Had the South won then what would the Confederacy be like in your opinion?
I think the Confederacy would ended up similar to Canada today.
I think they would have eventually rejoined the Union. It would have probably taken another 80 years or so, but I think slavery would have eventually become uneconomical and worse, embarrassing, and I think they would have eventually abolished it.
I also think Charleston would have become a far more important Port than it is now, more along the lines of New York or Boston. I think the national power/finances would have become less concentrated in the New England area.
In case you’ve never read it, here’s H.L. Mencken’s take on an independent South:
http://theamericanmercury.org/2010/04/the-calamity-of-appomattox/
We would have reunited, and become the United States again. But without a lot of the baggage with which we are presently saddled. We would have been a more disciplined and respectful -- and respected -- nation than what we are today.
semper antebellum , deo vindice