@Xochitl Cadena I am adding here advice from an attorney so that you also benefit and comment on your experience. I just don’t understand the purpose of a security deposit then.
“The breach of contract in the form of not shoveling snow and cutting grass is something completely different from the security deposit law. First, I don't think it is worth it to try and recover the $1200 of unpaid rent. It will cost more than that to file the court papers and go to court.
Next, The security deposit statute is located at MGL 186 15B. It is very complicated and demands strict adherence by a landlord. It requires an itemized list of damages to the rental unit before or at the beginning of the tenancy, the amount of the security deposit cannot exceed one month's rent and must be held in a separate bank account in a Massachusetts bank, the landlord is required to provide notice to the tenant of what bank the money is held in and account information. You should have a receipt from any contractor who repaired any of the damage caused by the tenant. Damage does not include reasonable wear and tear.
I could go on about security deposits and Housing Court. The damages paid by a landlord for these violations is three times the amount of the deposit plus interest plus court costs and attorney fees. So, unless you have an itemized list of damages before he moved in and after he moved out with written estimates for the repairs, you probably won't win in Court. I don't know the extent f the damages you're claiming, but you had better have complied with everything in the statute concerning security deposits and be able to prove damages or it will costs you a lot of money.
Lastly and most important going forward, I suggest small landlords do not take security deposits from tenants. Tenants always use violations of the security deposit law as a defense to an eviction. “