ITunes can’t download song purchased from old computer, on to new computer

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I bought and downloaded a song in iTunes on a PC of mine. I never synced it to my iPhone. Well, I got a new computer, and no long have the old one. I think there might be a problem now.

Here is what happens when I click Check For Available Downloads in iTunes:
All purchases have been downloaded for this account.

And here is what happens when I click on buy, for the song in the iTunes Store:
You have purchased this item before.

Is this a case of a badly worded dialog? I've seen something like this before in the App Store when I needed to reinstall a paid app. In that case I "bought" the app again, the second time without being charged.

Best Answer

Unfortunately this is the expected behaviour. Re-download of music is not supported. You have a only a few options:

  • Wait for iCloud to become available for Japan. Currently Automatic Downloads for Music is only available in the US. Once it is eneblaed internationally you can enable it as Hand-E-Food described in his answer.
  • E-Mail Apple support and tell them you lost the music due to an hardware-crash or something similar. There are reports that Apple support allows re-downloads of your complete purchase history. But this is a one time offer and a courtesy of Apple.
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