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Either you have disabled Restore points or somehow your storage limitations have been set to maintain files created at an earlier date, and therefore is not allowing your system to create new restore points due to a lack of space based on the settings of System restore, so try modifying those, and if that fails, try deleting some of the prior restore points if they are no longer necessary.
further to what BabyTech says also Try this Click start>run>and type services.msc on the extended tab scroll down til you see system restore service and check to see if it is enabled as automatic If it is not the click the restart service see pic
I checked and my System Restore is enabled on automatic.
How do I do what you suggested...."lack of space based on the settings of System restore, so try modifying those, and if that fails, try deleting some of the prior restore points if they are no longer necessary."