@Bryce Bastian  A few thoughts on this:- If the owner's desired price is $1.3M and that's the value now, why wouldn't they just sell it outright? 

For example, Inheritance tax, capital gains tax ( not planning on selling but just in case), etc. do we create an llc within a trust or do we create a corporation. my accountant recommended a c corp and doing a title transfer but from the research I've done the leaves us liable to capital gains tax.

We are selling a fun EXPERIENCE.

We also guarantee the listing back when owner/investor decides to sell.

The majority of mortgage borrowers today have rates below 6%.This means that sellers have to be VERY motivated to sell. 

I'm reminded from non-RE friends about how I take risks with real estate and I should be try to be mortgage free but when I look at my stocks, I have no control over the value other than to buy or sell. 

-Tenant mix - buildings with a good mix of stable, creditworthy tenants will be seen as less risky and could sell for a higher price per sqft.

Ultimately Im looking to build equity in the home to eventually leverage and purchase another property or sell and trade up (1031).

I don't really plan to use my license to sell to the public as I already have a full time job and our investment business will take up the remainder of our time. 

They may waive the 55+ requirement while you work on it, as long as you rent/sell to a 55+ tenant.