andrew McElhinney Compass LLC

    98 Farm Neck Way Unit 51, Oak Bluffs, MA 02568
  • /8

    $3,300 Per Month

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft
    • House for Rent

    849 State Rd Unit 1, Aquinnah, MA 02535

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Charming three bedroom cottage set on a hill overlooking a tranquil meadow just 1 & 1/2 miles to Aquinnah Cliffs. Enjoy access to both Philbin and Lobsterville beaches. There is a front and back porch with rocking chairs to take in the landscape and enjoy the breeze. This sunny property is easily accessible as well as peaceful and relaxing. Owner is

    Karen Overtoom Karen M. Overtoom R.E.

    849 State Rd Unit 1, Aquinnah, MA 02535
  • /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 $1,323,458

    Last Listing Agent Jennifer B. DaSilva Compass

    10 Eagles Nest, Edgartown, MA 02539
    • /42

      Est $3,372,705

      Not Listed For Sale

      16 Mill St, Edgartown, MA 02539

      • 4 Beds
      • 4 Baths
      • 2,090 Sq Ft
      • Built 1908
      16 Mill St, Edgartown, MA 02539

      Last Sold Summary

      • 120 Days On Market

  • /40

    $1,795,000

    $104K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,061 Sq Ft

    174 Middle Rd, Chilmark, MA 02535

    Nestled in the heart of Chilmark, this four-bedroom home offers a blend of comfort, convenience, and timeless Vineyard charm. Thoughtfully designed with distinct, well-proportioned rooms, the home centers around an expansive, sunlit, eat-in kitchen featuring dual ovens, elegant granite countertops, and extensive custom cherry wood built-ins that combine beauty and practicality. The welcoming

    Sheila Morse Island Real Estate

    174 Middle Rd, Chilmark, MA 02535
  • /8

    $11,800 Per Month

    • 4 Beds
    • 4 Baths
    • 2,612 Sq Ft
    • House for Rent

    46 Buttonwood Farm Rd Unit 1, West Tisbury, MA 02575

    THIS IS A WEEKLY RENTAL PROPERTY!! Beautifully updated contemporary home with impeccably landscaped lawns and gardens, a swimming pond and hot tub with two outdoor showers - one enclosed and one open to the hot tub and patio area on the side of the house. Gorgeous back deck with outdoor dining accessible through sliding glass doors from the dining room. Inside, enjoy the fully equipped and

    Karen Overtoom Karen M. Overtoom R.E.

    46 Buttonwood Farm Rd Unit 1, West Tisbury, MA 02575
  • /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
    • /24

      Est $1,281,685

      Not Listed For Sale

      19 Renear St, Vineyard Haven, MA 02568

      • 4 Beds
      • 3 Baths
      • 1,736 Sq Ft
      • Built 1985
      19 Renear St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 121 Days On Market

  • /15

    $3,995,000

    • 5 Beds
    • 3 Baths
    • 2,733 Sq Ft

    49 High St, Edgartown, MA 02539

    Coming Soon! A rare opportunity to create a premier in-town compound in one of Edgartown’s most desirable locations. Set on High Street, just moments from downtown Edgartown, this exceptional 16,000+ square foot lot offers tremendous potential to create a substantial five-bedroom residence while enjoying the convenience and charm of village living. The property currently features a 4 bedroom main

    Alyssa Halisky Wallace & Co. Sotheby's

    49 High St, Edgartown, MA 02539
  • /26

    $7,000 Per Month

    • 7 Beds
    • 1.5 Baths
    • 2,900 Sq Ft
    • House for Rent

    39 N Neck Rd, Edgartown, MA 02539

    Historic Quaint Waterfront Cottage with spectacular 180 degree views of Edgartown Harbor, Oak Bluffs, Cape Cod and Cape Poge, Over 200 feet of secluded, completely private beach, The back yard abuts the fairways and club house of the ''Royal Ancient Chappaquiddick Links'' Private Golf Course. (You must pay dues to play golf), Great outdoor shower. You can see the fireworks (in 5 locations at

    Charles Petitti Coldwell Banker Realty - Newton

    39 N Neck Rd, Edgartown, MA 02539
  • /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 $2,373,326

    Last Listing Agent Rene Jackson Island Real Estate

    42 Daggett Ave, Vineyard Haven, MA 02568
    • /29

      Est $2,203,041

      Not Listed For Sale

      22 Kitts Field Cir, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,552 Sq Ft
      • Built 1986
      22 Kitts Field Cir, Edgartown, MA 02539

      Last Sold Summary

      • 11 Days On Market

  • /4

    $809,000

    • Land
    • 16,988 Sq Ft
    • $2,074,359 per Acre

    7 Highland Ave, Vineyard Haven, MA 02568

    Rare opportunity in East Chop. Beautiful lot in a serene, wooded area, walking distance to town, beach, and ferries. Secluded yet accessible. This is a pre-existing nonconforming lot, with a legal opinion letter attached stating buildability. Buyer to perform all due diligence regarding town building requirements. Opportunity for buyer to design to their own specifications.

    Shera Toledo eXp Realty, LLC

    7 Highland Ave, Vineyard Haven, MA 02568
  • /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
  • /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
    • /40

      Est $2,241,965

      Not Listed For Sale

      1 Old Squaw Cir, Edgartown, MA 02539

      • 4 Beds
      • 2.5 Baths
      • 2,008 Sq Ft
      • Built 1996
      1 Old Squaw Cir, Edgartown, MA 02539

      Last Sold Summary

      • 52 Days On Market

  • /33

    $1,725,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,588 Sq Ft

    225 Lamberts Cove Rd, Vineyard Haven, MA 02568

    This year-round home, situated less than half a mile from Lambert’s Cove Beach, boasts fine craftsmanship and character in a peaceful, wooded environment. Inside, the open living room features wide plank floors, cathedral ceilings with beams, and a central brick fireplace that connects seamlessly to the updated kitchen.

    Brenda Galligan Karen M. Overtoom R.E.

    225 Lamberts Cove Rd, Vineyard Haven, MA 02568
  • /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
  • /12

    $686,000

    Sold Jul 23, 2025

    124 Skiff Ave Unit A-10, Vineyard Haven, MA 02568

    • 2 Beds
    • 1 Bath
    • 725 Sq Ft
    • Built 1953

    Last Sold Summary

    • $946/SF
    • 31 Days On Market

    Current Estimated Value $663,366

    Last Listing Agent Carleen Cordwell Anchor Realty of Martha's Vineyard

    124 Skiff Ave Unit A-10, Vineyard Haven, MA 02568
    • /47

      Est $4,938,852

      Not Listed For Sale

      5 Armstrong Ln, Edgartown, MA 02539

      • 3 Beds
      • 3.5 Baths
      • 4,084 Sq Ft
      • Built 2005
      5 Armstrong Ln, Edgartown, MA 02539

      Last Sold Summary

      • 572 Days On Market

  • /30

    $6,995,000

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

    103 Edgartown Bay Rd, Edgartown, MA 02539

    Perfectly positioned along the serene shores of Katama Bay, this property offers a front-row seat to nature’s grandeur. Residents will revel in sweeping, 180-degree vistas where the tranquil waters of the bay meet the dramatic horizon of South Beach and the Atlantic Ocean. As you enter the property from Edgartown Bay Road, the home’s timeless architecture and expansive front lawn make an

    Bonnie Pierce Wallace & Co. Sotheby's

    103 Edgartown Bay Rd, Edgartown, MA 02539
  • /41

    $14,500 Per Month

    • 5 Beds
    • 5.5 Baths
    • 3,392 Sq Ft
    • House for Rent

    76 School House Lane Wt101, West Tisbury, MA 02575

    THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!! An elegant, whimsical house full of color, quality and artistic touches. The grounds are sumptuous, nature at its apotheosis. There is gentle movement in the landscape with flowering trees and shrubs everywhere replete with a babbling brook flowing into a pond bordering the garden behind the house. The stonework is finely crafted with balanced proportions

    Karen Overtoom Karen M. Overtoom R.E.

    76 School House Lane Wt101, West Tisbury, MA 02575
  • /29

    $1,075,000

    Sold Feb 26, 2026

    34 Pine Ln, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Built 1984

    Last Sold Summary

    • 14% Below List Price
    • $960/SF
    • 93 Days On Market

    Current Estimated Value $1,160,612

    Last Listing Agent Candy DaRosa Feiner Real Estate

    34 Pine Ln, Vineyard Haven, MA 02568
    • /37

      Est $1,875,943

      Not Listed For Sale

      3 Duncan Close, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,668 Sq Ft
      • Built 1979
      3 Duncan Close, Edgartown, MA 02539

      Last Sold Summary

      • 353 Days On Market

Showing Results 321 - 360, Page 9 of 18

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