OP, I don't own one but I have tried them on. Have you tried the New Jackie cos the large is LARGE, the med is still quite a large bag?
You get lots of options on the New Jackie with the 2 straps and the tassel, it means you can alter the looks and how you wear the bag, so it's very versatile. For a larger bag it's still 'feminine' looking.
As for the worth it, if its the bag is exactly what you want and you are going to keep it for a long time and use it then it's worth it.