As Chris mentioned it works the same, however, the tax credits and incentives may be different for a primary home vs a rental.

I'm also pretty sure that 2 of the tenants are getting government assistance and I think they are longer term tenants.After taxes, insurance and with the owner paying for heat and water the owner claims it is netting $20,000 per year.

I paid him several thousands of $ - well above the $600 tax threshold.

If not the swap, the non-profit might instead offer as much as 1.25x the value in cash, in which case I might consider selling or could just keep it for now (taxes are virtually zero).Does anyone have insight or suggestions on commercial real estate that could help inform this decision?

And are there additional taxes that Arlington County levies on AirBNB operators? 

Was thinking rent out our unit, do another another live in flip, live there for 2 years to avoid the tax hit, then sell it….Anyone have any creative suggestions?  

If you are cashing out then don't forget your taxes.

I've interviewed like 4 CPAs/tax strategist this year and it's difficult because I know I'm not always comparing apples to apples.

And it is tax deductible.

If you simply slow it down just a bit you'll also be able to keep the tax on profit deferred and use it for your own growth with 1031 exchanges.Instead of buying fixing and then selling to ratchet up slowly.