398 Main Street, Vineyard Haven

Ideally situated on Main Street in Vineyard Haven, just moments from the Yacht Club and West Chop, this charming four-bedroom, six-bathroom home offers far more space than meets the eye! Much larger than it appears in photographs, this surprisingly spacious property features generous living areas, a versatile floor plan, and exciting possibilities for a variety of living arrangements.

The home offers ample room for family and guests, with flexible spaces that could accommodate an in-law apartment, extended family living, or a potential accessory dwelling unit (ADU), subject to applicable town approvals. The third floor provides additional bonus rooms and full bath, perfect for a home office, recreation room, creative studio, or guest retreat.

Set on a quarter-acre lot, the property also features a private and inviting backyard, ideal for outdoor entertaining, gardening, or simply relaxing on warm summer evenings.

Enjoy the rare combination of a peaceful residential setting and the convenience of being just a short walk from downtown Vineyard Haven’s shops, restaurants, ferry terminal, and picturesque harbor. With its unexpectedly generous interior, adaptable layout, and potential for additional living accommodations, this property presents an exceptional opportunity for year-round residents, seasonal homeowners, or buyers seeking a versatile Island investment.

Don’t let the photos fool you—this home is much more spacious than it appears and truly must be seen in person to appreciate its size, flexibility, and potential!

A wonderful opportunity to own a distinctive property in one of Vineyard Haven’s most desirable neighborhoods, where town, beaches, the Yacht Club, and West Chop are all within easy reach.

Same-day and short-notice showings now available!

First Floor

Kitchen, Dining Room, Family Room, Living Room, Bedroom

Second Floor

Three Bedrooms

Third Floor

Living Area

Basement

Full Basement

Parking

Yes

Other Buildings

Storage Structures