This house and its early owners are closely linked to the Mason homestead across the road at no. 226. Both properties were part of a 60-acre division (on both sides of the road) laid out to Joseph Mason Sr. (1688-1773) in 1727. Mason, from Hartford, was one of the original shareholders in the Litchfield proprietorship. His 15-acre homelot was located further north on Chestnut Hill, at the southwest corner of Camp Dutton Road, where he added an additional 20 acres to the south and maintained his family homestead. Tradition holds that the house here a no. 216 Chestnut Hill Road was built by Joseph's son Joshua Mason (1736-1813), but this is not substantiated by records. We do know that as of 1852 Capt. Benjamin Webster (4) (1795-1880) was living in the house with his wife Rachel Baldwin Webster. While Rachel was a descendent of Joseph Mason (through his son Jonathan), research suggests it is more likely that the property came to her and Benjamin through the Webster line. The two families were interlinked; Elisha Mason, grandson of Joseph, lived across the street and was married to Lucretia Webster, Benjamin's aunt. The house may be the one mentioned in a sale (1836) of 80 acres and buildings to Benjamin by his father, Benjamin Webster (1736-1782). Former 20t-century owners include Thatcher and Vinetta Lane (1956-1973), Alice Buckner Hall (1925-56) and William M. Webster (1883-1917). Mrs. Hall had the north addition built in 1926, and the south living room wing and greenhouse followed in 1938. Renovations (probably including the entry treatment) were the work of Cameron Clark a well-known architect from Fairfield who built a name for his traditional Colonial Revival designs. His wife, Agnes Clark, an equally prominent garden designer, laid out the rear garden.