That was a very uncomfortable time for many people.

Commercial developers routinely attach deed restrictions (often called "restrictive covenants") to property to restrict the use of the property.

In either case, typically the Real Estate agent/office will have their preferred lenders, escrow companies and other supporting vendors that they routinely work with.

Now you said that you are a new realtor and have closed a few transactions recently:Jason, for the last four years I've been working in the corporate world for the hilton hotels corporation, and to tell you the truth I do not want see myself another 26 years of the same routine. so basically I decided to become a realtor to pursue FREDOOM.

(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.