Would love to see this happen, but honestly I don't expect it will even for their biggest albums (IaW and SFaM) let alone all the other albums. MP was the one that was more into that sort of thing than any of the other guys. And of course, he has the vast archive from which material could be pulled and yet will not since he split from the band. On top of that, a lot of the stuff that could be included in such releases has already been released, especially via the official bootlegs.
I think just the fact that, aside from the 2013 Xmas/Fan Club release, the band has done *nothing* with regards to official bootlegs, fan club releases or anything else outside studio albums and live releases. So I doubt any of them would care to invest the time or effort into reworking old releases for anniversary editions. Nevermind the debate on how successful such releases would be - would they sell enough copies and make enough profit for them to do all that work. DT does have a worldwide following, but I don't know if there's enough of a fanbase for something like that.
In 2006, I proposed doing a Dream Theater-ized version of Monopoly, and while MP liked the idea and put me in contact with Frank Solomon (the band's manager), ultimately I would have had to take on the full project by myself - Frank didn't see it as being a viable product worth pursuing that would turn a profit - so it never happened. Admittedly, things are definitely different now than 14 years ago. Now the band does produce box sets for each studio album when they first are released, and now one of the key ways to get fans to make physical purchases is to include a bunch of tangible things that can't be streamed via Spotify. Still, I wouldn't be surprised if Frank said it wasn't worth the effort to do these re-releases. After all, IaW is now 28 years old, and if it (or any other album) was to be reissued, I would have expected it to already have happened as we have seen with countless other bands.
I'd love to be wrong, but that's the feeling I get.