I'm not betting anything, but i do expect it will never restart.
I doubt blizzard even dares to restart it, for many 1000's of people would get severly pissed off, flood their forums to spread their anger, hack their servers and tell they wont by another blizzard product ever again (while in reality they will buy the next game on the day of release, but that doesnt matter)
I guess the ladder will never reset as it seems blizzard has stop working on d2. There is a slight chance that they will have a small update to fix a few bugs, ban botts and maybe implement a server side patch to reset ladder automatically.
Since its blizzard we are talking about. 3 years this time :evil:
There is no ladder season. There is no reset. There is no hope. Diablo II will fall into disrepair. Hasn't anyone noticed the lack of people being banned as of late? Remember the "agressive stance" Blizzard was taking? Maphack came out in December, nothing has happened.
This is because.. Blizzard doesn't care. Diablo II is a closed book.