I recently upgraded to Windows 10 from Windows 7 and I was unable to debug a web site in Visual Studio 2005. I got the error: unable to connect to visual studio's localhost web server. I don't know if the upgrade caused it to break, but this was previously working.
Visual Studio 2005: Unable to connect to visual studio's localhost web server
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To resolve this I ran process monitor on devenv.exe to see which calls ended in not SUCCESS. Turns out, my Visual Studio 2005 installation was looking for WebDev.WebServer.exe to be located here:
C:\Program Files (x86)\Microsoft Visual Studio 8\Common7\IDE
Whereas it was missing. I copied it over from here:
C:\Program Files (x86)\Common Files\Microsoft Shared\DevServer\9.0
And it seems to work.
Across the internet other answers will tell you it needs to be in the .NET framework folder, but I found that in my case it needed to be in the Visual Studio 8 folder.