The village is renowned for the quality and architectural variety of its housing stock, as well as its proximity to numerous country clubs. It prides itself on being a multicultural and multiracial community known for its public art.
Although Flossmoor has roots well into the nineteenth century, it was first recognized as an affluent community in the 1920s when it became known as a cultural and recreational mecca of elite country clubs and stately golf courses. It was incorporated as a village in 1924. In the years since, Flossmoor was not only seen as the "status" suburb of south/southwest suburban Chicago but also as one of "the fashionable places to Live In" nationally. Flossmoor's allure attracted a diverse group of residents over time, including George Schultz, Beryl Sprinkel, Ed Derwinski, Elisabeth Kübler-Ross, George Stigler, Buddy Guy, and Muhammad Ali. This diversity is also reflected in those who were raised in Flossmoor and its environs, such as John Dean of the Watergate era; Brian Kerwin, the actor; film director Andy Tennant; and playwright David Mamet.
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