The North Milwaukee High School at 5372 North 37th Street in Milwaukee, Wisconsin, is as an excellent example of a Progressive Era High School within the context of the former City of North Milwaukee, reflecting the trends in secondary education that began in the late 1800s and led to the construction of dedicated high school facilities across the state in the early decades of the twentieth century.

The building, designed by the well-known architectural firm of Van Ryn and De Gelleke and built in two phases between 1924 and 1929, was the first purpose-built high school constructed in North Milwaukee and the only high school within the original boundaries of the Town of Granville, northwest of Milwaukee. The building reflected the growth of the City of North Milwaukee during the 1910s and 1920s (before it was annexed by the City of Milwaukee in 1929) and illustrates the importance that the community placed on providing modern and well-equipped school facilities for its residents. The North Milwaukee High School retains all of the exterior and interior character-defining features of a Progressive Era High School. Most importantly, the interior spaces reflect the increasing specialization in secondary education and the growing emphasis on providing vocational training, physical education, and music and arts instruction in addition to the traditional academic curriculum.

The North Milwaukee High School was the largest and most prominent public building constructed in the City of North Milwaukee during the height of its pre-annexation growth and remains the only purpose-built high school in the former city.