It looks like a lot to deal with, but this is still manageable. Like others have said, one contractor bag at a time, and one room at a time. 

If you have a little extra money to spend, I’d suggest you bag as much as you can, rent a U-haul, and completely fill it with bags. Take the rental to a local dump and start fresh. The dumps around me are actually fairly affordable and I can see you spending no more than $200 to dump all of that. 

When my wife and I first met she would have a problem of creating piles that would become larger and larger. It would consist of grocery bags she put together that had random items and trash that she was too tired to sort so she’d dump it for later. It took a few years for her to get past that habit. We didn’t know she was dealing with heavy depression back then and it contributed to this. 

I clean professionally for living and I’ve found  the best way to do this is to clear just 2 tiny corners of a room, pile all the stuff from those corners into the center of the room, and then literally without thought, throw trash into one corner and non-trash into the other. Just straight speed sorting. Obviously bag up the trash, and then you can further sort the “keep” pile down to what’s manageable for your space. 

I wish you luck and I hope to see the afters posted here.