I feel you, OP. My parents' house is beyond "fire hazard" and well into the realm of "an adult could die from being crushed by a junk avalanche." I know exactly what you mean when you say it's difficult to assess if something is worthwhile for you to keep.

My parents "want to downsize" and bring a van load of "gifts" every time they visit. (Thankfully, the drive is far enough that this only happens maybe once or twice a year.) I have thrown away 99.9% of the stuff that my parents kept for me. They have some serious emotional manipulation attached to this junk they've passed onto me and there is no doubt in my mind that it would cause a serious family rift if they knew how much I get rid of. It's truly haunting to get rid of things when I know the emotional/dramatic fallout that would occur if they found out. I have 1 rubbermaid tote of things I will someday get rid of, but I set a few things out from it each time my parents visit. This is entirely to avoid drama and keep up the appearance of upholding their religious devotion to this junk. I pretend like things are stored in my basement because they both have mobility problems and can't go down there. Other than that, I ask myself if an object makes me happy. 99.9% of the time, the answer is no and gets thrown out. The 0.1% of stuff that I want usually has a memorable story behind it.

I don't quite know what my plan is for my LO, but I will be much more selective and make it clear that I'm saving things for her to decide what to do with them someday when I'm gone. I will NOT be haunting my LO from beyond the grave when she throws things out.