Compare towns

Wellesley vs Killingly vs Winchester

Cost, people, housing, commute and schools, side by side, each benchmarked against the U.S..

What stands out worked out from the figures below

Wellesley has the most expensive homes ($1583k median).
Killingly has the most affordable homes ($289k median).
Winchester has the most kids (27.6% 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.

MeasureWellesleyKillinglyWinchester
People
Population
30,347Highest
17,867Lowest
23,406
Growth since 20102010 → 2020 census
+5.6%Lowest
U.S.: +7.4%
—
+7.5%Highest
U.S.: +7.4%
Median age
37.1±2.2Lowest
5% below U.S.
39.5±3
about the U.S. average
42.5±1.9Highest
9% above U.S.
Winchester and Killingly are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
24.1%±2
U.S.: 22%
19.8%±2.3Lowest
U.S.: 22%
27.6%±2.3Highest
U.S.: 22%
Winchester and Wellesley are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
15.5%±1.3Lowest
U.S.: 17.2%
19.7%±2.4Highest
U.S.: 17.2%
18%±2
U.S.: 17.2%
Killingly and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
89%Highest
U.S.: 35.7%
22.9%Lowest
U.S.: 35.7%
79.5%
U.S.: 35.7%
Enrolled in collegeshare of residents
18.3%±0.7Highest
U.S.: 6.4%
5.4%±1.9
U.S.: 6.4%
4.9%±1.3Lowest
U.S.: 6.4%
Cost of living
Household incomemedian
$250,001Highest
210% above U.S.
$84,350±$8kLowest
4% above U.S.
$230,198±$21k
185% above U.S.
Home valuemedian, owner-occupied
$1,582,700±$49kHighest
376% above U.S.
$288,600±$15kLowest
13% below U.S.
$1,215,200±$39k
265% above U.S.
Rentmedian gross, monthly
$2,886±$360Highest
104% above U.S.
$1,044±$141Lowest
26% below U.S.
$2,279±$481
61% above U.S.
Wellesley and Winchester are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$10,000+Highest
at least 221% above U.S.
$3,922Lowest
26% above U.S.
$10,000+Highest
at least 221% above U.S.
Renters paying 30%+of income on rent
44.1%±8.2Highest
U.S.: 51.1%
42.8%±10.9
U.S.: 51.1%
39.3%±13.3Lowest
U.S.: 51.1%
Wellesley and Killingly are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
4%Lowest
U.S.: 12.5%
11.4%Highest
U.S.: 12.5%
4.7%
U.S.: 12.5%
Housing
Homeownersof occupied homes
84.4%Highest
U.S.: 65.2%
71.6%Lowest
U.S.: 65.2%
81.7%
U.S.: 65.2%
Typical home builtmedian year
1955
25 yrs older than U.S.
1968Highest
12 yrs older than U.S.
1954Lowest
26 yrs older than U.S.
Getting to work
Average commuteone way
27 minLowest
3% above U.S.
28 min
6% above U.S.
31 minHighest
19% above U.S.
Work from home
32%±2.9
U.S.: 15.1%
11.1%±2.3Lowest
U.S.: 15.1%
33.8%±3Highest
U.S.: 15.1%
Winchester and Wellesley 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 #6 of 282 in MA #136 of 149 in CT #11 of 282 in MA
School district — Connecticut Technical Education and Career System · Eastern Connecticut Regional Educational Service Center (EAS Winchester
High school in town — Killingly High School Winchester High School
Students per teacherat that high school —
11.1Lowest
14.8Highest
On TownTapestry
Old photos in History None yet None yet None yet

U.S. 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.