Compare towns

Chesterfield vs Lee vs Windsor

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

What stands out worked out from the figures below

Chesterfield has the most kids (19.1% under 18).
Lee has the shortest commute (18 min average).
Windsor has the most people working from home (21.2%).

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.

MeasureChesterfieldLeeWindsor
People
Population
1,055Lowest
5,719Highest
1,065
Growth since 20102010 → 2020 census
-2.9%
MA: +7.4%
-2.6%Highest
MA: +7.4%
-7.6%Lowest
MA: +7.4%
Median age
44.3±7.6Lowest
11% above MA
55.2±5.8Highest
38% above MA
44.8±6.4
12% above MA
Lee and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
19.1%±5.1Highest
MA: 19.4%
12.6%±5Lowest
MA: 19.4%
15.8%±5.1
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+
24.3%±4.2
MA: 17.9%
33.4%±6.1Highest
MA: 17.9%
18.6%±4.9Lowest
MA: 17.9%
Lee and Chesterfield are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
34.3%Lowest
MA: 47.3%
44.1%Highest
MA: 47.3%
41.5%
MA: 47.3%
Enrolled in collegeshare of residents
2.7%±1.9Lowest
MA: 7.9%
5%±2.1Highest
MA: 7.9%
2.7%±1.7Lowest
MA: 7.9%
Lee and Chesterfield are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$103,967±$11k
about the MA average
$83,750±$13kLowest
19% below MA
$115,563±$10kHighest
11% above MA
Windsor and Chesterfield are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$390,800±$48kHighest
30% below MA
$352,700±$19kLowest
37% below MA
$389,700±$32k
31% below MA
Chesterfield and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly
$1,078±$409Lowest
39% below MA
$1,375±$212Highest
22% below MA
—
Lee and Chesterfield are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$5,969Highest
about the MA average
$3,980
34% below MA
$3,867Lowest
35% below MA
Renters paying 30%+of income on rent
10.3%±84.4
MA: 51.8%
57.3%±21.2Highest
MA: 51.8%
0%±100Lowest
MA: 51.8%
Lee and Chesterfield are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
6.4%
MA: 10%
7.2%Highest
MA: 10%
3.8%Lowest
MA: 10%
Housing
Homeownersof occupied homes
92.2%
MA: 62.5%
71.1%Lowest
MA: 62.5%
96.2%Highest
MA: 62.5%
Typical home builtmedian year
1976Highest
12 yrs newer than MA
1959Lowest
5 yrs older than MA
1970
6 yrs newer than MA
Getting to work
Average commuteone way
31 min
7% above MA
18 minLowest
38% below MA
37 minHighest
27% above MA
Work from home
13.4%±6.7Lowest
MA: 18.6%
16.4%±7.8
MA: 18.6%
21.2%±5.8Highest
MA: 18.6%
Windsor and Lee 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 — #209 of 282 in MA —
School district Chesterfield-Goshen Lee —
High school in town None in town Lee Middle/High School —
Students per teacherat that high school —
9.2
—
On TownTapestry
Old photos in Our Story 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.