Sherman, David, House National Register of Historic Places Listing

Woodbury has old bones. Built around 1715, this timber-frame saltbox stands as one of the oldest surviving structures in Litchfield County, showing off the raw carpentry of early Connecticut settlers. Most people walk past these colonial houses without realizing how much work went into raising them. Local carpenters used massive oak beams. They joined these timbers with mortise-and-tenon joints, securing them with wooden pegs called trunnels, all centered around a massive stone chimney stack that anchored the entire household.

David Sherman himself ran a substantial farming operation here while serving as a deacon and town selectman. He wielded serious local power. Because of his status, the house became a focal point for early community meetings, standing strong through the American Revolution while the surrounding town grew into a bustling agricultural hub. Step inside today and you still see the original wide-plank chestnut floors. They show deep wear. That physical wear from hundreds of boots shows the house's transition from a pioneer homestead to a modern historic landmark, earning its spot on the National Register in 2002.