If you're wondering, "Where is the fancy area of Cleveland?" (Or really rather, "Where is the rich area of Cleveland?", there are actually a few answers. Bratenahl, Westlake/Bay Village, and Hunting Valley come to mind. But if you're looking for fancy restaurants and upscale shopping in Cleveland, go to Shaker Square.
It's located at the junction of Shaker and North Moreland Roads. There are plenty of restaurants such as Yours Truly and Fire, art galleries, a toy store, and a Dave's Supermarket.