HT201272 Downloading past purchases -- any help is appreciated

First off, I have read Apple's article on re-downloading past purchases, and it is not working out for me.  I've logged into the ITunes Store, gone to Quick Links, selected Purchases, and can view what I've bought there.  But, when I look at my music it is already listed as downloaded and does not offer me a chance to download it again.
The root problem is this:  When I bought the handful of songs in question (just 15 out of my 750 total purchases), I failed to back them up immediately.  Not a week later, the hard drive that the songs were stored on has stopped working altogether.
To further complicate things:  I had two hard drives installed.  The main hard drive (the one running Windows) was where ITunes was installed, and I had added all the songs from my library on the second, older drive without copying them over to the newer drive.  Most had been previously backed up to external storage except for the aforementioned 15.  So ITunes views them as having already been downloaded to this computer even though the part of the computer they were downloaded to is not longer working/active.
I've tried deleting the songs from my library -- technically they weren't there anyway at this point -- but they still did not appear as downloadable.
At this point I've considered repurchasing the songs, but I'd like to exhaust any other possibilities first.  Any help you can provide is appreciated.  Thank you in advance for looking at this and trying to help.

I would be very careful, I selected the upgrade photos and now I have a 200GB library file but no way to access the photos, it appears to be something to do with the 10.10.2 upgrade and the use of an external Thunderbolt drive to store my photos on, but I am nearing desperation in trying to get back my years of photos (last effective backup - despite having time machine turned on) - appears to be 2012.
This thread seems to have the most information
Yosemite, iPhoto 9.6 upgrade, large photo library is not recognised.
But it is outrageous that a 'minor' upgrade that was not meant to be about iPhoto could have such drastic outcomes.  It must be relating to the file service changes they were doing or the work they were preparing for the new photo app - either way, not happy!

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