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CityLedger

Waterbury vs Winchester

Metro-area medians — Waterbury-Shelton, CT Metro Area vs Winchester, VA-WV Metro Area — not the cities proper.

Winchester comes out ahead, winning 4 of the 7 clearly-decided measures.

Winchester costs about 3% less to live in, and household incomes are similar. Adjusted for local prices, a typical paycheck stretches further in Winchester.

Their widest everyday difference: the typical commute is shorter in Waterbury — about 28.5 min versus 33.1 min.

For your salary & household

Enter your pay and household size to see what it's really worth here — the numbers update live and the link stays shareable.

Waterbury, CT
$57,939
take-home / yr · 23% to tax
$58,067
real value after local prices
Winchester, VA
$57,747
take-home / yr · 23% to tax
$59,873
real value after local prices

On $75,000 for just you, Winchester leaves you about $1,805/yr better off after tax and local prices.

Take-home estimates a single filer taking the standard deduction (2025 federal brackets, FICA, and state income tax) and isn't tax advice. “Real value” rebases take-home to average U.S. prices using the BEA cost-of-living index; the per-person figure uses the OECD square-root equivalence scale.

Measure
Waterbury
Winchester
Livability (CityLedger)
47/100
48/100
Cost of living (price level, US = 100)
99.8
96.5
Cost-adjusted income (pay's real value)
$80,067
$84,441
Median household income
$79,889
$81,443
Median rent
$1,407/mo
$1,359/mo
Median home value
$344,300
$372,000
Unemployment
4.9%
4.5%
Bachelor's degree or higher
32.6%
31%
Average commute
28.5 min
33.1 min
Air quality (median AQI)
—
41
Avg temperature
51°F
54°F

Choose Waterbury for

  • + Median home value
  • + Bachelor's degree or higher
  • + Average commute
Full Waterbury profile →

Choose Winchester for

  • + Cost of living (price level, US = 100)
  • + Cost-adjusted income (pay's real value)
  • + Median rent
  • + Unemployment
Full Winchester profile →

More comparisons

Metros closest to Waterbury and Winchester on cost, income, size, and education.

Waterbury vs Winchester — frequently asked

Is Waterbury cheaper than Winchester?
Winchester is cheaper: its overall cost of living runs about 3% below Waterbury's (BEA Regional Price Parities).
Which has higher household income, Waterbury or Winchester?
Household incomes are similar — $79,889 in the Waterbury metro versus $81,443 in Winchester (U.S. Census Bureau, ACS).
Does a paycheck go further in Waterbury or Winchester?
A paycheck stretches further in Winchester. Adjusted for local prices, the median income is worth $84,441 there versus $80,067 in Waterbury.
Which has cheaper rent, Waterbury or Winchester?
Winchester has cheaper rent — a median of $1,359/mo versus $1,407/mo (U.S. Census Bureau, ACS).