I've been teaching on and off here near Brescia for about 10 years, and I teach in a private language school.
Have you spoken with any schools in the area you'd like to move to?
The cost of a two bedroom apartment in this area (Lombardia) is about 400 euro, a three bed would be about 500, a month, and I assume it would be the same in E.R., though higher in Toscana for sure.
Groceries are considerably less expensive than in Texas, my home, but petrol is higher, around 1.30 a litre.
Utilities are cheaper because the houses are built sturdier and, in my opinion, are more efficient.
Buying a house is expensive. We've just paid about 220K for a "row house" in the country, and in a bigger city like Brescia it would cost at least 400K for the same thing.
If you have any questions and feel I may be able to help you, please write whenever you'd like!