How many kirtles, how many gowns? How many chemises? In any station, in any century, in any (European) country. How did a peasant's wardrobe compare to that of a wealthy trader's wife, or a knight's wife, or that of a princess? Thanks :)
I'm sorry, but I don't believe this question is answerable. We simply don't have enough extensive wardrobe records left from queens and princesses of this era, let alone peasants, to be able to determine averages for various levels of society. (Edited for clarity.)
What we can say is that people would have had much less clothing than they do today. Pre-industrially, cloth production was a more laborious process, which was reflected in the price, and most of the fabric ordinary people wore was made relatively locally. Sewing was, of course, done by hand, and little was sold ready-made. Clothing represented something of an investment, as it cost a proportionally larger amount of one's income compared to today.
If you want to know about styles of dress or materials available in a particular area, you can probably get a more specific answer.
I can't really answer your question directly because it's actually a bit too broad to answer well ("medieval" is a term that spans close to 1000 years, by some estimates, and countless countries/kingdoms/states where vast differences existed in climate and access to raw goods, etc). That said, I can recommend the following resources for a very detailed analysis of the "how many of X articles of clothing" question for a specific portion dealing with 16th century England.
Rich Apparel by Maria Hayward. Deals with a broader swath of classes than most clothing history books do, but is mainly focused on the middle and upper classes.
Researcher Drea Leed published a pretty extensive database of inventories and receipts on her website that allow you to search for instances of specific garments. The Probate database is particularly interesting because it deals with the wills of those of more modest means, though again, we're not talking peasants. For instance, in the probate inventory of Alice Bates, there's three entries for gowns and one entry for a smock, which is a reasonable amount of clothing to assume a woman of modest means might own.
The question of non-elite women, particularly the so-called peasant class, and what their wardrobes consisted of is extremely hard to answer, because unless they left enough possessions behind to warrant a will, very little in the way of clothing is remarked upon otherwise.
You do run across references every now and then to descriptions such as "Mistress Margaret Smythe, who had iij gowns left to her by her sister lately departed" or "the miller's wife bequeathed her eldest daughter her best gown, and her best smocke to her daughter-in-law" (those aren't actual references, fyi, just examples). So, it's reasonable to assume that if a woman had some little means, she probably had at least two gowns -- one for her best wear (for going to church, or other special occasions), and one for her everyday wear.
But beyond that, it's just difficult to know for sure how many of what garment was the average. As more wills, inventories, and trade receipts are coming online, it's becoming easier to get a pretty good idea of how many gowns a middle class woman might own, or how many pairs of shoes the cordwainer would make in a week, but it's by no means a question that can be answered easily.
I think it would really help to be more specific with this question, "any medieval" time period and any (presumably European) country and 4 occupations is simply an obscenely broad spectrum to attempt to answer. Perhaps consider a specific time period such as the High Middle Ages and at least a specific region of Europe if not a country/Kingdom.