downtown is the primary east–west route through the village and Main Street, which intersects High Street at its highest point, becomes Freeport Road and leads to the city of Freeport. Cityscape The central business district is along High and Main Streets, and forms downtown Orangeville. High Street slopes uphill from the Richland Creek and is populated by historic, 19th century buildings. At the summit of High Street's slope is the Central House, which is listed on the U.S. National Register of Historic Places. In total, four of the five structures on the National Register in Orangeville, are found along High Street; the Union House and the Orangeville Masonic Hall are the other two. Other historic buildings in the approximately three block area include the 1888 Musser Building, and the 1906 Wagner Building. The first commercial brick building to be constructed in the main business district was the Central House, which operated as a hotel from its construction during the 1860s until its conversion to a single family residence in the 1930s. All other buildings were erected around Central House, which was specifically located and designed to be the center piece of downtown Orangeville. The People's State Bank was the last major commercial building constructed in historic downtown Orangeville. In 1932 People's State Bank closed its doors. In 1956 Community Bank of Orangeville opened for business in the downtown area. In 1980 Community Bank moved to the current church street location on the south end of town. Community Bank of Orangeville is the village's only operating bank. in 2020, the old Elementary School located on East St. was converted to a 33,000 sq ft. Multi-Family apartment building. The renovations include 20 studio apartments with utilities as well as common areas. Culture Social and fraternal organizations Social and fraternal organizations have played a major role in the community and the social history of Orangeville. There have been several organizations in Orangeville throughout its history and in 1876 the local Ancient Free and Accepted Masons (AF and AM) Lodge erected the Orangeville Masonic Hall. Though the building was originally constructed to serve as the meeting hall for the local AF and AM Lodge, from its opening it has always been used by all of Orangeville's fraternal organizations. The Orangeville AF and AM Lodge 687 was chartered October 1, 1872 and its sister organization, Eastern Star, Willow Chapter #434 was founded in 1899. The