I have several copies of the same track - how do I remove extra tracks?

First, I am now running iTunes for windows, 11.1.3.8
My computer is a laptop running Windows 7.
I have an iPod classic that I try to sync with it.
I have a mix of songs downloaded from Amazon (sorry guys) or ripped from CD's. 
A year ago, iTunes started creating several copies of the same track.  For example, if I wanted to listen to Adam Ant, I'd have three copies of "Desperate, but not serious" and one copy of something else and two copies of "Room at the Top."
So, I deleted the extra tracks.  Sometimes this was horrid because if I deleted the wrong track, the other tracks wouldn't work, but they all looked the same (same number of bytes, no numbers at the end of the titles, etc) so I had to be careful. 
I cursed, a lot, so after a time I deleted iTunes completely, then started over.  That seemed to fix it.
BUT, today, I have the same problem.
It's random.  Not every album is effected.  Not every song on a certain album is effected.  It's not just songs I ripped, or songs I downloaded.  There's nothing you can point at and go "AHA!"
Furthermore...this might be a separate problem, but my iPod is not always recognized by iTunes, and some of the songs on the iPod get skipped.  Again, no way of telling which songs it doesn't like...it skips some ripped, some downloaded.  No correlation that one can easily track.
What I would like to do is fix iTunes then reset the iPod and start over, I guess?
Any ideas?  Thank you all in advance.

Apple's official advice is here... HT2905 - How to find and remove duplicate items in your iTunes library. It is a manual process and the article fails to explain some of the potential pitfalls.
Use Shift > View > Show Exact Duplicate Items to display duplicates as this is normally a more useful selection. You need to manually select all but one of each group of identical tracks to remove. Sorting the list by Date Added may make it easier to select the appropriate tracks, however this works best when performed immediately after the dupes have been created.  If you have multiple entries in iTunes connected to the same file on the hard drive then don't send to the recycle bin. This can happen, for example, if you start iTunes with a disconnected external drive, then connect it, reimport from your media folder, then restart iTunes.
Use my DeDuper script if you're not sure, don't want to do it by hand, or want to preserve ratings, play counts and playlist membership. See this thread for background. Please take note of the warning to backup your library before deduping, whether you do so by hand or using my script, in case something goes wrong.
(If you don't see the menu bar press ALT to show it temporarily or CTRL+B to keep it displayed)
tt2

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