You didn't mention what kind of web development you are doing. If you are into node.js, ruby or modern nosql databases, you should definitely install cygwin and

You didn't mention what kind of web development you are doing. If you are into node.js, ruby or modern nosql databases, you should definitely install cygwin and mingw. These environments let you compile most posix stuff, like you could do on Mac OSX. Plus they have nearly a complete set of all command line tools you might know. (bash, grep, find, awk, sed, ...)