Dreamcast.
I bought my Dreamcast for $20 about a year and half after the system was discontinued. At that time I could find some used DC games at Funcoland but now the only way to find those games is on eBay, for pretty crazy prices.
Also, the System Shock games. I played through System Shock 1 with an emulator called System Shock Portable, and thought it was pretty cool, but really really dated. And I still haven't played System Shock 2, since it's only on eBay and apparently a huge pain in the ass to run on modern machines.
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