"Tax payers in Greenwich are still paying much more in taxes per person (vs Bridgeport residents)" a better way and more direct way to look at this is someone in Greenwich with a 1 million dollar home is paying roughly $7,700 a year in real estate taxes and some in Bridgeport with a $350k home is paying over $10k. And when you compare the per capita incomes of both places, Bridgeport is paying some of the highest taxes in the nation on a per capita basis! So it's not necessarily true that Greenwich residents pay much more in taxes unless they have really expensive homes!