Compare towns
Winchester vs Madison vs Winsted
Cost, people, housing, commute and schools, side by side, each benchmarked against Connecticut.
What stands out worked out from the figures below
Madison has the most people working from home (30.2%).
Winsted has the most renters (45.3% rent).
What matters to you?
Pick a few. We’ll pull those rows to the top and mark which town comes out ahead on each. There’s no overall score: what matters is up to you.
| Measure | Winchester | Madison | Winsted |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 10,284 |
17,616Highest |
6,977Lowest |
| Growth since 20102010 → 2020 census | — | — | -6.7% CT: +0.9% |
| Median age | 49.1±6.2 19% above CT |
51.9±1.9Highest 26% above CT |
47.6±7.3Lowest 16% above CT |
| Madison and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Kids under 18 | 15.4%±2.9 CT: 20.2% |
18.1%±2.2Highest CT: 20.2% |
14.4%±3.3Lowest CT: 20.2% |
| Madison and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Age 65+ | 27.4%±5.1Highest CT: 18.5% |
25.2%±2.4 CT: 18.5% |
25%±4.2Lowest CT: 18.5% |
| Winchester and Madison are within the Census margin of error here, so we can’t say which is really higher. | |||
| Bachelor’s degree+adults 25+ | 27.8% CT: 42.5% |
72.4%Highest CT: 42.5% |
26.8%Lowest CT: 42.5% |
| Enrolled in collegeshare of residents | 4.2%±1.7Lowest CT: 7.1% |
5.9%±1.5Highest CT: 7.1% |
4.9%±2.4 CT: 7.1% |
| Madison and Winsted are within the Census margin of error here, so we can’t say which is really higher. | |||
| Cost of living | |||
| Household incomemedian | $66,519±$12k 31% below CT |
$167,442±$16kHighest 75% above CT |
$64,871±$12kLowest 32% below CT |
| Home valuemedian, owner-occupied | $249,500±$17k 32% below CT |
$583,900±$30kHighest 59% above CT |
$218,900±$14kLowest 40% below CT |
| Rentmedian gross, monthly | $1,174±$116Lowest 21% below CT |
$2,025±$741Highest 36% above CT |
$1,183±$130 20% below CT |
| Madison and Winsted are within the Census margin of error here, so we can’t say which is really higher. | |||
| Property taxmedian, yearly | $4,780 28% below CT |
$8,843Highest 33% above CT |
$3,754Lowest 43% below CT |
| Renters paying 30%+of income on rent | 48.9%±15.8Highest CT: 52.6% |
44%±12.3Lowest CT: 52.6% |
45.5%±16.7 CT: 52.6% |
| Winchester and Winsted are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 12.8% CT: 10% |
3.6%Lowest CT: 10% |
15.9%Highest CT: 10% |
| Housing | |||
| Homeownersof occupied homes | 65.8% CT: 66.5% |
90.4%Highest CT: 66.5% |
54.7%Lowest CT: 66.5% |
| Typical home builtmedian year | 1955 12 yrs older than CT |
1976Highest 9 yrs newer than CT |
1942Lowest 25 yrs older than CT |
| Getting to work | |||
| Average commuteone way | 26 min about the CT average |
30 minHighest 12% above CT |
25 minLowest 5% below CT |
| Work from home | 6.9%±2.7Lowest CT: 16% |
30.2%±5.3Highest CT: 16% |
7.7%±3.5 CT: 16% |
| Schools | |||
| Public school scoresrank in state, math + reading | #97 of 149 in CT | #7 of 149 in CT | — |
| School district | Explorations District · Regional School District 07 | Madison School District | — |
| High school in town | Northwestern Regional High School | Daniel Hand High School | — |
| Students per teacherat that high school | 9.7Lowest |
9.8Highest |
— |
| On TownTapestry | |||
| Old photos in History | None yet | None yet | None yet |
CT average · Sources: U.S. Census Bureau, American Community Survey 5-year estimates 2020–2024; 2010 & 2020 decennial census; NCES Common Core of Data. “±” is the Census margin of error. Property tax is top-coded by the Census at $10,000+. School rank compares math and reading proficiency against the state average.

