Compare towns
Deep River vs Middlefield vs Chester
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 youngest population (median age 46.2).
Middlefield has the most homeowners (86.5%).
Chester has the most people working from home (18.3%).
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 | Middlefield | Chester |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 4,458Highest |
4,243 |
3,825Lowest |
| Median age | 46.2±5.6Lowest 12% above CT |
51.6±1.9 26% above CT |
54±3.4Highest 31% above CT |
| Chester and Middlefield 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% |
13.9%±4.1Lowest CT: 20.2% |
17.5%±4.9Highest CT: 20.2% |
| Chester and Deep River are within the Census margin of error here, so we can’t say which is really higher. | |||
| Age 65+ | 22.1%±4.1Lowest CT: 18.5% |
25.5%±7.2 CT: 18.5% |
26.8%±4Highest CT: 18.5% |
| Chester and Middlefield are within the Census margin of error here, so we can’t say which is really higher. | |||
| Bachelor’s degree+adults 25+ | 44.6% CT: 42.5% |
41.5%Lowest CT: 42.5% |
47.9%Highest CT: 42.5% |
| Enrolled in collegeshare of residents | 3.8%±2.2Lowest CT: 7.1% |
5.7%±2.4Highest CT: 7.1% |
4%±2.9 CT: 7.1% |
| Middlefield and Chester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Cost of living | |||
| Household incomemedian | $90,253±$19kLowest 6% below CT |
$99,837±$20k 4% above CT |
$109,191±$18kHighest 14% above CT |
| Chester and Middlefield are within the Census margin of error here, so we can’t say which is really higher. | |||
| Home valuemedian, owner-occupied | $362,200±$26kLowest about the CT average |
$376,000±$27k about the CT average |
$442,200±$25kHighest 21% above CT |
| Rentmedian gross, monthly | $1,221±$185Lowest 18% below CT |
$3,501Highest 135% above CT |
$1,549±$247 4% above CT |
| Property taxmedian, yearly | $6,092Lowest 8% below CT |
$6,853Highest 3% above CT |
$6,364 4% below CT |
| Renters paying 30%+of income on rent | 58.2%±22.9 CT: 52.6% |
85.4%±52.1Highest CT: 52.6% |
57.4%±22.1Lowest CT: 52.6% |
| Middlefield and Deep River are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 8.2% CT: 10% |
8.1%Lowest CT: 10% |
11.8%Highest CT: 10% |
| Housing | |||
| Homeownersof occupied homes | 69.2%Lowest CT: 66.5% |
86.5%Highest CT: 66.5% |
73.2% CT: 66.5% |
| Typical home builtmedian year | 1974Highest 7 yrs newer than CT |
1961Lowest 6 yrs older than CT |
1969 2 yrs newer than CT |
| Getting to work | |||
| Average commuteone way | 24 minLowest 9% below CT |
25 min 6% below CT |
28 minHighest 7% above CT |
| Work from home | 15.2%±5.6 CT: 16% |
10.9%±4.1Lowest CT: 16% |
18.3%±5.6Highest CT: 16% |
| Chester and Deep River 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 | #65 of 149 in CT | #8 of 149 in CT |
| School district | Deep River School District · Regional School District 04 | Regional School District 13 | Chester School District |
| High school in town | Valley Regional High School | None in town | None in town |
| Students per teacherat that high school | 9.3 |
— | — |
| 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.

