With all of the Vietnam scooters floating around, I often get asked to point people in the direction of good honest vintage scooters. Here is one for sale right now on ebay. It is a '65 Vespa 125. One of the last years for this model before the Supers came along. I really like the VBB/VNB body style, it is just about as classic as you can get. They are very reliable scooters, and just about every part is available for them. This one has some good points and bad. The main bad point is that it has been repainted, from the looks of it, rather poorly. The scooter was clearly not taken apart for paint, and you can see that numerous nuts and bolts were painted over. On the other hand, someone cared enough about it to paint it, so one would hope that it has not lead a life of too much abuse. All of the parts appear to be there, and it has the neat accessory legshield basket. It also has the special US market "Mikey Mouse" tail light, which is neat. There are a few other strange things... I'm not sure what is going on with the rear seat, and I'd want to know what is hidden under the floor mat.
All in all, the buy it now price of $2300 is a bit on the high end of fair. If I were looking for a 60's Vespa, I'd keep an eye on this one. If it didn't sell, I'd email the seller with a lower offer, certainly under $2000.
I am not too up on the new Vespas. However, Piaggio has tried to make some new ones into "collector" scooters by making "limited editions". I think this is kind of fake. It will be a long time (if ever) that the new Vespas approach the value of the old ones. I would just think of the GT60 the same way as an ET4. Take into account normal depreciation if you want to buy one. Personally, I'd be more into one of the newer 300's than anything else. Faster is always better!
-Paul