Yes you could face a violation of probation if Florida and Massachusetts have reciprocity regarding licenses.
Please be advised that answering your questions does not establish an attorney-client relationship with myself or my firm. We would be more than happy to set up a free consultation if you call us at 407-588-6714 and specifically mention AVVO or email me at firstname.lastname@example.org and put AVVO in the subject line.
I agree, it will violate if the cited you for Now.ingly Driving While License Suspended or Revoked. I WOULD NOT just pay it, as it could be criminal and you not know it. If you plea to it it makes an easy VOP for the State. I offer a free consultation at my office here n Naples, (239) 732-6631. In the future I would not drive until you get your Mass. DL issues settled. If you are residing here, and they can prove it, you could also be charged with failure to license within 30 days, understandably why you can't obtain a Florida DL, but another charge you could potentially face in the future.