Image in Media library is not the one I uploaded

I've spent more than an hour goofing around with this. I have a set of images that I have uploaded to the Media Library multiple times. First i had these images there each time I want to upload them again, I first permanently delete from the Media Library and then drag and drop them to upload to the library. When I look at the images in the library, they are being displayed as older versions. I know this as 1 in particular I cropped in a very different way to make it landscape 600x400, but in the library is still keeps displaying the portrait version.