Fresh charges were tendered on Friday against the five teenagers accused of vandalising the rooftop of a block of flats in Toa Payoh.
They face between four and nine additional charges each, mostly for criminal trespass.
Reagan Tan Chang Zhi and Chay Nam Shen, both ITE students, each have an additional eight charges, while Boaz Koh Wen Jie, Goh Rong Liang and David William Graaskov face nine, four and five new charges respectively.
The five 17-year-olds are accused of entering the secured rooftop of Block 85A Lorong 4 Toa Payoh by climbing over a wall in the early hours of May 7 - when they are said to have spray-painted indelible graffiti using stolen paint - and on two other occasions.
They are also alleged to have trespassed into Marina Bay Suites sometime on March 29 with intent to cause annoyance.
In February, Tan, Koh and Chay allegedly entered the same block and committed mischief by spraying a fire extinguisher, causing $70 worth of damage.
Four of the boys are said to have entered a worksite in Jalan Rajah by climbing over the metal fencing late last year.
Koh is said to have vandalised the rooftop of Block 60 Lorong 4 Toa Payoh by spraying graffiti on the walls on March 28.
Deputy Public Prosecutor Tang Shangjun told the court additional charges may be tendered at a later date. He said the prosecution is still reviewing the matter and investigations are not entirely complete.
All five boys - whose family members were in court - were granted bail of $12,000 each, on the condition that they stay indoors between 10pm and 6am.
All five are represented by lawyers and will be back in court on June 27.