Hi all,
I have been trying to repair a very similar problem since Tuesday when I installed a copy of Outlook 2010 and tried to log on to icloud from my Win 7 Pro 64 bit Dell PC. I have read far and wide about this problem and spoke to Apple who kindly got it to work on the 2nd fresh user account that they got me to set up. Don't try to copy files and app data to a new user profile. It is almost impossible. User profiles 'copy to' is disabled 'greyed out' in win 7. sysprep is the only way to copy a user profile and that is for IT experts only. Even then it does not copy all settings and personalisation. Enough of the small talk. Many thanks to others for the various ideas I tried and was successful with here. Not really sure which step fixed it but it did for me:
Make sure you have all the latest windows and office updates for your PC
First use the winsock reset CMD routine described elsewhere here using 'run as admin'
Sign out of iCloud Control panel on your PC
Uninstall the mobileme control panel software from windows control panel
Download that again from the Apple website and install it
(it will say mobileme is now iCloud just continue and ignore that)
Sign in to iCloud control panel
Do not check anything (before opening outlook) 1st time other than 'mail with outlook'
Click Apply
Close iCloud PC control panel
Open outlook and set me.com email as 'default'
Close outlook
Open iCloud PC control panel again
Check: 'contacts with outlook'
Check: 'calendars and tasks with outlook
Click Apply
When you click apply, if you see merging contacts/ calendar flash by then it has most probably worked.
Open Outlook and hopefully raise a smile 🙂
Good Luck with this!