Greenwich

You'll have no trouble believing that Greenwich is one of the wealthiest towns in the United States when you drive along U.S. 1 (called Route 1 by the locals, as well as West Putnam Avenue, East Putnam Avenue, and the Post Road). The streets here are lined with ritzy car dealers, posh boutiques, oh-so-chic restaurants, and well-heeled, well-to-do residents. Though real estate prices have come down, the median home price in Greenwich hovers around $1.4 million. So bring your platinum card.

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