Takeyoshi -
I've used FreeType on Windows at small font sizes on previous projects with no problem (albeit that was a few years ago). While I personally haven't used it in a DirectX project, a web search for "FreeType DirectX" shows a number of folks who report success with it, including at least one with sample source code:
I haven't compiled and run that code, but it looks like exactly the example you were asking for.
Leo