I see no one has commented on this for quite a while! What is the status of the project, voodoo?
I have myself dreamed of coding a ASOIAF roguelike, but it seems like you are well ahead and have some very good implementations and ideas! I am just a dabbler at coding and never gotten past tutorials, still the idea pops up to my mind sometimes. I used to had boatload of ideas for this kind of RL and I really like your idea of combining URW, DF and ADOM, my all time favorite RL's as well!

One thing I see you discussed alot here is the 2.5D or 3D implementation in ASCII, which also was a big brainer for me to visualize. Personally I never tought of making any player or NPC entity/creature multiple Z levels (much less humans), but I always tought dragons would warrant a horizontally multiple tiles, since full-grown they are described as HUGE. So my vision of "3D" implementation is pretty much the same when it comes to terrain/buildings (lower tiles are darker, show 3 layers all the time), but when it comes to creatures I always envisioned them as being 1-tile-flat in the game engine/representation sense.
So in game mechanics terms humans and dragons are all equally tall/high, but dragons would be wider/horizontally much bigger. In this vision I would propably present giants as same as humans, altough harder to kill etc. and mammoths the same way as dragons since mammoths are also horizontally big. Same applies to wagons etc. What do you people think of this approach? I think it would simplify things alot, since there arent too many abnormally large creatures in ASOIAF lore, altough it would not be as physically realistic. Dont know too much about coding problems this could conjure, so please educate me on that.
P.S. Also be mindful of GRRM's pretty hostile attitude towards fan fiction and creations. There is some kind of text-based fan roleplay multiplayer thingy out there, wich is GRRM blessed. Other than that all games I have found are full sanctioned commercials.
http://badassdigest.com/2013/11/14/george-rr-martin-fuck-your-fan-fiction/