Been thinking, need your opinions

Since you live in the rust belt, I'd rather that you didn't drive a classic mopar in the winter and have it rust out beneath your feet.

Get yourself a low-mileage grandma fresh Buick LeSabre or something similar. 3800 V6, good fuel mileage, good in the snow,cheap to buy, cheap insurance, and they don't really break anyway. Parts are everywhere. It will even start at -25 without issue. Other than the condition of the transmission, those cars are utterly bulletproof.