Compare towns
Middlefield vs Middletown vs Winchester
Cost, people, housing, commute and schools, side by side, each benchmarked against Connecticut.
What stands out worked out from the figures below
Middlefield has the most homeowners (86.5%).
Middletown has the most people working from home (14.1%).
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 | Middlefield | Middletown | Winchester |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 4,243Lowest |
47,958Highest |
10,284 |
| Growth since 20102010 → 2020 census | — | +0.1% CT: +0.9% |
— |
| Median age | 51.6±1.9Highest 26% above CT |
38.1±1.5Lowest 7% below CT |
49.1±6.2 19% above CT |
| Middlefield and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Kids under 18 | 13.9%±4.1Lowest CT: 20.2% |
14.3%±1.3 CT: 20.2% |
15.4%±2.9Highest CT: 20.2% |
| Winchester and Middletown are within the Census margin of error here, so we can’t say which is really higher. | |||
| Age 65+ | 25.5%±7.2 CT: 18.5% |
16.5%±1.3Lowest CT: 18.5% |
27.4%±5.1Highest CT: 18.5% |
| Winchester and Middlefield are within the Census margin of error here, so we can’t say which is really higher. | |||
| Bachelor’s degree+adults 25+ | 41.5%Highest CT: 42.5% |
40.2% CT: 42.5% |
27.8%Lowest CT: 42.5% |
| Enrolled in collegeshare of residents | 5.7%±2.4 CT: 7.1% |
15.5%±1.4Highest CT: 7.1% |
4.2%±1.7Lowest CT: 7.1% |
| Cost of living | |||
| Household incomemedian | $99,837±$20kHighest 4% above CT |
$79,438±$6k 17% below CT |
$66,519±$12kLowest 31% below CT |
| Middlefield and Middletown are within the Census margin of error here, so we can’t say which is really higher. | |||
| Home valuemedian, owner-occupied | $376,000±$27kHighest about the CT average |
$295,300±$11k 20% below CT |
$249,500±$17kLowest 32% below CT |
| Rentmedian gross, monthly | $3,501Highest 135% above CT |
$1,446±$45 about the CT average |
$1,174±$116Lowest 21% below CT |
| Property taxmedian, yearly | $6,853Highest 3% above CT |
$6,412 3% below CT |
$4,780Lowest 28% below CT |
| Renters paying 30%+of income on rent | 85.4%±52.1Highest CT: 52.6% |
47.7%±5.3Lowest CT: 52.6% |
48.9%±15.8 CT: 52.6% |
| Middlefield and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 8.1%Lowest CT: 10% |
12% CT: 10% |
12.8%Highest CT: 10% |
| Housing | |||
| Homeownersof occupied homes | 86.5%Highest CT: 66.5% |
52.9%Lowest CT: 66.5% |
65.8% CT: 66.5% |
| Typical home builtmedian year | 1961 6 yrs older than CT |
1972Highest 5 yrs newer than CT |
1955Lowest 12 yrs older than CT |
| Getting to work | |||
| Average commuteone way | 25 min 6% below CT |
23 minLowest 12% below CT |
26 minHighest about the CT average |
| Work from home | 10.9%±4.1 CT: 16% |
14.1%±1.8Highest CT: 16% |
6.9%±2.7Lowest CT: 16% |
| Middletown and Middlefield 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 | #65 of 149 in CT | #121 of 149 in CT | #97 of 149 in CT |
| School district | Regional School District 13 | Connecticut Technical Education and Career System · Department of Mental Health and Addiction Services | Explorations District · Regional School District 07 |
| High school in town | None in town | Middletown High School | Northwestern Regional High School |
| Students per teacherat that high school | — | 11.8Highest |
9.7Lowest |
| 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.