People are always trying to reposition and sell off assets.

I think you would be wise to sell and use the VA loan for your new home. 

If the return elsewhere is better, selling may make sense.

The reason to purchase a property through this process is the same today as when we started two decades ago. 

Ask them about their process to onboard.  4 doors is not much. 

But ya have to make some educated prognostications in life.Add this to the information your processing - What your talking about doing is eliminating around $4000 or interest expense (which is deductible anyway so really could be a real impact of eliminating $2800 or so) of debt in exchange for paying over $10K in capital gains tax (don't forget possible state gains tax as well).  

You have $200k in equity but you’ll have a taxable LOSS after selling for $1M or even $1.05M. 

Wondering if I should worry about missing out on "the right time to sell".2.

If so, they can sell within 2 years and not pay capital gains taxes on the sell of the home.They could take that money and buy multiple rental homes in other areas if they wanted, or use the money to downsize in to a different home while still having money left over.

That's the biggest difference as far as the process goes.