

The word “worked” is doing a lot of heavy lifting here.
If your goal is to justify throwing things away, there are whole self help ecosystems built to help you to toss it all, from self transformation regimens to grief processing and everything in between. Find one you like and read, listen and engage about it on social media till you believe what it says then just throw all your stuff out.
You could also not do that and listen to your CDs and records, read your old books and either store your old clothes to give to your kids or use them as patch material for clothes that do fit.
It’s a question of forgetting your past or integrating it into your present.
Here’s an alternative view, one that perhaps you haven’t heard:
You are living in a world that has become less stable or secure every day. A world with rampant inflation no matter how it’s measured. Guarantees of survival from government have been eroding away steadily and with the advent of llms those same guarantees from private business are already gone.
Family is a safety net you still have access to. Property and possessions held by family empower this safety net.
Consider having a serious and painful conversation with your dying loved ones regarding how to preserve the family and ensure that wealth paid for by the lifeblood and sweat of its members remain in control of the family for as long as is possible and further the needs of the members of the family when disposed of or used.