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Not sure if a de-duplicating filesystem would help with that or not. Depends, I guess, on if there are similarities between the similar images at the block level.
Maybe try setting up a small, test ZFS pool, enabling de-dup, adding some similar images, and then checking the de-dupe rate? If that works, then you can plan a more permanent ZFS (or other filesystem that supports de-duplication) setup to hold your images.
Highly unlikely to succeed. The tiny differences are spread out all over the image.
That's what I was thinking, but wasn't sure enough to say beyond "give it a shot and see".
There might be some savings to be had by enabling compression, though it would depend on what format the images are in to start with. If they're already in a compressed format, it would probably just be a waste of CPU to try compressing them further at the filesystem level.