https://bugs.winehq.org/show_bug.cgi?id=44936
--- Comment #3 from Julius Schwartzenberg julius.schwartzenberg@gmail.com --- Also my apologies, I had not been able to look into this more recently. I just tried this with Git revision 9fecb7499531ddbcde7970b4d98df92dbc1bc010 (currently origin/HEAD) without any patches and I cannot reproduce the issues anymore.
I now run into another problem however, the program I'm running just quits after I start it in the debugger. (It doesn't when ran without.)
I suspect this is unrelated however. Would it help you in general if I'd help you set up Eclipse? For this to work, you need to manually run 'winedbg --gdb --no-start' and use the printed port in Debug Configurations, add a Remote Application and on the Debugger tab->Connection tab fill in the port.