Compare towns

Brattleboro vs Middlesex vs Windsor

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

What stands out worked out from the figures below

Brattleboro has the shortest commute (19 min average).
Middlesex has grown the fastest since 2010 (+2.8%).
Windsor has the most affordable homes ($208k 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.

MeasureBrattleboroMiddlesexWindsor
People
Population
12,122Highest
1,943Lowest
3,554
Growth since 20102010 → 2020 census
+1.1%
VT: +2.8%
+2.8%Highest
VT: +2.8%
+0.2%Lowest
VT: +2.8%
Median age
45.6±4.5Highest
6% above VT
44.4±3.9Lowest
3% above VT
44.8±6.5
4% above VT
Brattleboro and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Kids under 18
19%±2.8Lowest
VT: 17.9%
21.3%±3.1Highest
VT: 17.9%
19.5%±5.2
VT: 17.9%
Middlesex and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Age 65+
25.5%±3.2
VT: 21.4%
20.6%±3.7Lowest
VT: 21.4%
29.7%±6.9Highest
VT: 21.4%
Windsor and Brattleboro are within the Census margin of error here, so we can’t say which is really higher.
Bachelor’s degree+adults 25+
46.5%
VT: 43.8%
54.7%Highest
VT: 43.8%
39.7%Lowest
VT: 43.8%
Enrolled in collegeshare of residents
4.1%±1.6
VT: 7%
5.2%±2.6Highest
VT: 7%
0.7%±0.8Lowest
VT: 7%
Middlesex and Brattleboro are within the Census margin of error here, so we can’t say which is really higher.
Cost of living
Household incomemedian
$58,241±$8k
28% below VT
$109,632±$13kHighest
35% above VT
$52,484±$11kLowest
35% below VT
Home valuemedian, owner-occupied
$257,300±$18k
19% below VT
$376,300±$40kHighest
19% above VT
$207,500±$31kLowest
34% below VT
Rentmedian gross, monthly
$1,074±$58
13% below VT
$1,333±$359Highest
8% above VT
$1,026±$89Lowest
17% below VT
Middlesex and Brattleboro are within the Census margin of error here, so we can’t say which is really higher.
Property taxmedian, yearly
$5,700
13% above VT
$6,483Highest
29% above VT
$5,209Lowest
3% above VT
Renters paying 30%+of income on rent
46.9%±9.6Highest
VT: 48.4%
0%±100Lowest
VT: 48.4%
31.5%±17
VT: 48.4%
Brattleboro and Windsor are within the Census margin of error here, so we can’t say which is really higher.
Below poverty line
17.8%Highest
VT: 10.1%
3.8%Lowest
VT: 10.1%
7.8%
VT: 10.1%
Housing
Homeownersof occupied homes
58.5%
VT: 73.2%
96.7%Highest
VT: 73.2%
57.8%Lowest
VT: 73.2%
Typical home builtmedian year
1955
21 yrs older than VT
1986Highest
10 yrs newer than VT
1945Lowest
31 yrs older than VT
Getting to work
Average commuteone way
19 minLowest
19% below VT
27 minHighest
17% above VT
23 min
3% below VT
Work from home
17.9%±4
VT: 16.9%
28.4%±10.7Highest
VT: 16.9%
10.3%±5Lowest
VT: 16.9%
Middlesex and Brattleboro 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 #33 of 70 in VT — #61 of 70 in VT
School district Windham Southeast Unified Union School District #96 Washington Central Unified Union School District #92 —
High school in town Brattleboro Union High School None in town —
Students per teacherat that high school
9.0
— —
On TownTapestry
Old photos in Our Story None yet None yet None yet

VT 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.