This was in VT, I would reccomend consulting an attorney in MA.

You should be consulting with your CPA ot tax preparer to account for the specifics of your individual tax situation. 

I would definitely consult/call the property tax assessor's office in whichever county you plan to reside in to be 100% certain as they will be able to tell you. 

I wanted to let you know that I have security cameras installed around my property, which allow me to monitor activity, including the tenant’s comings and goings.

Hi,Regarding your questions:#1) I highly recommend you consult with a licensed insurance professional in your area, especially one experienced with landlord-specific insurance.

Is there any reference I can consult for guidance on these issues?

Read books, attend seminars, or consult with financial advisors to continuously improve your knowledge and make informed decisions.

North Coast Consulting Group , we are a private lender  TED, you posted you have " A LOT of props you want to sell" what's up.

Or figure out how projects are developed and get one "most of the way" (land leased, site planned, permitted, power purchase agreement signed) and then sell the deal to a big developer.My perspective: My W2 for the last 8 years is environmental and development consulting for oil & gas, renewables generation, transmission, and commercial RE development.

They charge for their consultations.