Many of the most affluent of Massachusetts’ residents live outside the city in smaller towns like … [+] Dover, Sherborn and Carlisle. getty Massachusetts is a state of wealth—a wealth of history, education, and wealth itself. According to the U.S. Census Bureau, Massachusetts is the second wealthiest state in the U.S., with a median household income of $85,843 compared to the national median of $65,712. While much of the state’s most expensive properties are set in Boston, many of the most affluent of Massachusetts’ residents live outside the city in smaller towns like Dover, Sherborn and Carlisle. One such town, Weston, is the wealthiest. The Massachusetts suburb of Weston continues…