$4,200,000
UNDER CONTRACT

966 Main St Vineyard Haven, MA 02568

Estimated payment $25,625/month

Total Views 1,312
8 Beds
4.5 Baths
3,954 Sq Ft
$1,062 Price per Sq Ft

About This Home

Nestled along the iconic Main Street of West Chop, this classic gem offers a rare opportunity to own a piece of Martha's Vineyard's rich heritage. Built with timeless elegance and enhanced with modern comforts, this distinguished residence boasts 8 bedrooms, 4 1/2 bathrooms, and captivating views of the Vineyard Sound, ensuring an unparalleled island living experience.
Immerse yourself in the enchanting ambiance of yesteryear, with original architectural details and period features meticulously preserved throughout the home. With 8 bedrooms and 4 1/2 bathrooms, there's ample space for family, guests, and entertaining, all designed for comfort and convenience. Enjoy breathtaking ocean vistas from multiple vantage points within the home, including the primary suite, offering a constant reminder of the island's natural beauty. The remodeled kitchen adjoins the spacious dining room that enjoys an ocean view. The covered deck creates a serene oasis, complete with manicured gardens, perfect for relaxing or hosting outdoor gatherings. The property is located in the heart of West Chop with easy access to all the West Chop Club facilities (membership required) and is directly across Main Street from the Middle Pier gate. The addition of a full, unfinished basement brings modern functionality to this classic residence, providing endless possibilities for expansion or storage, and a backup generator gives added peace of mind. Ideally situated near Vineyard Haven, there is easy access to the town's amenities, including shops, restaurants, and cultural attractions, while still maintaining a sense of privacy and tranquility. Access to pristine beaches, hiking trails, and water sports ensures endless opportunities for outdoor adventures. Convenient access to ferry terminals makes travel to and from the mainland effortless, allowing residents to enjoy the best of both worlds. Embrace the charm and elegance of 966 Main Street and create your own island legacy.

Listing Agent

Grant Rudolph

Viewpoints Listed on: 08/08/2025

Map

Home Details

Home Type

Single Family

Est. Annual Taxes

$31,547

Year Built

1730

Lot Details

0

Listing Details

  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Co List Office Mls Id: 752
  • Special Features: UnderContract
  • Year Built: 1730

Interior Features

  • Appliances: Stove: GE Profile, Washer: Frigidaire Affinity
  • Has Basement: Full unfinished basement
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Total Bedrooms: 8
  • Fireplace Features: 2
  • Interior Amenities: AC,Ins,Irr,MiniSplit,OSh,WdStove, Floor 1: The front entrance opens into the spacious living room with a fireplace and views of the ocean. The refinished kitchen is connected to the large formal dining room. The family room is located to the rear of the house with easy access to the kitchen and features a fireplace with a wood burning stove., Floor 2: The primary bedroom with en suite bathroom is located at the front of the house and has a view of the ocean. There are 3 additional bedrooms on the 2nd floor. 2 share a remodeled bathroom and one has en suite bathroom., Floor 3: Four bedrooms and a shared full bathroom highlight the third floor.
  • Total Bedrooms: 14

Exterior Features

  • Pool Private: No
  • Foundation Details: Full Basement
  • Other Structures: Detached 10' x 20' shed with cement slab

Garage/Parking

  • Parking Features: Ample parking for 4 cars

Utilities

  • Sewer: Septic Tank
  • Utilities: Cbl
  • Water Source: Town

Lot Info

  • Lot Size Sq Ft: 24034
  • Land Lease Expiration Date: 2026-07-16
  • Zoning: R25

Multi Family

  • Number Of Units Furnished: Unfurnished

Tax Info

  • Tax Annual Amount: 29674.32
  • Tax Lot: 2
  • Tax Map Number: 1
  • Tax Other Annual Assessment Amount: 2802800
  • Tax Year: 2025

Range of Values:

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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $31,547 $4,167,400 $2,802,800 $1,364,600
2024 $34,688 $4,346,900 $2,866,800 $1,480,100
2023 $31,669 $4,326,400 $2,730,700 $1,595,700
2022 $25,384 $2,917,705 $1,799,305 $1,118,400
2021 $27,472 $2,995,900 $1,877,500 $1,118,400
2020 $28,798 $3,086,636 $1,877,536 $1,209,100
2019 $28,304 $3,086,600 $1,877,500 $1,209,100
2018 $26,267 $2,779,600 $1,851,600 $928,000
2017 $29,701 $3,260,300 $2,143,200 $1,117,100
2016 $25,957 $2,833,700 $1,716,600 $1,117,100
2015 $27,709 $3,106,400 $1,890,900 $1,215,500
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
08/08/2025 08/08/25 For Sale $4,200,000 -- $1,062 / Sq Ft
Source: LINK (Vineyard)

Purchase History

Date Type Sale Price Title Company
Deed $285,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $300,000 No Value Available
Closed $285,000 Purchase Money Mortgage
Source: Public Records

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Source: LINK (Vineyard)

MLS Number: 41908

APN: TISB-000001L-000000-000002

Massachusetts Dukes County Vineyard Haven 02568

966 Main St, Vineyard Haven, MA

This home is located at 966 Main St, Vineyard Haven, MA 02568 and is currently priced at $4,200,000, approximately $1,062 per square foot. This property was built in 1730. 966 Main St is a home located in Dukes County with nearby schools including Tisbury Elementary School, Martha's Vineyard Regional High School, and Vineyard Montessori School.

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Listing Agent
Grant Rudolph
Viewpoints