New Canaan is a town in Fairfield County, Connecticut, United States, 8 miles (13 km) northeast of Stamford, on the Fivemile River. The population was 19,738 according to the 2010 census.The town is one of the most affluent communities in the United States. In 2008, CNN Money ranked New Canaan first in the nation with the highest median family income.New Canaan has two Metro-North railroad statio…