I have this issue as well and I think it's due to have different monitors with different resolutions. Unfortunately I don't believe there is a easy fix on this as I am not sure winamp is able to determine the top of a smaller screen correctly.
Your best bet imo is either not have winamp dock, or change the screen positioning of your smaller screen in windows settings so that it will be inline with the top of the larger screen.
(┛◉Д◉)┛彡ʎɯouoıpɐɹ
Current status of Winamp: (Winamp 5.8) is not an ongoing project  get wacup
5.8 beta issue quick fix - Install 5.666 (there's no further 5.8 releases)
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