It allows us to pocket a pile of tax free cash from the sale of our primary.

As for house-hacking an existing quad, only putting 5% down in this high interest rate environment will almost certainly mean you won't be "living for free" as is the point of house hacking.

Have you considered how living in one unit and renting out the others can essentially let you live for free?

Question: If we move the house to a different location vs demolish how  would this affect the 1033 and capital gains tax.

An easy math example is $1,250 of rent needs to support $1,000 of mortgage, property taxes and insurance and HOA (if applicable). 

I am assuming free estimates only apply to properties you already own.   

Or they may decide to move in and live for free for a while.

Your monthly payment will be $15,000 and doesn't include taxes or insurance.

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