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Tommy Hilfiger Sells $45 Million Connecticut Home Ahead of Move to Palm Beach

American fashion designer Tommy Hilfiger has officially sold his Greenwich, Connecticut home ahead of his reported move to Florida. The 22-acre property sold for $45 million, just under $14 million more than he original paid. Hilfiger and his wife, Dee Ocleppo, have owned the residence for over ten years.

In 2017, Ocleppo told Architectual Digest of their Greenwich house, “Tommy likes to buy and sell houses, but we’re here to stay.” However, in September 2020, the Wall Street Journal reported that the designer was putting his mansion, known as Round Hill after the street’s name, on the market in favor of finding a home in Palm Beach, Florida.

The French style home was designed by architect Greville Rickard in 1939 for Charles Vincent Paterno, a New York real estate developer known as the “Napoleon of the Manhattan Skyscraper Builders.” Decades later, Round Hill was home to businessman and art enthusiast Joseph Hirshhorn, who filled the space with many pieces from his prominent collection which now is on display at Hirshhorn Museum and Sculpture Garden in Washington, D.C.

Under Hilfiger’s stewardship, the New England pad favored a modern, bourgeois cottage aesthetic. The ivy-covered walls and intricate hedgery illustrate a perfectly manicured inclusion of nature within the landscape of the property. Hilfiger told AD, “It’s an English manor with French details. And we wanted to preserve that feeling of being in a European country home with the carved-oak paneling and a patina that is authentic and a bit worn.”

Speaking with The Post, Janet Milligan, the listing agent from Sotheby’s International Realty, said, “The house doesn’t feel very large because it’s cozy and warm. They used almost every room. It welcomes you.

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