When you extend the length of Address attribute on a Contact or Account, this does not actually extend the length of the attribute in the database auto-magically only the length of the data that can be entered on the UI.
The address details are not stored agains the customer, they are stored in a seperate entity called "Address".
In order to extend the address you need to update the "Address" attribute too.
See this KB for more info:
http://support.microsoft.com/kb/973029
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