The land where Cooksville lies was originally purchased by the New Hampshire lawyer and statesman, Daniel Webster, for $1.25 an acre. Webster also represented other investors in the land purchase. Early pioneers were established by 1837. Many of the original settlers of the village were from New England and left their imprint on the town and village architecture. Brick homes stand on three sides of a common or square, typical of the New England village tradition. By 1976 there were only 80 residents, half the population of the town in 1850. "Traditional Cooksville has remained the same, untouched by progress. Cooksville residents hope it will continue to be known as a town that time forgot."