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I've had this happen a few times now, not sure what causes it, but iCloud Photo Stream occasionally stops syncing on Windows 7 for me.

The way I have fixed it is to reset iCloud  by:

  1. stopping the Photo Stream process ApplePhotoStreams.exe using Windows Task Manager
  2. renaming the %APPDATA%\Apple Computer\MediaStream directory (i.e. C:\Users\username\AppData\Roaming\Apple Computer\MediaStream)
  3. log out and back in again
  4. restart iCloud (Start, type iCloud, press Enter) and re-enable Photo Stream.

Judging by this thread on the Apple Forums uninstalling and re-installing iCloud also seems to do the trick, but of you're reasonably computer savvy, my method may be a little bit quicker.

With any luck, the next version of iCloud will fix this issue.