Having spent 40 plus years working in our legal system, here's my take on this. Would I be PO'd and steaming hot if it was me that was unlawfully detained by that idiot? You bet I would! However we all scream about the idiotic judges with their stupid decisions and ambulance chasing lawyers out there jamming up our legal system. The detainER was wrong, but not acting as a nut case or for malicious reasons and thought he was protecting his friend's property as any of us might have done, minus the forced detaining of course. A simple, "leave the property now" and then calling police would have been what he should have done. The LEO on the scene (when he arrived) had options at his disposal too of course, but I'm sure the MDer himself refused to leave the property because he felt he had authorized permission to be there. Time spent by MDer from that point on was voluntary time spent by MDer awaiting new owners confirmation of his right to be there. It is no one's fault that new owner was not immediately available for contact.
The LEO probably looked at this as a legitamate misunderstanding, considering the facts as layed out, and didn't feel a ticket for anyone was warranted. The judge will probably say that the LEO applied "common sense" to an apparently very heated situation and handled it appropriately, in my humble opinion.
Why detainER didn't immediately call his friend, who he didn't know had recently sold the land, remains unanswered and should have been done too however, in my humble opinion.
The MDer, although he lost use of his very limited time on the sight, in actuality can't prove he lost anything but that time in any court of law, and therefore can't show any monetary damages to back up his $3000.00 claim. Lasting emotional distress worth any money will also be hard to prove on the MDer's part from the facts as laid out, without follow up treatment by MDer with a licensed medical nut cracker.
This is at best a small claims court case and will probably at best, wind up with detainER giving MDer an apology since there was no criminal or malicious intent by detainER.
Don't get me wrong, guys like this detainER drive me crazy too, but I just don't see any real court case in this matter. Of course, I've been wrong before too. Just be thankful no one pulled a weapon and this thing didn't escalate into something much worse.