Need Ferry Tickets? Ferry tickets are available for some of our remaining rentals! Call us at (508) 696-7777.

19-A Old Woods Road

$3,400,000

South, Chilmark, MA 02585

Recently Listed

Residential Property Image/jpeg #1
1 / 37

Multi Family in South, Chilmark

5 bedrooms

·

2 bathrooms

·

3133 SqFt

·

12.5 acres

·

MLS #43319

Nestled in the heart of Chilmark, this 12.5-acre property offers two charming dwellings, each with 3 bedrooms, set in a landscape of privacy and timeless Vineyard character. Built in 1950 and 1963 for American artist, Thomas Hart Benton, the homes were lovingly created as a compound for friends and family to return to year after year. Tucked down a quiet driveway, the two share a special legacy with the neighboring property at its end. Each house reflects the simple beauty of its era, open living spaces, and a relaxed, unpretentious spirit. Whether you choose to update, preserve, or reimagine, these homes are rich with potential with ample space for expansion. The land is natural, wooded, sloping and steeped in Chilmark’s rural charm. This is a unique opportunity to own a multi-home compound with a 50-year family history. *The house with pool, studio and garage at the end of the road, also owned by the Benton family, is also available for sale.

Property highlights

Unfurnished

Screen Porch

Deck

Septic Tank

Cable

Well Water

Property Details

Association Fee:
Association Fee Includes:
Basement:
Crawl space
Fireplace Features:
2
Flooring:
Hardwood + Pine
Foundation Types:
Crawl space or bulkhead
Frontage Type:
None
Heating:
Propane
Interior Features:
Irr,OSh,WdStoveFloor 1: Each house has 3 bedrooms, a great room and kitchen on a single level, plus outdoor showers.
Link MLS Comments:
Take South Road to Boston Hill Road, right onto Old Woods Road. The two houses are on the right and left side of the road. Property vacant, easy to show.
Lot Features:
Yes
Parking Features:
Yes
Possible Use:
Assessed Building Value:
710900.00
Assessed Land Value:
1770400.00

Price History

May 21, 2025
$3,400,000

Tax Information

This property was most recently assessed in 2025. It has been assessed at a value of $2,481,300. The annual tax responsibility for this property is $5,910.

Contact an Agent
Phone number
(508) 696-7777

Property Location

©2022 LINK, All Rights Reserved. Not responsible for misinformation or typographical errors. Prices are subject to change without notice. Listed by Landvest MV.