You've already loaded Data::Dumper, so the next step is to actually use it:

print Dumper \%Env;
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This will show you one thing: %Env doesn't have the structure you wish it to have. The simplest way around is to use two hashes: one for storing the key => value mapping, and one for key => type (ie file or directory).

Another possible solution is to store more complicated data structures - see perlreftut and perldsc for some introductions on how to deal with them.