All listing photos by Samuel Rodriguez & Steve Rossi for Sotheby’s International Realty

Fashion mogul Tommy Hilfiger has unloaded the last of his Greenwich, Connecticut properties for $45 million, Sotheby’s International Realty tells 6sqft. The 22-acre estate was built in 1939 and resembles a French chateau from the outside, with an eclectic, European flair inside. It’s located on the summit of Round Hill, the highest point in Greenwich, providing views of the Long Island Sound and Manhattan skyline. Other lavish amenities include a baronial Elizabethan-style spiral staircase, six fireplaces, a pool house, tennis court, and parterre gardens. According to the Post, he and his wife Dee Ocleppo bought the home for $31.37 million in 2010, after which they spent millions more on renovations.

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Photos by Chris Meech

The “Great Estates” of Greenwich, CT were built at the turn-of-the-century after the railroad first connected New Haven to New York City. As explained in the CT Post, with the rich able to get to and from the city easily and also have a retreat near the shore where they could dock their yachts, many grand mansions were constructed here. Today, very few remain, but this incredible Italian-style villa, which was commissioned by the founder of American Standard Co., has stood the test of time and is listed for $9,208,000. It has the massive, seven-bedroom main house, a guest house, pool and pool house, tennis court, pump house, and rolling, romantic lawns.

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Photo courtesy of Compass

18 bathrooms, 11 bedrooms, four-and-a-half acres of land, a private grotto, and tennis courts–this is just some of what you’ll find at the Greenwich, Connecticut mansion of the late shoe designer and Nine West founder Vince Camuto. The home was recently listed for $26.5 million, but it’ll now come to auction next month, selling online to the highest bidder with no reserve (who will also have the option to separately purchase all the furniture). Vince’s wife, Louise Camuto, said in a statement, “I’ve been here for a long time, and we have loved living here. It’s a year-round house that you enjoy both in the summer and in the winter… It’s a perfect place to raise a family.”

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Photo credit: Steve Rossi Photography for Sotheby’s International Realty.

88-year-old veteran television talk show host Regis Philbin (“Live! With Regis and Kathie Lee/Kelly,” “Who Wants to Be a Millionaire,” “America’s Got Talent”) and his wife, Joy, have put their Greenwich, Connecticut home on the market for $4.595 million (h/t WSJ). The ask is a significant drop from the home’s purchase price a decade ago when the couple moved in. The 13,661-square-foot residence was built in the style of an English Manor, complete with a pool, tennis court, and a garage that holds five cars. The Philbins are selling in order to spend more time with family in California; Ms. Philbin said in a statement that “this house will always be our favorite…There was always room for everyone.”

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