(Like the owner, relative etc)I will then ask the following questions:-  When was the last time furnaces or other routine items maintained or serviced?

Also I think your attorney is falling into the " find all the problems, not solve the problems" routine.  

It can also hold down routine maintenance as well as improvement costs after move-out.

Plans in place to cover future vacancies and routine property inspections? 

Dorchester, Roxbury and Mattapan are all gentrifying - roughly in that order.Once you start getting outside the RT 128 belt, prices start to drop - and outside RT 495, they drop sharply.Triple deckers in Jamaica Plain (where I grew up) are routinely selling at $1.8M. 

Other expenses can be depreciated if or when you move.Additional advice -- Investors routinely target non-resident owners in Cambridge.

It can be frustrating to read someone post negative things about a company when they are leaving out the entire story.I asked my staff and they said you have been appreciative and I am confident our communication has been excellent as that is one of our core values we focus on and routinely get told we do well. 

The due diligence on a single-family residence is pretty routine anymore.

If they routinely trade at $45K per unit then you’re probably buying a ton of built-in equity.

Look in the past archives on here to see what wise investors have routinely said was their biggest regret .. overwhelmingly it is that they regret not going bigger right from the start and of coarse another was not starting sooner .