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They're still available on the secondary market, and I still use mine almost every day.

My classic ipod is 10+ years old, contains my entire music library (> 15000 songs/recordings) and continues to work on a daily basis. The battery seems to be operating fine and I've never encountered any disk errors. There is less than 10G available on the disk but I'm not acquiring content any more so that's acceptable. It's an example of a product that just worked. Maybe the UI could be a little tempermental at times but, ultimately, it did what it needed to do and what I asked of it. It will continue to accompany me until it goes cold and dead.

Does it have to be an iPod? Since back then countless digital, mobile audio players came to market - from expensive audiophile choices to affordable, yet worthwhile options. Sony and Fiio make decent, affordable audio players to name two examples.

In the car I just stream Pandora or use Google Music. Being able to control it by voice is pretty important for me.

You can second hand, try eBay or Amazon.

There's also the non Apple branded ones.