I honestly miss people building random stuff on the internet to showcase unique information on things like Geocities. They were almost always "ugly" but also always visually entertaining. I remember skimming through hundreds of car Geocities sites by enthusiasts who had no clue how to build a website but wanted to show off their rides. It was always a rollercoaster of poor UX and bad quality images but something was…
I don't think it's that, I think you're describing the electronic version of an old neighborhood with character versus a modern suburban planned community. Some people genuinely prefer the latter, but there's not much of a choice both online and in the real world these days, so we're all stuck with it.