Compare towns
Rupert vs Windham vs Montgomery vs Dorset
Cost, people, housing, commute and schools, side by side, each benchmarked against Vermont.
What stands out worked out from the figures below
Rupert has the oldest population (median age 57.8).
Windham has the youngest population (median age 44.2).
Montgomery has the most affordable homes ($323k median).
Dorset has the most expensive homes ($569k 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.
| Measure | Rupert | Windham | Montgomery | Dorset |
|---|---|---|---|---|
| Your priorities | ||||
| People | ||||
| Population | 676 |
594Lowest |
1,047 |
2,092Highest |
| Growth since 20102010 → 2020 census | -2.2%Lowest VT: +2.8% |
— | -1.4% VT: +2.8% |
+5%Highest VT: +2.8% |
| Median age | 57.8±9.7Highest 34% above VT |
44.2±7.4Lowest about the VT average |
51.5±11.3 19% above VT |
45.9±7.5 6% above VT |
| Rupert and Montgomery are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Kids under 18 | 13.9%±3.7Lowest VT: 17.9% |
17.5%±7.9 VT: 17.9% |
15.5%±4.4 VT: 17.9% |
24%±5.5Highest VT: 17.9% |
| Dorset and Windham are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Age 65+ | 42.3%±8.1Highest VT: 21.4% |
23.2%±8.1 VT: 21.4% |
33.9%±8.2 VT: 21.4% |
21.9%±4.5Lowest VT: 21.4% |
| Rupert and Montgomery are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Bachelor’s degree+adults 25+ | 30.6%Lowest VT: 43.8% |
48.1% VT: 43.8% |
52.8% VT: 43.8% |
72.1%Highest VT: 43.8% |
| Enrolled in collegeshare of residents | 2.1%±2.5 VT: 7% |
0.8%±1.1Lowest VT: 7% |
2.8%±3.2Highest VT: 7% |
2.8%±2.1Highest VT: 7% |
| Cost of living | ||||
| Household incomemedian | $88,229±$36k 9% above VT |
$94,500±$12k 16% above VT |
$53,289±$24kLowest 34% below VT |
$111,250±$40kHighest 37% above VT |
| Dorset and Windham are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Home valuemedian, owner-occupied | $362,500±$63k 14% above VT |
$353,900±$20k 12% above VT |
$323,200±$45kLowest about the VT average |
$569,200±$57kHighest 80% above VT |
| Rentmedian gross, monthly | — | — | $868±$209Lowest 30% below VT |
$1,420±$296Highest 15% above VT |
| Property taxmedian, yearly | $4,594 9% below VT |
$5,951 18% above VT |
$4,326Lowest 14% below VT |
$7,489Highest 49% above VT |
| Renters paying 30%+of income on rent | 20%±100Lowest VT: 48.4% |
41.2%±94 VT: 48.4% |
76.6%±68Highest VT: 48.4% |
74.4%±22.5 VT: 48.4% |
| Montgomery and Dorset are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Below poverty line | 6%Lowest VT: 10.1% |
9.9% VT: 10.1% |
15.6%Highest VT: 10.1% |
11.2% VT: 10.1% |
| Housing | ||||
| Homeownersof occupied homes | 93.7%Highest VT: 73.2% |
82.9% VT: 73.2% |
80.7%Lowest VT: 73.2% |
90.7% VT: 73.2% |
| Typical home builtmedian year | 1955Lowest 21 yrs older than VT |
1982Highest 6 yrs newer than VT |
1980 4 yrs newer than VT |
1972 4 yrs older than VT |
| Getting to work | ||||
| Average commuteone way | 27 min 14% above VT |
27 min 14% above VT |
37 minHighest 58% above VT |
22 minLowest 8% below VT |
| Work from home | 18.6%±9.2 VT: 16.9% |
20.5%±5.6 VT: 16.9% |
16%±5.9Lowest VT: 16.9% |
29.3%±7.5Highest VT: 16.9% |
| Dorset and Windham are within the Census margin of error here, so we can’t say which is really higher. | ||||
| Schools | ||||
| School district | — | — | Northern Mountain Valley Unified Union School District #85 | Taconic and Green Regional School District #63 |
| High school in town | — | — | None in town | None in town |
| On TownTapestry | ||||
| Old photos in History | None yet | 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.