11,368

Vineyard Haven, MA Homes

Section Image
  • /32

    $1,175,000

    • 4 Beds
    • 2 Baths
    • 2,059 Sq Ft

    4 Rock Pond, West Tisbury, MA 02575

    4 Rock Pond Road offers a rare opportunity to enjoy the best of community-centered living in one of Martha’s Vineyard’s most unique and thoughtfully designed neighborhoods. Located within the Island Cohousing community in West Tisbury, this 4-bedroom, 2-bath home combines warmth, functionality, sustainability, and connection in a peaceful natural setting.Built by South Mountain Company, the

    Trish Lyman Compass | Point B

    4 Rock Pond, 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
  • /40

    $650,000

    Sold Sep 10, 2025

    25 Oak Ave, Oak Bluffs, MA 02557

    • 2 Beds
    • 0.5 Baths
    • 759 Sq Ft
    • Built 1900

    Last Sold Summary

    • 4% Below List Price
    • $856/SF
    • 251 Days On Market

    Current Estimated Value $799,655

    Last Listing Agent Alisan Lohan-Conway Alisan Lohan-Conway Properties

    25 Oak Ave, Oak Bluffs, MA 02557
    • /44

      Est $1,717,112

      Not Listed For Sale

      30 Hillside Path, Vineyard Haven, MA 02568

      • 3 Beds
      • 4 Baths
      • 3,114 Sq Ft
      • Built 1999
      30 Hillside Path, Vineyard Haven, MA 02568

      Last Sold Summary

      • 39 Days On Market

  • /5

    $639,000

    • Land
    • 12,998 Sq Ft
    • $2,141,421 per Acre

    52 Heath Hen Ln Unit 5, Vineyard Haven, MA 02568

    GOOD TO GO! This sunny 13,000-square-foot lot is ready for your Vineyard home. The property comes with a complete six-bedroom septic design prepared by Vineyard Land Surveying, allowing for both a main house and guest house. With key planning work already completed, this is an outstanding opportunity to move forward with confidence and begin the building process. Conveniently located just off

    Tina Miller Donnelly + Co

    52 Heath Hen Ln Unit 5, Vineyard Haven, 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

    $1,000,000

    Sold Jun 01, 2026

    73 & 0 Old Country Ln, Vineyard Haven, MA 02568

    • 2 Beds
    • 1 Bath
    • 1,040 Sq Ft
    • Built 1978

    Last Sold Summary

    • 13% Below List Price
    • $962/SF
    • 217 Days On Market

    Last Listing Agent Julianna Flanders Flanders Real Estate

    73 & 0 Old Country Ln, Vineyard Haven, MA 02568
    • /2

      Est $1,860,283

      Not Listed For Sale

      54 Bold Meadow Rd, Edgartown, MA 02539

      • 3 Beds
      • 3 Baths
      • 2,026 Sq Ft
      • Built 1993
      54 Bold Meadow Rd, Edgartown, MA 02539

  • /19

    $925,000

    Pending
    • 2 Beds
    • 1 Bath
    • 520 Sq Ft

    15 Second Ave, Oak Bluffs, MA 02557

    Step into this beautifully updated Vineyard cottage, where modern comfort meets coastal charm. The living room, kitchen, dining area, and first-floor full bath were all thoughtfully renovated in 2023. The living space features freshly updated furnishings, contemporary lighting, and light grey beadboard walls, creating an open and inviting atmosphere that flows seamlessly into the dining and

    Susie Wallo Compass LLC

    15 Second Ave, Oak Bluffs, MA 02557
  • /2

    $965,000

    Sold Sep 04, 2025

    62 Jernegan Ave, Edgartown, MA 02539

    • 3 Beds
    • 1 Bath
    • 1,886 Sq Ft
    • Built 1998

    Last Sold Summary

    • $512/SF
    • 0 Days On Market

    Current Estimated Value $1,045,879

    Last Listing Agent LINK Email Cache LINK

    62 Jernegan Ave, Edgartown, MA 02539
    • /19

      Est $1,117,696

      Not Listed For Sale

      31 9th St N, Edgartown, MA 02539

      • 2 Beds
      • 1.5 Baths
      • 1,275 Sq Ft
      • Built 1972
      31 9th St N, Edgartown, MA 02539

      Last Sold Summary

      • 45 Days On Market

  • /2

    $857,000

    • Land
    • 16,892 Sq Ft
    • $2,209,902 per Acre

    24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568

    OAK BLUFFS - EIGHT (8) BEDROOM LOT. This already cleared, oversized lot, 16,895sq.ft., (more than 1/3 acre) comes with an Approved Eight (8) Bedroom Septic Design, ready to build. Exceptional potential for a spacious custom home, family compound, or a rental property. Utilities are available by the lot, which significantly reduces development costs and time. Convenient access from both Towanticut

    Alisan Lohan-Conway Alisan Lohan-Conway Properties

    24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568
  • /28

    $2,401,000

    Sold Jan 06, 2026

    46 Bold Meadow Rd, Edgartown, MA 02539

    • 4 Beds
    • 3.5 Baths
    • 2,372 Sq Ft
    • Built 1992

    Last Sold Summary

    • $1,012/SF
    • 14 Days On Market

    Current Estimated Value $2,393,389

    Last Listing Agent Julianna Flanders Flanders Real Estate

    46 Bold Meadow Rd, Edgartown, MA 02539
    • /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

  • /31

    $1,175,000

    • 4 Beds
    • 2 Baths
    • 2,059 Sq Ft

    4 Rock Pond Rd, Vineyard Haven, MA 02568

    4 Rock Pond Road offers a rare opportunity to enjoy the best of community-centered living in one of Martha’s Vineyard’s most unique and thoughtfully designed neighborhoods. Located within the Island Cohousing community in West Tisbury, this 4-bedroom, 2-bath home combines warmth, functionality, sustainability, and connection in a peaceful natural setting.Built by South Mountain Company, the home

    Patricia Lyman Compass

    4 Rock Pond Rd, Vineyard Haven, MA 02568
  • /10

    $4,895,000

    Sold Feb 13, 2026

    64 Crowell Ln, Tisbury, MA 02568

    • 5 Beds
    • 6.5 Baths
    • 4,216 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $1,161/SF
    • 307 Days On Market

    Current Estimated Value $3,101,801

    Last Listing Agent Joe & Nicole Holland Vineyard Dream Realty LLC

    64 Crowell Ln, Tisbury, MA 02568
    • /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

  • /55

    $2,180,000

    Pending
    • 4 Beds
    • 5 Baths
    • 2,516 Sq Ft

    25 Pennacook Ave, Oak Bluffs, MA 02557

    A unique offering in the heart of the historic Copeland District of downtown Oak Bluffs. This cherished main residence and guest house, embody the timeless charm that defines this beloved community. Just minutes from Circuit Ave, the ferries and harbor, and a block from Inkwell Beach. This home invites you to experience the essence of Oak Bluffs! The main house, dating back to the 1850s, has been

    Nya Clarke Martha's Vineyard Island-Wide Realty

    25 Pennacook Ave, Oak Bluffs, MA 02557
  • /2

    $600,000

    Sold Jul 23, 2025

    84 12th St S, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft
    • Built 1978

    Last Sold Summary

    • $383/SF
    • 0 Days On Market

    Current Estimated Value $740,140

    Last Listing Agent LINK Email Cache LINK

    84 12th St S, Edgartown, MA 02539
    • /34

      Est $2,340,864

      Not Listed For Sale

      338 Bigelow Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 2.5 Baths
      • 1,783 Sq Ft
      • Built 1978
      338 Bigelow Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 68 Days On Market

  • /26

    $925,000

    • 2 Beds
    • 1.5 Baths
    • 1,208 Sq Ft

    4 Quail Run Unit 21, Oak Bluffs, MA 02557

    Welcome to this FULLY FURNISHED, private, 2-bedroom, end-unit townhouse offering 1,208 sq ft of effortless coastal living. With seasonal rentals already in place this opportunity is the defenition of TURN KEY. Thoughtfully designed with both comfort and style in mind, this coastal retreat blends relaxed island charm with modern convenience—perfect for year-round living or as an established rental

    Emma Bryant Studio Realty

    4 Quail Run Unit 21, Oak Bluffs, MA 02557
  • /69

    $1,160,000

    Sold Jan 05, 2026

    208 Irenes Way, Tisbury, MA 02568

    • 4 Beds
    • 3 Baths
    • 2,961 Sq Ft
    • Built 2005

    Last Sold Summary

    • 24% Below List Price
    • $392/SF
    • 168 Days On Market

    Current Estimated Value $1,271,403

    Last Listing Agent Emma Bryant Studio Realty

    208 Irenes Way, Tisbury, MA 02568
    • /17

      Est $658,022

      Not Listed For Sale

      15 Walker Way, Vineyard Haven, MA 02568

      • 1 Bed
      • 1 Bath
      • 432 Sq Ft
      • Built 1940
      15 Walker Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 30 Days On Market

  • /12

    $1,495,000

    • 4 Beds
    • 4 Baths
    • 2,304 Sq Ft

    33 Alyssa Ln, Vineyard Haven, MA 02568

    Country Living so close to Town! Lovely 4 Bedroom 2,304sq ft. Colonial Cape perched on a rise on Alyssa Lane off West Spring Street. Open Kitchen with handcrafted side cabinets and Island with stool seating. Dining, sitting, entertainment area with sliders open to a generous front to back side deck. Living room with propane fired wood stove and half bath also on the first floor. Interior stairs

    Stephanie Burke Portfolio Properties

    33 Alyssa Ln, Vineyard Haven, MA 02568
  • /8

    $435,000

    Sold Apr 16, 2026

    36 Boylston Dr Unit 1.329, Edgartown, MA 02539

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

    Last Sold Summary

    • 8% Below List Price
    • 131 Days On Market

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

    36 Boylston Dr Unit 1.329, Edgartown, MA 02539
    • /29

      Est $1,923,886

      Not Listed For Sale

      21 William St, Vineyard Haven, MA 02568

      • 3 Beds
      • 2.5 Baths
      • 2,378 Sq Ft
      • Built 1928
      21 William St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 0 Days On Market

  • /7

    $2,000,000

    • Land
    • 21,801 Sq Ft
    • $3,996,004 per Acre

    0 State Rd Unit 29.3, Vineyard Haven, MA 02568

    1/2 acre of commercial land in the State Road B-2 district. Possibilities are endless for the right business. Also available, next door, is a commercial building that currently has 10 rental units. $6,000,000.

    Peter Cronig Cronigs Real Estate

    0 State Rd Unit 29.3, Vineyard Haven, MA 02568
  • /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
    • /32

      Est $1,325,865

      Not Listed For Sale

      58 Hagerty Dr, Vineyard Haven, MA 02568

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

      Last Sold Summary

      • 167 Days On Market

  • /32

    $1,625,000

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

    26 Union St Unit 7, Tisbury, MA 02568

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

    Alyssa Halisky Wallace & Co. Sotheby's

    26 Union St Unit 7, Tisbury, MA 02568
  • /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
    • /22

      Est $1,045,445

      Not Listed For Sale

      10 Saddle Club Rd, Edgartown, MA 02539

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

      Last Sold Summary

      • 102 Days On Market

  • /27

    $1,850,000

    • 4 Beds
    • 2 Baths
    • 1,833 Sq Ft

    22 Old Harbor Ln, Oak Bluffs, MA 02557

    Quintessential Waterview Farm! Built as a year-round home with the charm of the original cottages, this well-loved retreat awaits its next chapter. The sunny, open floor plan offers two bedrooms and a full bath on each level, with generous gathering spaces throughout. A skylit kitchen is tucked into a corner of the main living area, where a curved wall of glass opens to a deck and private yard.

    Lisa Stewart Sandpiper Realty, Inc.

    22 Old Harbor Ln, Oak Bluffs, MA 02557
  • /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
    • /32

      Est $1,161,601

      Not Listed For Sale

      10 Elm St, Vineyard Haven, MA 02568

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

      Last Sold Summary

      • 35 Days On Market

  • /26

    $1,750,000

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

    103 Meadow View Rd, Oak Bluffs, MA 02557

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

    Alyson Parker Karen M. Overtoom R.E.

    103 Meadow View Rd, Oak Bluffs, MA 02557
  • /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
    • /2

      Est $1,424,860

      Not Listed For Sale

      88 Hopps Farm Rd, Vineyard Haven, MA 02568

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

  • /13

    $5,100,000

    • Land
    • 2.34 Acres
    • $2,179,487 per Acre

    7 Overview Ln, Oak Bluffs, MA 02557

    A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy exclusive

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    7 Overview Ln, Oak Bluffs, MA 02557
  • /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

Showing Results 161 - 200, Page 5 of 18

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