Compare towns

Windsor vs Lenox vs Chesterfield

Cost, people, housing, commute and schools, side by side, each benchmarked against Massachusetts.

What stands out worked out from the figures below

Windsor has the most people working from home (21.2%).
Lenox has grown the fastest since 2010 (+1.4%).
Chesterfield has the most kids (19.1% 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.

MeasureWindsorLenoxChesterfield
People
Population
1,065
5,079Highest
1,055Lowest
Growth since 20102010 → 2020 census
-7.6%Lowest
MA: +7.4%
+1.4%Highest
MA: +7.4%
-2.9%
MA: +7.4%
Median age
44.8±6.4
12% above MA
60.1±4.3Highest
50% above MA
44.3±7.6Lowest
11% above MA
Kids under 18
15.8%±5.1
MA: 19.4%
13.3%±4.1Lowest
MA: 19.4%
19.1%±5.1Highest
MA: 19.4%
Chesterfield and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
18.6%±4.9Lowest
MA: 17.9%
40.1%±7.8Highest
MA: 17.9%
24.3%±4.2
MA: 17.9%
Bachelor’s degree+adults 25+
41.5%
MA: 47.3%
52.7%Highest
MA: 47.3%
34.3%Lowest
MA: 47.3%
Enrolled in collegeshare of residents
2.7%±1.7Lowest
MA: 7.9%
4.5%±2.8Highest
MA: 7.9%
2.7%±1.9Lowest
MA: 7.9%
Lenox and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$115,563±$10kHighest
11% above MA
$106,080±$31k
about the MA average
$103,967±$11kLowest
about the MA average
Windsor and Lenox are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$389,700±$32kLowest
31% below MA
$466,700±$43kHighest
17% below MA
$390,800±$48k
30% below MA
Lenox and Chesterfield are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly —
$1,091±$238Highest
38% below MA
$1,078±$409Lowest
39% below MA
Lenox and Chesterfield are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$3,867Lowest
35% below MA
$5,299
12% below MA
$5,969Highest
about the MA average
Renters paying 30%+of income on rent
0%±100Lowest
MA: 51.8%
47.2%±18.8Highest
MA: 51.8%
10.3%±84.4
MA: 51.8%
Lenox and Chesterfield are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
3.8%Lowest
MA: 10%
8.5%Highest
MA: 10%
6.4%
MA: 10%
Housing
Homeownersof occupied homes
96.2%Highest
MA: 62.5%
71.4%Lowest
MA: 62.5%
92.2%
MA: 62.5%
Typical home builtmedian year
1970
6 yrs newer than MA
1966Lowest
2 yrs newer than MA
1976Highest
12 yrs newer than MA
Getting to work
Average commuteone way
37 minHighest
27% above MA
23 minLowest
22% below MA
31 min
7% above MA
Work from home
21.2%±5.8Highest
MA: 18.6%
18.3%±8.8
MA: 18.6%
13.4%±6.7Lowest
MA: 18.6%
Windsor and Lenox 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 — #90 of 282 in MA —
School district — Lenox Chesterfield-Goshen
High school in town — Lenox Memorial High None in town
Students per teacherat that high school —
7.6
—
On TownTapestry
Old photos in History None yet None yet None yet

MA 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.