I figure when we pass on, our kids will bring in a dumpster and fill it up. We've got pictures dating back to the late 1800's of family, etc. The kids have shown no interest up to now, so - dumpster. Books, outdated furniture, lamps, keep-sakes, etc. Dumpster!
We have nothing of "value" (like sterling silver ware, etc.) so - out it all goes. I have no problem with that, but I just love the way we have both of our abodes set up. In the old homestead, there are items I used as a kid. Memories flood back often as I realize my parents used these items as well. But our kids won't think of such things when the time comes to shovel out our old stuff. Sad? Not really. Maybe just a little bit disappointing. YMMV