Thank you all so much for your wonderful inputs!

I have read all the replies and feel much more prepared. I was thinking this morning on my train ride, that I would approach to his teacher at beginning of new school year about the possibility to do subject accelerating, at least see what the reponse would be. The ideal case would be for him to spend morning in the higher level class for math and reading and come back to his grade level for art, music and gym classes in the afternoon.

I have another crazy idea of testing both my boys for Chicago regional gifted school this fall to see if they could both get in ( not sure at all for DS 4.5). If that works, we might considering moving.

First thing first, I've got his music teacher happily agreeing to write a recommendation letter for his DYS application. I hope to send the application by 8/1, if the formal evaluation from the tester arrives before that.