Compare towns

Windsor vs Webster 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%).
Webster has grown the fastest since 2010 (+6.9%).
Oakham has the oldest population (median age 49).

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.

MeasureWindsorWebsterOakham
People
Population
1,065Lowest
12,228Highest
1,639
Growth since 20102010 → 2020 census
-7.6%Lowest
MA: +7.4%
+6.9%Highest
MA: +7.4%
-2.7%
MA: +7.4%
Median age
44.8±6.4
12% above MA
37.2±2.1Lowest
7% below MA
49±2.3Highest
23% above MA
Oakham and Windsor 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%
21.8%±3.6Highest
MA: 19.4%
18.2%±3.1
MA: 19.4%
Webster and Oakham are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
18.6%±4.9
MA: 17.9%
15.7%±2.5Lowest
MA: 17.9%
21.4%±2.3Highest
MA: 17.9%
Oakham and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
41.5%Highest
MA: 47.3%
18.8%Lowest
MA: 47.3%
40.3%
MA: 47.3%
Enrolled in collegeshare of residents
2.7%±1.7Lowest
MA: 7.9%
6%±1.8Highest
MA: 7.9%
3.8%±2.1
MA: 7.9%
Webster and Oakham 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
$63,837±$8kLowest
39% 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±$32k
31% below MA
$333,100±$14kLowest
41% below MA
$420,100±$20kHighest
25% below MA
Oakham and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly —
$1,198±$85Highest
32% below MA
$1,174±$81Lowest
33% below MA
Webster and Oakham are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$3,867
35% below MA
$3,234Lowest
46% below MA
$4,103Highest
32% below MA
Renters paying 30%+of income on rent
0%±100Lowest
MA: 51.8%
46.1%±7.4Highest
MA: 51.8%
27.8%±69.1
MA: 51.8%
Webster 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%
16%Highest
MA: 10%
4.4%
MA: 10%
Housing
Homeownersof occupied homes
96.2%Highest
MA: 62.5%
45.5%Lowest
MA: 62.5%
91.6%
MA: 62.5%
Typical home builtmedian year
1970
6 yrs newer than MA
1954Lowest
10 yrs older than MA
1979Highest
15 yrs newer than MA
Getting to work
Average commuteone way
37 min
27% above MA
28 minLowest
5% below MA
39 minHighest
32% above MA
Work from home
21.2%±5.8Highest
MA: 18.6%
7.1%±2.9Lowest
MA: 18.6%
9.6%±3.8
MA: 18.6%
Schools
Public school scoresrank in state, math + reading — #271 of 282 in MA —
School district — — Quabbin
High school in town — — None in town
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.