Monk's Hill Secondary School was founded in 1958 on a plot of land that was once the site of a Chinese monastery.

[1] Monk's Hill Secondary held its first Speech and Prize-Presentation Day in 1967, and witnessed the formation of its School Advisory Committee in 1968.

In 1993, Monk's Hill Secondary School relocated to its new premises at 12 Winstedt Road, and adopted a single session timetable.

The school flag was presented to its principal, Mr. Syed Mohamed Ashraf Shah for his entrustment and safekeeping.

Monk's Hill students also regularly participated in cricket, track and field, swimming and cross country races.