This could be something that you bought for a higher price than what most people would guess based on the item, or it could be something you bought for a normal price that has gained significant value as time has gone on.
What made me think of this question is a LEGO minifigure I got with my “The Hobbit: An Unexpected Journey” disc. It is Bilbo Baggins in a blue coat that was apparently only sold in that movie box only at Target stores. Even considering the exclusivity, I would have guessed maybe $10-20 for such a tiny piece of plastic, but there are sold listings on eBay from $80 to $225. I could possibly even get towards the higher end of that number since I still have everything in the original box in good condition. It’s not worth a ton compared to some other items people may own, but I think most people would not expect nearly that amount.
Lots of my records which aren’t regarded as “classics” and were just random purchases from indie artists who ended up getting big. Maybe the most expensive is my sealed copy of Crywank’s Tomorrow Is Nearly Yesterday And Everyday Is Stupid which I nearly sold for $600 a few months ago but ended up deleting the listing because of its sentimental value to me. I think I paid about $14 for it a decade ago.
This is the same for me. I bought a lot of punk rock records in the 80s. I have a first press Samhain (Glenn Danzig) - Initium that may fetch close to $1000. I have a original press 7" that may be with $700. I have no intention of selling any though.
That’s really cool. I don’t think I’ve ever bought anything before it blew up in popularity. It’s really cool that you are able to own something like that though!
Sell it. Nobody will remember them, but you’ll remember that loss. You can always stream it.
I own a domain that was once worth $80,000 when single syllable domains in the org, com, and and net space were rare. I held out only to realize it became worthless when TLDs went wild.