I would also share pros and cons of paying taxes on the windfall versus owner carry.

What was killing me was that I thought I was being told that preparing for vacancy/management/maintenance/repairs/etc. was so much less important than appreciation, that I shouldn't concern myself with cashflow at all and just pay whatever price with total disregard for carrying a mortgage for 30 years and concern myself with only the mortgage PITI.

Moving into a flip is going to slow down the process and thus raise carrying costs.

This option is ideal for penalty-free investment but comes with added complexity and strict IRS rules.Alternatively, a 60-Day Rollover allows you to withdraw funds and redeposit them into an IRA within 60 days to avoid penalties, though it carries the risk of missing the deadline.

I may not have explained myself clearly, so I apologize if there was any confusion.You are absolutely right that to carry out tangible commercial activities in Spain, such as real estate projects, it is necessary to establish an SL (Sociedad Limitada).

And as of now I've listed myself direct with Zillow and other platforms.I'm now weary as to whether I want to carry on down this journey for the property management.I only have 1 SFH so I don't need much, mostly just wanting to streamline how I communicate and manage the property. drop rentredi asap. 

Long term hold, with buyer planning on carrying existing financing to term without the ability to quickly cure default — terrible strategy with huge risk for both parties.   

But having those rules on paper was like carrying a big stick—great to wield when needed but mostly a deterrent.

You have the means to purchase and intend to offer owner financing (you) to the buyers of your lots.That sounds pretty straight forward as long as you are able to carry the loans and deal with any defaults.I don't have a background in raw land deals, so that's all I got.Thanks for the feedback and I will keep these things in mind as I move forward. 

Reason is a Heloc generally carries a higher rate on a shorter term and "Can Never" be used as an "Asset, or for PITI reserves" which are both required when you buy an investment property.