A few months ago, I updated a city rating system (available at http://lewyn.tripod.com/livable09) that evaluated cities' "livability" by rating crime rates, transit-friendliness, and cost of housing.
Plenty of cities did very well on the first two criteria. For example, New York is now safer than most big cities, and of course is by far the best city in the U.S. for public transit. But its housing costs are dreadfully high. The same was true of Boston and San Francisco (which, if only crime and transit were considered, would rank second and third for livability).
Planning issues are often considered to be conflicts between the interests of different groups, such as neighborhood residents versus developers, or motorist versus transit users. But planning concerns the future, so it often consists of a conflict between the interests of our current and future selves.