ITunes purchased music not found in library

Hi there, maybe someone can help me, I'm having MANY annoying problems with my itunes both before and after the 2015 update.  Problems with both music purchased directly from iTunes and from cd uploaded music.  Main concern is inaccessible music purchased from iTunes:
*The other day, I noticed about 1500 songs from my library would not play within the iTunes program.  These are from previously uploaded CD's and mp3's, and then I noticed also iTunes music, when attempting to play would give the error "unable to locate file/locate now".  Sure I guess I can re-upload the hundreds of CD's (sigh), but I'm mostly concerned about the inaccessible music I bought and paid for from Apple.
I tried some online research and found the Account Tab->Purchased within iTunes desktop program, to re-download...however this didn't  fix the problem because some of the iTunes purchased songs having the "no-play/can't locate" issue were not showing up as "Not in My Library"... And it appears you can only re-download with the cloud button, music that isn't already in your library.  But when you go to play them you get the error message and it shows an exclamation point by the check mark box.  Some of these inaccessible songs however, will play on my iPhone and some will not.
*Next issue, I also cannot locate MANY of these iTunes purchased songs/albums on my hard drive either (I am using a windows 8 computer). Very frustrating when music I bought from Amazon is saved securely to my hard drive and is also playable on ITUNES.  Apple's music won't even play on their own friggin program, but Amazon mp3's will???
*Next issue.  I applied the new updates to my phone and my iTunes program hoping to correct the issues.  This did nothing.  I opted NOT to use Cloud at the moment for privacy concerns.  Could this be adding to the issue with the iTunes music?
I also have over 100 songs that want to be re-downloaded from the iTunes application on my phone in order to allow those tracks to be available on my phone.  I went from my phone into iTunes->More->Purchased->Music to find these.  Do I have to go through each artist individually to re-download them all?
As you can see, getting very frustrated with Apple and their constantly malfunctioning softwares.  Is this an issue I need to take with me to the Apple store?  I went in before for iTunes issues and they said they wouldn't help me because I'm not using a Mac computer but a PC and they don't help people that use PC's, even though my iPhone5S and hundreds of iTunes tracks are from THEM.  Should I just throw in the towel and buy a Samsung next time? Spending my whole day trying to figure this stuff out when it should be accessible being that I already PAID for all of this music, such awful software, jeeze louise.

Hello JackieVall213,
Thanks for using Apple Support Communities.
From your post I understand that your purchased music has not downloaded automatically after pre-ordering an album.  Please take a look at the information below on how to download pre-orders from iTunes if you do not have automatic downloads enabled.
Download a pre-ordered item
When a pre-ordered item becomes available, you will receive an email letting you know that you can download your pre-order.
If you enabled the option to automatically download prepurchased content in iTunes, then your pre-ordered content may already be in your library. If not, click the download link provided in your email notification, and your pre-ordered content will begin to download. You can also use the Check for Available Downloads feature in iTunes on your computer (choose Store > Check for Available Downloads) to begin downloading your pre-order.
iTunes Store: About pre-orders - Apple Support
Enable Automatic Downloads - Apple Support
Take care,
Alex H.

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