Hi All
as first, now I don't have a solution for it. I tried to reinstall of iCloud.exe but no effect.
I have the same problem here. My set up is: Win 7 last update with Outlook 2010 and iCloud 4.0.2, iPhone 5 iOS 7 full update.
In outlook I'm using exchange account and gmail (imap setup) + iCloud (to be sync with my iPhone).
Few weeks ago I realize that synchronization between Outlook and iCloud stopped and it is not working 😟.
I'm not sure by this but I think that this problem could be problem of Windows, Not apple 😟
I found out that If I create totally new windows account (new user). Open outlook and add my gmail + exchange account + iCloud account (so new set up) everything is working correctly and without any problem!
Next what I found out is that If I create new profile in Outlook and I create all my account for that new outlook profile it is not working!
Next what I found out is that if I add different iCloud account is my current outlook profile on my current windows user account (I mean iCloud account I never used before on my Win 7 PC) it is not working anyway 😟
In my case this problem is not connected to iCloud and Outlook generally, I can see problem only if i set up iCloud with my current window user account.
Another issue is:
If I sign out iCloud from my PC and confirm delete data from my PC.
After that I add the same iCloud to the PC again.
In Outlook I can see that there is no calendar in iCloud group.
All my iCloud calendars are part of main calendar group created by main account in Outlook.
Next problem is that I don't have any special panel with synchronizing icon in outlook/calendar anymore. (I used to have it before that problem in Outlook.
BUT, If I create new windows user account and add my current iCloud account I can see that panel as a last one in Tool bar by clicking calendar icon in outlook.
It means that problematic file has to be somewhere in C:/users/name/appdata/