Compare towns

Windsor vs Douglas vs Upton 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 affordable homes ($390k median).
Douglas has the shortest commute (34 min average).
Upton has the most expensive homes ($577k median).
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.

MeasureWindsorDouglasUptonOakham
People
Population
1,065Lowest
9,207Highest
8,189
1,639
Growth since 20102010 → 2020 census
-7.6%Lowest
MA: +7.4%
+6%
MA: +7.4%
+6.1%Highest
MA: +7.4%
-2.7%
MA: +7.4%
Median age
44.8±6.4
12% above MA
44±2.6Lowest
10% above MA
46.4±4.8
16% above MA
49±2.3Highest
23% above MA
Oakham and Upton 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%
21.2%±3.8
MA: 19.4%
23.2%±4.5Highest
MA: 19.4%
18.2%±3.1
MA: 19.4%
Upton and Douglas 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%
15.4%±3.1Lowest
MA: 17.9%
20.7%±4.9
MA: 17.9%
21.4%±2.3Highest
MA: 17.9%
Oakham and Upton 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%
41.7%
MA: 47.3%
53.5%Highest
MA: 47.3%
40.3%Lowest
MA: 47.3%
Enrolled in collegeshare of residents
2.7%±1.7
MA: 7.9%
5.4%±2.3Highest
MA: 7.9%
2.4%±1.3Lowest
MA: 7.9%
3.8%±2.1
MA: 7.9%
Douglas 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±$10k
11% above MA
$152,267±$10k
46% above MA
$155,508±$33kHighest
50% above MA
$102,000±$20kLowest
about the MA average
Upton and Douglas 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
$470,600±$29k
16% below MA
$576,700±$41kHighest
about the MA average
$420,100±$20k
25% below MA
Rentmedian gross, monthly —
$1,503±$697Highest
15% below MA
$948±$599Lowest
46% below MA
$1,174±$81
33% below MA
Douglas 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
$6,338
6% above MA
$8,376Highest
40% above MA
$4,103
32% below MA
Renters paying 30%+of income on rent
0%±100Lowest
MA: 51.8%
33.9%±17.4
MA: 51.8%
52.8%±31Highest
MA: 51.8%
27.8%±69.1
MA: 51.8%
Upton and Douglas are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
3.8%
MA: 10%
4.8%Highest
MA: 10%
3.2%Lowest
MA: 10%
4.4%
MA: 10%
Housing
Homeownersof occupied homes
96.2%Highest
MA: 62.5%
83.8%Lowest
MA: 62.5%
86.7%
MA: 62.5%
91.6%
MA: 62.5%
Typical home builtmedian year
1970Lowest
6 yrs newer than MA
1986Highest
22 yrs newer than MA
1981
17 yrs newer than MA
1979
15 yrs newer than MA
Getting to work
Average commuteone way
37 min
27% above MA
34 minLowest
16% above MA
35 min
22% above MA
39 minHighest
32% above MA
Work from home
21.2%±5.8
MA: 18.6%
20.9%±4.9
MA: 18.6%
22.8%±5.3Highest
MA: 18.6%
9.6%±3.8Lowest
MA: 18.6%
Upton and Windsor 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 — #177 of 282 in MA #46 of 282 in MA —
School district — Douglas Blackstone Valley Regional Vocational Technical · Mendon-Upton Quabbin
High school in town — Douglas High School Blackstone Valley None in town
Students per teacherat that high school —
7.2Lowest
11.2Highest
—
On TownTapestry
Old photos in History None yet 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.