A 10-acre Massachusetts estate with a classic shingle-style house designed by Robert A.M. Stern Architects is coming on the market for $18.9 million.

In a coastal vacation community near the border with Rhode Island, the property sits on a peninsula that juts into Buzzards Bay. The area has been booming since the beginning of the Covid-19 crisis, said listing agent Robert Kinlin of Robert Paul Properties. He said the area has "just exploded in all price ranges, and the high end of the market has been very active."]

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Mr. Kinlin says homebuyers are seeking properties by the water and are also looking to avoid locations that require public transportation like a ferry or a plane, like the nearby islands of Martha’s Vineyard or Nantucket.

TYRA PACHECO PHOTOGRAPHY

Known as Seapoint, the estate has water on three sides. The remains of a World War II bunker sit underground, as the area was the former site of a lookout point in the war.

Built around 2007, the Stern-designed home is roughly 17,600 square feet, with deep front porches running the length of the house and elaborate stonework, Mr. Kinlin said.

The five-bedroom house has large living spaces framed with arches, bay windows that take advantage of the site’s 270-degree water views, multiple fireplaces, a wine cellar, a bar, a two-lane bowling alley and an outdoor pool. It also comes with a deep water dock and a roughly 4,200-square-foot, three-bedroom guest house.

The owners, retired healthcare private equity executive Jack McGinley and his wife Julie McGinley, bought the home amid a much slower market in 2017 for about $10.94 million, far less than its original $25 million asking price, Mr. McGinley said.

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Mr. McGinley said he and his wife have no connection to the Massachusetts area—their primary home has long been in Lake Forest, Ill.—but they are big fans of Mr. Stern’s work. They fell in love with the house after seeing it on the cover of a magazine. "His attention to detail is amazing," Mr. McGinley said of Mr. Stern’s work. They were also drawn by the local sailing scene, as Mr. McGinley is a keen boatsman.

The couple then tapped New York interior designer Victoria Hagan to completely redecorate it. It was finished last year. The home is being sold completely furnished.

Since Mr. McGinley, 74, retired last year, they have been spending more time at another home they own in Montecito, Calif., and have decided it will be their primary home. As such, they won’t have time to spend at Buzzards Bay.

Write to Katherine Clarke at Katherine.Clarke@wsj.com