Re-downloading App wants to buy again.

When I've already bought an app and then when I want to redownload it, I click on the Buy button but it gives me a warning that my account will be debited, it doesn't give me a message that I've already bought it and it will download for free. At first I thought it might be because I messed around with the actual app files in the finder, but I just bought an app now and when I go to it again and click Buy it wants to buy it again. I haven't clicked yes so I don't know if it will actually charge me or not.
Strange thing is, if the application is free, it recognizes that I've downloaded it before and it says that it will download it for free because I have it.
This all is on iTunes on my Mac, not in the App Store application on the phone.

This happened to me, too. I ended up recovering the deleted app file from the Trash and then tried to "buy" the app again and it downloaded fine.
But based on the current problems I'm having with multiple copies of the apps it looks like the new download may not have overwritten the old one, even though it never asked me to pay again.

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