10,865

Vineyard Haven, MA Homes

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    • /42

      Not Listed For Sale

      49 William St, Vineyard Haven, MA 02568

      • 5 Beds
      • 4.5 Baths
      • 3,752 Sq Ft
      • Built 1836
      49 William St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 279 Days On Market

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

  • /42

    $4,600,000

    $350K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 3,998 Sq Ft

    15 Tamarack Ln, Oak Bluffs, MA 02557

    Nestled within the idyllic and highly coveted setting of Farm Neck Golf Club, 15 Tamarack Lane offers a rare opportunity to own a stunning 3.7 acres in one of Martha’s Vineyard’s most exclusive communities. The property enjoys picturesque views over the 7th fairway and 8th tee box, across to Sengekontacket Pond, creating a peaceful backdrop of lush greens and distant water. The historic

    Stephanie Roache Donnelly + Co.

    15 Tamarack Ln, Oak Bluffs, MA 02557
  • /30

    $968,750

    Sold Jun 05, 2026

    28 Barling Ave, Vineyard Haven, MA 02568

    • 2 Beds
    • 1 Bath
    • 1,232 Sq Ft
    • Built 1981

    Last Sold Summary

    • 8% Below List Price
    • $786/SF
    • 206 Days On Market

    Current Estimated Value $1,016,833

    Last Listing Agent Michael Schweikert Ocean Park Realty Inc

    28 Barling Ave, Vineyard Haven, MA 02568
    • /15

      Est $1,041,430

      Not Listed For Sale

      20 Leonard Cir, Vineyard Haven, MA 02568

      • 4 Beds
      • 2 Baths
      • 1,152 Sq Ft
      • Built 1984
      20 Leonard Cir, Vineyard Haven, MA 02568

      Last Sold Summary

      • 30 Days On Market

      Last Listing Agent Roy Cutrer LAER Realty Partners

  • /18

    $239,000

    • 1 Bed
    • 1 Bath
    • 316 Sq Ft

    33 Island Inn Rd Unit F 22, Oak Bluffs, MA 02568

    Want to own a slice of Martha's Vineyard? As an owner of this studio style "Condo-tel", you will enjoy the convenience of worry free ownership. This unit has newer flooring, an updated bathroom, updated kitchenette and a cathedral ceiling. This is casual resort style living that includes association pool, 3 tennis courts, playground, and shared grilling area. This wonderful location borders Farm

    Rene Jackson Island Real Estate

    33 Island Inn Rd Unit F 22, Oak Bluffs, MA 02568
  • /19

    $1,100,000

    Sold Aug 19, 2026

    34 10th St S, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Built 2006

    Last Sold Summary

    • 8% Below List Price
    • $1,000/SF
    • 58 Days On Market

    Current Estimated Value $1,198,394

    Last Listing Agent Chrissie Teague Insight Realty Group, Inc.

    34 10th St S, Edgartown, MA 02539
    • /24

      Est $1,685,003

      Not Listed For Sale

      92 Winyah Cir, Vineyard Haven, MA 02568

      • 4 Beds
      • 2 Baths
      • 2,625 Sq Ft
      • Built 1983
      92 Winyah Cir, Vineyard Haven, MA 02568

      Last Sold Summary

      • 78 Days On Market

      Last Listing Agent Doug Burke Signal House Group at Compass

  • /49

    $905,000

    $40K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    74 Chase Ln, Vineyard Haven, MA 02568

    Great Location Cape Cod style year round furnished home well maintained on a private dead end road close to Tashmoo Landing. New roof 2025, new windows, basement insulation replaced. A solid well built home ready for new owners to enjoy! Open concept kitchen to dining room. Three bedrooms and one full one half bath. Additional living area with full clean dry basement adds 768 SF with egress

    Janna O'Loughlin Portfolio Properties

    74 Chase Ln, Vineyard Haven, MA 02568
  • /46

    $1,600,000

    Sold Jan 20, 2026

    5 Bayes Hill Cir, Oak Bluffs, MA 02557

    • 4 Beds
    • 2.5 Baths
    • 2,855 Sq Ft
    • Built 1997

    Last Sold Summary

    • 26% Below List Price
    • $560/SF
    • 182 Days On Market

    Last Listing Agent Michele Moore Island Real Estate

    5 Bayes Hill Cir, Oak Bluffs, MA 02557
    • /34

      Est $1,248,239

      Not Listed For Sale

      160 Bernard Cir, Vineyard Haven, MA 02568

      • 4 Beds
      • 2 Baths
      • 1,606 Sq Ft
      • Built 1977
      160 Bernard Cir, Vineyard Haven, MA 02568

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Dawn Bellante-Holand Sandpiper Realty

  • /9

    $1,395,000

    $600K PRICE DROP
    • 0.5 Baths
    • 1,283 Sq Ft

    4 Lagoon Pond Rd, Vineyard Haven, MA 02568

    Located at the five corners, this rare commercial property presents an opportunity to set your future business venture up for success. This prime location captures the attention of every single vehicle disembarking the Vineyard Haven Ferry! There are 2.5 parking spots included. Please note that the bike shop business is not for sale. This offering is solely for the real estate. The sellers

    Jarrett Hurwitz Keller Williams Realty

    4 Lagoon Pond Rd, Vineyard Haven, MA 02568
  • /38

    $3,930,000

    Sold Jun 29, 2026

    71 Stoney Hill Rd, Vineyard Haven, MA 02568

    • 5 Beds
    • 5 Baths
    • 5,598 Sq Ft
    • Built 2007

    Last Sold Summary

    • 13% Below List Price
    • $702/SF
    • 372 Days On Market

    Current Estimated Value $3,898,952

    Last Listing Agent Sheila Morse Island Real Estate

    71 Stoney Hill Rd, Vineyard Haven, MA 02568
    • /2

      Est $1,318,146

      Not Listed For Sale

      201 Spring St, Vineyard Haven, MA 02568

      • 4 Beds
      • 2 Baths
      • 2,080 Sq Ft
      • Built 1976
      201 Spring St, Vineyard Haven, MA 02568

  • /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
  • /20

    $1,000,000

    Sold Dec 12, 2025

    1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557

    • 2 Beds
    • 2.5 Baths
    • 2,128 Sq Ft
    • Built 2001

    Last Sold Summary

    • 9% Below List Price
    • $470/SF
    • 13 Days On Market

    Current Estimated Value $1,234,962

    Last Listing Agent Lisa Lucier Anchor Realty of Martha's Vineyard

    1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557
    • /28

      Est $1,345,535

      Not Listed For Sale

      10 Eagles Nest, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,450 Sq Ft
      • Built 1987
      10 Eagles Nest, Edgartown, MA 02539

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Jennifer B. DaSilva Compass

  • /35

    $3,100,000

    $350K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,728 Sq Ft

    6 Brewster Ave, Oak Bluffs, MA 02557

    Enjoy sweeping water views from this beautifully updated East Chop Victorian, featuring a charming guest cottage. Renovated in 2010, the main home effortlessly blends historic character with modern comfort. The kitchen and bathrooms have been thoughtfully updated, enhancing functionality while preserving the home’s original charm. Tucked privately at the rear of the property, the guest cottage

    Katherine Donahue Sandpiper Realty

    6 Brewster Ave, Oak Bluffs, MA 02557
  • /26

    $1,687,500

    Sold Jul 10, 2026

    103 Meadow View Rd, Oak Bluffs, MA 02557

    • 3 Beds
    • 2.5 Baths
    • 2,862 Sq Ft
    • Built 1988

    Last Sold Summary

    • 4% Below List Price
    • $590/SF
    • 31 Days On Market

    Current Estimated Value $1,734,954

    Last Listing Agent Alyson Parker Karen M. Overtoom R.E.

    103 Meadow View Rd, Oak Bluffs, MA 02557
    • /17

      Est $1,466,853

      Not Listed For Sale

      61 Dodgers Hole Rd, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 2,311 Sq Ft
      • Built 1987
      61 Dodgers Hole Rd, Edgartown, MA 02539

      Last Sold Summary

      • 78 Days On Market

      Last Listing Agent Ellen Valentgas Sotheby's International Realty

  • /24

    $429,000

    Pending
    • 1 Bed
    • 1 Bath
    • 305 Sq Ft

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

    Welcome to Unit B-12 at the Causeway Condominiums, a turnkey studio offering comfortable, low-maintenance island living just a short walk to the charming village of Vineyard Haven. Thoughtfully designed to maximize space and functionality, this inviting residence features warm bamboo flooring throughout, a custom Murphy bed, and a beautifully crafted custom mahogany closet and storage system,

    Marilyn Moses Ocean Park Realty Inc

    124 Skiff Ave Unit B-12, Vineyard Haven, MA 02568
  • /28

    $1,150,000

    Sold May 08, 2026

    18 Windsor Dr, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 1,294 Sq Ft
    • Built 1981

    Last Sold Summary

    • 15% Above List Price
    • $889/SF
    • 4 Days On Market

    Current Estimated Value $1,145,026

    Last Listing Agent Stephanie Roache Donnelly + Co.

    18 Windsor Dr, Edgartown, MA 02539
    • /28

      Est $1,318,233

      Not Listed For Sale

      175 Oak Ln, Vineyard Haven, MA 02568

      • 4 Beds
      • 2 Baths
      • 1,536 Sq Ft
      • Built 1986
      175 Oak Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Joanna Fairchild eXp Realty

  • /10

    $3,750,000

    $245K PRICE DROP Pending
    • Land
    • 1.92 Acres
    • $1,956,182 per Acre

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

    Farm Neck Golf Club – Undeveloped Water View Parcel with MembershipA 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

    Andrew McElhinney Compass LLC

    98 Farm Neck Way Unit 51, Oak Bluffs, MA 02568
  • /35

    $1,817,500

    Sold Feb 27, 2026

    32 Flamingo Dr, Edgartown, MA 02539

    • 5 Beds
    • 3 Baths
    • 2,432 Sq Ft
    • Built 1988

    Last Sold Summary

    • 9% Below List Price
    • $747/SF
    • 251 Days On Market

    Current Estimated Value $1,895,735

    Last Listing Agent Skip Dostal Martha's Vineyard R.E.

    32 Flamingo Dr, Edgartown, MA 02539
    • /24

      Est $1,282,032

      Not Listed For Sale

      110 Otis Bassett Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 1 Bath
      • 1,144 Sq Ft
      • Built 1972
      110 Otis Bassett Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Jennifer O'hanlon Compass LLC

  • /27

    $1,295,000

    $54K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,863 Sq Ft

    3 Troy St, Oak Bluffs, MA 02557

    Set on a generous 0.3-acre lot in desirable Oak Bluffs, this property offers exceptional potential just moments from Vineyard Sound. A newly installed 6-bedroom septic system opens the door to a variety of expansion opportunities. The home is thoughtfully designed with two separate living areas, ideal for guests or rental possibilities. The main living space features hardwood floors throughout, a

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    3 Troy St, Oak Bluffs, MA 02557
  • /61

    $1,910,000

    Sold Apr 03, 2026

    28 Pine Tree Ln, Vineyard Haven, MA 02568

    • 5 Beds
    • 3.5 Baths
    • 3,250 Sq Ft
    • Built 1974

    Last Sold Summary

    • 15% Below List Price
    • $588/SF
    • 132 Days On Market

    Current Estimated Value $2,094,132

    Last Listing Agent Wendy Harman Compass | Point B

    28 Pine Tree Ln, Vineyard Haven, MA 02568
    • /37

      Est $1,261,884

      Not Listed For Sale

      43 Skiffs Ln, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,316 Sq Ft
      • Built 1991
      43 Skiffs Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 32 Days On Market

      Last Listing Agent Chelsea Brennan Lamacchia Realty, Inc.

  • /42

    $2,295,000

    • 4 Beds
    • 3.5 Baths
    • 3,056 Sq Ft

    125 Mayflower Ln, Vineyard Haven, MA 02568

    Nestled on an acre of beautifully landscaped grounds in a tranquil, park-like setting, this home is tucked away on a quiet lane within an established neighborhood. Located just a quarter mile from miles of Land Bank walking trails and less than two miles from Main Street, it offers the perfect opportunity to embrace the Vineyard lifestyle, just minutes from the vibrant center of Vineyard Haven.

    Courtney Marek Sandpiper Realty, Inc.

    125 Mayflower Ln, Vineyard Haven, MA 02568
  • /21

    $895,000

    Sold May 13, 2026

    22 Montgomery Square, Oak Bluffs, MA 02557

    • 3 Beds
    • 1 Bath
    • 931 Sq Ft
    • Built 1870

    Last Sold Summary

    • $961/SF
    • 7 Days On Market

    Current Estimated Value $905,359

    Last Listing Agent Marilyn Moses Ocean Park Realty Inc

    22 Montgomery Square, Oak Bluffs, MA 02557
    • /49

      Est $1,884,103

      Not Listed For Sale

      75 Skiffs Ln, Vineyard Haven, MA 02568

      • 4 Beds
      • 2.5 Baths
      • 2,548 Sq Ft
      • Built 1984
      75 Skiffs Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 186 Days On Market

      Last Listing Agent Kelly Mercier The Agency

  • /35

    $1,625,000

    • 3 Beds
    • 2.5 Baths
    • 1,960 Sq Ft

    31 Dodgers Hole Rd, Edgartown, MA 02539

    Dodgers Hole - Delightful contemporary cape style home, centrally located, suitable for seasonal or year-round use. The privately sited half acre lot features a first floor primary bedroom with en-suite bath, a light filled eat-in kitchen, central A/C, full unfinished basement, a detached 18'x24' shed/garage, with a large rear deck and generous outdoor shower compliment the property. A four

    Sean Federowicz Landmarks at TODAY Real Estate

    31 Dodgers Hole Rd, Edgartown, MA 02539
  • /7

    $600,000

    Sold Nov 04, 2025

    10 Putnam Way, Vineyard Haven, MA 02568

    • 3 Beds
    • 1 Bath
    • 1,168 Sq Ft
    • Built 1972

    Last Sold Summary

    • 22% Below List Price
    • $514/SF
    • 39 Days On Market

    Current Estimated Value $704,463

    Last Listing Agent Kathleen Dawson Donnelly + Co.

    10 Putnam Way, Vineyard Haven, MA 02568
    • /15

      Est $1,216,663

      Not Listed For Sale

      14 Galway Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 1.5 Baths
      • 1,338 Sq Ft
      • Built 1966
      14 Galway Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Michele Casavant Vineyard Village Realty

  • /32

    $1,495,000

    $100K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,739 Sq Ft

    40 Hidden Cove Rd Unit 2, Oak Bluffs, MA 02557

    Enjoy timeless summers at this Hidden Cove condo, where days begin with a paddle on Sengekontacket Pond, afternoons are spent between the pool and tennis courts, and evenings end on the deck after a day spent exploring the island. This three-bedroom unit has distant water views and offers an easy, multi-level floor plan with open living spaces, a private primary suite, two guest bedrooms, a

    Rose Ryley Wallace & Co. Sotheby's International Realty

    40 Hidden Cove Rd Unit 2, Oak Bluffs, MA 02557
  • /20

    $1,225,000

    Sold Mar 16, 2026

    344 Greenwood Ave, Vineyard Haven, MA 02568

    • 4 Beds
    • 2 Baths
    • 1,566 Sq Ft
    • Built 1981

    Last Sold Summary

    • 6% Below List Price
    • $782/SF
    • 75 Days On Market

    Current Estimated Value $1,271,313

    Last Listing Agent Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

    344 Greenwood Ave, Vineyard Haven, MA 02568
    • /22

      Est $1,244,290

      Not Listed For Sale

      496 Lamberts Cove Rd, Vineyard Haven, MA 02568

      • 2 Beds
      • 1 Bath
      • 1,286 Sq Ft
      • Built 1955
      496 Lamberts Cove Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 212 Days On Market

      Last Listing Agent Stephanie Roache Donnelly + Co

  • /42

    $3,999,999

    $500K PRICE DROP Pending
    • 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 best. Set on 2.25 secluded acres, spectacular panoramic views stretch across the shimmering waters of Lagoon Pond, a private haven for kayaking, sailing, and peaceful exploration. The thoughtfully designed interior features four bedrooms

    Emma Kennedy Sandpiper Realty

    94 Weaver Ln, Vineyard Haven, MA 02568
  • /41

    $1,900,000

    Sold May 01, 2026

    36 Smith Hollow Dr, Edgartown, MA 02539

    • 5 Beds
    • 2.5 Baths
    • 2,836 Sq Ft
    • Built 1985

    Last Sold Summary

    • 4% Below List Price
    • $670/SF
    • 172 Days On Market

    Current Estimated Value $1,917,498

    Last Listing Agent Katherine Donahue Sandpiper Realty

    36 Smith Hollow Dr, Edgartown, MA 02539
    • /26

      Est $1,506,198

      Not Listed For Sale

      33 Hidden Village Rd, Vineyard Haven, MA 02568

      • 5 Beds
      • 2.5 Baths
      • 1,968 Sq Ft
      • Built 1980
      33 Hidden Village Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 73 Days On Market

      Last Listing Agent Elissa Lash Tea Lane Associates

Showing Results 201 - 240, Page 6 of 18

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