$re = '/\A\s*
(?: #########################################################################
# Option A: [<Addition to address 1>] <House number> <Street name> #
# [<Addition to address 2>] #
#########################################################################
(?:(?P<A_Addition_to_address_1>.*?),\s*)? # Addition to address 1
(?:No\.\s*)?
(?P<A_House_number_1>\pN+[a-zA-Z]?(?:\s*[-\/\pP]\s*\pN+[a-zA-Z]?)*) # Street name
\s*,?\s*
(?P<A_Street_name_1>(?:[a-zA-Z]\s*|\pN\pL{2,}\s\pL)\S[^,#]*?(?<!\s)) # House number
\s*(?:(?:[,\/]|(?=\#))\s*(?!\s*No\.)
(?P<A_Addition_to_address_2>(?!\s).*?))? # Addition to address 2
| #########################################################################
# Option B: [<Addition to address 1>] <Street name> <House number> #
# [<Addition to address 2>] #
#########################################################################
(?:(?P<B_Addition_to_address_1>.*?),\s*(?=.*[,\/]))? # Addition to address 1
(?!\s*No\.)(?P<B_Street_name>\S\s*\S(?:[^,#](?!\b\pN+\s))*?(?<!\s)) # House number
\s*[\/,]?\s*(?:\sNo\.)?\s+
(?P<B_House_number>\pN+\s*-?[a-zA-Z]?(?:\s*[-\/\pP]?\s*\pN+(?:\s*[\-a-zA-Z])?)*|[IVXLCDM]+(?!.*\b\pN+\b))(?<!\s) # Street name
\s*(?:(?:[,\/]|(?=\#)|\s)\s*(?!\s*No\.)\s*
(?P<B_Addition_to_address_2>(?!\s).*?))? # Addition to address 2
)
\s*\Z/x';
$str = 'Corso XXII Marzo 69';
preg_match($re, $str, $matches, PREG_OFFSET_CAPTURE, 0);
// Print the entire match result
var_dump($matches);
Please keep in mind that these code samples are automatically generated and are not guaranteed to work. If you find any syntax errors, feel free to submit a bug report. For a full regex reference for PHP, please visit: http://php.net/manual/en/ref.pcre.php