I've just had a very disapointing reply from Bethesda regarding Daggerfall.
Essentially they say that it'll never, ever be re-released in any shape or form. This is really a huge shame for several reasons.
Mainly because it gives people a good reason to go looking for a pirate/torrent version. It fuels the need for sites that run these torrents and in my (probably far too honest) opinion is a bad thing. Also releasing the game for free (or on Good Old Games or such) would be great advertising for their future and recent titles.
However, you never know what will happen if they realise demand is there so if you were thinking of contacting them about this it can't hurt.
I'll let you know if I hear anything further!