I'd rather live in Houston than New York.
Of course, I'd also rather live in a paper bag at the bottom of a wet ditch than to be subjected to the local culture, politics, and economy of some cities. (Looking at you, DC sprawl.)
You just can't effectively reduce the personal appeal of cities to a single input variable. But in this case, the ratio of living expenses (incl. housing) to median salaries in the usual suspects roundup of job titles provides a clear advantage to Houston.
Public transportation tips toward New York. Compatibility with local culture tips toward New York. Local politics tips toward New York. Pleasantness of the weather barely tips toward Houston. Non-homogeneity of the populace is a wash. Lower crime rate goes to New York. Availability of tasty food is a wash. Public politeness goes to Houston. Lighter tax burden goes to Houston, big time. On public education, I don't even know.
You can attach an a la carte dollar value to each of the attributes of a city, and sum them up to get a rough desirability value. That's essentially the answer to the question "How much extra would I be willing to pay to live in this new place instead of where I live now?"
You can establish a base value by adding differences in salary and expenses. Then you assign a value to all the subjective things, like being able to buy corn on the cob from a street vendor, or being able to escape the urban sprawl for weekends and vacations. How much is it worth to you to have the option to not drive a car, or to easily find a parking space when you do? How much would someone have to pay you to have neighbors that freak out when they see a dandelion on your lawn? How much would you have to be paid to put up with heavy pollution, or a torturous commute? Add it all up, and the highest-valued city is where you would probably be happiest.
Depending on your preferences, the presence or lack of zoning might be a single factor that could cause you to prefer one city over another, but probably only to the extent that it affects your monthly housing expenses.