One of my best friends moved to Chesapeake two years ago. She loves it (her husband and boys do, too). They're right off the Elizabeth River (off River Walk Parkway) and commute to ODU each day. I visited them last summer and it's beautiful down there. While she drove me around, she was trying to sell me on the idea of relocating...even going so far as to point out a few houses in her neighborhood that were for sale "with nice, big backyards for Oscar!" I gave her an A+ for effort!
It is quite lovely down there and I could definitely live the coastal lifestyle in a heartbeat. Mr. CB, OTOH, isn't exactly down with the idea. Plus the riding would be "meh" in the immediate area.
What specific questions do you have? I can pass them on and see what she says. Maybe best to do by PM?