Quote Quoting ilya980
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Does the law say anything about when the interest accrual should stop?
I checked the statute you posted. Can't tell anything from it.

Quote Quoting ilya980
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Is it a common practice (perhaps in many towns in MA) to charge penalty interest upfront as a "non-prorated" lump sum accrued through the date of the next bill??? I've never seen an interest computed this way. An interest is always computed from the due date until the amount past-due is paid in full, not until some future date, which in this case happens to be the next quarterly due date. Essentially, if my payment was only 1 day late I would still have to pay the same interest for 92 days.
I agree. I'm just not sure you can do anything about it.

Quote Quoting ilya980
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Is it feasible to sue town's tax collector in small claims court? Will the court hear the case?
Before you can sue a government agency there is a special procedure you have to go through.

See:

https://malegislature.gov/Laws/Gener...eIV/Chapter258