Comment by zerkten

Windows via C/C++ is another one in this area. Windows Kernel Programming by Pavel Yosifovich is a recent book, but it goes much lower-level.

Windows Internals is pretty good, but it's not a programming book per se. It's trying to document the design of the OS, help with troubleshooting when you don't have the source to the OS, and help developers understand the high-level concepts.