[3] As part of the relocation plans, DSTS moved out of Hillcrest Road Estate and was renamed Greenridge Secondary School.

[2] It relocated again to the edge of Bukit Panjang New Town[2] in 1992 and two years later, on 16 July 1994, Lee Yiok Seng, Member of Parliament for Sembawang GRC, declared the school open.

A new era on innovation and enterprise began in 2003 whereby science, design and information technology are combined to make pupils aware of the interconnectedness of subjects in an attempt to stimulate their interest in their studies and the ability to think out of the box.

The School Advisory Committee and Pupil Welfare Fund were set up in the 1970s during the tenure of the first principal, Mdm Lo Pui Yu.

Under the stewardship of the seventh Principal, Ms Chan Mee Leen, the school underwent a phased reconstruction which was completed in 2005.

On 9 July 2005, the new campus was declared officially opened by Dr Teo Ho Pin, Mayor of North-West District and Member of Parliament for Holland-Bukit Panjang GRC.

On 15 December 2012, Mdm Tan Miao Ling was appointed the ninth Principal of CDSS, taking the mantle from Mr Teoh Teik Hoe.

On 21st November 2015, the school finally closed her doors with a fitting function “Celebrations 2015”where CDSS ex-School Leaders, Pioneer Teachers, Senior Educators, ex-staff and ex-students attended.