The project I'm currently working on is called Atlastory, and would be a Google Maps-like interface throughout history. The idea is to eventually have political maps like those in the OP + specific maps for historic events.

Demo is up at http://atlastory.com (for now only maps are WWII and Civil War). If anyone's interested in helping out please contact me. (Currently looking for another developer to help with the much more complicated back-end)