[spaced-out]

>I don't see anything at all that contradicts the idea of the Shire as an idyllic anarchic/collectivist society.

Sam is Frodo's servant. Anarchic societies don't have masters and servants. Then the natural question you should ask is why? Frodo is not a noble and Sam is not a slave, so the only reasonable explanation for why Sam is the servant is because Frodo's family is wealthy and Sam is in their employ.