The F.H.B. Heald School opened in 1955 as the high school for Scarborough. Mr. Heald had been Superintendent from 1913 to 1946. The Heald School replaced the old Scarborough high school, the Bessey School on Route 1.

The school has gone through several additions since it was first built. Today, the high school, middle school, and intermediate school are all located in Oak Hill on land that belonged to Dr. Benjamin Wentworth and his family.