Jesus is talking to a group of people about what they as individuals should and should not do. All occurrences of "you" and "your" are singular, including the understood "you" in the commands "let," "go," "give," and "do not turn away." In some languages they may need to be plural. (See: [[rc://en/ta/man/translate/figs-you]])
The "coat" was worn close to the body, like a heavy shirt or a sweater. The "cloak," the more valuable of the two, was worn over the "coat" for warmth and also used as a blanket for warmth at night.
This is one thousand paces, which is the distance a Roman soldier could legally force someone to carry something for him. If "mile" is confusing, it can be translated as "one kilometer" or "a distance."