That's the cost of a car. And then, it's not "never be made uncomfortable by the weather again", it's "one specific set of clothing you won't be uncomfortable". So it needs to be washed. Is it work clothes, party clothes, outdoor clothes - it's not all fashions (that's a different enchantment). Most people also won't wash and wear the same clothing every day to every event.
While not a deeply researched list, there's a rather good price list at
http://medieval.ucdavis.edu/120D/Money.html
Another, better researched but less general list is at
https://thehistoryofengland.co.uk/resource/medieval-prices-and-wages/
A woolen garment (probably tunic and hose) 3 shillings.
A fashionable court gown could be in excess of 200 shillings (£10)...
A peasant's shirt 2/3 of a shilling (8d), and the tunic for over it (almost essential) 36d. shoes another 4d. ... So, 4 shillings for a common outfit... 10% of one's income. For the current equivalent - poverty line of about
A
years rent of a cottage 5 shillings... A nice townhouse 20 shillings per year. base laborers getting around 40 shillings per year, tho often not in cash. Some commoners making up to 120 shillings per year, especially townsmen with master or journeyman status in a guild.
Comparing to current US, base labor is about poverty line... so $25,000 a year... a simple shirt, tunic and shoes would be $2,500... instead of the roughly $50.... $10 for cheap shoes, $25 for a set of sweats (shirt and trousers), and $5 for a Tee-shirt (plain), plus a pair of socks, which is the equivalent outfit.
It's been noted that many did not have more than 2 or 3 outfits, perhaps not even more than 1 full outfit.... and a second shirt.
Speaking of which, popular entertainment! Communication magic is useful, but I imagine that theatrical performances would be augmented with illusions, lights, and sounds. Maybe an enterprising wizard could figure out a way to "record" such performances to be played back later. Maybe you can buy crystals that display such performances.
Assuming the D&D spell lists...
The wizard likely wouldn't record the performance, so much as reconstruct it with his own memories of it. And enchant an engine for the moving illusion. If good enough, the engine goes on tour... and he gets paid to make another...
And likely as not, a troupe of entertainers would have illusions and magical costuming of major parts. The recordings being recollections rather than direct imaging, these illusions get recorded nicely, as well. You just set the engine on stage, trigger it, and it replays the play as the wizard saw it... every time, exactly the same, but in 3D, tho' the sides away may be filled in less spiffily.
D&D Demographics: The basic mode for PC Classes in 3.5E DMG (p. 137-141)
A small town of around 1-2 thousand adults will typically have 1-7 wizards, 1-15 clerics, 1-15 druids, 1-15 bards, 51-110 Adepts, 1-7 paladins, 1-7 rangers, and 1-7 sorcerers. 98-175 potential casters, but the local Paladins and Rangers likely have no spells.
So 0.8 to 1.1% total adult population of potential casters...
So, all in all, around 1 in a hundred by the 3.5E DMG process. 1 in 100.
Oh, and due to caveats, hamlets can have some high level druids or rangers living within... and their students.