Compare towns
Madison vs Redding vs Winchester
Cost, people, housing, commute and schools, side by side, each benchmarked against Connecticut.
What stands out worked out from the figures below
Redding has the most expensive homes ($706k median).
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 | Madison | Redding | Winchester |
|---|---|---|---|
| Your priorities | |||
| People | |||
| Population | 17,616Highest |
8,780Lowest |
10,284 |
| Median age | 51.9±1.9 26% above CT |
52±2Highest 27% above CT |
49.1±6.2Lowest 19% above CT |
| Redding and Madison are within the Census margin of error here, so we can’t say which is really higher. | |||
| Kids under 18 | 18.1%±2.2 CT: 20.2% |
19.1%±2.8Highest CT: 20.2% |
15.4%±2.9Lowest CT: 20.2% |
| Redding and Madison are within the Census margin of error here, so we can’t say which is really higher. | |||
| Age 65+ | 25.2%±2.4Lowest CT: 18.5% |
26.4%±3.3 CT: 18.5% |
27.4%±5.1Highest CT: 18.5% |
| Winchester and Redding are within the Census margin of error here, so we can’t say which is really higher. | |||
| Bachelor’s degree+adults 25+ | 72.4%Highest CT: 42.5% |
72.1% CT: 42.5% |
27.8%Lowest CT: 42.5% |
| Enrolled in collegeshare of residents | 5.9%±1.5Highest CT: 7.1% |
3.8%±1.8Lowest CT: 7.1% |
4.2%±1.7 CT: 7.1% |
| Madison and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Cost of living | |||
| Household incomemedian | $167,442±$16k 75% above CT |
$186,060±$15kHighest 94% above CT |
$66,519±$12kLowest 31% below CT |
| Redding and Madison are within the Census margin of error here, so we can’t say which is really higher. | |||
| Home valuemedian, owner-occupied | $583,900±$30k 59% above CT |
$706,300±$33kHighest 93% above CT |
$249,500±$17kLowest 32% below CT |
| Rentmedian gross, monthly | $2,025±$741 36% above CT |
$2,101±$304Highest 41% above CT |
$1,174±$116Lowest 21% below CT |
| Redding and Madison are within the Census margin of error here, so we can’t say which is really higher. | |||
| Property taxmedian, yearly | $8,843 33% above CT |
$10,000+Highest at least 51% above CT |
$4,780Lowest 28% below CT |
| Renters paying 30%+of income on rent | 44%±12.3Lowest CT: 52.6% |
64.9%±19.3Highest CT: 52.6% |
48.9%±15.8 CT: 52.6% |
| Redding and Winchester are within the Census margin of error here, so we can’t say which is really higher. | |||
| Below poverty line | 3.6%Lowest CT: 10% |
4% CT: 10% |
12.8%Highest CT: 10% |
| Housing | |||
| Homeownersof occupied homes | 90.4% CT: 66.5% |
91.6%Highest CT: 66.5% |
65.8%Lowest CT: 66.5% |
| Typical home builtmedian year | 1976Highest 9 yrs newer than CT |
1972 5 yrs newer than CT |
1955Lowest 12 yrs older than CT |
| Getting to work | |||
| Average commuteone way | 30 min 12% above CT |
36 minHighest 36% above CT |
26 minLowest about the CT average |
| Work from home | 30.2%±5.3 CT: 16% |
32.5%±4.9Highest CT: 16% |
6.9%±2.7Lowest CT: 16% |
| Redding and Madison 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 | #7 of 149 in CT | #14 of 149 in CT | #97 of 149 in CT |
| School district | Madison School District | Redding School District · Regional School District 09 | Explorations District · Regional School District 07 |
| High school in town | Daniel Hand High School | Joel Barlow High School | Northwestern Regional High School |
| Students per teacherat that high school | 9.8 |
11.1Highest |
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.