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Explore Similar Apartments Within 2 Miles of Vineyard Haven, MA

  • /29

    $1,250,000

    • 3 Beds
    • 2 Baths
    • 1,302 Sq Ft

    47 Winemack St, Oak Bluffs, MA 02557

    Oak Bluffs -East Chop-Close to the ocean. Two cottages on one lot. Stay in one and rent the other, the possibilities are great with this amazing opportunity to own close to the beach and just a mile to Oak Bluffs center. The front house is two bedrooms 1 bath: freshly painted with new flooring. The second home nestled in the back of the lot is an open floor plan with one bedroom, one bath, and a

    Agent Photo

    Lisa Lucier

    Anchor Realty of Martha's Vineyard

    (508) 403-9601

    47 Winemack St, Oak Bluffs, MA 02557
  • /39

    $5,325,000

    • 6 Beds
    • 4 Baths
    • 2,890 Sq Ft

    4 Canonicus Ave, Oak Bluffs, MA 02557

    With a striking presence overlooking Nantucket Sound and just moments from the vibrant pulse of downtown, this distinctive compound is infused with a laid-back West Coast spirit while honoring the vintage charm of Oak Bluffs. Airy and effortlessly elegant, the four-bedroom main house has been masterfully updated, introducing refined, contemporary comforts, designed for every season. Tucked to the

    Katherine Donahue Sandpiper Realty Inc

    4 Canonicus Ave, Oak Bluffs, MA 02557
  • /55

    $1,830,000

    • 4 Beds
    • 4 Baths
    • 1,600 Sq Ft

    12 & 14 Maple Ave, Oak Bluffs, MA 02557

    Two Historic Oak Bluffs Cottages - Prime Location – Deeded SeparatelyPerched atop a gentle hill, surrounded by lush, established gardens in one of the island’s most storied neighborhoods, these two charming 1909 twin cottages offer a rare opportunity to own a piece of local history—just a short distance to the harbor, downtown, and the beloved Winston’s takeout.Built at a time when

    Leslie C. Floyd Portfolio Real Estate, Inc.

    12 & 14 Maple Ave, Oak Bluffs, MA 02557

Why Live in Vineyard Haven

Vineyard Haven in Martha’s Vineyard is a lively year-round neighborhood with a bohemian atmosphere. The area features ivy-covered fences, stone driveways, and gray-shingled buildings along Main Street, which runs parallel to the waterfront. Artisan cheese stores, clothing retailers, and sandwich shops contribute to the local charm. The Vineyard Haven ferry offers year-round transport to New Bedford, facilitating daily commutes for construction workers. Housing is relatively affordable by island standards, though property taxes are high to support the ferry. Home styles vary from 19th-century colonials to modern condos near the waterfront. The neighborhood contrasts with more formal Edgartown and down-home Oak Bluffs, offering unique things to do. Highlights include the Bunch of Grapes bookstore, second-hand stores like Act Two, and dining spots such as Mocha Mott’s and Bobby B’s. Beaches like Owen Park Beach and Tisbury Town Beach provide scenic harbor views, while Lake Tashmoo Town Beach features large shoreline rocks. The Beach Road Weekend music festival and sports leagues at Veterans Memorial Park add to the community's vibrancy. Educationally, Vineyard Haven is served by the highly rated Tisbury School for K-8 and Martha’s Vineyard Regional High School, a National Blue Ribbon Schools award winner. The Vineyard Haven Public Library offers community programs, and the nearby Mass General Brigham Martha’s Vineyard Hospital provides comprehensive healthcare. Vineyard Haven is well-connected, with State Road linking it to other island towns and Martha’s Vineyard Airport 15 minutes away by car.

Home Trends in Vineyard Haven, MA

Housing Trends

Median Sale Price
$1,265,000
Median Single Family Sale Price
$1,650,000
Median Townhouse Sale Price
$1,250,000
Median 2 Bedroom Sale Price
$912,500
Average Price Per Sq Ft
$982
Number of Homes for Sale
19
Last 12 months Home Sales
51
Months of Supply
4.50
Median List Price
$1,525,000
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
19%
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