As having visited many times and knowing people that live there i will share with you the following:
The waterbury community is very warm everyone is accepting of others there is one yeshiva ketana rebbe/teachers all very caring.The classes are small.classes are separate after fourth grade. There are many working families. For jobs most people go to hartford stamford and west hartford 30-40 minute commutes. There is a well stocked shoprite with tons of kosher stuffs and fresh bagels. Waterbury also has a deli and a pizza store Additionally plenty of people do favors in terms of shopping needs and lifts to NY and NJ. As well as neighborly things like babysitting sharing shabbos meals etc.. You can live in waterbury proper(near the shule and yeshiva) where houses go for 150-200K depending on condition, none is less then five bedroom or you can go to blueridge which is sort of its own community on the other side of town where i believe houses start at 280 and they so far have something like twenty families there with half in kollel. Near the yeshiva(waterbury proper) there are probably 120 families.
If you want to know the downside property taxes are high and it snows more often then in ny and gets colder earlier and of course as i assume you are aware it is still growing and certain amenties you might have been accustomed to growing up might not be in place just yet.But really everything else is great.
Like anyplace though I recommend to call the yeshiva to arrange to spend a shabbos by someone to see for yourself if the place is for you. Hatzlacha wherever you end up