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Minding The Manor

Tommy and Dee Hilfiger transform a Greenwich, Connecticut,landmark into a home for their family.

Kate Betts

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 quint essential American designer can even see New York City.

“The immediate landscape is very rural—we feel like we’re in the English countryside's the city is so close,” says Tommy, who is sitting in the home’s wood paneled entryway, lacing his sneakers in preparation for a game of tennis with his wife on the sunken court that lies just beyond a magnificent lawn dotted with quirky cone-shaped box woods; Miranda Brooks masterminded the landscape. Behind him a dramatic staircase climbs to a second floor landing outfitted with Flemish still-life paintings and a pair of stag antlers from Baron de Rothschild’s château. Given the decor—not to mention the romantic roof line, ivy-covered turrets, and leaded bay windows—it would be easy to mistake the house for something closer to a historic manor house than a suburban home.

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!”

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March 2017

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