Wendy Harman
Point B Realty
(774) 252-9876
90 Total Sales
9 in Vineyard Haven
$363K - $2.5M Price Range
Estimated Value: $4,506,603
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.
Last Agent to Sell the Property
Grant Rudolph
Viewpoints Listed on: 08/08/2025
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Wendy Harman
Point B Realty
(774) 252-9876
90 Total Sales
9 in Vineyard Haven
$363K - $2.5M Price Range
Stephanie Burke
Portfolio Properties
(208) 738-9835
15 Total Sales
6 in Vineyard Haven
$1,125,000 Price Range
Rene Ben David
Ocean Park Realty, Inc.
(508) 372-8913
23 Total Sales
1 in Vineyard Haven
$1,200,000 Price
EK
Elise Kiely
Legacy Properties Sotheby's International Realty
(844) 977-3750
133 Total Sales
2 in Vineyard Haven
$1.9M - $8.3M Price Range
Alyssa Halisky
Wallace & Co. Sotheby's International Realty
(774) 713-9430
67 Total Sales
13 in Vineyard Haven
$949K - $12M Price Range
John Guerini
Keller Williams Realty Evolution
(617) 674-1496
101 Total Sales
1 in Vineyard Haven
$1,400,000 Price
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $3,925,000 | -- | ||
| Trotter Thomas | $285,000 | -- |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Previous Owner | $300,000 |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 09/24/2025 09/24/25 | Sold | $3,925,000 | -6.5% | $993 / Sq Ft |
| 08/12/2025 08/12/25 | Pending | -- | -- | -- |
| 08/08/2025 08/08/25 | For Sale | $4,200,000 | -- | $1,062 / Sq Ft |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 |
GR
Seller's Agent in 2025
Grant Rudolph
Viewpoints
Buyer's Agent in 2025
Katherine Donahue
Sandpiper Realty
(203) 988-1833
6 in this area
79 Total Sales
Source: LINK (Vineyard)
MLS Number: 41908
APN: TISB-000001L-000000-000002
Ask me questions while you tour the home.