For dwellings converted to condominium units, you will need to provide draft condominium documents and a maintenance plan as part of the special permit application
Start with an informal visit to the Planning Board as early in the process as possible:
You don’t need a detailed design, or any design at all
They will have to sign off on your site plan anyway
They can answer many of your questions
You can contact the Board’s chair and ask for time at a meeting or simply show up at a meeting (in person or online) and ask your questions during the time slot set aside for that