Compare towns

Oakham vs Webster vs Windsor

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

What stands out worked out from the figures below

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

MeasureOakhamWebsterWindsor
People
Population
1,639
12,228Highest
1,065Lowest
Growth since 20102010 → 2020 census
-2.7%
MA: +7.4%
+6.9%Highest
MA: +7.4%
-7.6%Lowest
MA: +7.4%
Median age
49±2.3Highest
23% above MA
37.2±2.1Lowest
7% below MA
44.8±6.4
12% 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
18.2%±3.1
MA: 19.4%
21.8%±3.6Highest
MA: 19.4%
15.8%±5.1Lowest
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+
21.4%±2.3Highest
MA: 17.9%
15.7%±2.5Lowest
MA: 17.9%
18.6%±4.9
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+
40.3%
MA: 47.3%
18.8%Lowest
MA: 47.3%
41.5%Highest
MA: 47.3%
Enrolled in collegeshare of residents
3.8%±2.1
MA: 7.9%
6%±1.8Highest
MA: 7.9%
2.7%±1.7Lowest
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
$102,000±$20k
about the MA average
$63,837±$8kLowest
39% below MA
$115,563±$10kHighest
11% above MA
Windsor and Oakham are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$420,100±$20kHighest
25% below MA
$333,100±$14kLowest
41% below MA
$389,700±$32k
31% 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
$1,174±$81Lowest
33% below MA
$1,198±$85Highest
32% 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
$4,103Highest
32% below MA
$3,234Lowest
46% below MA
$3,867
35% below MA
Renters paying 30%+of income on rent
27.8%±69.1
MA: 51.8%
46.1%±7.4Highest
MA: 51.8%
0%±100Lowest
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
4.4%
MA: 10%
16%Highest
MA: 10%
3.8%Lowest
MA: 10%
Housing
Homeownersof occupied homes
91.6%
MA: 62.5%
45.5%Lowest
MA: 62.5%
96.2%Highest
MA: 62.5%
Typical home builtmedian year
1979Highest
15 yrs newer than MA
1954Lowest
10 yrs older than MA
1970
6 yrs newer than MA
Getting to work
Average commuteone way
39 minHighest
32% above MA
28 minLowest
5% below MA
37 min
27% above MA
Work from home
9.6%±3.8
MA: 18.6%
7.1%±2.9Lowest
MA: 18.6%
21.2%±5.8Highest
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.