You need to look at your risk tolerance and what your numbers would look like if you got stuck with the credit card payments for an extended period of time beyond what you expect.

I’ve built my own SF, MF and designed STR and have been successful within all three but they all take work and risk.

I want to purchase a condo with the loan 100% in my name, with the intention of completely remodeling the unit for potential rental opportunity. 

And given that risk-free Treasuries pay 5.3% now, is a 5% premium over that worth it?

I have posted before about the desire to own land and potentially have a spot where I could decompress and relax in the offseason.

I just am not making much sense of your direction.Give us more input on why you want to invest beyond diversifying from equities, what your risk tolerance, and time horizon is for the net proceeds not from what you just said.

There is opportunity but also a lot of issues and risks.

D) which of these two strategies would have the better resale potential?

You can potentially own the property with no out of pocket costs (rent covers expenses and then some) PLUS you get the added benefits of equity, appreciation, and continuous income from the rent/cash flow.  

@Patrick Fraire if I could overlay that with properties for sale that would be awesome, unfortunately its super time consuming to flip back and forth between the Riverside map and a map of properties for sale (and many of the potentially interesting ones are right near the borders).