I'm not sure what you mean by this. If you mean the oft-repeated criticism of the absent landlord, that's not really the problem you make it out to be. You can buy land from a landlord.
You can. In the case that the landlord is willing to sell. If he can keep you subdued and funding his lavish lifestyle by not selling and requiring tribute from you for working "his" land, even, perhaps to the degree that it is hard to save to move elsewhere or if that is not an option for other reasons, then there is an issue. This was more of an actual problem in feudal times but there are aspects in the current situation.
It comes down to a liberty thing really. If I come across land lying fallow and I could farm it to feed myself, by what logic is this disallowed? Because it is some corner of your 10,000 acre estate, portioned out by a king a millenia ago?
Part of the issue is that the population is not a static thing, people are born and die. It complicates allocation of limited natural resources. Particularly when those resources are not being limited by nature.
That's less of a problem in modern society, but there's no reason that a nomadic tribe couldn't claim their entire range, and a first-occupier rule would cover that. Just because you're not in all the rooms of your house all the time doesn't mean the rooms you're not in are not part of your house.
That wouldn't fly for more than a couple of days. Nomads can range for hundreds of miles and might not return to a place for years. (titular) Wars were fought in the US over such things. I'm not saying I have an answer though, I think there's just more subtlety needed than the "winner takes all" model and this is reflected in current laws to some degree (right of way etc)