Make sure you leave that new LLC as a disregarded entity, or if you bring investors on with you, make sure it’s taxed as a partnership (subject to Subchapter K).The only way to mitigate cap gains would be if the property appraised very close to its net tax basis.The other strategy at your disposal is to dissolve the S-Corp in the same year (though you really need to be in-line with your CPA on this one)… you should have more tax basis post- deemed sale, and that basis would help you achieve a capital loss on dissolution of your corporation.Talk to your CPA my friend!!

Don't pay more in taxes than you need to, especially when there are options that you and your CPA/tax professional may not have considered. 

@Nicholas StevensonGood suggestions to ask the seller if they can carry the note and talk to other lenders.Also a reminder there will be tax implications when you cash out on the crypto and that you should consult with your CPA before you sell.

What do you guys use for book keeping, to categorize transactions and generate Profit and Loss reports for your CPA? 

This is helpful for a few reasons:1) It will be easier to track performance of your rental.2) Your CPA will thank you come tax time.3) You' will thank yourself for not having to dig through old receipts, bank statements, etc. to find expenses and income for tax time.

Are you comfortable working with your CPA remotely?

In theory I pay others for this, but my CPA has not said anything - he blindly fills out schedule Es and I blindly pay my taxes, nor did the FA i paid $2K to look at my stuff raise an alarm. 

As a specialized real estate CPA, I'm here to provide expert guidance on your most complex tax matters, from navigating 1031 exchanges and cost segregation studies to optimizing your rental property deductions and handling multi-entity structures.

I read that companies offering a checkbook IRA LLC set up package cost more than that set up by an(my) attorney or CPA. 

Talk to a cpa in your state.