
Originally Posted by
Gameguy
It depends on what years you're talking about. The Sony Discmans with the best sound quality are the ones from the 80's through early 90's, but these are the ones that are the least reliable. I tend to keep an eye out for these earlier ones and rarely find any still working, they need to be rebuilt. Most online are listed for parts or repair. A friend of mine collects and repairs these so I end up passing most onto him.
The coolest one I've found is the Sony D-88, the smallest CD player ever made as it's smaller than CDs. It was in excellent physical condition in the original case with the original headphones, looked barely used. Wouldn't read any discs, thinking back I don't remember if it actually spun the discs or not. My friend was happy to get it. I don't think he got around to fixing it yet.
The ones from the late 90's through early 2000's are usually fine, at least at this point.