139 Main St, House other with 5 bedrooms, 7 bathrooms and null parking in Vineyard Haven MA | Image 1

$3,950,000

139 Main St, Vineyard Haven, MA

Name: 139 Main St, For Sale in Vineyard Haven - eXp Commercial Brokerage
Brand: Portfolio Real Estate, Inc.
SKU: 43531
Price: 3950000 CAD

House

For Sale

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570

Key Facts
Description
Map

Key Facts

Type Single Family Residence

Levels Residential

Size -

Garage No

Taxes $21,065

Days Active 14

Lot Size

Approx. Age 1840

MLS® Number 43531

Property Address:

Average square foot calculated using Size range provided by listing agent.

Description

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 afternoons in the dappled shade. A charming one-bedroom guest cottage sits tucked away from the main house, offering flexibility for guests, work-from-home, or rental income. This home has long been cherished by artists, collectors, and careful stewards—each adding their layer to the property’s quiet patina. Just a short stroll to the ferry, shops, restaurants, library, and beach, 139 Main Street is a rare find: a truly in-town retreat that feels a world apart. This expansive main house offers flexible living with six rooms currently used as bedrooms, including a separate guest suite. The property has a 5-bedroom septic system per Title 5.Show Description

MLS® Number43531

Laundry Level

Central VacNo

FireplaceNo

Acreage0.541

ExteriorWViews, Deck, Porch, PubBch, Patio

GarageNo

Approx. Age1840

BasementUnfinished basement with interior access and exterior walk in access ideal for outdoor furniture, bicycle and boat storage. Houses updated systems and utilities.

DrivewayAmple Off Street Parking

Garage Spaces

HeatHeat Pump

A/C

Heating Fuel

Extras

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