Listing Tools

Listed by Cheri Mason of Landvest MV
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 Details of 19-a Old Woods Road, South

Property Details

Interior Features

Exterior Features

Map Location

Driving Directions

Based on information submitted to LINKMV as of June 23, 2025 . All data is obtained from various sources and has not been, and will not be, verified by broker or LINKMV.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Hi there! How can we help you?

Contact us using the form below or give us a call.

Send Us A Message:

I agree to receive marketing and customer service calls and text messages from Upper Cape Realty. To opt out, you can reply 'stop' at any time or click the unsubscribe link in the emails. Consent is not a condition of purchase. Msg/data rates may apply. Msg frequency varies. Privacy Policy.

Do not fill in this field:

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.