It is such a great opportunity to build long term wealth through appreciation while opening the potential for steady cash flow as well.

His criminal record shouldn't play a role if he was released from prison five years ago and has held a steady job, has good landlord references, etc.Disorderly conduct looks pretty minor, and I don't see how it poses a risk to you.

Great assets (cashflow and appreciation, low to no cap ex), steady (low cash flow, good tenants, slow appreciation, low to no cape ex, and dawgs (low to negative cash flow, lots of cap ex coming, aggravating tenants).

Groveland and Oakhurst are popular spots due to their proximity to the park, so they can provide steady bookings, especially during peak seasons.

So unlike markets like 30A and the like where prices have remained rather steady despite the returns being extremely poor at current home prices, I think we've probably already hit the bottom (or at least near it) on home values.

Are you looking for steady cash flow from rental properties, or do you want to see your investment appreciate over time?

One thing I learned is slow and steady wins the race.

Both ways would accomplish both goals your family has set forth without losing the steady income ( The freed up cash flow and removing yourself from the day to day operations). 

Other ways people have higher cash flow is higher down payment (>20%, which isn't a good option) or they were lucky and got lower interest rates.Long term rentals are more of a slow and steady income. 

They have claimed their thermostat changes temperature (ex. they set it at 72 before bed and wake up and it's 65 degrees in the morning.)