DOS EE won't be an update to the existing DOS anyway. It will be a completely different game in both libraries both on Steam and on GOG. So everybody who owns DOS already will be able to play the original version no matter what.
I think, it is depends on not only developer's wish, But on Steam and GoG features. If Larian can remain old D:OS in player's game lists without any inconvenience (and add new game - DOS EE), they'll do. Another way, they can just declare D:OS EE as a major update, but, in fact, almost all files will be changed.
Originally Posted by LordCrash
The only kind of option question is whether Larian will still sell the old version.
If Larian will sell old version, They must continue to support it, to fix bug's, etc. They can't just say: 'You have out of date version. Buy enhanced edition'