re = /\b(MLS(?:®|®?(?: Number)?)[^A-Za-z0-9]*)([^?*\/\\:;<> ]{1,23}\d{2,23}[^?*\/\\:;<> ]{1,23})/mi
str = 'accusantique et o (MLS® R2608327). Sed ut perspiciatis voluptatem mls listing :MLS®#:12243235435 beatae vitae dicta MLS Number#:12243235435 sunt 3543654654675645654654 explicabo .
dfnjkgfkhgb mls:#234234245 fgjhfgf 3498234789 dshfdsfgbjhsf.'
# Print the match result
str.scan(re) do |match|
puts match.to_s
end
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 Ruby, please visit: http://ruby-doc.org/core-2.2.0/Regexp.html