How feudalism works in this case with land/housing. There is only so many properties that have development permission. In fact there are only so many properties period, most of the land isn't sectioned off for private property. Then the population is increasing over time, but the supply of new properties with development permission is increasing much slower than the population is growing.
The only thing the government allows is more density, eg.. developers buy a bunch of houses and building a condo building there. Even on that the government is allowing them a bit slower than the rate of population growth.
Through this method the price of land with development permission is constantly rising each year. Eventually it becomes so valuable that the feudal owners only do things like build apartment buildings on their land and rent out each unit for high amounts. Or buy up houses an divide the house into rental units.
Then in time it becomes so there is a feudal land lords who are like 0.1% of the population. And a middle class that is 10% of the population and owns their own homes. And 90% of the population is renters at eye wateringly high rents.