Several things to consider. It doesn't really matter how much pressure you have at the street or how much elevation change that you have since you will have to live with it no matter what it is. What needs to be your biggest concern is how much movement in the soil do you have? At 2,000 feet, the soil can move an inch to several inches. Some types of clay here in Texas move an inch in less then a hundred feet!!!!
There are several ways to deal with soil movement, but first you have to understand how it moves. When dirt gets wet and then freezes, it moves. This expansion is exactly like an ice cube in a tray. In my area, it might not happen all year, but then in other years, the ground is saturated and the ground moves a lot.
If possible, dig down below the frost line to keep movement to a minimal. In CA, where I'm from and worked, we would have to put a 12 inch layer of sand on the bottom of the trench, lay the pipe in the middle with 12 inches of sand on both sides, and another 12 inches of sand above it. This cuts down on the movement of the pipe from the surrounding soil.
Almost all water like breaks are from the pipes being pulled apart from the soil moving. To deal with this, pipes are gasketed. Which means one end slides into the other end and a gasket creates the seal. In some pipes, they can slide half a foot in and out and not leak!!! From what I've seen and worked on, 2 inches is the smallest size water line available. You might find smaller, I just have never seen it.
Given what I know about pipes in the ground, I would go with a gasketed 2 inch water line from the street to your house. I would take into consideration your soil type and how cold it gets before deciding how deep I would go, and if I was going to add sand around the pipe.