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If it is less than $50, class C misdemeanor. More than $50 and less than $500, Class B, and less than $1500 a Class A. They might arrest him but it is not a jail felony unless more than $1500.

The property damage is just criminal mischief and would not land him in jail as the amount of the damage would not be above a misdemeanor level. The sheriff will make the report, take the video and photo evidence, and then the go write the kid a ticket.

I would call back one more time and tell him they have 24 hours to make restitution or the sheriff will be contacted.