1928 - named Serangoon English School in a double-storeyed building in Simon Road.The school is for boys. [1]
1937 - three standards were added. The school provided education up to Standard Eight (or Secondary Three in present-day terms). [1]
1942 to 1945 - during the Japanese Occupation, the school was used as the Japanese Normal School for the training of officers in the Japanese education service. [1]
1965 - it remained a boys' school for almost twelve years until the introduction of Pre-University classes for both boys and girls. [1]
1952 - extensions were completed, including a Science block with Science laboratories on the ground floor and an assembly hall upstairs. [1]
1957 - the last of the primary classes and the school became a secondary school for Upper Serangoon District. [1]
1965 - the first Pre-University class was formed and this section soon extended to include two Pre-University One classes and two Pre-University Two classes. [1]
1967 - Serangoon English School shifted to Lowland Road. It was later renamed Serangoon Secondary School. [1]
1976 - owing to the establishment of Junior Colleges for Pre-University students, the Pre-University section of the school was closed. [1]
2000 - the school moved to its own present premises at Upper Serangoon View. [1]
2008 - the school celebrated its 80th anniversary. [1]