Population: 20,200
Median household income: $168,272
Median home price: $1,464,129
Amount spent on vacations/yr: $10,037
Another of the high-rent towns in posh Fairfield County, Darien (rhymes with "MaryAnn") has inspired numerous artists with its bucolic vistas of the Long Island Sound. Its status as a getaway for the wildly wealthy dates back to the 19th century when rail service first came to town and beachcombers were drawn to Darien's rugged coastline. Work your way into the upper crust by joining one of the aristocratic yacht or racquet clubs prevalent around town.
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