Few years ago I've bought few plots of vineyards and started to make my own wine. I was lucky that many members of my familly is making wine for many years already (like few 100s of years) so I was able to borrow some equipment and get help sometimes.
It is generating some money, but I am in the process of professionalising whole business and that costs HUGE amount of money so I basically invest all of my earnings and will continue to do so for next decade(s).
Being born into winemaking familly was big gift and a curse. Without having some basic infrastructure there is no way I would be able to afford starting. On the other hand it brings complex familly issues when you try to do something different: I am farming organically, I refuse to use any "modern" additives and even stylistically I prefer doing very dry old-school type of wine instead of what they thought is modern off-dry and semi-sweet wine.