Inside Celebrity Homes: Tommy Hilfiger’s Connecticut Mansion – Tommy and Dee Hilfiger‘s castle sits atop a high hill in Greenwich, Connecticut, with views stretching all the way to the Long Island Sound. In fact, from Tommy’s third-floor office, in what was once the billiard room, the quintessential American designer can even see New York City.
In many ways Round Hill, as it is now called, is a perfect mix of Tommy’s sporty, all-American style and Dee’s sophisticated European aesthetic. Dee, a handbag designer who had previously lived in Europe working as a model, fell in love with the house from the first minute the couple drove up the switchback driveway.
“The house was in disrepair, and we knew it needed a lot of work, but we also knew that this would be our home,” she says. “Tommy likes to buy and sell houses, but we’re here to stay!”
Originally known as Château Paterno, the castle was built for real-estate magnate Charles Vincent Paterno in 1939 by award-winning architect Greville Rickard, a graduate of the Yale School of Architecture. In 1961 the art collector Joseph Hirshhorn bought the property and used it to house nearly 6,000 19th- and 20th-century paintings and sculptures—most of which can now be found in the Hirshhorn Museum in Washington, D.C. Over the years the castle had been remodeled in parts and added on to, but by the time the Hilfigers pulled up, the place had been long neglected.
They immediately enlisted architect Andre Tchelistcheff to oversee a renovation that included new electrical wiring and a painstaking restoration of the original terra-cotta roof, whose tiles needed to be replaced; molds were made for new tiles, which were cast in Turkey and finally installed one by one. “It was truly a labor of love,” says Dee, seated in a tufted leather chair in what she calls the Winter Room, a space outfitted with antique Bavarian antlers and a new plaster ceiling bearing a pattern of two 16th-century French insignias.
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