Not to be “that guy,” but Craigslist has changed a lot over the years. They’ve kept the same coat of paint on it (visual design) but the way it works evolves continuously.

For one obvious example, search results come up in cards now by default and you can use hover arrows to go through the photos on each one. It is far more visual experience today than it was when search results were a compact list of text titles.

And depending on what you search, there are tons of specific filters that show up in the left column. Search “sailboat” and you can filter on make/model, propulsion, length overall, year manufactured, price, miles from location, etc. It works a lot more like eBay or other modern e-commerce sites than the blue links and default fonts let on.

Keeping the old fonts and colors seems sort of like the famous door-desks at Amazon. It looks like a functional decision, but really the main point is to represent a particular viewpoint of the job.