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I would say 2 hours to drive across the state east to west (I-95 or I-84), and about one hour north to south (if you use I-91, a little more otherwise).
Jay's assessment about the northeast corner and prices sounds right. At one time it might have been a tie with the almost-as-rural northwest corner, but a lot of New Yorkers bought vacation homes there, though I've noticed looking at ads in recent times that prices have gone down there and it's probably "number 2" in CT affordability now. In general, anywhere in the state except Fairfield County is cheaper than the NY and Boston areas.
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