I bought my gently used Sony PRS-505 from EBay last March and I couldn't be happier with it. I've had no problems with it and I enjoy it on a daily basis. On occasion I have been tempted by the new readers with touch screen or WiFi but I'll stick with what I have at this point.
I think if you're happy with your PRS-300, I would stick with it. The 505 is a great reader but there are all kinds of great readers out there that people enjoy their Ebooks on.
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