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Vineyard Haven Homes for Sale with AC

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  • /52

    $3,950,000

    • 5 Beds
    • 6.5 Baths
    • 4,372 Sq Ft

    139 Main St, Vineyard Haven, MA 02568

    Nestled just two blocks from Vineyard Haven's working harbor, 139 Main Street is a quietly grand in-town property with the feel of a private estate. Once two separate addresses--now gracefully combined into a single half-acre parcel--this home offers rare space, privacy, and timeless character in one of the island's most approachable villages. From the moment you step through the welcoming

    Leslie Floyd Portfolio Properties

    139 Main St, Vineyard Haven, MA 02568
  • /21

    $650,000

    • 2 Beds
    • 1 Bath
    • 725 Sq Ft

    124 Skiff Ave Unit A-11, Vineyard Haven, MA 02568

    Outstanding year-round, two-bedroom condo on the ground level with dedicated parking, and close to the ferry, shops, and restaurants on Main Street, Vineyard Haven. The common grounds feature colorful landscaping, picnic tables, grills, and a swimming pool with a distant peek at the Lagoon. This unit has been delightfully renovated, featuring new hardwood floors, an updated bathroom, updated

    Stephanie Roache Donnelly + Co.

    124 Skiff Ave Unit A-11, Vineyard Haven, MA 02568
  • /39

    $2,900,000

    • 4 Beds
    • 3 Baths
    • 2,562 Sq Ft

    21 Woodlawn Ave, Vineyard Haven, MA 02568

    Experience the perfect blend of coastal charm and modern sophistication in this beautifully designed Vineyard Haven home. Ideally situated in-town, this 4-bedroom, 3-bath home offers a comfortable, easy flowing layout, complemented by gleaming hardwood floors and a warm, inviting atmosphere. Located just a short stroll from the ferry, vibrant shops, restaurants and the Vineyard Haven Yacht Club,

    Beth Welch Viewpoints; Bobbi Flake Reed, Inc.

    21 Woodlawn Ave, Vineyard Haven, MA 02568
  • /52

    $1,460,000

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

    208 Irenes Way, Tisbury, MA 02568

    Welcome to this 4 bedroom 3 bathroom 2,961 square foot home! Enjoy the open, first floor layout, finished walk out basement, beautiful hardwood flooring and a quality kitchen with new granite countertops. Just off of the kitchen there is a convenient first floor bedroom, bathroom and laundry room, as well as a lovely bonus space currently enjoyed as a sunroom with a sliding door to the large

    Emma Bryant Landmarks at TODAY Real Estate

    208 Irenes Way, Tisbury, MA 02568
  • /34

    $1,675,000

    • 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. Also on

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    26 Union St Unit 7, Tisbury, MA 02568
  • /41

    $1,650,000 Open Sat 12PM - 2:30PM

    • 5 Beds
    • 3.5 Baths
    • 4,032 Sq Ft

    36 Ferro Way, Tisbury, MA 02568

    36 Ferro Way, Vineyard Haven – A Stunning Colonial on Martha’s VineyardWelcome to 36 Ferro Way, a beautifully crafted Colonial-style home nestled in the heart of world-famous Martha’s Vineyard. This exceptional five-bedroom, three-and-a-half-bathroom residence boasts an expansive floor plan, abundant natural light, and a charming farmer’s porch that warmly invites you inside.Step into the heart

    Michael Harney Sotheby's International Realty

    36 Ferro Way, Tisbury, MA 02568
  • /32

    $3,145,000

    • 4 Beds
    • 3 Baths
    • 2,770 Sq Ft

    36 Tashmoo Ave, Vineyard Haven, MA 02568

    This beautifully renovated gambrel-style home in Vineyard Haven seamlessly blends classic charm with modern luxury. This pristine residence is nestled within a private, hedge-lined yard in one of Vineyard Haven's most quiet and quaint neighborhoods. With the new heated salt-water pool, outdoor shower, lovely plantings, and beautiful gardens, no detail has been overlooked. The property also

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    36 Tashmoo Ave, Vineyard Haven, MA 02568
  • /30

    $2,195,000 Open Mon 10AM - 12PM

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

    5 Pine Tree Ln, Vineyard Haven, MA 02568

    Blending 1920s charm with modern luxury, this beautifully renovated home is tucked away in the sought-after West Chop area of Vineyard Haven. Just steps from the neighborhood beach on the pristine shores of Vineyard Sound, this elegant seaside retreat offers the perfect mix of historic character and contemporary comfort. Inside, a thoughtfully designed floor plan welcomes you with generous living

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    5 Pine Tree Ln, Vineyard Haven, MA 02568
  • /17

    $1,295,000

    • 4 Beds
    • 2 Baths
    • 1,306 Sq Ft

    113 Leonard Cir, Vineyard Haven, MA 02568

    Karen Overtoom Karen M. Overtoom R.E.

    113 Leonard Cir, Vineyard Haven, MA 02568

Home Trends in Vineyard Haven, MA

Housing Trends

Median Sale Price
$397,263
Median Single Family Sale Price
$340,000
Median Townhouse Sale Price
$320,903
Average Price Per Sq Ft
$204
Number of Homes for Sale
7
Last 12 months Home Sales
45
Months of Supply
1.90
Median List Price
$340,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-35%
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