The Connecticut estate of Grammy Award-winning musician Paul Simon has returned to the market for $11.9 million, roughly $2 million less than when the property first listed last year. The 1938-built brick home at 82 Brookwood Lane sits on 32 private acres in New Canaan, about an hour’s ride from Manhattan on Metro-North. Simon and his wife, singer-songwriter Edie Brickell, bought the home in 2002 and raised their three children there.

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All photos courtesy of Sean Fowler, Planomatic

A five-acre estate in Connecticut that once belonged to a New York City heiress and patron of the arts is now asking $1.995 million. The property at 453-455 Newtown Turnpike was once owned by Alice DeLamar, the daughter of Joseph Raphael DeLamar, a mining mogul who made a fortune in the industry during the late 19th century. Throughout her life, Alice financially supported the careers of many artists and writers, even allowing many of them to stay at her multiple properties. The unique compound includes a four-bedroom main house, two guest cottages, an 1800’s blacksmith forge, and a three-room “dollhouse.”

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All photos courtesy of Houlihan Lawrence

With its vaulted ceilings, wood paneling, pink details, and retro rec room, this 1960-built home in Greenwich, Connecticut is the textbook definition of mid-century modern design. In addition to the attractive interiors, the home features a patio and is also set back from the road, which provides privacy and additional outdoor space. Located at 261 Cognewaugh Road in Cos Cob, the three-bedroom, two-bath home is now on the market for $1.125 million.

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All photos by Caryn B. Davis Photography

Legendary 60 Minutes news correspondent Morley Safer was on the show for more than four decades, and during most of that time, he split his time between NYC and this gorgeous, seven-acre estate in Chester, Connecticut. The property includes the main stone house built in 1908, a cozy writer’s studio, a heated pool and gazebo, and a 19th-century barn. Safer passed away in 2016, and his wife Jane Fearer is now selling the estate for the first time in 30 years. It’s asking $1,450,000.

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Photo by Ravi Capeles

This unusual home in Stamford, Connecticut is thought to be the only private residence in the Tri-State area with its own private indoor hockey rink. It even comes with a Zamboni, heated team benches, lighted scoreboard, and locker rooms–and it’s hosted players from the Rangers. Listed for $7,690,000, the 18,000 square feet home sits on 13 acres and also comes with two guest houses, a pool, and a small lake.

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All photos courtesy of Houlihan Lawrence

This sprawling English Manor-style estate in Greenwich, Connecticut was built in 1928 by Paul Starrett, one of the main developers behind the Empire State Building and the Plaza. Set on nearly three acres, the seven-bedroom home has grand interiors, romantic landscaping, and a gorgeous pool. It’s just hit the market for $8,295,000.

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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 by Carlos Marques, Marcott Studios

A nearly six-acre private island off the coast of Norwalk, Connecticut has hit the market for $2.5 million. The property, called Copps Island, features an adorable three-bedroom, two-bath cottage with a huge screened-in porch. The home, which measures about 2,620 square feet, sits on the island’s highest point, providing serene views of the Long Island Sound from every room.

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Photo credit is Halstead Connecticut LLC

Halstead Real Estate reports that their Greenwich, Connecticut-based agent Christopher Finlay just represented the state’s highest-priced sale of this year. The incredible waterfront estate was originally listed for $21 million and closed this week for $17.1 million. Located within the prestigious Belle Haven neighborhood, the impeccably renovated 1915 Georgian Colonial sits on nearly four acres that come complete with rolling lawns overlooking the Long Island Sound, a large swimming pool, a gorgeous flower garden, and a contoured golf practice green with bunkers.

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