Compare towns
Winchester vs Windsor vs Sudbury
Cost, people, housing, commute and schools, side by side, each benchmarked against Massachusetts.
What stands out worked out from the figures below
Winchester has the most expensive homes ($1215k median).
Windsor has the most affordable homes ($390k median).
Sudbury has the most kids (28.5% under 18).
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 | Windsor | Sudbury |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 23,406Highest |
1,065Lowest |
19,306 |
| Growth since 20102010 → 2020 census | +7.5%Highest MA: +7.4% |
-7.6%Lowest MA: +7.4% |
+7.2% MA: +7.4% |
| Median age | 42.5±1.9 6% above MA |
44.8±6.4Highest 12% above MA |
42.3±2.1Lowest 6% above MA |
| Windsor and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Kids under 18 | 27.6%±2.3 MA: 19.4% |
15.8%±5.1Lowest MA: 19.4% |
28.5%±3.2Highest MA: 19.4% |
| Sudbury and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Age 65+ | 18%±2 MA: 17.9% |
18.6%±4.9Highest MA: 17.9% |
15.5%±1.8Lowest MA: 17.9% |
| Windsor and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Bachelor’s degree+adults 25+ | 79.5% MA: 47.3% |
41.5%Lowest MA: 47.3% |
83.3%Highest MA: 47.3% |
| Enrolled in collegeshare of residents | 4.9%±1.3Highest MA: 7.9% |
2.7%±1.7Lowest MA: 7.9% |
4.7%±1.6 MA: 7.9% |
| Winchester and Sudbury are within the Census margin of error here, so we can’t say which is really higher. | |||
| Cost of living | |||
| Household incomemedian | $230,198±$21k 121% above MA |
$115,563±$10kLowest 11% above MA |
$236,250±$17kHighest 127% above MA |
| Sudbury and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Home valuemedian, owner-occupied | $1,215,200±$39kHighest 116% above MA |
$389,700±$32kLowest 31% below MA |
$988,900±$42k 76% above MA |
| Rentmedian gross, monthly | $2,279±$481Highest 29% above MA |
— | $1,445±$895Lowest 18% below MA |
| Winchester and Sudbury are within the Census margin of error here, so we can’t say which is really higher. | |||
| Property taxmedian, yearly | $10,000+Highest at least 67% above MA |
$3,867Lowest 35% below MA |
$10,000+Highest at least 67% above MA |
| Renters paying 30%+of income on rent | 39.3%±13.3 MA: 51.8% |
0%±100Lowest MA: 51.8% |
44.8%±12.1Highest MA: 51.8% |
| Sudbury and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 4.7%Highest MA: 10% |
3.8% MA: 10% |
3%Lowest MA: 10% |
| Housing | |||
| Homeownersof occupied homes | 81.7%Lowest MA: 62.5% |
96.2%Highest MA: 62.5% |
89.9% MA: 62.5% |
| Typical home builtmedian year | 1954Lowest 10 yrs older than MA |
1970 6 yrs newer than MA |
1977Highest 13 yrs newer than MA |
| Getting to work | |||
| Average commuteone way | 31 minLowest 8% above MA |
37 minHighest 27% above MA |
35 min 19% above MA |
| Work from home | 33.8%±3Highest MA: 18.6% |
21.2%±5.8Lowest MA: 18.6% |
33%±3.6 MA: 18.6% |
| Winchester and Sudbury 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 | #11 of 282 in MA | — | #15 of 282 in MA |
| School district | Winchester | — | Lincoln-Sudbury · Sudbury |
| High school in town | Winchester High School | — | Lincoln-Sudbury Regional High |
| Students per teacherat that high school | 14.8Highest |
— | 11.3Lowest |
| On TownTapestry | |||
| Old photos in History | None yet | None yet | None yet |
MA 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.