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Located at 139 Main Street, Vineyard Haven, Massachusetts 02568, this Single Family Home is for Sale with a price of $3,950,000 USD. The property was built in 1840, includes 5 bedrooms, has 6 full baths and 1 partial baths. This listing has 4,372 Sq.Ft. of interior space on a lot of .54 Acres. See all Homes for Sale in Vineyard Haven.
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49. 139 Main Street
1. 139 Main Street
2. 139 Main Street
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MassachusettsVineyard Haven139 Main Street

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Description

139 Main Street,

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 vestibule, it's clear this is a home with stories to tell. Wood plank floors, rich woodwork, and generously proportioned rooms speak to its heritage, while thoughtful updates have introduced an easy, understated luxury throughout. The kitchen has been beautifully remodeled with custom cabinetry and stone countertops. Light pours through oversized windows into gracious living and dining spaces, with a fireplace adding warmth and character to the living room. Upstairs, the primary suite offers garden views and a peaceful retreat, while guest bedrooms retain period charm with airy, sunlit appeal. Outside, the grounds feel secluded and mature-a private world behind an original wrought iron gate. Paths wind through perennial gardens and wide lawns, while a porch and flagstone patio invite lingering

This is an Active listing.

Broker Office Phone Number: 508-627-7005

Copyright © 2025Martha’s Vineyard Multiple Listing Service, Inc.. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Amenities

  • Fenced
  • Fireplace
  • Patio
  • Porch
  • Refrigerator
  • Tile Flooring
  • Hardwood Flooring
  • Washer / Dryer
  • Driveway
  • Off Street Available
Listing By: Portfolio Properties via Data Source: Martha’s Vineyard Multiple Listing Service, Inc. 
5
Bedrooms
6
Full Baths
1
Partial Bath
$3,950,000
price
$903
Price Per Sqft
$20,280
Annual taxes
Single Family Home
Property type
1840
Year Built
Tisbury
School District
Tisbury
School District
tisbury-vineyard-haven-ma
Schools
15987945
Web Id
32500243
MLS ID
6
Days Posted

Price History

datepricevariancetype
7/17/2025$3,950,000-Listed
listing agent: Leslie Floyd
more info
4,372 Sq Ft.
interior
0.54 Acres
Exterior
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    new listing

    139 Main Street
    Vineyard Haven, MA 02568

    $3,950,000
    5 bd6 ba