One thing I may do, is get a few quotes from contractors on roof conversion cost versus flat roof replacement.

I may at some point sell one side off if market dynamics shift in a way that would make more sense for me to sell versus hold. 

I am thinking of the following themes: Abundance, prosperity, improving quality of life/neighborhoods/properties, integrity.

I like to be as detailed as possible on the lease, and we continue to upgrade and improve it as we go.

"Core" stabilized assets are for investors with low risk profiles who want capital preservation and stable predictable cash flow with low risk (versus higher risk alternatives in stocks and bonds...or value add and real estate development).REITS, insurance companies, pension funds, family offices, very high net worth individuals/families who have already made their wealth, etc. 

So, that is a calculated amount based on what you paid the state, plus additional interest, assuming there have been no improvements. 

Wouldn't you want a $5mm property appreciating by 10% a year versus a $1mm property? 

We want to sell our biggest home in hopes the cash flow can be improved by splitting it into 2-3 homes versus one.  

To get to this level, you could either pay down the loan through payments or make some improvements to the property that raise the value or wait for the market to appreciate on it's own. 

Purchased for $193,000 in 2014 (VA)IRRRL/VA to VA for 185,000 in 2016 @ 3.625% / 30yr (Bank paid 100% of the fees)Currently owe $175,000Realtor thinks we can sell pretty quick at $234,500Market seems to have improved quite a bit in the last few years.