I started playing last June or July (can't remember exactly cause I'm old - lol). 

I got the package deal off a cdkeys type website for ALLLL the previous DLC content for like $25. I think it was called the Legacy edition or something of that nature.  Well worth it for the amount of content you get.  There were still some dungeon keys and the Final Shape was still new at the time that I also ended up paying for. I was not looking for a bargin, I was fine spending that money, and the $25 deal was VERY worth it.

All of it is FANTASTIC in terms of content, and playing it.  I would say the hardest part of being a "new light" is navigating though how to run all the content, and how to unlocked everything to get to play all the content.  Much of the OG stuff has been removed from the game (sun setted and now we know is unplayable on the current engine). This sucks for obvious reasons of both (A) it would be nice to play though the story and have that much MORE content to play, and (B) it's always better to experience that lore first hand to understand the story as opposed to watching a video on youtube to understand who is who (thanks Byfe). 

If you do not have a buddy who plays and there to help guide you in terms of what to play though next, it gets a little daunting.  I'm lucky I had a few friends who I play other games with there to help me starting out. Knowing what I know now, I would start with the oldest content you can play though still within D2, and NOT in the Final Shape DLC that the game will dump you in to when/if you start.