Compare towns

Windsor vs Orange 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%).
Orange has the most affordable homes ($246k median).
Montgomery has grown the fastest since 2010 (-2.3%).

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.

MeasureWindsorOrangeMontgomery
People
Population
1,065
7,573Highest
796Lowest
Growth since 20102010 → 2020 census
-7.6%Lowest
MA: +7.4%
-3.4%
MA: +7.4%
-2.3%Highest
MA: +7.4%
Median age
44.8±6.4
12% above MA
41.8±2.2Lowest
4% above MA
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%
22.2%±3.8Highest
MA: 19.4%
22%±5.8
MA: 19.4%
Orange and Montgomery are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
18.6%±4.9Lowest
MA: 17.9%
20.3%±3.1
MA: 17.9%
24.9%±7Highest
MA: 17.9%
Montgomery and Orange 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%
15.7%Lowest
MA: 47.3%
38.1%
MA: 47.3%
Enrolled in collegeshare of residents
2.7%±1.7
MA: 7.9%
2%±0.9Lowest
MA: 7.9%
4.3%±1.6Highest
MA: 7.9%
Montgomery and Windsor 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
$55,824±$10kLowest
46% 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
$245,900±$18kLowest
56% 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 —
$775±$233
56% below MA
—
Property taxmedian, yearly
$3,867Lowest
35% below MA
$4,136
31% below MA
$4,283Highest
29% below MA
Renters paying 30%+of income on rent
0%±100Lowest
MA: 51.8%
41%±11.9
MA: 51.8%
50%±100Highest
MA: 51.8%
Montgomery and Orange are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
3.8%
MA: 10%
22.4%Highest
MA: 10%
1.5%Lowest
MA: 10%
Housing
Homeownersof occupied homes
96.2%
MA: 62.5%
70%Lowest
MA: 62.5%
96.3%Highest
MA: 62.5%
Typical home builtmedian year
1970
6 yrs newer than MA
1966Lowest
2 yrs newer than MA
1978Highest
14 yrs newer than MA
Getting to work
Average commuteone way
37 minHighest
27% above MA
33 minLowest
13% above MA
36 min
23% above MA
Work from home
21.2%±5.8Highest
MA: 18.6%
6.6%±2.8Lowest
MA: 18.6%
9.4%±6
MA: 18.6%
Windsor and Montgomery 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 — #275 of 282 in MA —
School district — Orange · Ralph C Mahar —
High school in town — Ralph C Mahar Regional —
Students per teacherat that high school —
9.0
—
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.