I will definitely check IL laws and consult property manager.

Probably best to invest in a consultation with a lawyer or zoning officer. 

@Dan Smithconsidering this is your first investment property and you are unfamiliar with MA Landlord/Tenant law it would be wise to consult an attorney to help with the eviction.

@Parker Cox,Definitely consult with the professionals, they are the only ones who can truly answer your question reliably.

If you are unfamiliar with design features in this price point in your coastal area of FL, might I suggest you hire a consultant or designer (make sure the designer is an investor at at minimum, investor experienced as many designers love to pick expensive name brand stuff that you could easily make the same look at half the price).Hattie's list is good and outdoor kitchens are a must in coastal areas like yours and mine.

@Daniel,I highly recommend (if you haven't already) consult with an environmental engineering firm. 

Definitely have your agent consult their broker or manager re this item. 

Hi Gabriel,It is a good idea to consult with a few lenders while you are looking for an investment flip.

Another point to consider is a "Plan B" employment - areas like Washington DC, the Carolinas, Atanta, GA, and Florida have tons of contracting or consulting jobs for ex military.  

If you are wanting someone to look over legalities, I would recommend consulting with an attorney.