Legal Question in Criminal Law in Massachusetts

If they did not charge it as a subsequent offense, then no. Chances are, they don't know about your first conviction because they usually only check the MA record, unless you give them reasons to check more. If they find out, they can later move to amend the charge, however you are entitled to a separate trial on the issue of the prior conviction where they would have to bring witnesses, etc. Again, usually they won't bother, especially if the case is in the District Court, as opposed to Superior.