Yes, via Avisynth.
If it's an avi save the following two lines as a file with extension .avs into the same directory as your video*:
Avisource("Name of your video")
TurnRight()
(or TurnLeft)
If it's no avi replace AviSource with DirectShowSource, in that case it may also be necessary to add the framerate like this: DirectShowSource("blah.wmv",fps=25).
Then go to the Winamp preferences > Input > Nullsoft DirectShow decoder > Configure and add ;AVS to the extension list, now you can play the avs script in Winamp like any video.
*you can also save it anywhere, then you have to put the full path to your video between the quotation marks
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