You’ve undoubtedly caught a glimpse of the home at 1 Pondmark in Chilmark during a leisurely drive up-Island. Perched on a hill above Middle Road’s Keith Farm, the 4.7-acre property boasts killer ocean, pond, and pastoral views. It also has a famous neighbor: the historic home known as “Middle Mark,” once the only town office in Chilmark. 

The 1955, 1,316-square-foot, three-bedroom, two-bath home remained in the same family for decades – until last August, when it was put on the market. After 462 days, it sold for $3,950,000 – $450,000 less than asking. That works out to roughly $3,000 per square foot, though the property can support an expanded main house, guest house, and swimming pool. As for those views? They’re priceless. Or, you know, $4 million.

The Crunch

16 - Number of properties sold in the month prior to publication. Down from 27 during the same time frame in the previous year.

148 - Number of properties on the market at the time of publication. Up from 132 in the year prior during the same time frame.

$5.5 M - Highest price paid for a property in the month prior to publication: a single-family home in the Downtown/Historic District neighborhood of Vineyard Haven.

$475 K - Lowest price paid for a property in the month prior to publication: a condominium located at the Old Stone Bank Condominium complex in Vineyard Haven.

$1.4 M - Median price of properties sold in the month prior to publication.

45 - Percent of single-family home sales paid in cash in 2023.

Based on arms-length transactions recorded by LINK, the Island’s multiple listing service.