Once a vacation destination for New York City's wealthy, New Canaan is now a residential community for high earners and their families. About an hour's train ride from Manhattan, the town is known for its collection of Modernist architecture and offers residents plenty of public space for recreational pursuits.
First published June 12, 2014: 1:38 PM ET
Source: Income data latest available from Internal Revenue Service. Home prices are median sales prices Feb. - June 2014 from Trulia. *Median adjusted gross income, 2011