If they're making the returns you expected, I'd give it some time for you to get comfortable having someone else holding the reins.

She is now 96 years old and there is no need for her to hold on to the property.

My main goal in pursuing the person was not to recoup for damages, but instead to hold him accountable in some way.Not wanting to throw good money after bad, I went the DIY approach to filing suit. 

Or should I hold for another 24years and finance smaller homes on my own savings? 

State/local are determined by your state of residence, not the state the property securing a loan you hold, or property you own is located in.  

For me, Down Payment and Closing Cost, Since I am young and want this to be my retirement, I want to buy as much now and hold forever.

Is he holding rent due to maintenance issues? 

Our initial plan was to hold it as a MTR (medium term rental) but decided to flip instead in order to fund the purchase of our new primary residence.

Are you thinking more buy and hold or flipping strategies?

Hold back 20k if you're considering this.