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#11
Disk Clean-up can release a significant amount of space, particularly if you click the 'Clean up system files' button. Doing so adds a 'More options' tab where you can delete all but the latest restore point (these can eat up a lot of space).
The list of things that can be cleaned with the system clean up include 'previous windows versions' (your windows.old) and 'Windows Update Clean-up', both of which can be quite significant sizes.