I happen to prefer my vintage machines to the newer ones. I like the computerized machines for their wonderful features like embroidery, etc., but I'm always afraid I'm going to burn out the motors when I'm quilting so I find myself going back to my vintage Kenmore, Singer and Domestic machines for the heavy lifting.
As far as "retired" is concerned, it's an industry term to keep you coming back and spending money on the newest, latest and "greatest". "Retired" just means that that particular model is no longer being made. It's planned obsolescence. If it's new in the box, retired or not, it should retain the same manufacturers warranty and all it's associated benefits. Check with the manufacturer to confirm before purchasing.