

There are two things in my house I don’t “play” with: internet connectivity and core home functions (lights, locks, garage doors, etc). That doesn’t mean I don’t self host anything or then, but I always start from a mindset of “must work”.
I run HA on a Yellow (functionally an RPi 5 with radios and storage interface built in). My lights are either Hue running as plain Zigbee devices, or Zigbee switches. I don’t necessarily want more customization with home automation, I want stable, extensible, and easy to use day today. HA checks all those boxes easily. I’ve not done much looking into OpenHAB, but I would caution against going with something for home automation just because it’s more customizable. Sure, it’s great to have an automation routine that turns on your lights when you get home, it’s less great to have an integration that misbehaves and now you cannot turn off a light, or lock your door, or turn down the volume on your music, etc. Be sure to know what you want to accomplish before you buy devices, build automations, and always build things with a manual backup operation option.

Go through it, keep what is truly sir use and definitely try to sell or donate what you can, especially physical media since even without a lot of monetary value those are items that typically aren’t being made any more so are of a finite number. There are those of us that like collecting physical media and have the space to store and enjoy it so helping it get a second life is a better choice than just dumping it in a landfill to rot (almost literally) forever.
Otherwise the key is to relish the nostalgia of going through it but don’t let it color your decisions on what to keep too much. It’s okay to hold on to some things that truly matter to you just for sentimental reasons, but you shouldn’t try to keep it all. My wife and I each have a plastic tote in our basement of keepsakes, we try to limit sentimental things to just that one tote each to help keep it manageable.