Hello Magenta...
While we wait for some of the info that Dillion's requested which would be helpful, I can share some basic thoughts that expand some of Dillion's very good points.
"
Gurrellia Housing" and the related living tactics are not for everyone, but can be achieved if one is willing...

I have lived at least 1/3 of my life this way if all the days are added up.
If you buy and own a five acer plot of land, and it is zoned for housing of some sort, plus
gardening and/or livestock, then you have more opportunities than most. A very nice timber framed barn, shed and perhaps even a
greenhouse or two is not an unreasonable thing to have for any small ag production, whether it is for only self consumption or small CSA (
Community Supported Agriculture.)
These buildings (and the future house) will need some form of parking for cars, and equipment like trucks and tractors (whether you have them or not is your choice) so
local residents will become accustom to seeing vehicles coming and going.
So it now boils down to where you "wash your face and rest your bones" which can be done very easily (and clandestinely) in a barn or
greenhouse. One does have to understand this a way of living that entire families have done for years just to survive...so...it is achievable, but not the standard way to live as most "first world residents" understand to be normal. It is supper easy for the "single person" and some couples...much harder with kids and Elders. If you have ever read the "The Diary of a Young Girl," by Ann Frank, you can get an idea of how some have lived.
So, what I would suggest perhaps as a test to see if this "lifestyle" is something you can cope with:
Sleep/live for a week in your car, in a different location every night. If you get caught, you get an "fail" for that night.
Next, is to sleep outside the car without getting caught, like in a park, side of the road, on the roof of a building (I slept on top of a police station for 3 days once...

) or at/in a church, etc.
Perhaps even try plain old "street living" as the homeless have to. It is a humbling experience and one that I
think every human on this planet
should be willing to do to appreciate what some must go through because of their circumstance in life.
These may seem extreme, but I know too many the "romanticize" Guerrilla Living, but don't really have the desire to really do it at any level, nor understand it...While others it becomes a standard skill set of how to sometimes live.
I even have a friend here in Vermont that had a reasonable income from his landscape and masonry business, owned 60 acres but wasn't much of a "farmer type." To put his son through college, he moved out of his house and rented it, and then moved into his car and "Masons Shed" he had in the industrial district in town. This became such an adventure for him that he didn't move back into a house for almost 6 years...
If you have more specific questions, I do my best to respond...
j