Hmmm...

my @ips = qw(
  127.0.0.1
  10.129.30.5
  10.129.30.2
  255.255.255.255
  10.109.30.5
  142.222.130.23
  10.109.1.1
  142.222.87.30
);

my @sorted = map {
  $_->[1];
} sort {
  $a->[0] cmp $b->[0]
} map {
  [
    sprintf("%03d.%03d.%03d.%03d", split /\./),
    $_
  ]
} @ips;

print map { $_.$/ } @sorted;
[download]

Is that reasonable? (I did test it - it seems to work for the example above.)

Update: Change the @sorted line to this also works:

my @sorted = map {
  $_->[1];
} sort {
  $a->[0] <=> $b->[0]
} map {
  [
    sprintf("%03d%03d%03d%03d", split /\./),
    $_
  ]
} @ips;
[download]

This one uses numerical comparison... not really sure which one would be faster. I like the first one better if only because it looks to me like I'm doing what I say I'm doing, where as this one looks more like I'm faking it.