I apparently don't have a whole house water shut off I can use.
This is an odd one. The only whole house shut off is on the city side of my meter and the person from public works I talked to said only the city could operate it and if it were to break while I operated it I could be held financially liable.
Does anyone know of a ballpark price to get a plumber to install on my side of the meter?
Do you have a water softener? Usually that's the first ingress point into your house, even before the hot water heater (normally). Most of those will have a shutoff value near it. It won't get your outside faucets but at least it'll get everything in your house.
Just shut the water off at the street and put a shutoff on your main before it enters the house. Worth doing if you ever have a need for it should ideally be right before a hose bib so you can drain your line.
Depends on where/how it was installed. Code where I was at required a shut off right before it, independent of the bypass (and I almost called out the bypass on my original post to account for that)