Which type of pump depends on the pipe. If it is, for example, a 1 ¼ inch metal pipe, you will need a suction pump. If it is usually a plastic pipe with a diameter of 110mm or more, then it is better to use a submersible pump. Whether the system needs to be completely or partially dismantled in winter depends on where the pump and also the pipe are located. Since the pipe and also the valve will certainly be at least partially exposed to frost, it must be drained.
You can easily determine the depth of the well and the height of the water level yourself. Needed are a string, a nut or any other heavy object, something light, e.g., the cork of a wine bottle, and a folding ruler or something similar.
Tie the nut to the string once and lower it into the pipe until it reaches the bottom, then you can measure how many meters deep the well is. Then tie the cork to the string and do the same again, then you will know where the groundwater currently begins in your well. The difference between the well depth and the water surface is then the available water column.
Even if the water column is high, it does not mean that you will not have problems with the water supply. Because it could be that your pump extracts more water than can flow back in. Or the water level is so low that a suction pump can no longer properly pump water.