Compare towns
Winchester vs Upton vs Derby
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).
Upton has the most expensive homes ($577k median).
Derby has the most renters (38.1% 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 | Upton | Derby |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 10,284 |
8,189Lowest |
12,487Highest |
| Growth since 20102010 → 2020 census | — | +6.1%Highest U.S.: +7.4% |
-4.5%Lowest U.S.: +7.4% |
| Median age | 49.1±6.2Highest 26% above U.S. |
46.4±4.8Lowest 19% above U.S. |
46.4±3.1Lowest 19% above U.S. |
| Winchester and Upton 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% |
23.2%±4.5Highest U.S.: 22% |
14.6%±2.9Lowest U.S.: 22% |
| Age 65+ | 27.4%±5.1Highest U.S.: 17.2% |
20.7%±4.9Lowest U.S.: 17.2% |
21.1%±3.9 U.S.: 17.2% |
| Winchester and Derby are within the Census margin of error here, so we can’t say which is really higher. | |||
| Bachelor’s degree+adults 25+ | 27.8%Lowest U.S.: 35.7% |
53.5%Highest U.S.: 35.7% |
35.6% U.S.: 35.7% |
| Enrolled in collegeshare of residents | 4.2%±1.7 U.S.: 6.4% |
2.4%±1.3Lowest U.S.: 6.4% |
5.9%±2Highest U.S.: 6.4% |
| Derby and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Cost of living | |||
| Household incomemedian | $66,519±$12kLowest 18% below U.S. |
$155,508±$33kHighest 93% above U.S. |
$79,500±$11k about the U.S. average |
| Home valuemedian, owner-occupied | $249,500±$17kLowest 25% below U.S. |
$576,700±$41kHighest 73% above U.S. |
$256,700±$21k 23% below U.S. |
| Rentmedian gross, monthly | $1,174±$116 17% below U.S. |
$948±$599Lowest 33% below U.S. |
$1,452±$95Highest about the U.S. average |
| Property taxmedian, yearly | $4,780Lowest 53% above U.S. |
$8,376Highest 169% above U.S. |
$5,510 77% above U.S. |
| Renters paying 30%+of income on rent | 48.9%±15.8Lowest U.S.: 51.1% |
52.8%±31 U.S.: 51.1% |
53.9%±12.6Highest U.S.: 51.1% |
| Derby and Upton are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 12.8%Highest U.S.: 12.5% |
3.2%Lowest U.S.: 12.5% |
10.8% U.S.: 12.5% |
| Housing | |||
| Homeownersof occupied homes | 65.8% U.S.: 65.2% |
86.7%Highest U.S.: 65.2% |
61.9%Lowest U.S.: 65.2% |
| Typical home builtmedian year | 1955Lowest 25 yrs older than U.S. |
1981Highest 1 yr newer than U.S. |
1967 13 yrs older than U.S. |
| Getting to work | |||
| Average commuteone way | 26 minLowest about the U.S. average |
35 minHighest 34% above U.S. |
27 min about the U.S. average |
| Work from home | 6.9%±2.7Lowest U.S.: 15.1% |
22.8%±5.3Highest U.S.: 15.1% |
15.1%±4.8 U.S.: 15.1% |
| Upton and Derby 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 | #46 of 282 in MA | #138 of 149 in CT |
| School district | Explorations District · Regional School District 07 | Blackstone Valley Regional Vocational Technical · Mendon-Upton | Derby School District |
| High school in town | Northwestern Regional High School | Blackstone Valley | Derby High School |
| Students per teacherat that high school | 9.7Lowest |
11.2Highest |
9.7Lowest |
| 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.

