The North Main Historic District comprises the town’s oldest residential section, with houses dating from around 1880 to 1920 set on spacious lawns along tree-lined streets. It best represents a peak period of prosperity in Monticello from both agriculture (primarily cotton, but also tomatoes and peaches) and the burgeoning timber industry. Especially notable houses include 404 N. Main, a two-story house built in 1896 for businessman V. J. Trotter, which occupies an entire city block. The house has Queen Anne massing and ornamentation and a Colonial Revival wraparound porch. Similarly, the Queen Anne house (1904) at number 502 is large and richly ornamented, here with a two-story wraparound verandah. The huge two-and-a-half-story house (1906) at 713 N. Main, built for bank president Joe Lee and Caddye Allen, is an eclectic design notable for its two circular towers and imposing portico with monumental Corinthian columns. At 824 N. Main is a foursquare house constructed in 1912 of concrete block. Reportedly, it was a Sears, Roebuck mail-order house, where concrete block construction was a specialty in the company’s catalogs from 1908 to 1916.
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North Main Street Historic District
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