So. I don't like it in the photo you linked here. (I don't like those particular socks, or the culottes.) However, I've seen it done well, and interestingly, elsewhere, I think Anna has done it and I liked it.
That said, I used to wear socks+flat oxfords with dresses and skirts. I still like the look but if we're being honest it made me look about 12. Since this is a perennial issue for me ( nobody thinks I'm my age, which while not always bad, is a big issue in terms of my professional life) I don't think I'll be revisiting the look. But I can see it working on people who look more sophisticated.
ETA: I see Angie mentioned the juvenile thing too. I agree, the look with heeled sandals is fun. I can't personally do it because I don't wear heels... But maybe just for fun I'll try it with my platform sandals. No guarantee I'll wear it out though!