Is it possible to have multiple sites that runs on port 443(has domain, with ssl cert), 85(ip only)?

I have 2 sites: sample.com and test.site.
sample.com has a domain (http://sample.com) that is currently running on port 80 and test.site is on port 85 that has no domain (http://111.111.111.1:85)
Is it possible to set SSL Certificate on site http://sample.com?

I already added the following on site_config.json from sample.com site.
"ssl_certificate": "/etc/letsencrypt/live/sample.com/fullchain.pem", "ssl_certificate_key": "/etc/letsencrypt/live/sample.com/privkey.pem"

and perform bench setup nginx, nothing has happened.

But when I perform bench config dns_multitenant on and bench setup nginx, as on what I found on other discussions, then I cannot access the sites anymore. Does anybody has an idea on how it should be fixed? Thanks