Compare towns

Windsor vs Ware vs Montgomery

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%).
Ware has grown the fastest since 2010 (+1.6%).
Montgomery has the oldest population (median age 49.7).

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.

MeasureWindsorWareMontgomery
People
Population
1,065
6,369Highest
796Lowest
Growth since 20102010 → 2020 census
-7.6%Lowest
MA: +7.4%
+1.6%Highest
MA: +7.4%
-2.3%
MA: +7.4%
Median age
44.8±6.4
12% above MA
39.8±6Lowest
about the MA average
49.7±5.8Highest
24% above MA
Montgomery 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%
23.3%±4.4Highest
MA: 19.4%
22%±5.8
MA: 19.4%
Ware and Montgomery 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%
17.4%±3.9Lowest
MA: 17.9%
24.9%±7Highest
MA: 17.9%
Montgomery 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%
15.4%Lowest
MA: 47.3%
38.1%
MA: 47.3%
Enrolled in collegeshare of residents
2.7%±1.7Lowest
MA: 7.9%
3.7%±1.9
MA: 7.9%
4.3%±1.6Highest
MA: 7.9%
Montgomery and Ware 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
$45,158±$11kLowest
57% below MA
$123,000±$19kHighest
18% above MA
Montgomery and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Home valuemedian, owner-occupied
$389,700±$32kHighest
31% below MA
$253,400±$31kLowest
55% below MA
$357,500±$29k
36% below MA
Windsor and Montgomery are within the Census margin of error here, so we can’t say which is really higher.
Rentmedian gross, monthly —
$1,039±$104
41% below MA
—
Property taxmedian, yearly
$3,867
35% below MA
$3,408Lowest
43% below MA
$4,283Highest
29% below MA
Renters paying 30%+of income on rent
0%±100Lowest
MA: 51.8%
64.5%±17.3Highest
MA: 51.8%
50%±100
MA: 51.8%
Ware and Montgomery are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
3.8%
MA: 10%
14.1%Highest
MA: 10%
1.5%Lowest
MA: 10%
Housing
Homeownersof occupied homes
96.2%
MA: 62.5%
57.4%Lowest
MA: 62.5%
96.3%Highest
MA: 62.5%
Typical home builtmedian year
1970
6 yrs newer than MA
1938Lowest
26 yrs older than MA
1978Highest
14 yrs newer than MA
Getting to work
Average commuteone way
37 minHighest
27% above MA
27 minLowest
9% below MA
36 min
23% above MA
Work from home
21.2%±5.8Highest
MA: 18.6%
16.6%±5
MA: 18.6%
9.4%±6Lowest
MA: 18.6%
Windsor and Ware 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 — #267 of 282 in MA —
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.