It required two garage sales and countless trips to goodwill. It was sickening at times, how little you could sell your things for. We got back a thousand maybe 1.5k on our goods, the rest was a write off. Even still we had about 8 boxes of stuff when we moved out.
We came back from traveling sooner than expected and had to re-buy a lot of things, but we've been cautious not to get too many 'useless' things. That isn't to say there is nothing to adorn our apartment, just... much less.
In general I'm happier this way, we've got pictures we took on the walls, a few things we picked up traveling, kitchen stuff, and furniture. I hope never again to get to the point where we were before.
Worst part of selling your stuff: getting rid of our books.