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Home For Sale
139 Main Street
Vineyard Haven, Massachusetts 02568
Dukes County Ocean View: YesCommunity:
$3,750,000
5 br, 0.0 bath
4372 sq. ft.
0.540 acres
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
Interior:
- Bedrooms: 5
- Baths: 0.0
- Sq Ft: 4372
- Year Built: 1840
- Utilities:
- Fireplaces: Has Fireplace
- Stories: 3
- Heat/AC: Forced Air, Propane (Heating), Heat Pump (Heating)
- Garage: Off Street, Driveway
Exterior:
- Lot Size: 0.540 acre
- Lot Dimensions:
- View Types: Ocean
- Yard:
- Siding: Stucco
- Roof:
- Property Taxes: $20,280
- MLS #: 32500243
Contact Information:
Listing Agent: Leslie C Floyd, Martha's Vineyard Seacoast Properties, 508-221-4643, 508-627-7005
Listing Site, Listing Status: Active
Copyright © 2025 Martha’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.
Copyright © 2025 Martha’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.
Ad Number: 6435623
Viewed 100 times.
Updated: Oct 27, 2025

