i think you can achieve it using batch file, power shell or autoit (for 
make *.exe). if you want to use https please create it manually using 
openssl and put it on the folder.
e.g. bat file
c:\test\web2py\test.bat

@echo off

C:\Python27\python.exe web2py.py -c test.crt -k test.key 
--interfaces=0.0.0.0:80;0.0.0.0:443:test.key:test.crt -p 443

best regards,
stifan

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