The problem with Milton's Paradise Lost is that it's misinterpreted the way you're currently misinterpreting it. Milton didn't seek to characterize a Satan that is worthy of our admiration.
Indeed, there's an innate Libertarian core that resides within us all but Milton sought to, like GRRM in the Games of Throne books, expose how morally bankrupt some of us are for admiring an individual such as Satan merely because of his desire to be 'free'.
We thus conveniently forget all of the evil that Satan commits because we see something in him that resides within us: an innate desire to, as Rousseau refers to extensively, to be freed of the shackles of tyranny from above.