10,865

Vineyard Haven, MA Homes

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  • /31

    $2,195,000

    $205K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,328 Sq Ft

    159 Lake St, Vineyard Haven, MA 02568

    Tucked back from scenic Lake Street, this distinctive home offers privacy and charm on a landscaped 0.7 acre lot with mature trees and a classic stone wall. Inside, rich wood detailing, exposed beams, and high ceilings create a warm, inviting feel. The four-level design provides flexibility and character. The main level features a spacious kitchen with a center island open to the dining area, and

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    159 Lake St, Vineyard Haven, MA 02568
  • /20

    $2,000,000

    Sold May 28, 2026

    151 Tashmoo Ave, Vineyard Haven, MA 02568

    • 4 Beds
    • 3.5 Baths
    • 2,690 Sq Ft
    • Built 2022

    Last Sold Summary

    • 13% Below List Price
    • $743/SF
    • 128 Days On Market

    Current Estimated Value $1,989,784

    Last Listing Agent Brenda Galligan Karen M. Overtoom R.E.

    151 Tashmoo Ave, Vineyard Haven, MA 02568
    • /6

      Not Listed For Sale

      00 Crowell Lane - Lot 3 4, Vineyard Haven, MA 02568

      00 Crowell Lane - Lot 3 4, Vineyard Haven, MA 02568

      Last Sold Summary

      • 287 Days On Market

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

  • /5

    $439,500

    Pending
    • Land
    • 24,393 Sq Ft
    • $784,821 per Acre

    5 Candlemaker Cir, 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 International Realty

    5 Candlemaker Cir, Edgartown, MA 02539
  • /11

    $1,125,000

    Sold May 07, 2026

    52 Windsor Dr, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 1,410 Sq Ft
    • Built 1985

    Last Sold Summary

    • 6% Below List Price
    • $798/SF
    • 22 Days On Market

    Current Estimated Value $1,166,662

    Last Listing Agent Emma Kennedy Sandpiper Realty, Inc.

    52 Windsor Dr, Edgartown, MA 02539
    • /28

      Not Listed For Sale

      40 Hidden Cove Rd Unit 7, Oak Bluffs, MA 02557

      • 3 Beds
      • 3.5 Baths
      • 2,754 Sq Ft
      • Built 1983
      40 Hidden Cove Rd Unit 7, Oak Bluffs, MA 02557

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Dawn Bellante-Holand Sandpiper Realty

  • /52

    $2,250,000

    • 4 Beds
    • 3 Baths
    • 1,938 Sq Ft

    88 Franklin St, Vineyard Haven, MA 02568

    Tucked away in a private, beautifully landscaped setting, this charming Vineyard farmhouse offers a wonderful blend of privacy, space, and in-town convenience. Just moments from town, the ferry, and shopping, the four-bedroom, three-bath home sits on a spacious 30,000-square-foot lot with a five-bedroom septic system. Inside, sun-filled spaces, warm wood floors, built-ins, and a welcoming layout

    Michele Moore Island Real Estate

    88 Franklin St, Vineyard Haven, MA 02568
  • /39

    $1,290,020

    Sold Dec 05, 2025

    35 Stevens Ave, Oak Bluffs, MA 02557

    • 2 Beds
    • 3 Baths
    • 1,632 Sq Ft
    • Built 2008

    Last Sold Summary

    • 10% Below List Price
    • $790/SF
    • 130 Days On Market

    Current Estimated Value $1,378,700

    Last Listing Agent Paul Thoutsis Dockside Real Estate

    35 Stevens Ave, Oak Bluffs, MA 02557
    • /7

      Not Listed For Sale

      609 State Rd, West Tisbury, MA 02575

      609 State Rd, West Tisbury, MA 02575

      Last Sold Summary

      • 423 Days On Market

      Last Listing Agent Candy DaRosa Feiner Real Estate

  • /6

    $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
  • /28

    $1,226,500

    Sold Oct 16, 2025

    9 Grovedale Rd, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 1,637 Sq Ft
    • Built 1988

    Last Sold Summary

    • 7% Above List Price
    • $749/SF
    • 6 Days On Market

    Current Estimated Value $1,294,775

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

    9 Grovedale Rd, Oak Bluffs, MA 02557
    • /19

      Not Listed For Sale

      37 Circuit Ave Unit 2, Oak Bluffs, MA 02557

      • 2 Beds
      • 1 Bath
      • 797 Sq Ft
      • Built 1900
      37 Circuit Ave Unit 2, Oak Bluffs, MA 02557

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Carol McManus C McManus Realty Group

  • /23

    $2,595,000

    • 2 Beds
    • 3 Baths
    • 1,586 Sq Ft

    24 Harrison Ave, Oak Bluffs, MA 02557

    East Chop with Water View! The perfect size vacation house or year round living, with all the bells and whistles, water views and located in the most desired neighborhood on East Chop! Designed by Hutker Architects, built with high quality craftsmanship by J.G. Early and landscape design by Dan Gordon Landscape Architects. This recently completed cozy 2BR/2.5 BA with solar panels providing

    Perry Patterson MV Luxury Homes

    24 Harrison Ave, Oak Bluffs, MA 02557
  • /26

    $1,185,000

    Sold Sep 11, 2026

    61 Ocean Ave Unit 4, Oak Bluffs, MA 02557

    • 1 Bed
    • 1 Bath
    • 546 Sq Ft
    • Built 1925

    Last Sold Summary

    • 15% Below List Price
    • $2,170/SF
    • 65 Days On Market

    Last Listing Agent Buder Team Sandpiper Realty, Inc.

    61 Ocean Ave Unit 4, Oak Bluffs, MA 02557
    • /56

      Not Listed For Sale

      5 & 7 Lyme St, Oak Bluffs, MA 02557

      • 5 Beds
      • 3 Baths
      • 1,999 Sq Ft
      • Built 1960
      5 & 7 Lyme St, Oak Bluffs, MA 02557

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Rene Ben David Ocean Park Realty Inc

  • /4

    $439,500

    $6K PRICE DROP Under Contract
    • Land
    • 24,393 Sq Ft
    • $784,821 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
  • /27

    $1,070,000

    Sold Apr 17, 2026

    70 Carol Ln, Oak Bluffs, MA 02557

    • 2 Beds
    • 2.5 Baths
    • 1,500 Sq Ft
    • Built 1971

    Last Sold Summary

    • 14% Below List Price
    • $713/SF
    • 463 Days On Market

    Current Estimated Value $1,086,453

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

    70 Carol Ln, Oak Bluffs, MA 02557
    • /34

      Est $1,628,059

      Not Listed For Sale

      18 Jesses Way, Tisbury, MA 02568

      • 4 Beds
      • 3 Baths
      • 2,484 Sq Ft
      • Built 2003
      18 Jesses Way, Tisbury, MA 02568

      Last Sold Summary

      • 85 Days On Market

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

  • /44

    $2,600,000

    $198K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 2,400 Sq Ft

    111 Eastville Ave, Oak Bluffs, MA 02557

    LARGE PRICE DROP. THIS IS A PERFECT LOCATION FOR WEDDING PARTIES.Just steps from the beach and minutes to both Oak Bluffs and Vineyard Haven, this fully furnished, turnkey coastal retreat offers an exceptional location paired with a strong, proven rental history. Set on an oversized lot just two parcels from the shoreline, the home features six bedrooms and four bathrooms, providing generous

    Ed Charter Arrowhead Homes

    111 Eastville Ave, Oak Bluffs, MA 02557
  • /68

    $6,400,000

    Sold Aug 11, 2026

    180 Pilot Hill Farm Rd, Vineyard Haven, MA 02568

    • 7 Beds
    • 5.5 Baths
    • 4,730 Sq Ft
    • Built 1730

    Last Sold Summary

    • 1% Below List Price
    • $1,353/SF
    • 0 Days On Market

    Last Listing Agent Alexis Holden Tea Lane Associates

    180 Pilot Hill Farm Rd, Vineyard Haven, MA 02568
    • /5

      Not Listed For Sale

      45 Ice Pond Ln, Oak Bluffs, MA 02557

      • 1 Bed
      • 2.5 Baths
      • 1,560 Sq Ft
      • Built 1984
      45 Ice Pond Ln, Oak Bluffs, MA 02557

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent LINK Email Cache LINK

  • /21

    $1,999,000

    Pending
    • 4 Beds
    • 3 Baths
    • 2,730 Sq Ft

    5 Pine Tree Ln, Vineyard Haven, MA 02568

    Nestled at 5 Pinetree Lane, Vineyard Haven, MA, this single-family residence in Dukes County presents a unique opportunity to own a piece of classic American architecture. Built in 1927, this home offers a blend of vintage charm and comfortable living. The residence features three full bathrooms, providing convenience and privacy for all occupants. Imagine mornings where everyone can prepare for

    Kristin Francoeur Gibson Sotheby's International Realty

    5 Pine Tree Ln, Vineyard Haven, MA 02568
  • /2

    $1,600,000

    Sold Feb 20, 2026

    13 Wayland Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 1 Bath
    • 1,025 Sq Ft
    • Built 1870

    Last Sold Summary

    • $1,561/SF
    • 0 Days On Market

    Current Estimated Value $1,634,607

    Last Listing Agent LINK Email Cache LINK

    13 Wayland Ave, Oak Bluffs, MA 02557
    • /24

      Not Listed For Sale

      19 The Blvd, Edgartown, MA 02539

      • 4 Beds
      • 3.5 Baths
      • 2,073 Sq Ft
      • Built 1940
      19 The Blvd, Edgartown, MA 02539

      Last Sold Summary

      • 145 Days On Market

      Last Listing Agent Jarrett Hurwitz Keller Williams Realty

  • /34

    $2,150,000

    Under Contract
    • 5 Beds
    • 3.5 Baths
    • 1,572 Sq Ft

    15 Pequot Ave, Oak Bluffs, MA 02557

    Oak Bluffs Copeland District -Just One Block from the Beach!Discover the perfect coastal getaway in this spacious 5-bedroom, 3½-bathroom home, ideally located just one block from the beach and within easy walking distance of the town center.Spend your days enjoying the sand and surf, then stroll into town for local shops, restaurants, cafés, and entertainment. Or just relax at home on the

    Lisa Lucier Anchor Realty of Martha's Vineyard

    15 Pequot Ave, Oak Bluffs, MA 02557
  • /41

    $8,900,000

    Pending
    • 8 Beds
    • 9 Baths
    • 8,170 Sq Ft

    150 E Chop Dr, Oak Bluffs, MA 02568

    BIG BLUFF- Recognized for its architectural significance and featured in leading design publications, this home stands as one of the Vineyard’s most notable coastal residences. Set along the prestigious shoreline of East Chop, this estate represents a rare convergence of architectural pedigree, craftsmanship, and irreplaceable setting. Designed by Hutker Architects, built by J.G. Early, and

    Andrew McElhinney Compass LLC

    150 E Chop Dr, Oak Bluffs, MA 02568
    • /19

      Not Listed For Sale

      2 Lagrange Ave, Oak Bluffs, MA 02557

      • 3 Beds
      • 2 Baths
      • 1,670 Sq Ft
      • Built 1996
      2 Lagrange Ave, Oak Bluffs, MA 02557

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Andrew McElhinney Compass LLC

  • /8

    $825,000

    $100K PRICE DROP Pending
    • 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
  • /27

    $1,875,000

    Sold May 13, 2026

    58 Munroe Ave, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 2,215 Sq Ft
    • Built 1986

    Last Sold Summary

    • $847/SF
    • 0 Days On Market

    Current Estimated Value $1,880,762

    Last Listing Agent Kerry Quinlan-Potter Breakwater MV

    58 Munroe Ave, Oak Bluffs, MA 02557
    • /27

      Not Listed For Sale

      8 Circuit Avenue Extension Unit 14, Oak Bluffs, MA 02557

      • 1 Bath
      • 366 Sq Ft
      • Built 1989
      8 Circuit Avenue Extension Unit 14, Oak Bluffs, MA 02557

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Michael Schweikert Ocean Park Realty Inc

  • /26

    $949,000

    • 3 Beds
    • 2 Baths
    • 1,328 Sq Ft

    96 Dunham Ave, Vineyard Haven, MA 02568

    NESTLED ON AN OVERSIZED LOT in a highly convenient Vineyard Haven location, this classic 1972 center-entrance Colonial offers timeless charm and exceptional potential. Inside, an inviting open-concept living space is anchored by a wood-burning fireplace, while soaring vaulted ceilings over the dining area and kitchen create an airy, light-filled atmosphere ideal for gathering with family and

    Leslie C. Floyd Portfolio Properties

    96 Dunham Ave, Vineyard Haven, MA 02568
  • /27

    $2,337,500

    Sold May 19, 2026

    27 7th St N, Edgartown, MA 02539

    • 3 Beds
    • 3.5 Baths
    • 1,884 Sq Ft
    • Built 2026

    Last Sold Summary

    • 3% Below List Price
    • $1,241/SF
    • 105 Days On Market

    Last Listing Agent Michele Casavant Vineyard Village Realty

    27 7th St N, Edgartown, MA 02539
    • /14

      Est $668,637

      Not Listed For Sale

      56 Narragansett Ave Unit 3A, Oak Bluffs, MA 02557

      • 2 Beds
      • 1 Bath
      • 647 Sq Ft
      • Built 1880
      56 Narragansett Ave Unit 3A, Oak Bluffs, MA 02557

      Last Sold Summary

      • 178 Days On Market

      Last Listing Agent Marilyn Moses Ocean Park Realty Inc

  • /5

    $789,000

    • Land
    • 16,988 Sq Ft
    • $2,023,077 per Acre

    24 Towanticut St, 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 St, Oak Bluffs, MA 02568
  • /45

    $1,700,000

    Sold Oct 08, 2025

    51 Skiffs Ln, Vineyard Haven, MA 02568

    • 7 Beds
    • 4.5 Baths
    • 3,213 Sq Ft
    • Built 1979

    Last Sold Summary

    • 5% Below List Price
    • $529/SF
    • 52 Days On Market

    Last Listing Agent Candy DaRosa Feiner Real Estate

    51 Skiffs Ln, Vineyard Haven, MA 02568
    • /3

      Not Listed For Sale

      28 Chickawaukee St (Subdivided Lot #1), Oak Bluffs, MA 02557

      28 Chickawaukee St (Subdivided Lot #1), Oak Bluffs, MA 02557

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Perry Patterson MV Luxury Homes

  • /18

    $2,678,000

    $2M PRICE INCREASE
    • 4 Beds
    • 3.5 Baths
    • 2,363 Sq Ft

    31 Temahigan Ave, Oak Bluffs, MA 02568

    NEW CONSTRUCTION IN OAK BLUFFS WITH VINEYARD HAVEN HARBOR VIEWSCurrently under construction and anticipated to be completed in Fall 2026, this thoughtfully designed four-bedroom, three-and-one-half-bath home pairs contemporary comfort with classic Vineyard character. Offering approximately 2,363 square feet of finished living space, the home features cedar-shingle siding, black United

    J.R. Ross Portfolio Properties

    31 Temahigan Ave, Oak Bluffs, MA 02568
  • /42

    $1,530,000

    Sold Jan 13, 2026

    48 Vineyard Avenue Extension, Oak Bluffs, MA 02568

    • 3 Beds
    • 2 Baths
    • 2,015 Sq Ft
    • Built 1997

    Last Sold Summary

    • 15% Below List Price
    • $759/SF
    • 164 Days On Market

    Last Listing Agent Susie Wallo Compass LLC

    48 Vineyard Avenue Extension, Oak Bluffs, MA 02568
    • /27

      Not Listed For Sale

      46 Towanticut Ave, Oak Bluffs, MA 02568

      • 3 Beds
      • 3 Baths
      • 1,642 Sq Ft
      • Built 1990
      46 Towanticut Ave, Oak Bluffs, MA 02568

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Amy Goldson Ocean Park Realty Inc

  • /42

    $5,450,000

    Pending
    • 4 Beds
    • 5.5 Baths
    • 3,300 Sq Ft

    8 Paddock Rd, Oak Bluffs, MA 02557

    Refined Vineyard living in The Preserve. Set on a knoll overlooking the pond and sweeping grasslands, this exceptional home blends classic coastal architecture with modern luxury. The expansive great room showcases cathedral ceilings, rich millwork, and abundant natural light, with three sets of French doors opening to a bluestone patio with multiple sitting areas and a heated saltwater pool. The

    Lesley Heidt Sandpiper Realty, Inc.

    8 Paddock Rd, Oak Bluffs, MA 02557

Showing Results 481 - 520, Page 13 of 18

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