This property was first sold to William McLain and Wilford Layton on May 24, 1823 for $32.25. Brothers Archibald Hager and William Alexander Cashion erected a two-story brick building in 1879, with a stable behind it, for a total cost of $8,000. On the first floor were a saloon in a corner room, the law office of D.C. Farrar, a sewing machine shop owned by John Cashion, and the Republican newspaper office with an extensive printing shop, where Cashion and Cashion were the newspaper editors. The second story served as an opera house and later as the residence of Archibald Cashion and his family, and the building became known as the Cashion Building. In 1915, John Ziegler owned it, and locals knew it as the Ziegler Building, while an opera house and theater continued to operate on the second floor. At one point a fire threatened to demolish the building, but the Perryville Fire Company quickly extinguished the blaze with only minor damage. By 1927, it became known as the James T. Greenwell Building after Greenwell remodeled it into a modern hotel by adding another story with a flat, fireproof roof. The first floor then contained a lobby, kitchen, sample rooms, and a new storefront, while the second and third floors held a total of 28 rooms, six with a private bath. From the 1940's to the 1960's, Sutterer Sales and Service sold appliances on the first floor. The Southeast Missouri Council of Governments purchased the building in 1981 and has leased it to the Southeast Missouri Regional Planning Commission since that time.