Compare towns

Windham vs Upton vs Sturbridge vs Chester

Cost, people, housing, commute and schools, side by side, each benchmarked against the U.S..

What stands out worked out from the figures below

Windham has the youngest population (median age 44.2).
Upton has the most expensive homes ($577k median).
Chester has the most affordable homes ($233k 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.

MeasureWindhamUptonSturbridgeChester
People
Population
594Lowest
8,189
9,960Highest
2,992
Growth since 20102010 → 2020 census —
+6.1%
U.S.: +7.4%
+6.5%Highest
U.S.: +7.4%
-4.7%Lowest
U.S.: +7.4%
Median age
44.2±7.4Lowest
14% above U.S.
46.4±4.8
19% above U.S.
47.2±2.6
21% above U.S.
49.7±4.7Highest
28% above U.S.
Chester and Sturbridge are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
17.5%±7.9
U.S.: 22%
23.2%±4.5Highest
U.S.: 22%
20.7%±3
U.S.: 22%
14.1%±4.7Lowest
U.S.: 22%
Upton and Sturbridge are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
23.2%±8.1
U.S.: 17.2%
20.7%±4.9
U.S.: 17.2%
19.8%±3Lowest
U.S.: 17.2%
29.8%±7.9Highest
U.S.: 17.2%
Chester and Windham are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
48.1%
U.S.: 35.7%
53.5%Highest
U.S.: 35.7%
49.3%
U.S.: 35.7%
33.1%Lowest
U.S.: 35.7%
Enrolled in collegeshare of residents
0.8%±1.1Lowest
U.S.: 6.4%
2.4%±1.3
U.S.: 6.4%
4.6%±1.5
U.S.: 6.4%
5.1%±4Highest
U.S.: 6.4%
Chester and Sturbridge are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$94,500±$12k
17% above U.S.
$155,508±$33kHighest
93% above U.S.
$136,759±$15k
69% above U.S.
$62,125±$8kLowest
23% below U.S.
Upton and Sturbridge are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$353,900±$20k
6% above U.S.
$576,700±$41kHighest
73% above U.S.
$425,800±$18k
28% above U.S.
$232,900±$44kLowest
30% below U.S.
Rentmedian gross, monthly —
$948±$599Lowest
33% below U.S.
$1,193±$398Highest
16% below U.S.
$960±$44
32% below U.S.
Sturbridge and Chester are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$5,951
91% above U.S.
$8,376Highest
169% above U.S.
$6,520
109% above U.S.
$4,262Lowest
37% above U.S.
Renters paying 30%+of income on rent
41.2%±94
U.S.: 51.1%
52.8%±31Highest
U.S.: 51.1%
42%±17.7
U.S.: 51.1%
11.5%±12.3Lowest
U.S.: 51.1%
Upton and Sturbridge are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
9.9%Highest
U.S.: 12.5%
3.2%Lowest
U.S.: 12.5%
3.7%
U.S.: 12.5%
7%
U.S.: 12.5%
Housing
Homeownersof occupied homes
82.9%Lowest
U.S.: 65.2%
86.7%Highest
U.S.: 65.2%
86.3%
U.S.: 65.2%
86.7%Highest
U.S.: 65.2%
Typical home builtmedian year
1982Highest
2 yrs newer than U.S.
1981
1 yr newer than U.S.
1982Highest
2 yrs newer than U.S.
1972Lowest
8 yrs older than U.S.
Getting to work
Average commuteone way
27 minLowest
about the U.S. average
35 min
34% above U.S.
38 minHighest
43% above U.S.
28 min
5% above U.S.
Work from home
20.5%±5.6
U.S.: 15.1%
22.8%±5.3Highest
U.S.: 15.1%
19.8%±4.8
U.S.: 15.1%
14%±6.9Lowest
U.S.: 15.1%
Upton and Windham 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 — #46 of 282 in MA #89 of 282 in MA #49 of 70 in VT
School district — Blackstone Valley Regional Vocational Technical · Mendon-Upton Sturbridge · Tantasqua Green Mountain Unified School District #77
High school in town — Blackstone Valley Tantasqua Regional Sr High Green Mountain Union High School
Students per teacherat that high school —
11.2Highest
7.7Lowest
8.7
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U.S. 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.