Does Satan realize that the battle of Armageddon will be his final battle against God?
No. Satan gathers the world's armies to the Middle East believing he can finally eliminate the Jewish problem, but he does not realize this gathering will become the final battle between himself and Almighty God, where God destroys the armies with hundred-pound hailstones.
Les teaches that at the battle of Armageddon all the armies of the world have gathered into the land of Israel, and Satan actually feels he can finally and once and for all get rid of the Jewish problem. That is why he calls all the armies to the Middle East, not realizing it will turn into the final battle between himself and the Almighty God. God then destroys the accumulated armies in Israel with a tremendous hailstorm of hundred-pound hailstones. Scripture likens it to grapes in a wine vat: the nations' armies are packed primarily into the valley of Megiddo, and they are destroyed with the accompanying river of blood and water as deep as bridles and horses' bits. Revelation 18 then gives the full view of how the whole world system comes to its end.