Although you can always collect and hire an attorney to do so without a valid contract between the creditor who in this case is you and the debtor you normally cannot recoup attorneys fees. In general a collection matter is done on a contingency basis with a certain percentage of the recouped amount going to the attorney. There is also a matter of costs being due to cover service, purchase of an index number and other administrative costs. This can sometimes be recovered and it depends on the court itself. I am not admitted in MA but know in NY you can recover costs when you get a judgment but in CT you oftentimes cannot so it differs from state to state.

If you call a local attorney they will review costs with you and than you can decide if it is cost effective to proceed legally.  You may also be able to set up a payment plan with the debtor without proceeding to judgment and in essence save the money it would costs for those fees associated. If you have any additional questions please feel free to post them here. Thanks.

Massachusetts General Law Chapter 183 Section 6 allows a condo association to initiate a collections action for past due condo fees after 60 days deliquency.  Section 6B states that the unit owner is personally liable for all sums assessed including penalties, interest and all costs of collection - which includes attorney's fees, costs & charges.

If the unit owner has a mortgage, the lender should be notified and likely will pay for the collections amount and costs, as the association has the right to place a lien on the unit should the owner fail to pay.  This lien will be superior to the mortgage, which the lender will want to avoid.

Contact an attorney who hs experience in this field as soon as possible.