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), where the streets are lined with ritzy car dealers, posh boutiques, oh-so-chic restaurants, and well-heeled, well-to-do residents clearly. Though real estate prices have come down, the median home price in Greenwich still hovers around $1.6 million. So bring your platinum card.