First, is it really necessary to restart the server? can you just restart the service from Administrative tools -> Services? (Not a solution but might help a little whilst you're looking for one :)
Is there a reason why you are running Apache on 8080? Is IIS on 80? If so, I wonder if it may be stealing 8080 from Apache when the Apache worker restarts after its maximum allowed run time. As to why IIS should be doing that, I have no idea :) Also, is Apache configured for SSL? If it is, then it will be trying to use port 443 as well, as may IIS - & thus the above error message may be due to both trying to use 443 rather than 80 or 8080.
If you really can't get this working then running Windows & Linux (a LAMP installation) under VMWare or something similar may be an option. It's not as drastic as it sounds - I've done this on a laptop PC & it works!
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