Compare towns
Winchester vs Dudley vs Winsted
Cost, people, housing, commute and schools, side by side, each benchmarked against the U.S..
What stands out worked out from the figures below
Winchester has the oldest population (median age 49.1).
Dudley has the most expensive homes ($393k median).
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 | Dudley | Winsted |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 10,284 |
11,929Highest |
6,977Lowest |
| Growth since 20102010 → 2020 census | — | +4.7%Highest U.S.: +7.4% |
-6.7%Lowest U.S.: +7.4% |
| Median age | 49.1±6.2Highest 26% above U.S. |
40.2±2.4Lowest 3% above U.S. |
47.6±7.3 22% above U.S. |
| Winchester and Winsted are within the Census margin of error here, so we can’t say which is really higher. | |||
| Kids under 18 | 15.4%±2.9 U.S.: 22% |
20.6%±3.3Highest U.S.: 22% |
14.4%±3.3Lowest U.S.: 22% |
| Dudley 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 U.S.: 17.2% |
16.9%±3Lowest U.S.: 17.2% |
25%±4.2 U.S.: 17.2% |
| Winchester and Winsted are within the Census margin of error here, so we can’t say which is really higher. | |||
| Bachelor’s degree+adults 25+ | 27.8%Highest U.S.: 35.7% |
24.1%Lowest U.S.: 35.7% |
26.8% U.S.: 35.7% |
| Enrolled in collegeshare of residents | 4.2%±1.7Lowest U.S.: 6.4% |
13.1%±2Highest U.S.: 6.4% |
4.9%±2.4 U.S.: 6.4% |
| Cost of living | |||
| Household incomemedian | $66,519±$12k 18% below U.S. |
$84,604±$12kHighest 5% above U.S. |
$64,871±$12kLowest 20% below U.S. |
| Dudley and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Home valuemedian, owner-occupied | $249,500±$17k 25% below U.S. |
$392,600±$19kHighest 18% above U.S. |
$218,900±$14kLowest 34% below U.S. |
| Rentmedian gross, monthly | $1,174±$116Lowest 17% below U.S. |
$1,217±$182Highest 14% below U.S. |
$1,183±$130 16% below U.S. |
| Dudley and Winsted are within the Census margin of error here, so we can’t say which is really higher. | |||
| Property taxmedian, yearly | $4,780Highest 53% above U.S. |
$3,691Lowest 18% above U.S. |
$3,754 20% above U.S. |
| Renters paying 30%+of income on rent | 48.9%±15.8Highest U.S.: 51.1% |
47.4%±4.1 U.S.: 51.1% |
45.5%±16.7Lowest U.S.: 51.1% |
| Winchester and Dudley are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 12.8% U.S.: 12.5% |
6.4%Lowest U.S.: 12.5% |
15.9%Highest U.S.: 12.5% |
| Housing | |||
| Homeownersof occupied homes | 65.8% U.S.: 65.2% |
73.1%Highest U.S.: 65.2% |
54.7%Lowest U.S.: 65.2% |
| Typical home builtmedian year | 1955 25 yrs older than U.S. |
1967Highest 13 yrs older than U.S. |
1942Lowest 38 yrs older than U.S. |
| Getting to work | |||
| Average commuteone way | 26 min about the U.S. average |
27 minHighest 4% above U.S. |
25 minLowest 4% below U.S. |
| Work from home | 6.9%±2.7Lowest U.S.: 15.1% |
9.1%±2.5Highest U.S.: 15.1% |
7.7%±3.5 U.S.: 15.1% |
| Dudley and Winsted are within the Census margin of error here, so we can’t say which is really higher. | |||
| Schools | |||
| Public school scoresrank in state, math + reading | #97 of 149 in CT | #142 of 282 in MA | — |
| School district | Explorations District · Regional School District 07 | Dudley-Charlton Reg | — |
| High school in town | Northwestern Regional High School | Shepherd Hill Regional High | — |
| Students per teacherat that high school | 9.7Lowest |
14.3Highest |
— |
| On TownTapestry | |||
| Old photos in History | None yet | None yet | None yet |
U.S. 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.

