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A question I often get asked is where exactly is Brookside? Brookside consists of several neighborhoods in the Kansas City area. It is easiest to explain that it is between the Country Club Plaza and the Waldo area. Yet, many don't know the streets about where one starts and one stops. Brookside's boundaries are approximately the following: 55th Street (north), Gregory Blvd (south), Ward Parkway (west), and Troost (east).