My best deals so far have been on musical instruments:
A 1966 Fender Princeton Reverb Black Face for $35 - private sale (way back when)
A 1966 Mosrite Ventures II for $200 - small town flea market (fairly recently)
The best part was the the wife was with me when I bought the Mosrite - she thought I was crazy as a rat in a coffee can, until some other guy at the flea market had a book that listed it as worth like $1800....

A 1966 Fender Princeton Reverb Black Face for $35 - private sale (way back when)
A 1966 Mosrite Ventures II for $200 - small town flea market (fairly recently)
The best part was the the wife was with me when I bought the Mosrite - she thought I was crazy as a rat in a coffee can, until some other guy at the flea market had a book that listed it as worth like $1800....

Selling should be the last thing any of of wants to do unless we wish to try new things or help other share the joy we had once with our gear.