Enclosed a few pics for your reference.Should I involve the HOA?

It is in an enclosed gate area that can only be opened from inside the fence so I'm leaning away from using it as storage space while I have other guests staying there.

Now my main issue is I need a fire detection system in a enclosed back porch that leads up to all three floors, but I don't know what's the minimum I would need to be compliant or that the fire marshall is suggesting what he wants or recommends.

The location is key, with easy access to transportation, parks, and the rich cultural heritage of the area.

On condo/MFH terms for a great deal of it, with extensive revamping of transportation systems.  

Another example of this is Newark, extremely strict laws making land lording a second job.When finding the right area to invest, towns with more lenient land lording laws and proximity to public transportation tend to be a receipt for success.  

For example can you enclose a dining room to create a fourth bedroom?

If the property fronts on a state road, you will need an Highway Occupancy Permit from Pennsylvania department of Transportation, to gain accces to the road. 

Being in NY maybe something to do with physical document transportation?

Finished basement with an added bedroom and enclosed laundry area.