Here is the situation:
ASA appliance, 7.x code.
We have an inside network, say 192.168.1.0/24 on e0. We have a /27 assigned to the outside interface say e3. We want to use multiple contexts to migrate IP space. The new ip space is a /24. So the idea is assign the /27 to the outside interface in ContextA, and assign the /24 to the outside interface in ContextB. both contexts would use the same inside vlan/subnet. Static statments would exist in both contexts to map one of the /27 IP's to a given inside address, and also map one of the /24 ip's to that same inside address.
This way you can have a web server for example that can answer on the /27 space as well as the /24 space. Should this work? Any caveats?