Monk's Hill Secondary School was founded in 1958 on a plot of land that was once the site of a Chinese monastery. The name ‘Monk’s Hill’ is a reminder of this piece of history. 1960 Monk's Hill presented its first batch of candidates for the national School Certificate Examination. In 1961 Monk's Hill was converted into an integrated school, offering both Malay- and English-stream classes. 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 1976, Monk's Hill established itself as an English-medium school with effect of the merger of the two national education streams, namely Chinese and English streams. In 1989, the Alumni Association of Monk's Hill Secondary School was formed. In 1993, Monk's Hill Secondary School relocated to its new premises at 12 Winstedt Road, and adopted a single session timetable. The Parent-Teacher Support Group was formed in 2000. On 14 May 2004, the Ministry of Education announced that under the programme PRIME Phase 6, Anglo-Chinese School will be relocated to the current site of Monk's Hill Secondary School.
Closure
In January 2007, Monk's Hill Secondary School was merged into Balestier Hill Secondary School at Novena due to a drastic drop in enrollment, at fewer than 300 in 2006. Nevertheless, the school attained the Academic Value Award in 2005 in recognition for its academic excellence. A Flag Lowering Ceremony was held at 6:00 p.m. 22 November 2006 at 12, Winstedt Road, MHSS Parade Square. A few hundred former students turned up to witness the event together with the present staff and students. The school flag was presented to its principal, Mr. Syed Mohamed Ashraf Shah for his entrustment and safekeeping. The former premises of Monk's Hill Secondary was, in 2009, taken over by the Anglo-Chinese Junior School.
Principal
Identity & heritage
School song
The school song of Monk's Hill Secondary School was composed in 1964.
Achievements
Sports excellence
The former Monk's Hill Secondary School is a dominant icon in school sports in the 1960s and 1970s, especially in the inter-school rugby tournaments. Monk's Hill Secondary School was remembered as a title contender against of Raffles Institution, St Joseph's Institution and Beatty Secondary School for inter-schools rugby championship. Monk's Hill students also regularly participated in cricket, track and field, swimming and cross country races.