Playing in actual in the gambling site or casino is still the best way to learn how to play there is no shortcut you have to play to gain an insight into the game, you can read articles or watch Youtube on a particular game but to set up your own method and gain the insight you really have to go experience it.
There will be methods that wouldn't last and as long as it's working but as for the experience. There are these people that wants to be called gambler but can't drop much of their money as starting.
They can play with some casinos that do offer play money for testing.
Well gambling is pretty much risky as it is regardless on what is at stake, gambling with properties are only truly for the risk takers and truly loves gambling. I would say there are no limitations for it and you can bet with anything.
I don't think that he's intended to gamble with property, he just used the word and preferably with understands it with different meanings.