Compare towns

Windsor vs Montgomery vs Westhampton

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%).
Montgomery has the most kids (22% under 18).
Westhampton has grown the fastest since 2010 (+0.9%).

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.

MeasureWindsorMontgomeryWesthampton
People
Population
1,065
796Lowest
1,552Highest
Growth since 20102010 → 2020 census
-7.6%Lowest
MA: +7.4%
-2.3%
MA: +7.4%
+0.9%Highest
MA: +7.4%
Median age
44.8±6.4Lowest
12% above MA
49.7±5.8Highest
24% above MA
49.3±4.9
23% above MA
Montgomery and Westhampton are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
15.8%±5.1Lowest
MA: 19.4%
22%±5.8Highest
MA: 19.4%
18%±4.1
MA: 19.4%
Montgomery and Westhampton 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%
24.9%±7
MA: 17.9%
25.4%±2.8Highest
MA: 17.9%
Westhampton and Montgomery are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
41.5%
MA: 47.3%
38.1%Lowest
MA: 47.3%
47%Highest
MA: 47.3%
Enrolled in collegeshare of residents
2.7%±1.7Lowest
MA: 7.9%
4.3%±1.6Highest
MA: 7.9%
3.7%±2.4
MA: 7.9%
Montgomery and Westhampton 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
$123,000±$19kHighest
18% above MA
$100,000±$7kLowest
4% below 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
$357,500±$29kLowest
36% below MA
$413,200±$24kHighest
26% below MA
Westhampton and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly — —
$1,304±$229
26% below MA
Property taxmedian, yearly
$3,867Lowest
35% below MA
$4,283
29% below MA
$6,476Highest
8% above MA
Renters paying 30%+of income on rent
0%±100Lowest
MA: 51.8%
50%±100Highest
MA: 51.8%
33.3%±53.5
MA: 51.8%
Montgomery and Westhampton are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
3.8%
MA: 10%
1.5%Lowest
MA: 10%
6.5%Highest
MA: 10%
Housing
Homeownersof occupied homes
96.2%
MA: 62.5%
96.3%Highest
MA: 62.5%
91.4%Lowest
MA: 62.5%
Typical home builtmedian year
1970
6 yrs newer than MA
1978Highest
14 yrs newer than MA
1969Lowest
5 yrs newer than MA
Getting to work
Average commuteone way
37 minHighest
27% above MA
36 min
23% above MA
29 minLowest
about the MA average
Work from home
21.2%±5.8Highest
MA: 18.6%
9.4%±6Lowest
MA: 18.6%
14.1%±4
MA: 18.6%
Windsor and Westhampton are within the Census margin of error here, so we can’t say which is really higher.
Schools
School district — — Hampshire · Westhampton
High school in town — — Hampshire Regional High
Students per teacherat that high school — —
10.0
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.