I found this one on realtor.com by doing a search that only showed me properties with asking prices no higher than $150k

They don't mind higher vacancy rates then SFH might be an option.  

The bank will make you leave 25% equity in the property - but you also still want the property to at least cash flow some - so be careful how much equity you pull out / new debt you take on.I would do a cost benefit analysis of what your actual gain is in cash-flow on buying a new property with a (currently) higher interest rate (if financing), versus just holding on to the current appreciated property and enjoying that cash flow.All the best!

The reason I held off was my returns were higher than 90% of my competition in the Smokys and I am a math nut. 

The property we purchased for $20,000@Bekah Estes Most lenders have loan minimums much higher than that and most have purchase price minimums of $50k as well.

I wouldn't think it would take a private lender (which is much higher priced) than a typical mortgage broker's rates.Is there a reason you think you need a private lender?  

For example, if your purchase price was $300K and the FMV at gifting is $500K, the recipient's cost basis remains $300K, potentially leading to higher taxes upon sale.You and your spouse can gift up to $38K annually per recipient (under the annual exclusion) without reducing the lifetime gift exemption.

The rate might be .5% higher for the 30 year, but looking at it financially what if you took that $187/mo and invested it into the stock market at 7-9% returns? 

The higher insurance premium required a higher escrow payment which the original borrower didn’t let me know.  

Offer to pay them off in 5-10 years at a higher interest rate.