At some point, S/E is going to recognize the grim reality that in spite of their short-term profits they will have lost a great deal of market-share as a game developer. At that point they will make a fateful choice:
1. New leadership will get back to basics and begin refocusing on old franchises and presenting them in new and innovative ways across multiple platforms with an aggressive marketing campaign.
2. Square/Enix will get out of the game development business and focus on becoming a larger publishing conglomerate to compete with Electronic Arts, selling the rights of their gaming franchises to third-party developers under their corporate umbrella.
(One of these choices is much more likely than the other. Guess which one.)
Whatever ultimately happens, it's unlikely that Chrono Trigger will fade into the mists of time. The game is on console networks now, and more people seem to be taking notice of it. A remake is going to happen. A sequel to that remake is also likely if the remake is any good. Will it happen quickly? No. I'm guessing it will be at least five years before developers begin to seriously consider the prospect, and 3 - 5 years after that before we see an actual game - assuming a typical AAA development cycle (and assuming that AAA games are being made at all by that time). Until then, we fans have to keep the home fires burning to maintain interest in the franchise.
More to the point on the subject of Chrono Break, it is unlikely in the extreme that we will see it as opposed to a remake of Chrono Trigger. For one thing, it's been 12 years since the release of Chrono Cross, and that game is not nearly as well known by current generation gamers as Chrono Trigger is. Combine that fact with the uneven (and frankly unfinished) plot of Chrono Cross, and there's just no way that "Break" is going to happen. Cross, while beautiful in its own way, was too flawed as a sequel to Trigger to be a good foundation for a second sequel. They have to start over. Chrono Cross has to be rethought and rewritten - and focused on a much smaller cast of core characters. Chrono Trigger needs to be expanded upon to more effectively lead in to the events of Cross. Only then can a Chrono Break make creative (and financial) sense to make, assuming a third installment is even necessary with a proper rewrite of Cross. Myself, I don't envision separate installments at all if it's done right, but that's a subject for a different thread.