139 Main Street, Vineyard Haven, MA 02568
139 Main Street, Vineyard Haven, MA 02568
139 Main Street, Vineyard Haven, MA 02568
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$3,750,000
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5 Beds
7 Baths
4,372 SqFt
Active

139 Main Street Vineyard Haven, MA 02568

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Linda Whitcomb

Linda Whitcomb

+1(508) 737-4457

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 4,372 sqft

Price per Sqft $857

MLS Listing ID 22602196

Style Antique,Tudor

Bedrooms 5

Full Baths 6

Half Baths 1

HOA Y/N No

Abv Grd Liv Area 4,372

Year Built 1840

Annual Tax Amount $20,280

Tax Year 2025

Lot Size 0.540 Acres

Acres 0.54

Property Sub-Type Single Family Residence

Source Cape Cod & Islands API

Property 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

Location

State MA

County Dukes

Zoning R25

Direction Main Street Vineyard Haven. Property is located on the right just after Owen Park.

Rooms

Basement Interior Entry

Primary Bedroom Level Second

Bedroom 2 Second

Bedroom 3 Second

Bedroom 4 Second

Dining Room Built-in Features, Dining Room

Kitchen Kitchen, Recessed Lighting

Interior

Interior Features Linen Closet

Cooling Central Air

Flooring Hardwood, Tile

Fireplaces Number 2

Fireplaces Type Wood Burning

Fireplace Yes

Window Features Bay/Bow Windows

Appliance Dishwasher, Washer, Range Hood, Refrigerator, Gas Range, Microwave, Electric Dryer, Electric Water Heater

Exterior

Exterior Feature Outdoor Shower, Garden

Fence Fenced, Partial

View Y/N Yes

Water Access Desc Ocean

View Ocean

Roof Type Asphalt,Shingle,Pitched

Street Surface Paved

Porch Patio, Porch

Garage No

Private Pool No

Building

Lot Description Conservation Area, School, Medical Facility, Near Golf Course, Shopping, Public Tennis, In Town Location

Faces Main Street Vineyard Haven. Property is located on the right just after Owen Park.

Story 3

Foundation Concrete Perimeter, Stone, Slab, Poured

Sewer Septic Tank

Level or Stories 3

Structure Type Stucco

New Construction No

Schools

Elementary Schools Martha'S Vineyard

Middle Schools Martha'S Vineyard

High Schools Martha'S Vineyard

School District Martha'S Vineyard

Others

Tax ID TISB M:0006C B:00000 L:030.1

Distance to Beach 0 - .1

Special Listing Condition None

Cape Cod & Islands MLS (CCIMLS)
Listed by Portfolio Properties

NEARBY SCHOOLS & PROPERTIES

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Linda Whitcomb

Linda Whitcomb

Agent | License ID: 63285

+1(508) 737-4457

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