Price wise, Reaper's pretty cheap, but it's pretty well built so doesn't really qualify for this. It's also not very obscure. I already used Reaper for a bunch of projects anyway, and went so smooth I could have permanently stayed on Reaper. So the next one I'm thinking
energyXT (I have it, but haven't used it)
cakewalk Music Creator (seems just like crap)
n-track studio http://ntrack.com/ (doesn't look to obscure)
Bram bros Tunafish (http://www.brambos.com/archive.html), quite obscure. Not even supported any more
sony Acid music studio (http://www.sonycreativesoftware.com/musicstudio) More like nostalgia. Forgot they even still existed after sony acquisition
Presonus Studio One Artist.. see how far I can go without using the "studio" version. It's fairly full featured otherwise. Fairly standard layout so not so obscure.
Ardour 3.. now has MIDI I think but I need to run it in linux. Standard layout, requires custom build for vst support. Pretty obscure and kinda freaky to setup. Too bad Mixbus doesn't support MIDI yet
MultitrackStudio, I don't know where this one came from http://www.multitrackstudio.com/ The strange interface seems unusable
Tracktion 3 - still as obscure as ever, and still alive.
Mulabs - standard looking.. wait no, it's got a modular environment built in? It's a basic set of modules, but this seems really cool.
I'm pretty sure Mulabs fits the bill, but if anyone has other obscure daws that are sub $100, please let me know. Remember, obscure, and functional. (and preferably cool or geeky or both) Not obscure and broken like LMMS.