I posted this a few days ago but decided to stop being lame and actually call the town myself.
I got bounced around departments for a little bit (I don’t blame them, I doubt anyone has “dealing with kids who bought a 60-year-old car we owned for 8 years and he wants to know why” in their job description) until I eventually got a guy who is in charge of all the town’s vehicles. He wasn’t sure about the reasoning behind the Beetle’s initial purchase, but he was very interested in finding out, as well as interested in the car itself. I sent him an email with pictures of her as well as the original article I wrote on it for Oppo back in October.
Hopefully this is the start of finding out why Andover bought it; I’m really excited to find out.