Dysart School District #1449 was established in 1905. The first school was a frame building at the north end of Main Street and across from the Roman Catholic Church, and Margaret Baine was the teacher. Many of the students could not speak English when they started school.

In 1917, a two-room brick school was erected on the east side of town. In 1927, two rooms were added. Wilfred Wass was the principal. The basement then had two large play areas, with the west side for girls only and the east side for boys only, and severe discipline was enforced. The three Rs were stressed in overcrowded classrooms with limited supplies. A grove of maple trees was planted in 1929 from the main entrance of the building to Wark Street. Heritage Heights, subsidized rental units, now sit on most of that area.

The Field Day held each spring had rural schools coming to Dysart to participate in all types of sports. When the schools closed, parades with banners and school “yells” ended an era.

When the school became part of the Cupar School Unit in 1946, conditions improved, and a library was added in 1948. The local Homemakers Club supplied many of the books. The science lab was added in 1954. This building was closed in 1983 and became the Dysart Museum in 1987.

A new school was built on the west side of town in 1960 to house grades seven to twelve. It contained classrooms, a library, an auditorium, a science lab, and a staff room. A gymnasium was completed in 1968. All grades were moved to this school in 1983, and as enrolment declined it was closed in 1996 following a court battle between the Cupar School Division and the local school board.