Macs have amazing resale value. I sold a Mac Pro back in September for $2400 that cost me $2799 a year before. The thing was stock just like the day I bought it. I also sold a four month old black MB for $1450, that was $50 less than what it cost me back then. It's amazing!
i think that's what the OP is trying to say that why macs have such high resale value. I don't think it has anything to do with being "emotionally attached". But for some reason, some mac computers are selling for crazy high prices.
So why are people paying such high prices? There could be many reasons.
1) Like some of you have mentioned, computers that were only available for a limited amount of time (such as 12" PowerBook) have high resale value because there are some insane mac lovers out there who will pay high prices just to own that computer.
2) Second and the most important reason is lack of knowledge. You will see people paying so much for rev. A macbook air on eBay, when they could have gotten rev. B for same or just a lil more. Same thing goes for iphone 3g and 3gs. 16gb iphone 3g is going for $400 on eBay, while 3gs has dropped to $500 now. When iphone 3gs came out the prices of iphone 3g went down, because alot of people upgraded to newer iphone. Then instead of staying the same or going lower even more, they actually went up. Because most people don't know the difference, other than 3gs can record video and 3g cant.
There are so many other examples, like 2 + years macbook pro going for $1000+, when you can get a brand new or refurb MBP for about the same price. Again lack of knowledge, maybe some people don't even know about refurb. macs?
3) Third reason is, Apple don't ship to all the countries in the world. Also, in some countries where it does ship, the prices are so much higher ( due to currency differences) that it will still be cheaper for the people to pay $1000 for a 2+ years old on eBay then to pay in their own currency buying the same computer locally.