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Located approximately 15 miles from downtown Louisville, Crestwood KY has quietly created a name for itself. The bedroom community was named one of CNN Money's best places to live in 2005. The school system in Oldham County uses a neighborhood school assignment plan. Meaning most children will attend the school closest to their home. However, since Crestwood is home to 3 elementary schools, and technically 2 middle schools, you'll need to do your homework to determine the elementary school.