Compare towns
Windsor vs Roxbury vs New Milford
Cost, people, housing, commute and schools, side by side, each benchmarked against Connecticut.
What stands out worked out from the figures below
Windsor has the shortest commute (21 min average).
Roxbury has the most expensive homes ($715k 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 | Roxbury | New Milford |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 29,468Highest |
2,185Lowest |
28,334 |
| Median age | 43.7±1.9 6% above CT |
54.7±1.8Highest 33% above CT |
42.1±1.9Lowest about the CT average |
| Kids under 18 | 19.2%±2.1 CT: 20.2% |
14.3%±4Lowest CT: 20.2% |
21.4%±2.6Highest CT: 20.2% |
| 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 CT: 18.5% |
31%±5.5Highest CT: 18.5% |
17.7%±1.7Lowest CT: 18.5% |
| Bachelor’s degree+adults 25+ | 43.2% CT: 42.5% |
65.2%Highest CT: 42.5% |
41.2%Lowest CT: 42.5% |
| Enrolled in collegeshare of residents | 5.9%±1.3Highest CT: 7.1% |
5.8%±3.3 CT: 7.1% |
5.1%±1.7Lowest CT: 7.1% |
| Windsor and Roxbury 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 9% above CT |
$123,864±$27kHighest 29% above CT |
$106,411±$8k 11% above CT |
| Roxbury and New Milford are within the Census margin of error here, so we can’t say which is really higher. | |||
| Home valuemedian, owner-occupied | $305,200±$11kLowest 17% below CT |
$714,500±$77kHighest 95% above CT |
$391,500±$10k 7% above CT |
| Rentmedian gross, monthly | $1,681±$62 13% above CT |
$1,713±$418Highest 15% above CT |
$1,609±$152Lowest 8% above CT |
| Roxbury and Windsor are within the Census margin of error here, so we can’t say which is really higher. | |||
| Property taxmedian, yearly | $5,351Lowest 19% below CT |
$6,591Highest about the CT average |
$6,150 7% below CT |
| Renters paying 30%+of income on rent | 44.9%±10.9Lowest CT: 52.6% |
61.5%±48.3Highest CT: 52.6% |
57.7%±13.3 CT: 52.6% |
| Roxbury and New Milford are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 6.7% CT: 10% |
3.7%Lowest CT: 10% |
7.1%Highest CT: 10% |
| Housing | |||
| Homeownersof occupied homes | 82.4% CT: 66.5% |
82.7%Highest CT: 66.5% |
80.4%Lowest CT: 66.5% |
| Typical home builtmedian year | 1970Lowest 3 yrs newer than CT |
1981Highest 14 yrs newer than CT |
1975 8 yrs newer than CT |
| Getting to work | |||
| Average commuteone way | 21 minLowest 19% below CT |
37 minHighest 38% above CT |
30 min 14% above CT |
| Work from home | 16.1%±3.2 CT: 16% |
17.4%±6.6Highest CT: 16% |
15.1%±2.5Lowest CT: 16% |
| Roxbury 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 | — | #110 of 149 in CT |
| School district | Capitol Region Education Council · Windsor School District | Regional School District 12 | New Milford School District |
| High school in town | Windsor High School | None in town | New Milford High School |
| Students per teacherat that high school | 10.2Lowest |
— | 11.7Highest |
| On TownTapestry | |||
| Old photos in History | None yet | None yet | None yet |
CT 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.