There was already a remake of Daggerfall in the OB engine, so I don't see why not.
Could be interesting.
I never herd of this.
Just goes to show you, if modders can't be bothered to do it, why would Bethesda remake them? There is just not enough demand for it. Where is this Daggerblivion mod?
As for remaking it into Skyrim, I say no. Let the games become unique. What do you want to play? Daggerfall or Skyrim or Arena? Yes I understand it would be great for playing with updated graphics, but the those games are still great with great game play and don't really need updated graphics to be played.
Again, graphics is not greater than game play and after a while espically like a game Arena and Daggerfall things get repetitive, and you will get use to it, and then you will not need all the splender of the Skyrim engine what ever they are using.