It's not a bad place for things like a starter home but you guys seem already well established not sure what your budget and living requirements are but if you can afford a bit more Northampton is much more suited for you always a live downtown area and plenty of events always coming to town. Schools in Greenfield are nowhere near as good as anywhere in the lower part of the valley.

Unfortunately like many other parts of the state it is a city highly affected by heroin abuse it is more or less a hotspot for it because its so close to the Vermont border and runs right along I-91.

Hope this was insightful.