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I did some reading on the topic. For me, the $100k budget seems more than reasonable based on my research. Can probably spend quite a bit less without skimping.
The roadblocks for me are time commitments and the language. It appears you are going to have to be willing to live there more than just a few months in the summer. Definitely going to have to get fluent enough in Italian in order to pass a residency test, which is required if you want to own a car there.
Most Italians speak some English in the larger cities, but when you get in to the country and rural areas, not so much. My Italian is limited in that I can ask for a restroom, order food, get a taxi, check in to a hotel and bargain for things at a market. After that I fall on my face. And, with those awesome Italian roads I would have to have a car there. So, not a good fit at this point in my life.
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