Compare towns

Windsor vs Lenox vs Montgomery

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%).
Montgomery has the most kids (22% 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.

MeasureWindsorLenoxMontgomery
People
Population
1,065
5,079Highest
796Lowest
Growth since 20102010 → 2020 census
-7.6%Lowest
MA: +7.4%
+1.4%Highest
MA: +7.4%
-2.3%
MA: +7.4%
Median age
44.8±6.4Lowest
12% above MA
60.1±4.3Highest
50% above MA
49.7±5.8
24% above MA
Kids under 18
15.8%±5.1
MA: 19.4%
13.3%±4.1Lowest
MA: 19.4%
22%±5.8Highest
MA: 19.4%
Montgomery 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%
24.9%±7
MA: 17.9%
Bachelor’s degree+adults 25+
41.5%
MA: 47.3%
52.7%Highest
MA: 47.3%
38.1%Lowest
MA: 47.3%
Enrolled in collegeshare of residents
2.7%±1.7Lowest
MA: 7.9%
4.5%±2.8Highest
MA: 7.9%
4.3%±1.6
MA: 7.9%
Lenox and Montgomery are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$115,563±$10k
11% above MA
$106,080±$31kLowest
about the MA average
$123,000±$19kHighest
18% above MA
Montgomery and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$389,700±$32k
31% below MA
$466,700±$43kHighest
17% below MA
$357,500±$29kLowest
36% below MA
Rentmedian gross, monthly —
$1,091±$238
38% below MA
—
Property taxmedian, yearly
$3,867Lowest
35% below MA
$5,299Highest
12% below MA
$4,283
29% below MA
Renters paying 30%+of income on rent
0%±100Lowest
MA: 51.8%
47.2%±18.8
MA: 51.8%
50%±100Highest
MA: 51.8%
Montgomery and Lenox are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
3.8%
MA: 10%
8.5%Highest
MA: 10%
1.5%Lowest
MA: 10%
Housing
Homeownersof occupied homes
96.2%
MA: 62.5%
71.4%Lowest
MA: 62.5%
96.3%Highest
MA: 62.5%
Typical home builtmedian year
1970
6 yrs newer than MA
1966Lowest
2 yrs newer than MA
1978Highest
14 yrs newer than MA
Getting to work
Average commuteone way
37 minHighest
27% above MA
23 minLowest
22% below MA
36 min
23% above MA
Work from home
21.2%±5.8Highest
MA: 18.6%
18.3%±8.8
MA: 18.6%
9.4%±6Lowest
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 —
High school in town — Lenox Memorial High —
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.