Home prices in Westport run 352% above the national median: $1,900,000 versus $420,000. Relative to the $185,000 median household income here, the price-to-income ratio comes out to 10.3x.
Property taxes in Westport run 1.68% of assessed value, above the 1.1% national average. On the median home, that's $31,920 a year, or $2,660 added to the monthly payment.
Connecticut levies a state income tax on top of the $13,253/month this mortgage runs. Model your real after-tax take-home before deciding how much payment you can carry.
Westport's cost of living index is 204, above the 100 national baseline. That's on top of the housing numbers above, not instead of them.
Westport's median home price runs 544% higher than nearby Bridgeport: $295,000 there versus $1,900,000 here.