Evalina Brown Spencer founded Highlands Day School in 1958, expanding a daycare she operated in her family's backyard. In 1962, Highlands moved from rented space in St. Luke's Episcopal Church to this site on land donated by Joseph and Virginia Simpson. The early campus consisted of four buildings. Expansions in 1991, 1997, and 2019 added an auditorium, offices, a gymnasium, cafeteria, and classrooms. Students range from infants to eighth grade. Alumni remember school traditions including Blue devils athletics, public speaking, gatherings on the quad, and time spent on the Big Rock located on campus.