Compare towns
Deep River vs Killingly vs Winchester
Cost, people, housing, commute and schools, side by side, each benchmarked against Connecticut.
What stands out worked out from the figures below
Deep River has the most people working from home (15.2%).
Killingly has the most kids (19.8% under 18).
Winchester has the most affordable homes ($250k median).
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 | Deep River | Killingly | Winchester |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 4,458Lowest |
17,867Highest |
10,284 |
| Median age | 46.2±5.6 12% above CT |
39.5±3Lowest 4% below CT |
49.1±6.2Highest 19% above CT |
| Winchester and Deep River are within the Census margin of error here, so we can’t say which is really higher. | |||
| Kids under 18 | 16.6%±4.7 CT: 20.2% |
19.8%±2.3Highest CT: 20.2% |
15.4%±2.9Lowest CT: 20.2% |
| Killingly and Deep River are within the Census margin of error here, so we can’t say which is really higher. | |||
| Age 65+ | 22.1%±4.1 CT: 18.5% |
19.7%±2.4Lowest CT: 18.5% |
27.4%±5.1Highest CT: 18.5% |
| Winchester and Deep River are within the Census margin of error here, so we can’t say which is really higher. | |||
| Bachelor’s degree+adults 25+ | 44.6%Highest CT: 42.5% |
22.9%Lowest CT: 42.5% |
27.8% CT: 42.5% |
| Enrolled in collegeshare of residents | 3.8%±2.2Lowest CT: 7.1% |
5.4%±1.9Highest CT: 7.1% |
4.2%±1.7 CT: 7.1% |
| Killingly and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Cost of living | |||
| Household incomemedian | $90,253±$19kHighest 6% below CT |
$84,350±$8k 12% below CT |
$66,519±$12kLowest 31% below CT |
| Deep River and Killingly are within the Census margin of error here, so we can’t say which is really higher. | |||
| Home valuemedian, owner-occupied | $362,200±$26kHighest about the CT average |
$288,600±$15k 21% below CT |
$249,500±$17kLowest 32% below CT |
| Rentmedian gross, monthly | $1,221±$185Highest 18% below CT |
$1,044±$141Lowest 30% below CT |
$1,174±$116 21% below CT |
| Deep River and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Property taxmedian, yearly | $6,092Highest 8% below CT |
$3,922Lowest 41% below CT |
$4,780 28% below CT |
| Renters paying 30%+of income on rent | 58.2%±22.9Highest CT: 52.6% |
42.8%±10.9Lowest CT: 52.6% |
48.9%±15.8 CT: 52.6% |
| Deep River and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 8.2%Lowest CT: 10% |
11.4% CT: 10% |
12.8%Highest CT: 10% |
| Housing | |||
| Homeownersof occupied homes | 69.2% CT: 66.5% |
71.6%Highest CT: 66.5% |
65.8%Lowest CT: 66.5% |
| Typical home builtmedian year | 1974Highest 7 yrs newer than CT |
1968 1 yr newer than CT |
1955Lowest 12 yrs older than CT |
| Getting to work | |||
| Average commuteone way | 24 minLowest 9% below CT |
28 minHighest 5% above CT |
26 min about the CT average |
| Work from home | 15.2%±5.6Highest CT: 16% |
11.1%±2.3 CT: 16% |
6.9%±2.7Lowest CT: 16% |
| Deep River and Killingly 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 | #70 of 149 in CT | #136 of 149 in CT | #97 of 149 in CT |
| School district | Deep River School District · Regional School District 04 | Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS | Explorations District · Regional School District 07 |
| High school in town | Valley Regional High School | Killingly High School | Northwestern Regional High School |
| Students per teacherat that high school | 9.3Lowest |
11.1Highest |
9.7 |
| 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.

