If you can't sustain the predicted cash flow, you aren't winning.

In future, as opportunity presents itself, we could deal with a tear down/rebuild situation, or simply sell then.

It's definitely possible, but as you mentioned, slow and steady wins the race. 

Even if the three original rooms dip to 400 and the one with its own bathroom goes for 500 than I’d be at 1700 which would be a win.

Even if the three original rooms dip to 400 and the one with its own bathroom goes for 500 than I’d be at 1700 which would be a win.

Or do you simply start pitching your deal to investors and accumulate the funds needed to purchase the property?

When I asked “why” he simply replied; “You didn’t thank me, so I took it back.”From that day forward, I was always the first of my siblings to say, “Dad, thanks for taking us to Dairy Queen, dropping us at the movie theater, taking us to football practice, and thanks for not getting angry when we were teaching our youngest brother how to drown in the bathtub.”  

Then, if our daughter didn't get into a good school in 5 years, we could move to a better school district and hopefully not lose much if any on the sale of the building....or simply keep in and continue renting.So to keep this long post from getting too long, for those of you familiar w/ this type of property in KC, is that realistic?

This looks like a nice little win for STRs.

You'll also make money off the houses you list and sell.This is an absolutely WONDERFUL and profitable business, and can be a real win/win when done right--honestly, ethically and professionally.