Alisan Lohan-Conway Properties
salesrentalslist propertyproperty inquiryreal estate infomartha's vineyardcontact us
Island Wide Listings

VINEYARD HAVEN

1005 Main Street, Vineyard Haven, MA 02568

Single Family Residence
Lot Size: 0.83 Acres / 36,285 sq.ft.
$6,000,000.00
Listed 22nd May, 2024 for $7,900,000
Price changed ↓ 1st October, 2024 to $6,000,000
LINK ID: 42077
STATUS: OFF MARKET
19th January, 2025
Bedrooms: 9
Baths: 6
Half Baths: 2
Rooms: 14
Living Space: 5050
Acreage: 0.8330
Water Frontage: Waterfront
1st Floor Bedrooms 1

TO INQUIRE ABOUT THIS LISTING CLICK HERE

Outdoor Spaces: Water Views, Deck, Garden, Patio, Porch, Porch Screen, Beach Access - Private, Beach Access - Public
Features: Central Alarm/C, Insulation, Irrigation, MiniSplit, Outdoor Shower
Year Built: 1891
Year Renovated: 2005
Second Dwelling: None
Zoning: R50
Water: Town
Sewer: Septic Tank
Lead Paint: Unknown
Foundation : Yes
Heat: GFHA
Fireplaces: 2
Yard Type: Front and back
Flooring: 3
Stove: Yes
Washer: Yes
TV: Cable

DESCRIPTION

The price above reflects the Reserve Price for the property, which is being marketed for sale by luxury private auction. Bidding is open through November 13. Seller reserves the right to accept or reject bids. 5% Buyer's Premium. Additional terms apply. Please visit Paramount Realty USA's website for more details. A landmark property located on the very northernmost tip of Martha's Vineyard. 1005 Main Street is one of the "Four Sisters" - the four grandest and most historic homes in the distinguished West Chop neighborhood. The setting is unparalleled with a large private beach and 210-degree views so expansive that you can enjoy both sunrises and sunsets from the same deck. The views are extremely dynamic with ferries and fishing boats passing in the distance, and at night, the twinkling of lights from the mainland. There are 9 bedrooms and 6 1/2 baths, which includes a 2-bedroom apartment in the lower level. The home still exudes olde worlde charm despite all 5,050 sq ft having been renovated between 1995 and 2022 with new insulation, roof, and HVAC system, and updated plumbing and electric. The 400 ft of private beach is a rare asset, and the boardwalk down to it has been trod by many who have come to love this home and incomparable setting. With its multiple decks and spectacular views, the home has always been a prime location for entertaining friends and family. Owners may inquire about membership at the nearby West Chop Club, which offers a wide range of amenities.

FIRST FLOOR DESCRIPTION
Bedroom with full bath, living room, dining room, sunroom with 1/2 bath, kitchen, pantry with fridge, second pantry with 2nd dishwasher and 2nd fridge, eat-in kitchen, and laundry.

SECOND FLOOR DESCRIPTION
Second floor sunroom, master bedroom with full bath, guest bedroom with full bath, 2 bedrooms with shared bath.

THIRD FLOOR DESCRIPTION
3 bedrooms with one full bath.

BASEMENT DESCRIPTION
Full finished basement with two bedrooms living room full bath and kitchenette. Water views and walkout access via sliding glass doors.

OTHER BUILDINGS
Detached 2 car garage with electric door openers.

SECOND DWELLING
None

PARKING
Ample parking

Martha's Vineyard - Island Wide Listings - Updated September 26, 2026
©2026 LINK, All Rights Reserved
Not responsible for misinformation or typographical errors. Prices are subject to change without notice.
 

Home | Martha's Vineyard Sales | Martha's Vineyard Rentals | List with Us | Property Inquiry | Real Estate Info | Martha's Vineyard | Contact Us

 

ALISAN LOHAN-CONWAY PROPERTIES MARTHA'S VINEYARD
Martha's Vineyard Real Estate Sales and Rentals

PO Box 2670, Edgartown, MA 02539
Phone: 508.627.1858 Fax: 508.696.7648

THE INFORMATION CONTAINED ON THIS WEBSITE IS DEEMED RELIABLE BUT NOT GUARANTEED

© 2026 Alisan Lohan-Conway Properties. All Rights Reserved.
Original content created by Alisan Lohan-Conway Properties, together with subsequent custom website modifications, design enhancements, functionality and presentation, is the property of Alisan Lohan-Conway Properties.
Third-party listing data, images, mapping and other credited materials remain the property of their respective owners.
Original website design by goffgrafix.com