So I was racking my brains for this one for the 'games that don't have wikipedia entries' thread, but couldn't recall the name:
PC game. I'm fairly confident it was DOS, not Windows. I think it had a single-word title; it may well have been a title that was in some way a nod towards Monopoly (When trying to find it I found Oligopoly, which isn't the game I'm after, but the name rang bells so maybe there was something right about it?)
I'm sure I played it from a covermount CD, so early CD-ROM era - probably '93ish (definitely post-Doom, probably pre-Quake) - but don't think of it as CD-sized. Rather, I think it was a small shareware or freeware title, although I don't recall any game content locked out, which suggests maybe freeware? It might well have been PC Gamer UK, but don't consider that set in stone. Probably VGA; don't think it was EGA, don't think it was SVGA. Could be wrong on the SVGA front.
Now, the actual game: It was a business simulation, where you'd buy up plots of land, I think around a small town - I'd say it bordered on a boardgame more than a fully-fledged sim, because it was fairly abstracted, and was very much laid out in terms of each player taking their turn independently. I'm fairly sure the play environment was just a single grid. I don't recall quite *why* you were buying up land - dunno if you were building on them, or excavating materials, or what. Actually, I'd say the whole 'plots of land' thing reminds me a little these days of how Irata was laid out in MULE, but this was very much a real-world environment.
One thing I distinctly recall was that I found a light exploit where I could buy and sell the same plot repeatedly to drive the value up - the devs had recognised that this was possible, because it was possible to get caught for illegal trading (that came with a penalty, something like missing the remainder of your turn?), but with limited usage you could still reap the benefit without taking the penalty.
That's about all I can recall, but I'm going to keep poking at Mobygames for inspiration; that said, I think it's concievable that this is obscure enough that maybe it doesn't even have a page there!