$3,950,000

139 Main St Vineyard Haven, MA 02568

Vineyard Haven Neighborhood

Estimated payment $23,548/month

Total Views 2,912
5 Beds
6.5 Baths
4,372 Sq Ft
$903 Price per Sq Ft

Highlights

  • Ocean Front
  • Wood Flooring
  • Tennis Courts
  • Living Room with Fireplace
  • No HOA
  • 3-minute walk to Owen Park

About This Home

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

Listing Agent

Leslie Floyd

Portfolio Properties License #448009923 Listed on: 07/17/2025

Portfolio Properties

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $20,280

Year Built

  • Built in 1840 | Remodeled

Lot Details

  • 0.54 Acre Lot
  • Ocean Front
  • Near Conservation Area
  • Paved or Partially Paved Lot
  • Garden
  • Property is zoned R25

Home Design

  • Stone Foundation
  • Slab Foundation
  • Pitched Roof
  • Shingle Roof
  • Asphalt Roof
  • Concrete Perimeter Foundation
  • Stucco

Interior Spaces

  • 4,372 Sq Ft Home
  • 3-Story Property
  • Living Quarters
  • Built-In Features
  • Beamed Ceilings
  • Ceiling Fan
  • Wood Burning Fireplace
  • Bay Window
  • Living Room with Fireplace
  • 2 Fireplaces
  • Ocean Views
  • Interior Basement Entry
  • Washer

Kitchen

  • Microwave
  • Dishwasher

Flooring

  • Wood
  • Tile

Bedrooms and Bathrooms

  • 5 Bedrooms
  • Primary bedroom located on second floor
  • Linen Closet

Parking

  • 4 Parking Spaces
  • Open Parking

Utilities

  • Central Air
  • Heat Pump System
  • Electric Water Heater
  • Septic Tank

Additional Features

  • Level Entry For Accessibility
  • Outdoor Shower
  • Property is near a golf course

Listing and Financial Details

  • Assessor Parcel Number 6C301

Community Details

Overview

  • No Home Owners Association

Recreation

  • Tennis Courts

Home Details

Home Type

Single Family

Est. Annual Taxes

$20,280

Year Built

Built in 1840 | Remodeled

Lot Details

0

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Year Built: 1840
  • Lot Size Acres: 0.54
  • Road Surface Type: Paved
  • Directions: Main Street Vineyard Haven. Property is located on the right just after Owen Park.
  • Carport Y N: No
  • Entry Level: 1
  • Garage Yn: No
  • Year Built Details: Actual
  • Kitchen Level: First
  • Special Features: None

Interior Features

  • Appliances: Washer, Refrigerator, Microwave, Dishwasher, Electric Water Heater
  • Basement: Interior Entry
  • Total Bedrooms: 5
  • Interior Amenities: Separate Living Quarters, Linen Closet, Separate Living Qtrs (Detached)
  • Full Bathrooms: 6
  • Half Bathrooms: 1
  • Fireplace Features: Living Room: Wood Burning
  • Fireplaces: 2
  • Fireplace: Yes
  • Flooring: Hardwood, Tile
  • Living Area: 4372
  • Stories: 3
  • Room Bedroom3 Features: Bedroom 3, Shared Full Bath, Office/Sitting Area, Ceiling Fan(s)
  • Dining Room Features: Bay/Bow Windows, Dining Room, Built-in Features
  • Room Bedroom4 Level: Second
  • Living Room Living Room Level: First
  • Kitchen Description: Countertops: Other
  • Bedroom 2 Description: Floor: Wood
  • Room Bedroom4 Features: Bedroom 4, Private Full Bath, Closet
  • Master Bedroom Master Bedroom Level: Second
  • Primary Bedroom Description: Floor: Wood
  • Bedroom 3 Description: Floor: Wood
  • Room Bedroom3 Level: Second
  • Room Bedroom2 Level: Second
  • Room Bedroom2 Features: Bedroom 2, Shared Full Bath, Office/Sitting Area, Closet, Ceiling Fan(s)
  • Master Bedroom Features: Ceiling Fan(s), Private Full Bath, Primary Bedroom
  • Room Kitchen Features: Recessed Lighting
  • Living Room Features: Beamed Ceilings, Living Room
  • Dining Room Dining Room Level: Second
  • Bedroom 4 Description: Floor: Wood

Exterior Features

  • Exterior Features: Garden, Outdoor Shower
  • Lot Features: Conservation Area, Harbor, School, Shopping, Public Tennis, Medical Facility, In Town Location, Near Golf Course
  • Pool Private: No
  • View: Ocean
  • View: Yes
  • Waterfront Features: Ocean Front
  • Waterfront: No
  • Construction Type: Stucco
  • Foundation Details: Concrete Perimeter, Stone, Slab, Poured
  • Property Condition: Updated/Remodeled
  • Roof: Asphalt, Shingle, Pitched

Garage/Parking

  • Open Parking: Yes
  • Total Parking Spaces: 4

Utilities

  • Cooling: Central Air
  • Heating: Heat Pump
  • Sewer: Septic Tank
  • Cooling Y N: Yes
  • Heating Yn: Yes

Condo/Co-op/Association

  • Association: No

Lot Info

  • Zoning: R25
  • Land Lease: No
  • Lot Size Sq Ft: 23522
  • Parcel #: 6C301

Tax Info

  • Tax Year: 2025
  • Tax Annual Amount: 20280
  • Tax Book Number: 1244

Map

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Property History

Date Event Price Change Sq Ft Price
07/17/2025 07/17/25 For Sale $3,950,000 -- $903 / Sq Ft
Source: Martha's Vineyard MLS

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Source: Martha's Vineyard MLS

MLS Number: 32500243

Martha

APN: TISB M:0006C B:00000 L:030.1

Massachusetts Dukes County Vineyard Haven 02568 Vineyard Haven

139 Main St, Vineyard Haven, MA

This home is located at 139 Main St, Vineyard Haven, MA 02568 and is currently priced at $3,950,000, approximately $903 per square foot. This property was built in 1840. 139 Main St is a home located in Dukes County with nearby schools including Tisbury Elementary School, Martha's Vineyard Regional High School, and Martha's Vineyard Charter School.

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Leslie Floyd
Listing Agent
Leslie Floyd
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Portfolio Properties
(508) 221-4643