If Winamp Enqueue and Play jumps to last track in the playlist
A lot of bugs will remain unfixed if Winamp is not developed anymore. A particularly awful one is in the last version, the “Enqueue and Play” inability to play the track added below the current.
Although a track can be added below the current, it won’t start, Winamp jumps to the last track of the playlist and plays this instead of the newly added!
A solution would be to disable immediate play, add a track below the current one, then manually continue to playing the new track.
If you are not satisfied with manual advance to the new track, or with adding new tracks to the bottom of the playlist instead of the current position, and your installation suffers from this problem, try using the previous functioning version of Winamp (5.65), available from this page.