Today, Milwaukee, Wisconsin is the most highly segregated city in the United States. This paper will track the residential history of four distinct Milwaukee neighborhoods: The South Side, Bronzeville (on the North Side), Riverwest and the Third Ward (both downtown). In each of these four neighborhoods, we track the patterns of settlement, the drivers that molded them, and the processes of segregation and housing policies that affected how each of the neighborhoods were built and how it has continued to change over time.