Some may disagree, but I don't think there is any place that can compete with The Villages dollar for dollar.
That being said, a very nice 55+ community is Oxford Greens in Oxford, CT. It's a Del Webb community and it's on beautiful golf course. If you are not living in CT more than 6 months and a day, you don't have to worry about state income tax, sales tax is 6.35%, and there are no tolls anywhere in the state and Oxford property taxes are much lower than most towns.
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