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Roughly Main St. between College and Hartford Ave. 41°33′45″N 72°38′56″W / 41.5625°N 72.648889°W / 41.5625; -72.648889 ( Main Street Historic District (Middletown Middletown
The district extends along Main Street from St. John's Square (junction with Spring Street) in the north, for five blocks on the west side (to College Street) and 4-1/2 blocks on the right (midway between Washington and Court Streets), abutting the Metro South Historic District on the west side, and modern buildings on the right.
Separated from Main Street Extension by trees and undergrowth, the landscaped grounds are behind a row of East Main Street buildings. This, the largest structure, adjoins a brick building south; nearby to the east is a large barn-like structure. Since redeveloped during the 1980s, the address of the complex is 282 Main Street Extension.
The historic district is centered on Union Park, an open green area marking the southernmost extent of Middletown's commercial business district. It includes properties set on three sides (north, south, and west) of the green, as well as properties on Crescent Street and a short stretch of South Main Street.
The Middletown Upper Houses Historic District, also known as the Upper Houses River Port, encompasses the historic early nucleus of Cromwell, Connecticut. Sandwiched between Main Street and the Connecticut River, this area was set off from neighboring Middletown in 1851. It is visually dominated by residential structures built before 1810.
There is a small pond to the south. Small businesses border the street to the north, followed by the buildings of Russell Manufacturing Company, the area's most dominant feature. Russell Street crosses Sumner Brook nearby and ascends to a large residential district to the west. The mill is currently a condo-apartment complex.
The Old Middletown Post Office, in Middletown, Connecticut, also known as the U.S. Post Office, was built in 1916. It was listed on the National Register of Historic Places (NRHP) in 1982. [ 1 ] The building is also on the NRHP as a contributing property of the Main Street Historic District .
It is located on 128 Washington Street, around the corner from Middletown's Main Street. During the 1990s, a partnership between the city, the Middlesex Chamber of Commerce, and Wesleyan University invested substantially in Middletown's Main Street, improving urban design and supporting new businesses.