One of Rupert's first settlers was Reuben Harmon, a metalsmith, who was given the right to mint coins, called Vermont coppers, for the Republic of Vermont. Harmon's Mint is still standing today in East Rupert on a small stream known as Hagar's Brook.
There were 295 households out of which 28.8% had children under the age of 18 living with them, 62.7% were couples living together and joined in either marriage or civil union, 4.7% had a female householder with no husband present, and 30.2% were non-families. 24.4% of all households were made up of individuals and 14.2% had someone living alone who was 65 years of age or older. The average household size was 2.39 and the average family size was 2.86.
In the town the population was spread out with 22.3% under the age of 18, 5.1% from 18 to 24, 23.9% from 25 to 44, 26.4% from 45 to 64, and 22.3% who were 65 years of age or older. The median age was 44 years. For every 100 females there were 90.3 males. For every 100 females age 18 and over, there were 86.7 males.
The median income for a household in the town was $36,429, and the median income for a family was $41,339. Males had a median income of $27,500 versus $21,797 for females. The per capita income for the town was $20,480. About 2.7% of families and 6.1% of the population were below the poverty line, including 8.4% of those under age 18 and 4.8% of those age 65 or over.