Unless you are going to liquidate and put that capital into a better asset, keep it! 

You should also have some focus on fun time, or relaxed time whichever suits your personality better.

Also looking to find private lenders who deals in my area- maybe to get a better deal on this JUMBO I am working on.

That's worked much better. 

Cashflow is tough on SFHs and better on duplexes/MFs imo.  

Our area is not unique, this is a nationwide issue (opportunity) for accounting firms.In the end I think many would be well served to think of their CPA/EA as they do an attorney - while they can also help provide planning advice to better structure your tax life and save some money, a portion of the cost is just a cost of doing business - you are required to be compliant by the Feds / states / etc, and the CPA/EA is insurance to ensure you get it right and stay out of their way.

It's obviously better than owning without any offset to that mortgage payment. 

(One example is episode 534) We can afford to pay the difference to hold onto the property for appreciation but it seems like maybe there is better ways to use our money so that it both cash flows and appreciates. 

@Yair ZarmonOption 2 sounds like the better choice for your situation.

Better still would be to sell directly to a builder.