A technician will usually check pressure, the expansion tank, circulators, zone valves, the relief valve, and the burner, and test combustion and the flue. On a steam boiler they look at the water level, the sight glass, and the low-water cutoff.
After a flood, expect a closer look at controls and the burner, and possibly a recommendation to replace parts or the whole boiler. If replacement is the plan, Lakeville's Building Department handles mechanical and gas permits through Viewpoint, and the Fire Department takes oil burner permit applications online.
Boilers in older Lakeville houses may sit in tight cellars with low ceilings, which affects how a new unit gets in and where its venting can run. Ask the contractor to walk the path from the door to the boiler during the first visit.