User blog comment:Frankypro14/Elder Scrolls V: Skyrim Legendary Edition/@comment-76.117.141.20-20130527184656/@comment-9156240-20130527185157

It depends. If the actualy DLC is embedded on the disk and you have to install the DLC with the base game, most likely no (unless you manage to back up your saves and the newly installed game accepts them).

However, if the DLCs are on separate disks similar to expansion packs, that would most likely be a yes.

I'm no expert though. I'd try poking around google first.