Compare towns

Windsor vs Westhampton vs Oakham

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%).
Westhampton has grown the fastest since 2010 (+0.9%).
Oakham has the most expensive homes ($420k median).

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.

MeasureWindsorWesthamptonOakham
People
Population
1,065Lowest
1,552
1,639Highest
Growth since 20102010 → 2020 census
-7.6%Lowest
MA: +7.4%
+0.9%Highest
MA: +7.4%
-2.7%
MA: +7.4%
Median age
44.8±6.4Lowest
12% above MA
49.3±4.9Highest
23% above MA
49±2.3
23% above MA
Westhampton and Oakham 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%
18%±4.1
MA: 19.4%
18.2%±3.1Highest
MA: 19.4%
Oakham 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%
25.4%±2.8Highest
MA: 17.9%
21.4%±2.3
MA: 17.9%
Westhampton and Oakham 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%
47%Highest
MA: 47.3%
40.3%Lowest
MA: 47.3%
Enrolled in collegeshare of residents
2.7%±1.7Lowest
MA: 7.9%
3.7%±2.4
MA: 7.9%
3.8%±2.1Highest
MA: 7.9%
Oakham 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±$10kHighest
11% above MA
$100,000±$7kLowest
4% below MA
$102,000±$20k
about the MA average
Windsor and Oakham 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
$413,200±$24k
26% below MA
$420,100±$20kHighest
25% below MA
Oakham and Westhampton are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly —
$1,304±$229Highest
26% below MA
$1,174±$81Lowest
33% below MA
Westhampton and Oakham 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
$6,476Highest
8% above MA
$4,103
32% below MA
Renters paying 30%+of income on rent
0%±100Lowest
MA: 51.8%
33.3%±53.5Highest
MA: 51.8%
27.8%±69.1
MA: 51.8%
Westhampton and Oakham 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%
6.5%Highest
MA: 10%
4.4%
MA: 10%
Housing
Homeownersof occupied homes
96.2%Highest
MA: 62.5%
91.4%Lowest
MA: 62.5%
91.6%
MA: 62.5%
Typical home builtmedian year
1970
6 yrs newer than MA
1969Lowest
5 yrs newer than MA
1979Highest
15 yrs newer than MA
Getting to work
Average commuteone way
37 min
27% above MA
29 minLowest
about the MA average
39 minHighest
32% above MA
Work from home
21.2%±5.8Highest
MA: 18.6%
14.1%±4
MA: 18.6%
9.6%±3.8Lowest
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 Quabbin
High school in town — Hampshire Regional High None in town
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.