As you get further away from standard real estate practice, the risk is increased by a “legal” risk that your protection may be interpreted quite differently than you expect by a court and that the subtleties of the protection a mortgage or trust deed document provide with established law and court decisions handed down for (in the U.S.) 250+ years is not existent. 

I acknowledge that the government uses tax benefits to incentivize the market to function a certain way.

Title underwriters are wired differently and see risk that’s either invisible to us (due process noticing, etc.) or non-existent (odds of an heir born in 1850 objecting to a petition in open court). 

There are so many working functions  that is does get a bit overwhelming.

Making decisions as applications come in is a very good way to end up in court. 

Here in PA, the local website we use to check evictions is https://ujsportal.pacourts.us/CaseSearchOur Allegheny County Department of Court Records website is: https://dcr.alleghenycounty.us/If you live somewhere else, it's something else.

For such a community, I think pickleball courts, walking paths, and dock access to local waterways would serve as enough incentive to attract homebuyers but not incur high HOA/increases to retail price. 

You can brag how your Sub2 are all great grand and groovy but fact is your 1 event away from a forced liquidation event. 1 court ruling on Sub2, 1 event where lenders do look-backs and enforcement, your goose is cooked.

There is "delayed financing" options where you can do this but its usually not same-day.However, what you are looking for is probably a hard money lender that does not require appraisals - this allows quick closes and functionally the same as cash offers (and pretty much what you appear to be looking for)

Quiet title is a procedure for notification to any potentially interest parties to put forth any claim they might have within a certain period of time; and if no claims are put forth or if claims are put forth but the court finds no merit in them, then the court will affirm title and the questions related to validity will be considered resolved.