Most of my jerseys were less than $50. I have a couple that were a little more but they came from unique events or places.
My line on bibs is 100 miles. Most of my bibs are made by Voler. My club gets them at a decent discount. They're fine up to 100. I can't think of any ride over 125 miles that I've worn them on.
I have a few pair of Assos bibs that I use for long rides. To me they're worth it.
I suggest you look at joining a club. Most offer discounted kit.