Is it possible to pay in person? While it is inconvenient, I go to my town hall every 3 months to pay my taxes in person and get the employee to stamp on my bill that it has been paid. I did this in the two towns where I live now and lived previously and had to pay property taxes and the city in which I paid taxes on my late father's property when I was the executor of his will. Also, I have paid these bills two or more weeks before their due dates, hoping that my payments won't be lost in the last-minute rush of paperwork and record keeping. I have never yet had a problem, knock on wood. However, I know that I am fortunate to be able to pay off these bills early. Once I was in the hospital unexpectedly for 3 months (referred to on other threads as my medical disaster) and missed a property tax payment. My son, who had access to my ATM account and a savings account, paid my monthly bills but missed this because the annual bill, broken into quarters, had arrived before my medical disaster. When I recovered and went to the town hall, I showed records that I had been in the hospital and all penalties and fees were removed from my account.