Compare towns
Webster vs Winchester vs Dudley
Cost, people, housing, commute and schools, side by side, each benchmarked against the U.S..
Bordering WebsterWebster
What stands out worked out from the figures below
Webster has the most renters (54.5% rent).
Winchester has the most affordable homes ($250k median).
Dudley has the most people working from home (9.1%).
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 | Webster | Winchester | Dudley |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 12,228Highest |
10,284Lowest |
11,929 |
| Growth since 20102010 → 2020 census | +6.9%Highest U.S.: +7.4% |
— | +4.7%Lowest U.S.: +7.4% |
| Median age | 37.2±2.1Lowest 4% below U.S. |
49.1±6.2Highest 26% above U.S. |
40.2±2.4 3% above U.S. |
| Kids under 18 | 21.8%±3.6Highest U.S.: 22% |
15.4%±2.9Lowest U.S.: 22% |
20.6%±3.3 U.S.: 22% |
| Webster and Dudley are within the Census margin of error here, so we can’t say which is really higher. | |||
| Age 65+ | 15.7%±2.5Lowest U.S.: 17.2% |
27.4%±5.1Highest U.S.: 17.2% |
16.9%±3 U.S.: 17.2% |
| Bachelor’s degree+adults 25+ | 18.8%Lowest U.S.: 35.7% |
27.8%Highest U.S.: 35.7% |
24.1% U.S.: 35.7% |
| Enrolled in collegeshare of residents | 6%±1.8 U.S.: 6.4% |
4.2%±1.7Lowest U.S.: 6.4% |
13.1%±2Highest U.S.: 6.4% |
| Cost of living | |||
| Household incomemedian | $63,837±$8kLowest 21% below U.S. |
$66,519±$12k 18% below U.S. |
$84,604±$12kHighest 5% above 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 | $333,100±$14k about the U.S. average |
$249,500±$17kLowest 25% below U.S. |
$392,600±$19kHighest 18% above U.S. |
| Rentmedian gross, monthly | $1,198±$85 15% below U.S. |
$1,174±$116Lowest 17% below U.S. |
$1,217±$182Highest 14% below U.S. |
| Dudley and Webster are within the Census margin of error here, so we can’t say which is really higher. | |||
| Property taxmedian, yearly | $3,234Lowest 4% above U.S. |
$4,780Highest 53% above U.S. |
$3,691 18% above U.S. |
| Renters paying 30%+of income on rent | 46.1%±7.4Lowest U.S.: 51.1% |
48.9%±15.8Highest U.S.: 51.1% |
47.4%±4.1 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 | 16%Highest U.S.: 12.5% |
12.8% U.S.: 12.5% |
6.4%Lowest U.S.: 12.5% |
| Housing | |||
| Homeownersof occupied homes | 45.5%Lowest U.S.: 65.2% |
65.8% U.S.: 65.2% |
73.1%Highest U.S.: 65.2% |
| Typical home builtmedian year | 1954Lowest 26 yrs older than U.S. |
1955 25 yrs older than U.S. |
1967Highest 13 yrs older than U.S. |
| Getting to work | |||
| Average commuteone way | 28 minHighest 4% above U.S. |
26 minLowest about the U.S. average |
27 min 4% above U.S. |
| Work from home | 7.1%±2.9 U.S.: 15.1% |
6.9%±2.7Lowest U.S.: 15.1% |
9.1%±2.5Highest U.S.: 15.1% |
| Dudley and Webster 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 | #271 of 282 in MA | #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.

