Monopoly disintegrates once you realise how random the underlying gameplay loop is. It isn't a good game once you know.
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I don't think this is true.
Look at the world championships, and you'll see that good players consistently win out over less skilled ones. There is randomness from the dice, but the role of negotiation and auctions is large enough to ensure that the game isn't just "who rolls the best". Unfortunately most people use house rules that essentially remove those two pieces - the only pieces that really require skill - from the game.
Try playing Monopoly following the rules as written (no house rules!) with some people who really understand the game, and are willing to negotiate. You will almost certainly find it's a very different experience than what you've seen before.
(Granted, it easy to suggest that and much harder to find a group of people who fit that description.)
I've never tried D&D, but always thought it seemed interesting. I'm probably better suited to other games though - ones that resemble complex math problems often draw my interest, so maybe I'm not really creative enough for a true RPG.