Hi Ben, I think this might be tied to the last OpenSSL vulnerability as this came out of nowhere today on our two devices. How I fixed it is described in this post. I have tried multiple restarts/removal/etc. without updating OpenSSL and it was all without any luck to run it via https://. All devices are running the latest macOS Ventura, latest Locals and latest Chrome/FF/Safari. I can not remember what exact message was shown there, but I think the one that is related to self-signed certs or the one the one that will be shown, when you access https:// site with proper cert.
Edit: Maybe it helped to switch (and link) from LibreSSL 3.3.6 to OpenSSL 3.0.7 as this was on all our macs before.