I have a ton of music in my iTunes directory, but it won't sync to my iTunes

I used to have three playlists - Husband's list, my list, and purchased, but now all I can see are my purchased list and it seems like I no longer have the other playlists. But I have all of the music I've copied from my own CDs to iTunes stored here - C:\Documents and Settings\username\My Documents\My Music\iTunes\iTunes Music, however the only music that shows up in my iTunes Library are the songs/albums I've purchased from iTunes store.
I found a link on the forum to locate "lost" playlists, and I do have three here C:\Documents and Settings\username\My Documents\My Music\iTunes\Previous iTunes Libraries, but I'm not sure what to do from there. An honestly, the largest size file is 52KB and I know that is way too small to store all of the music referenced above.
I feel like this all happened when the last major iOS upgrade came out for my iPad (original iPad).
Thanks!!

I'd report the problem to the iTunes Store.
Log in to the Store. Click on "Account" in your Quick Links. When you're in your Account information screen, go down to Purchase History and click "See all".
Find the item that is not playing properly. If you can't see "Report a Problem" next to the item, click the "Report a problem" button. Now click the "Report a Problem" link next to the item.

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I have all of my music loaded into iTunes but can only play the songs that I bought through iTunes. Am I doing something wrong or can I only use the iTunes player for iTunes music?

From my post on what seems like the same issue (found here: https://discussions.apple.com/message/21087892#21087892)
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Greetings,
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itunes;
why have i lost purchased music from my itunes library (files not found) and how do I get it back??

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iTunes Store purchases can usually be re-downloaded from the iTunes Store.
Downloading past purchases from the iTunes Store, App Store, and iBooks Store
http://support.apple.com/kb/HT2519
Cheers,
Allen

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Hello Uffda ND
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http://support.apple.com/kb/PH1663
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I have a ton of music in my iTunes directory, but it won't sync to my iTunes

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