ITunes won't read my iPod Classic, but Windows does; tried many solutions!

Hey Apple Support Community,
I wasn't sure whether this post belonged in the iPod forum or the iTunes forum as the matter concerns both, so I decided to post in both forums. My apologies if this is 'spammy'. (iPod forum is a little old anyway).
I just dug up my 6 year old iPod Classic from the grave and would like to start using it again as my HTC's headphone jack is extremely faulty lately. My iPod Classic is completely empty - I have no music, no photos, nor videos on it.
My problem is that on my Windows 8 Laptop, Windows is able to read the iPod, however, iTunes cannot. I went over to the Support page and tried almost every recommended solution out there, and nothing seems to work.
I have:
Tried different USB ports
Performed a Restore/Recovery after selecting 'Format' from Windows ExplorerIt is interesting to note that, whilst iTunes doesn't read the iPod normally, it did show up in the button (Spotlight button?) next to the iTunes button when performing a Restore
Uninstalled and Reinstalled every Apple application and program from my Laptop, including iTunes, Mobile Support, Bonjour, and more, and also, deleting any remaining folders related to Apple.
I have tried alternatives to iTunes such as CopyTrans and Syncios, but all seem to fail.
Troubleshooted my iPod various times
Restarted any Apple related Service as well as any Processes from Task Manager
Searched for Updates on Device manager -> Apple Driver and everything is up to date
It's worth pointing out that:
When opening the iPod folder in Windows Explorer (after enabling Hidden Folders), inside the 'iPod_Control' folder, there is no 'Music' folder; not sure if this is intentional or simply because there is no music file on my iPod.
The Software Version (which displays prior selecting 'Restore') is 2.0.1. If this is outdated, the option to Update Software is greyed out and unavailable.
My iTunes is up to date.
iTunes does tend to freeze up when attempting to read the device, but is perfectly fine after a while, it just does not display the device (implying it must have failed to detect it).
It is the first time using iTunes on this laptop (laptop is 4 months old), and has never had an Apple Device connected to it before.
iPod and iTunes used to work fine 6 years ago on a different PC which is no longer at me.
If anyone could shed some light on this problem, I would greatly appreciate it. Please do not hesitate for any further information related to both iPod or Laptop.

Hey, thanks for your reply. I ran Diagnostics and the results are as follows:
Retracts: 38
Reallocs: 56
Pending Sectors: 8
PowerOn Hours: 165
Start/Stops: 12666
Temp: Current 29C
Temp: Min 15C
Temp: Max 52C
I heard that a large number of Reallocs is bad; not sure if 56 qualifies as a large number. Would this somehow interfere with iTunes not being able to read the iPod?
EDIT: Your instructions say to attempt another Diagnostics after updating however my iPod will not update past 2.0.1 (I believe that is the last update that came out for iPod Classics), unless you'd like me to recover/restore it and then try again.

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Hey, thanks for your reply. I ran Diagnostics and the results are as follows:
Retracts: 38
Reallocs: 56
Pending Sectors: 8
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