https://bugs.winehq.org/show_bug.cgi?id=37210
--- Comment #4 from mennydrives@icdabj.com --- It looks like it might be related to actual Windows behavior. While XP runs this game properly, it looks like more recent versions (Windows 8 in this screenshot) have a similar bug, which ends up actually obscuring more of the screen as it includes the actual window decorations in full: http://i.imgur.com/74T80fw.png
Basically, Wine mimics the same behavior as more recent Windows versions, with the main difference being that it doesn't include the actual window decorations (as my copy is currently set to have the system window manager handle that apart)