Compare towns
Windsor vs Dedham vs New Milford
Cost, people, housing, commute and schools, side by side, each benchmarked against the U.S..
What stands out worked out from the figures below
Windsor has the shortest commute (21 min average).
Dedham has the most expensive homes ($662k median).
New Milford has the most kids (21.4% 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 | Windsor | Dedham | New Milford |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 29,468Highest |
25,237Lowest |
28,334 |
| Growth since 20102010 → 2020 census | — | +2.6% U.S.: +7.4% |
— |
| Median age | 43.7±1.9 12% above U.S. |
44.6±1.6Highest 15% above U.S. |
42.1±1.9Lowest 8% above U.S. |
| Dedham and Windsor are within the Census margin of error here, so we can’t say which is really higher. | |||
| Kids under 18 | 19.2%±2.1 U.S.: 22% |
18.6%±1.9Lowest U.S.: 22% |
21.4%±2.6Highest U.S.: 22% |
| New Milford and Windsor are within the Census margin of error here, so we can’t say which is really higher. | |||
| Age 65+ | 20%±2 U.S.: 17.2% |
21.9%±2Highest U.S.: 17.2% |
17.7%±1.7Lowest U.S.: 17.2% |
| Dedham and Windsor are within the Census margin of error here, so we can’t say which is really higher. | |||
| Bachelor’s degree+adults 25+ | 43.2% U.S.: 35.7% |
55%Highest U.S.: 35.7% |
41.2%Lowest U.S.: 35.7% |
| Enrolled in collegeshare of residents | 5.9%±1.3Highest U.S.: 6.4% |
5.6%±1 U.S.: 6.4% |
5.1%±1.7Lowest U.S.: 6.4% |
| Windsor and Dedham are within the Census margin of error here, so we can’t say which is really higher. | |||
| Cost of living | |||
| Household incomemedian | $104,725±$8kLowest 30% above U.S. |
$128,955±$10kHighest 60% above U.S. |
$106,411±$8k 32% above U.S. |
| Home valuemedian, owner-occupied | $305,200±$11kLowest 8% below U.S. |
$661,800±$16kHighest 99% above U.S. |
$391,500±$10k 18% above U.S. |
| Rentmedian gross, monthly | $1,681±$62 19% above U.S. |
$2,042±$182Highest 45% above U.S. |
$1,609±$152Lowest 14% above U.S. |
| Property taxmedian, yearly | $5,351Lowest 72% above U.S. |
$7,918Highest 154% above U.S. |
$6,150 97% above U.S. |
| Renters paying 30%+of income on rent | 44.9%±10.9Lowest U.S.: 51.1% |
56.4%±10 U.S.: 51.1% |
57.7%±13.3Highest U.S.: 51.1% |
| New Milford and Dedham are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 6.7% U.S.: 12.5% |
5.6%Lowest U.S.: 12.5% |
7.1%Highest U.S.: 12.5% |
| Housing | |||
| Homeownersof occupied homes | 82.4%Highest U.S.: 65.2% |
73.4%Lowest U.S.: 65.2% |
80.4% U.S.: 65.2% |
| Typical home builtmedian year | 1970 10 yrs older than U.S. |
1956Lowest 24 yrs older than U.S. |
1975Highest 5 yrs older than U.S. |
| Getting to work | |||
| Average commuteone way | 21 minLowest 19% below U.S. |
29 min 11% above U.S. |
30 minHighest 15% above U.S. |
| Work from home | 16.1%±3.2 U.S.: 15.1% |
20%±2.7Highest U.S.: 15.1% |
15.1%±2.5Lowest U.S.: 15.1% |
| Dedham and Windsor 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 | #117 of 149 in CT | #119 of 282 in MA | #110 of 149 in CT |
| School district | Capitol Region Education Council · Windsor School District | Dedham | New Milford School District |
| High school in town | Windsor High School | Dedham High | New Milford High School |
| Students per teacherat that high school | 10.2Lowest |
10.4 |
11.7Highest |
| 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.


