North Shore Property Sells For $37.7 Million, Among Highest Residential Sales In Nantucket History

A property on Nantucket's north shore was sold on Wednesday for a whopping $37.75 million, ranking it among the highest residential sales in island history.

Three Sherburne Way, located in the Cliff neighborhood overlooking Nantucket Sound, was owned by the same family since the 1950s and had not been publicly listed for sale.

But on Wednesday, the 2.39-acre waterfront property sold for $37.75 million to 3 Sherburne Way Nominee Trust, a blind trust represented by island attorney Sarah Alger. Reached by the Current on Thursday, Alger declined to comment about the sale, stating only that the buyer is "very private." 

The property had been owned by the late Breckinridge L. Willcox, a retired Washington lawyer who served as Maryland's top federal prosecutor from 1986 to 1991, according to The Baltimore Sun. Following his death in 2006, the property was controlled by a family trust until its transfer in 2024 for $8 million to Cliffside 2 LLC, an entity registered to Willcox's nephew, George Spencer.

Spencer described that transfer as an "intra-family transaction." A member of ACK Now's board of directors, Spencer declined to comment further about the sale, stating he was restricted by a non-disclosure agreement, or NDA. Spencer said he would, however, remain on Nantucket and stay involved with ACK Now moving forward.

Spencer was represented by Great Point Properties' Bill Liddle, who did not return a message seeking comment about the sale.

The dwelling on the property, which Spencer said was built in the 1940s or 1950s, is a 4,600-square-foot, single-story ranch-style home.

The property was most recently assessed by the town of Nantucket in 2025 at $26.5 million.

The $37.7 million sale of 3 Sherburne Way ranks it just behind the 2023 sales of 72 and 68 Monomoy Road to Barstool Sports founder Dave Portnoy for $42 million, and the a Monomoy compound at 20, 21, and 22 Berkeley Avenue which sold for $38 million.