Compare towns
Windsor vs Webster 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).
Webster has the most renters (40.2% rent).
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 | Webster | New Milford |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 29,468Highest |
17,748Lowest |
28,334 |
| Growth since 20102010 → 2020 census | — | +6% U.S.: +7.4% |
— |
| Median age | 43.7±1.9Highest 12% above U.S. |
39.9±2.9Lowest about the U.S. average |
42.1±1.9 8% above U.S. |
| Windsor and New Milford are within the Census margin of error here, so we can’t say which is really higher. | |||
| Kids under 18 | 19.2%±2.1Lowest U.S.: 22% |
19.6%±2.9 U.S.: 22% |
21.4%±2.6Highest U.S.: 22% |
| New Milford and Webster are within the Census margin of error here, so we can’t say which is really higher. | |||
| Age 65+ | 20%±2Highest U.S.: 17.2% |
19.6%±2.5 U.S.: 17.2% |
17.7%±1.7Lowest U.S.: 17.2% |
| Windsor and Webster are within the Census margin of error here, so we can’t say which is really higher. | |||
| Bachelor’s degree+adults 25+ | 43.2%Highest U.S.: 35.7% |
25.3%Lowest U.S.: 35.7% |
41.2% U.S.: 35.7% |
| Enrolled in collegeshare of residents | 5.9%±1.3Highest U.S.: 6.4% |
5.8%±1.6 U.S.: 6.4% |
5.1%±1.7Lowest U.S.: 6.4% |
| Windsor and Webster are within the Census margin of error here, so we can’t say which is really higher. | |||
| Cost of living | |||
| Household incomemedian | $104,725±$8k 30% above U.S. |
$72,895±$6kLowest 10% below U.S. |
$106,411±$8kHighest 32% above U.S. |
| New Milford and Windsor are within the Census margin of error here, so we can’t say which is really higher. | |||
| Home valuemedian, owner-occupied | $305,200±$11kLowest 8% below U.S. |
$361,500±$12k 9% above U.S. |
$391,500±$10kHighest 18% above U.S. |
| Rentmedian gross, monthly | $1,681±$62Highest 19% above U.S. |
$1,228±$81Lowest 13% below U.S. |
$1,609±$152 14% above U.S. |
| Windsor and New Milford are within the Census margin of error here, so we can’t say which is really higher. | |||
| Property taxmedian, yearly | $5,351 72% above U.S. |
$3,999Lowest 28% above U.S. |
$6,150Highest 97% above U.S. |
| Renters paying 30%+of income on rent | 44.9%±10.9Lowest U.S.: 51.1% |
45.7%±6.7 U.S.: 51.1% |
57.7%±13.3Highest U.S.: 51.1% |
| New Milford and Webster are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 6.7%Lowest U.S.: 12.5% |
12.7%Highest U.S.: 12.5% |
7.1% U.S.: 12.5% |
| Housing | |||
| Homeownersof occupied homes | 82.4%Highest U.S.: 65.2% |
59.8%Lowest U.S.: 65.2% |
80.4% U.S.: 65.2% |
| Typical home builtmedian year | 1970 10 yrs older than U.S. |
1962Lowest 18 yrs older than U.S. |
1975Highest 5 yrs older than U.S. |
| Getting to work | |||
| Average commuteone way | 21 minLowest 19% below U.S. |
31 minHighest 16% above U.S. |
30 min 15% above U.S. |
| Work from home | 16.1%±3.2Highest U.S.: 15.1% |
8%±2.5Lowest U.S.: 15.1% |
15.1%±2.5 U.S.: 15.1% |
| Windsor and New Milford 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 | #271 of 282 in MA | #110 of 149 in CT |
| School district | Capitol Region Education Council · Windsor School District | Webster | New Milford School District |
| High school in town | Windsor High School | Bartlett High School | New Milford High School |
| Students per teacherat that high school | 10.2Lowest |
11.6 |
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.


