>My son is 1.5 years old, so soon he will need a kindergarten, thus would be nice to have a good one not so far from our location. And some good hospitals nearby will also be useful.

The reason why many of us MAholes are such big fans of our state is that when it comes to schools and hospitals among other things, they're literally all good. Even the ones people here would say are trash are still far better than the majority anywhere else.

2 bedrooms plus an office isn't necessarily 3 bedrooms. We have a "3 bedroom" that has, essentially, a 4th bedroom. We use it as a nursery but it was used as an office by the previous owner after their kids were grown, before which it was used as a bedroom.

>when we go there we would like to not spend more than 30-50 minutes by car

You could be 3 miles outside of the exact location you want to go and still have it take over half an hour. Boston is insane for car travel. Fortunately the subway/rail system is pretty great (despite all the horror stories). If you choose a location with a commuter rail station, and there are many, you're looking at decent travel time into the city and much greater flexibility for where you'll be.

Personally, I'd never want to live inside of 95 or too far outside of 495.