Let's see, a current top 5 list is easier than an all-time top 5 list.
In no particular order:
Mount&Blade Warband
Rise of Prussia
WITP:AE and War Plan Orange
The Operational Art of War III (This is probably on my all-time list as well)
Victoria (Since yesterday. Definitely on my all-time favourite list as well though)
EDIT: And the Hearts of Iron series, if I'm allowed to go slightly over the limit.
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