Hm, overwrite confirmations are off for obvious reason when uploading from editor. Though, ok for new files this feature can be disabled.

This issue has been added to tracker.

If I right-click the window and select new file and name it the same as a file that already exists, it opens the new file editor (blank text editor window) and if I save it overwrites the old file even though I have "Overwriting of files" checked under confirmations.

Stuff the bug report guide topic asked for:

• Running WinSCP 4.1.9 (Build 416)
  
• Windows XP SP2
  
• SFTP-3
  
• GUI, in Explorer-Like mode (Details View)
  
• (No error given since WinSCP isn't aware something was wrong)
  
• Reproduce: Right-Click File Listing Area -> New -> Type name of existing file -> Type any content -> Save
  

[*]I was able to reproduce this on more than one server.

~DtD