Finding the right car under $500 down in Cheshire, MA is just a few simple steps away. Each used vehicle in Cheshire listed can be bought with $500 down. Buy a car with 500 dollars down in Cheshire and get an auto loan with $500 down at a single convenient Cheshire Massachusetts location. Our Pittsfield area used car dealers offer you the best chance to finance a used car in Cheshire with a low down payment and a monthly payment that fits within your budget.