Get a Mac? Mac OS had multiple monitor support in 1987 (supporting mixed colour depths, resolutions, chipsets, non-rectangular layouts all without drivers!), and multi-screen profiling in 1993. I used a Mac IIfx with six 21" monitors in 1992. Think it cost > $30,000 though! People still often act incredulous when I drag a window from one screen to another as if it hadn't been normal for 25 years!
I'd love to see an OS X version of ColorHug. ArgyllCMS already works with things like Huey (but I'd prefer to support open hardware), and class-compliant USB stuff tends to play nice; All the usual libs are available either natively or via MacPorts/HomeBrew. I don't know what else it needs.
Alternatively, could running in a VM work? I suspect hardware abstraction would probably get in the way of getting native measurements from the monitor.
Marcus