Are you talking a purely cash flow play (LO payments versus rent?)

I am heavily invested in the neighborhood and will do this to do my part in maintaining the area but from a pure financial analysis I would be better served by bulldozing the property.

a small minority get rich in real estate through pure tenacity and luck, vast majority that are able to 'make it big' already has strong foundations (i.e. capital).If you're already gotten as far as med school, the smart thing is to finish it, get a real job, then use the high income to leverage low interest debts for investment.Jumping ship this late in the career game from a high trajectory track to something like real estate with no experience or other foundation is a calamity in the making.

John- My first property will be a duplex/tripex with the main goal of paying my mortgage, allowing my to save money for my next pure investment property.

Holding rental properties in an LLC is purely for asset protection. 

That should allow you to do a purely financial decision based upon numbers and then you can add in your personal needs and desires for cash flow or if you can afford to keep the property and subsidize it for repairs and such then that might be your preference.

My ultimate goal with my site is gaining pure organic leads; although, I know some leads will flow through the site because of direct mail and ads such as Craigs List.

BEHR is ridiculously expensive.Semi Gloss pure white on all trims, baseboards, and doors.Justin's idea of looking at model homes is brilliant, copying others ideas is much cheaper than creating your own ideas.

Both agencies have been granted an exemption from "pure" QM requirements for seven years or until they come out from under conservatorship.

While asset appreciation is a factor, it is a minor one in my decision making and I treat it purely as "gravy".