Netochka Nezvanova [1]
Ted's Caving Page, with the story of his discovery in a local cave [2]
TempleOS [3]
Jon Bois' Future of Football [4]
They have the vibe of one person with a keyboard and a strange dream, and that's what I love about the web.
I feel weird about a UX design shop critiquing this aesthetic, because they're such different worlds, and I don't want the professionalized web shutting down the personal web. But maybe that's the point: web brutalism is a cool, freeing thing in projects that really are personal, but risks becoming selfish or self-indulgent when applied to the wrong project.
[1] http://web.archive.org/web/20121023110850/http://www.salon.c... [2] http://www.angelfire.com/trek/caver/page1.html [3] http://www.templeos.org/ [4] https://www.sbnation.com/a/17776-football