My inclination to this point has been to just get an affordable 4 unit residence, keep some financial reserve for emergencies, and let the income fund the next one.  

Give them instructions for paying rent, communicating, and reporting maintenance/emergencies.

So that building isn't costing me anything per month and my rental income covers all expenses plus some extra which I just leave in an account in case any maintenance emergencies or vacancies pop up.

Naturally, I would prefer to keep some reserves on hand in the case of HVAC/Roof/Water Heater emergencies and get into properties with less out of pocket.

Lower value home  in market that most likely has zero likelihood of appreciation (not an emerging market) P&I payment under 300/month, On the back of the term (30yr term but note is in the 15th and beyond year), therefore your collection of interest payments is diminished.

Is private insurance going to leave me high and dry in an emergency?

Is Trenton an emerging and improving area that is worth jumping in?

Is Trenton an emerging and improving area that is worth jumping in?

It said "only emergency repairs" would be accomplished by the management.

.• Provide the town Building Department with contact information for rental properties that are not owner-occupied.The new policy also states that short-term rental “homes” will be limited to renting out two bedrooms at a time, with no more than two guests per bedroom; while short-term rental “establishments” can have up to five bedrooms available, also with no more than two guests per room.Also, short-term rental sites that are nor owner-occupied will be required to have a designated person who lives within 10 miles who is “available to promptly deal with emergencies” and compliance issues.The Town Board has yet to set a limit on how many short-term rental properties can operate in Woodstock and has not yet established any fees that short-term rental operators could be required to pay.