3) If in the event zoning is an issue, or it makes more financial sense to not convert to a commercial loan, is there a way to SPLIT the quadplex so that each duplex sits in its own lot and I become the owner of two separate lots, each with one flat roof duplex?

Hi @Matthew Masoud, I think you touched on the biggest issue with mid-term rentals.

Accountants are in such demand, that the best are not even accepting clients half the time.The other problem I see often with accountants on here is that they specialize in larger investors, and have really high prices when you as a smaller investor do not need all the bells and whistles.Another thing I see is folks thinking they need to have a tax professional in their state.

Using Philadelphia as an example, in other areas, especially the more suburban neighborhoods, you could run into ERSA, steep slope, and more common to encounter interpretation issues on the part of the plans examiner.

The issue is it will be short term so what are you gonna do to pay it off.

The issue with this for ARM's at the moment is that the yield curve is inverted meaning that a 3 month treasury bill is paying nearly 5.5% and the 10 year is just over 4%. 

My lease says the rental will be provided pest-free and I will cover any pest issues for the first two weeks.

:) To follow up on our conversation, each DSCR will have different requirements however I am not seeing an issue with you not having personal rental history so you should be good there.

Do you think I'd have issues renting it out and/or selling it?

It sounds like the passivity of having a new construction rental with low cap ex and hopefully not many repairs would be beneficial in your situation.I am not sure which exact community you are considering but I would definitely make sure whatever builder you are going with is high quality to avoid long term issues.