11,468

Vineyard Haven, MA Homes

Section Image
    • 93 Hvoslef Way, Vineyard Haven, MA 02568
      93 Hvoslef Way, Vineyard Haven, MA 02568
      93 Hvoslef Way, Vineyard Haven, MA 02568
      /41

      Est $1,825,502 Not Listed For Sale

      93 Hvoslef Way, Vineyard Haven, MA 02568

      • 4 Beds
      • 2.5 Baths
      • 2,044 Sq Ft
      • Built 2007
      93 Hvoslef Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 1% Above List Price
      • $881/SF
      • 51 Days On Market

      Last Sold Price $1,800,000

      Last Listing Agent Jennifer O'hanlon Compass

  • 56 Garvin St, Oak Bluffs, MA 02557
    56 Garvin St, Oak Bluffs, MA 02557
    56 Garvin St, Oak Bluffs, MA 02557
    /30

    $1,350,000

    • 2 Beds
    • 1 Bath
    • 1,300 Sq Ft

    56 Garvin St, Oak Bluffs, MA 02557

    Single Story Bungalow — Turnkey & Walkable Lifestyle! Welcome to this beautifully updated home offering effortless single-level living and a bright, open layout designed for comfort and functionality. Turnkey and thoughtfully renovated, the property seamlessly blends classic charm with modern upgrades throughout. The updated kitchen features contemporary cabinetry, sleek countertops, and modern

    Casandra Hyland Sandpiper Realty, Inc.

    56 Garvin St, Oak Bluffs, MA 02557
  • 39 Sengekontacket Rd, Edgartown, MA 02539
    39 Sengekontacket Rd, Edgartown, MA 02539
    39 Sengekontacket Rd, Edgartown, MA 02539
    /34

    $3,746,925 Sold Nov 14, 2025

    39 Sengekontacket Rd, Edgartown, MA 02539

    • 4 Beds
    • 3.5 Baths
    • 2,861 Sq Ft
    • Built 1974

    Last Sold Summary

    • 8% Below List Price
    • $1,310/SF
    • 114 Days On Market

    Current Estimated Value $3,466,683

    Last Listing Agent Jayne Isford Ocean Park Realty Inc

    39 Sengekontacket Rd, Edgartown, MA 02539
    • 585 Herring Creek Rd, Vineyard Haven, MA 02568
      585 Herring Creek Rd, Vineyard Haven, MA 02568
      585 Herring Creek Rd, Vineyard Haven, MA 02568
      /16

      Est $1,754,662 Not Listed For Sale

      585 Herring Creek Rd, Vineyard Haven, MA 02568

      • 2 Beds
      • 1 Bath
      • 704 Sq Ft
      • Built 1950
      585 Herring Creek Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 9% Below List Price
      • $2,734/SF
      • 10 Days On Market

      Last Sold Price $1,925,000

      Last Listing Agent Cassie Courtney Wallace & Co. Sotheby's

  • 6 Lauras Way, Edgartown, MA 02539
    6 Lauras Way, Edgartown, MA 02539
    6 Lauras Way, Edgartown, MA 02539
    /3

    $2,700,000

    • 4 Beds
    • 4.5 Baths
    • 2,750 Sq Ft

    6 Lauras Way, Edgartown, MA 02539

    Coastal Luxury Meets Versatility in EdgartownWelcome to a rare opportunity to own a brand-new, GORGEOUS, custom-built home in Edgartown, set on a sprawling one-acre plot with a stunning detached 900 sq ft accessory dwelling. The main residence opens to an inviting two-story foyer, leading to an expansive, sun-drenched living room featuring a wall of glass sliders that erase the boundary

    Michele Casavant Vineyard Village Realty

    6 Lauras Way, Edgartown, MA 02539
  • 2 Fisk Ave, Oak Bluffs, MA 02557
    2 Fisk Ave, Oak Bluffs, MA 02557
    2 Fisk Ave, Oak Bluffs, MA 02557
    /17

    $700,000 Sold Jun 20, 2025

    2 Fisk Ave, Oak Bluffs, MA 02557

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

    Last Sold Summary

    • 7% Below List Price
    • $966/SF
    • 111 Days On Market

    Current Estimated Value $759,178

    Last Listing Agent Julie Walker Century 21 North East

    2 Fisk Ave, Oak Bluffs, MA 02557
    • 1115 Main St, Vineyard Haven, MA 02568
      1115 Main St, Vineyard Haven, MA 02568
      1115 Main St, Vineyard Haven, MA 02568
      /44

      Est $7,743,048 Not Listed For Sale

      1115 Main St, Vineyard Haven, MA 02568

      • 11 Beds
      • 10 Baths
      • 7,026 Sq Ft
      • Built 1893
      1115 Main St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 13% Below List Price
      • $1,263/SF
      • 280 Days On Market

      Last Sold Price $8,875,000

      Last Listing Agent Gerrett Conover Landvest MV

  • 5 Candle Maker Cir Unit 1.331, Edgartown, MA 02539
    5 Candle Maker Cir Unit 1.331, Edgartown, MA 02539
    5 Candle Maker Cir Unit 1.331, Edgartown, MA 02539
    /4

    $445,000

    • Land
    • 0.56 Acre
    • $794,643 per Acre

    5 Candle Maker Cir Unit 1.331, Edgartown, MA 02539

    Located on a quiet cul-de-sac in a private Edgartown neighborhood, this half-acre parcel offers the perfect setting for your Martha's Vineyard home. Centrally located, the property provides easy access to the bike path and State Forest walking trails. With the recent Massachusetts Affordable Homes Act, this lot is now buildable and will include an approved 3-bedroom septic plan. The site allows

    Alyssa Halisky Wallace & Co. Sotheby's

    5 Candle Maker Cir Unit 1.331, Edgartown, MA 02539
  • 190 Longview Rd, Vineyard Haven, MA 02568
    190 Longview Rd, Vineyard Haven, MA 02568
    190 Longview Rd, Vineyard Haven, MA 02568
    /23

    $1,500,000 Sold Sep 25, 2025

    190 Longview Rd, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1995

    Last Sold Summary

    • 15% Below List Price
    • $1,071/SF
    • 43 Days On Market

    Current Estimated Value $1,543,077

    Last Listing Agent Kathleen Kendrick Kendrick Real Estate

    190 Longview Rd, Vineyard Haven, MA 02568
    • 42 Hagerty Dr, Vineyard Haven, MA 02568
      42 Hagerty Dr, Vineyard Haven, MA 02568
      42 Hagerty Dr, Vineyard Haven, MA 02568
      /47

      Est $2,184,739 Not Listed For Sale

      42 Hagerty Dr, Vineyard Haven, MA 02568

      • 4 Beds
      • 4.5 Baths
      • 2,569 Sq Ft
      • Built 1970
      42 Hagerty Dr, Vineyard Haven, MA 02568

      Last Sold Summary

      • 4% Above List Price
      • $817/SF
      • 58 Days On Market

      Last Sold Price $2,100,000

      Last Listing Agent Bobbi Reed Viewpoints

  • 34 Windemere Rd, Oak Bluffs, MA 02557
    34 Windemere Rd, Oak Bluffs, MA 02557
    34 Windemere Rd, Oak Bluffs, MA 02557
    /44

    $2,700,000

    • 4 Beds
    • 3 Baths
    • 1,399 Sq Ft

    34 Windemere Rd, Oak Bluffs, MA 02557

    Perfect opportunity to own a Beautiful Beach Cottage with access to Lagoon. Totally renovated in 2019. It has been designed for relaxed living and memorable entertaining. There are 3 seating areas on the deck, to enjoy dining outside, experiencing incredible waterviews and lovely sky reflections of sunsets. Beautifully landscaped, with seasonal flowers, and Butterfly flowering bushes. Easement to

    JoJo Lambert Island Home Realty Inc.

    34 Windemere Rd, Oak Bluffs, MA 02557
  • 96 Manchester Ave, Oak Bluffs, MA 02557
    96 Manchester Ave, Oak Bluffs, MA 02557
    /2

    $1,125,000 Sold Jan 23, 2026

    96 Manchester Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 3,192 Sq Ft
    • Built 1999

    Last Sold Summary

    • 2% Below List Price
    • $352/SF
    • 7 Days On Market

    Current Estimated Value $1,149,261

    Last Listing Agent Michele Moore Island Real Estate

    96 Manchester Ave, Oak Bluffs, MA 02557
    • 222 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568
      222 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568
      222 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568
      /16

      Est $1,356,575 Not Listed For Sale

      222 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568

      • 2 Beds
      • 3 Baths
      • 1,750 Sq Ft
      • Built 1988
      222 Sandpiper Ln Unit 10, Vineyard Haven, MA 02568

      Last Sold Summary

      • 6% Above List Price
      • $729/SF
      • 8 Days On Market

      Last Sold Price $1,276,000

      Last Listing Agent Candy DaRosa Feiner Real Estate

  • 260 The Blvd, Edgartown, MA 02539
    260 The Blvd, Edgartown, MA 02539
    260 The Blvd, Edgartown, MA 02539
    /8

    $925,000

    • 2 Beds
    • 1 Bath
    • 806 Sq Ft

    260 The Blvd, Edgartown, MA 02539

    Two-bedroom, one bath, renovated cottage in Ocean Heights, Edgartown, offering a classic island “camp” charm with a thoroughly modern interior. Over three phases of work (2001, 2021, 2025), the owners have rebuilt key exterior elements, upgraded major systems, and fully refreshed the living space to create a cozy move-in-ready home. The central living area features a cathedral ceiling and large

    Sean Federowicz Landmarks at TODAY Real Estate

    260 The Blvd, Edgartown, MA 02539
  • 209 Cove Rd, Vineyard Haven, MA 02568
    209 Cove Rd, Vineyard Haven, MA 02568
    209 Cove Rd, Vineyard Haven, MA 02568
    /81

    $1,650,000 Sold Jan 09, 2026

    209 Cove Rd, Vineyard Haven, MA 02568

    • 4 Beds
    • 3.5 Baths
    • 2,194 Sq Ft
    • Built 1997

    Last Sold Summary

    • 15% Below List Price
    • $752/SF
    • 182 Days On Market

    Current Estimated Value $1,662,699

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

    209 Cove Rd, Vineyard Haven, MA 02568
    • 208 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568
      208 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568
      208 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568
      /28

      Est $1,283,588 Not Listed For Sale

      208 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568

      • 2 Beds
      • 2.5 Baths
      • 1,800 Sq Ft
      • Built 1988
      208 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568

      Last Sold Summary

      • 1% Below List Price
      • $722/SF
      • 15 Days On Market

      Last Sold Price $1,300,000

      Last Listing Agent Perry Patterson MV Luxury Homes

  • 56 Holmes Hole Rd Unit 10, Oak Bluffs, MA 02568
    56 Holmes Hole Rd Unit 10, Oak Bluffs, MA 02568
    /2

    $674,000

    • Land
    • 0.49 Acre
    • $1,375,510 per Acre

    56 Holmes Hole Rd Unit 10, Oak Bluffs, MA 02568

    Presenting a unique opportunity to acquire a wooded level lot located on Holmes Hole Road in Oak Bluffs, encompassing a .49-acre parcel situated within a Residential Urban (RU) zoning district. This property offers a serene environment ideal for constructing a home while remaining conveniently close to the town's amenities. There is potential for developing a 3-bedroom residence utilizing either

    Marilyn Moses Ocean Park Realty Inc

    56 Holmes Hole Rd Unit 10, Oak Bluffs, MA 02568
  • 6 Sachem Way, Oak Bluffs, MA 02557
    6 Sachem Way, Oak Bluffs, MA 02557
    6 Sachem Way, Oak Bluffs, MA 02557
    /17

    $970,000 Sold Dec 08, 2025

    6 Sachem Way, Oak Bluffs, MA 02557

    • 3 Beds
    • 1 Bath
    • 1,546 Sq Ft
    • Built 1974

    Last Sold Summary

    • 8% Above List Price
    • $627/SF
    • 57 Days On Market

    Current Estimated Value $1,004,171

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

    6 Sachem Way, Oak Bluffs, MA 02557
    • 176 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568
      176 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568
      176 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568
      /86

      Est $1,559,554 Not Listed For Sale

      176 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568

      • 3 Beds
      • 3.5 Baths
      • 2,455 Sq Ft
      • Built 1988
      176 Sandpiper Ln Unit 11, Vineyard Haven, MA 02568

      Last Sold Summary

      • 5% Below List Price
      • $672/SF
      • 187 Days On Market

      Last Sold Price $1,650,000

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

  • 9 Beach Pebble Rd, Vineyard Haven, MA 02568
    9 Beach Pebble Rd, Vineyard Haven, MA 02568
    9 Beach Pebble Rd, Vineyard Haven, MA 02568
    /6

    $1,595,000

    • Land
    • 3.2 Acres
    • $498,438 per Acre

    9 Beach Pebble Rd, Vineyard Haven, MA 02568

    Vacant land in West Tisbury's Makonikey Community with access to the beautiful Lower Makonikey Association beach. This rare offering spans over 3 acres, with a 1.4-acre area providing the ideal location for a substantial residence in keeping with the distinguished homes that define this exclusive neighborhood. This property presents a unique opportunity to create an exceptional island retreat.

    Cassie Bradley Wallace & Co. Sotheby's International Realty

    9 Beach Pebble Rd, Vineyard Haven, MA 02568
  • 32 Beach Rd, Oak Bluffs, MA 02557
    32 Beach Rd, Oak Bluffs, MA 02557
    32 Beach Rd, Oak Bluffs, MA 02557
    /20

    $975,000 Sold Sep 30, 2025

    32 Beach Rd, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 836 Sq Ft
    • Built 1920

    Last Sold Summary

    • 7% Below List Price
    • $1,166/SF
    • 29 Days On Market

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

    32 Beach Rd, Oak Bluffs, MA 02557
    • 76 Boxberry Ave, Vineyard Haven, MA 02568
      76 Boxberry Ave, Vineyard Haven, MA 02568
      76 Boxberry Ave, Vineyard Haven, MA 02568
      /18

      Est $1,414,752 Not Listed For Sale

      76 Boxberry Ave, Vineyard Haven, MA 02568

      • 4 Beds
      • 2.5 Baths
      • 2,240 Sq Ft
      • Built 2000
      76 Boxberry Ave, Vineyard Haven, MA 02568

      Last Sold Summary

      • 35% Above List Price
      • $469/SF
      • 173 Days On Market

      Last Sold Price $1,050,000

      Last Listing Agent Nancy Beckwith Anchor Realty of MV

  • 77 Sixth St N Unit 160, Edgartown, MA 02539
    77 Sixth St N Unit 160, Edgartown, MA 02539
    /2

    $625,000 Under Contract

    • Land
    • 0.28 Acre
    • $2,269,426 per Acre

    77 Sixth St N Unit 160, Edgartown, MA 02539

    *All information should be confirmed with the town boards. From BOH - Lot can support a 2 bedroom system with a standard Title 5 or 3 bedrooms with an enhanced system.From Water Department - Town water runs down Sixth Street N. Buyer will need to hook up from the road.From Building/Zoning Department - Lot can support a house and an ADU, by right, with proper permitting.From Wastewater

    Sheila Morse Island Real Estate

    77 Sixth St N Unit 160, Edgartown, MA 02539
  • 78 Winemack St, Oak Bluffs, MA 02557
    78 Winemack St, Oak Bluffs, MA 02557
    78 Winemack St, Oak Bluffs, MA 02557
    /22

    $2,899,000 Sold Oct 01, 2025

    78 Winemack St, Oak Bluffs, MA 02557

    • 4 Beds
    • 2 Baths
    • 1,889 Sq Ft
    • Built 1956

    Last Sold Summary

    • $1,535/SF
    • 0 Days On Market

    Current Estimated Value $2,443,390

    Last Listing Agent Susan Austin Austin R.E. Properties of MV

    78 Winemack St, Oak Bluffs, MA 02557
    • 140 Tashmoo Ave, Vineyard Haven, MA 02568
      140 Tashmoo Ave, Vineyard Haven, MA 02568
      140 Tashmoo Ave, Vineyard Haven, MA 02568
      /46

      Est $1,452,932 Not Listed For Sale

      140 Tashmoo Ave, Vineyard Haven, MA 02568

      • 3 Beds
      • 2.5 Baths
      • 2,096 Sq Ft
      • Built 1993
      140 Tashmoo Ave, Vineyard Haven, MA 02568

      Last Sold Summary

      • 8% Above List Price
      • $644/SF
      • 59 Days On Market

      Last Sold Price $1,350,000

      Last Listing Agent Emma Bryant Landmarks at TODAY Real Estate

  • 5A2.12 State Rd, Tisbury, MA 02568
    5A2.12 State Rd, Tisbury, MA 02568
    /2

    $899,000 Pending

    • Land
    • 4.2 Acres
    • $214,048 per Acre

    5A2.12 State Rd, Tisbury, MA 02568

    This is a beautiful 3.5 acre piece of land! Stunning and Peaceful!

    Fred Mascolo Jane Brown Assoc.

    5A2.12 State Rd, Tisbury, MA 02568
  • 193 Franklin Terrace, Vineyard Haven, MA 02568
    193 Franklin Terrace, Vineyard Haven, MA 02568
    193 Franklin Terrace, Vineyard Haven, MA 02568
    /18

    $1,200,000 Sold May 19, 2025

    193 Franklin Terrace, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 2,080 Sq Ft
    • Built 1972

    Last Sold Summary

    • 11% Below List Price
    • $577/SF
    • 590 Days On Market

    Current Estimated Value $1,306,356

    Last Listing Agent Claire Callagy Compass

    193 Franklin Terrace, Vineyard Haven, MA 02568
    • 284 Daggett Ave, Vineyard Haven, MA 02568
      284 Daggett Ave, Vineyard Haven, MA 02568
      284 Daggett Ave, Vineyard Haven, MA 02568
      /21

      Est $1,144,510 Not Listed For Sale

      284 Daggett Ave, Vineyard Haven, MA 02568

      • 3 Beds
      • 1.5 Baths
      • 1,416 Sq Ft
      • Built 1970
      284 Daggett Ave, Vineyard Haven, MA 02568

      Last Sold Summary

      • 4% Above List Price
      • $777/SF
      • 54 Days On Market

      Last Sold Price $1,100,000

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

  • 11 Boylston Dr, Edgartown, MA 02539
    11 Boylston Dr, Edgartown, MA 02539
    11 Boylston Dr, Edgartown, MA 02539
    /4

    $474,000

    • Land
    • 0.55 Acre
    • $861,818 per Acre

    11 Boylston Dr, Edgartown, MA 02539

    A picturesque half-acre lot in the desirable Edgartown neighborhood, perfect for building your Martha's Vineyard home. Bordered by more than 175 acres of pristine conservation land, this property offers peaceful surroundings with easy access to the island's top attractions, including stunning beaches, scenic trails, vast state forests, and public transportation. In accordance with recent

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    11 Boylston Dr, Edgartown, MA 02539
  • 2 Upper Douglas Ln, Oak Bluffs, MA 02557
    2 Upper Douglas Ln, Oak Bluffs, MA 02557
    2 Upper Douglas Ln, Oak Bluffs, MA 02557
    /20

    $1,295,000 Sold Sep 05, 2025

    2 Upper Douglas Ln, Oak Bluffs, MA 02557

    • 4 Beds
    • 2 Baths
    • 1,584 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Below List Price
    • $818/SF
    • 5 Days On Market

    Current Estimated Value $1,338,603

    Last Listing Agent Lynn Buder Sandpiper Realty

    2 Upper Douglas Ln, Oak Bluffs, MA 02557
    • 95 Summer St, Vineyard Haven, MA 02568
      95 Summer St, Vineyard Haven, MA 02568
      95 Summer St, Vineyard Haven, MA 02568
      /23

      Est $818,928 Not Listed For Sale

      95 Summer St, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 836 Sq Ft
      • Built 1973
      95 Summer St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 10% Below List Price
      • $1,094/SF
      • 25 Days On Market

      Last Sold Price $915,000

      Last Listing Agent kyle Neyer Tea Lane Associates

  • 3 Kims Way, Oak Bluffs, MA 02557
    3 Kims Way, Oak Bluffs, MA 02557
    3 Kims Way, Oak Bluffs, MA 02557
    /19

    $1,195,000

    • 3 Beds
    • 2 Baths
    • 1,164 Sq Ft

    3 Kims Way, Oak Bluffs, MA 02557

    Recently updated Oak Bluffs ranch-style home ideally located near Downtown and Oak Bluffs Harbor. Step inside to discover vaulted ceilings and an airy open floor plan that seamlessly connects the living room, dining area, and a spacious kitchen featuring granite countertops and updated appliances. The private primary suite is thoughtfully positioned off the main living area and offers a full bath

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    3 Kims Way, Oak Bluffs, MA 02557
  • 17 Siloam Ave, Oak Bluffs, MA 02557
    17 Siloam Ave, Oak Bluffs, MA 02557
    17 Siloam Ave, Oak Bluffs, MA 02557
    /30

    $815,000 Sold Nov 14, 2025

    17 Siloam Ave, Oak Bluffs, MA 02557

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

    Last Sold Summary

    • 2% Below List Price
    • $899/SF
    • 100 Days On Market

    Current Estimated Value $788,324

    Last Listing Agent Marilyn Moses Ocean Park Realty Inc

    17 Siloam Ave, Oak Bluffs, MA 02557
    • 26 Midland Ave, Vineyard Haven, MA 02568
      26 Midland Ave, Vineyard Haven, MA 02568
      26 Midland Ave, Vineyard Haven, MA 02568
      /21

      Est $1,020,016 Not Listed For Sale

      26 Midland Ave, Vineyard Haven, MA 02568

      • 3 Beds
      • 1 Bath
      • 1,186 Sq Ft
      • Built 1940
      26 Midland Ave, Vineyard Haven, MA 02568

      Last Sold Summary

      • 19% Above List Price
      • $720/SF
      • 8 Days On Market

      Last Sold Price $854,000

      Last Listing Agent Brad Morse Century 21 North East

  • 0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568
    0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568
    /2

    $1,250,000

    • 1 Bed
    • 1 Bath
    • 855 Sq Ft

    0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568

    Unique new construction opportunity on Pennsylvania Ave in Oak Bluffs! Offered preconstruction so there is the ability to customize, this modern carriage house includes a spacious 1-bedroom apartment (855 sq ft with full kitchen, living room and bathroom) above a 2-car garage. Ideal for year round or seasonal residents, or businesses seeking to solve workforce housing needs along with secure

    Peyton Wallace Studio Realty

    0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568
  • 662 Chappaquonsett Rd, Vineyard Haven, MA 02568
    662 Chappaquonsett Rd, Vineyard Haven, MA 02568
    /2

    $6,825,000 Sold Jan 05, 2026

    662 Chappaquonsett Rd, Vineyard Haven, MA 02568

    • 3 Beds
    • 3 Baths
    • 1,914 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Below List Price
    • $3,566/SF
    • 0 Days On Market

    Current Estimated Value $4,237,496

    Last Listing Agent Jill Napior Tea Lane Associates

    662 Chappaquonsett Rd, Vineyard Haven, MA 02568
    • 4 Lady Slipper Way, Vineyard Haven, MA 02568
      4 Lady Slipper Way, Vineyard Haven, MA 02568
      4 Lady Slipper Way, Vineyard Haven, MA 02568
      /44

      Est $1,400,834 Not Listed For Sale

      4 Lady Slipper Way, Vineyard Haven, MA 02568

      • 5 Beds
      • 3 Baths
      • 1,781 Sq Ft
      • Built 1997
      4 Lady Slipper Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 12% Above List Price
      • $702/SF
      • 101 Days On Market

      Last Sold Price $1,250,000

      Last Listing Agent June Flake Viewpoints

  • 187 Lagoon Pond Rd, Vineyard Haven, MA 02568
    187 Lagoon Pond Rd, Vineyard Haven, MA 02568
    187 Lagoon Pond Rd, Vineyard Haven, MA 02568
    /27

    $2,825,000

    • 5 Beds
    • 2 Baths
    • 2,386 Sq Ft

    187 Lagoon Pond Rd, Vineyard Haven, MA 02568

    For the very first time, the historic Ben Luce Homestead (circa 1850) is being offered on the open market. This charming farmhouse blends rich Island history with timeless appeal.Once home to Benjamin Norton Luce (1840–1912) — Civil War veteran, blacksmith, and town constable — the property sits on 1.5 acres of pastoral land and offers 5 bedrooms, 2 full baths, solar panels, barn, and a newly

    Erin Leighton Compass

    187 Lagoon Pond Rd, Vineyard Haven, MA 02568
  • 23 Laurel Ave, Oak Bluffs, MA 02557
    23 Laurel Ave, Oak Bluffs, MA 02557
    23 Laurel Ave, Oak Bluffs, MA 02557
    /25

    $1,300,000 Sold Dec 18, 2025

    23 Laurel Ave, Oak Bluffs, MA 02557

    • 4 Beds
    • 2 Baths
    • 1,248 Sq Ft
    • Built 1900

    Last Sold Summary

    • 13% Below List Price
    • $1,042/SF
    • 64 Days On Market

    Current Estimated Value $1,205,845

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

    23 Laurel Ave, Oak Bluffs, MA 02557
    • 160 Spring Hill Rd, Vineyard Haven, MA 02568
      160 Spring Hill Rd, Vineyard Haven, MA 02568
      160 Spring Hill Rd, Vineyard Haven, MA 02568
      /19

      Est $1,029,097 Not Listed For Sale

      160 Spring Hill Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,235 Sq Ft
      • Built 1983
      160 Spring Hill Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 2% Below List Price
      • $847/SF
      • 2 Days On Market

      Last Sold Price $1,045,500

      Last Listing Agent Rene Jackson Island Real Estate

Showing Results 281 - 320, Page 8 of 18

Massachusetts Dukes County Vineyard Haven

Real Estate & Homes

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

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group