Let me offer my approach: unless you plan on selling in the next 5 years or so, it's best to mostly ignore the subject of pricing.
I buy stuff I like, and when I buy it, it stays bought. So, pricing doesn't really matter to me. It is not an investment. All that matters is if I can afford it, and if I like it well enough to spend what I can afford. I do look at prices to see what I might have to spend to get what I want, but that's about it.
I've said this before, but I don't see a 20 year investment strategy for this stuff. It's a hobby that will grow old with these generations, like collecting porcelain dolls or toy trains. So, for those who buy and hoard, their day of judgment will come.