It looks like I-190 / I-395 beltway is heading in the direction of what I-495 beltway used to be, and worth looking at in terms of investment over time. Worcester has been trying to revamp itself as far as an urban area, and the nearby towns are worth looking into. Even in this area, a 1000 SF home in good condition can be priced close to $300K right now.
You can so quickly get into a world of hurt if you buy a home near the top of what the bank is willing to lend you. S&**T happens, life happens, and real life is way more expensive than the formula the bank uses. I'm thankful I was so conservative, and I sleep much better at night.