The building at 489-493 Main Street in Middletown was built in 1905 for the F.L Caulkins Auto Company. Known as the Caulkins Garage, it had an automobile showroom on the first floor with residences above. It was constructed when the company was expanding its automotive business from its quarters across the street, in the 1890 Caulkins & Post Building. The garage building continued to serve its original purpose throughout much of the twentieth century. The building is now home to Luce Restaurant (98 Washington St #1).
The Middletown National Bank, formerly the Middletown Bank, was chartered October 29th 1795. The organization was not completed, however, until May 1st 1801. The stockholders met at that time at Mrs. Sarah Goodwin’s Tavern and elected the following directors: Elijah Hubbard, Chauncey Whittlesey, Nehemiah Hubbard jr., Samuel Watkinson, Benjamin Williams, Ebenezer Sage, George Hallam, Joseph Hart, and Elias Shipman.
The first meeting of the directors was held May 13th 1801. Elijah Hubbard was chosen president, and Timothy Southmayd, cashier.
The bank constructed a building on Main Street in 1813, replacing it with a brownstone structure in 1855-1856, which was enlarged in 1893. This building was then replaced in 1917 by the bank’s third building on the site (267 Main Street). The Middletown National Bank was bought by the Connecticut Bank and Trust Co. in 1957. The building is now a branch of Bank of America. Read the rest of this entry »
The Southmayd Building, at 542-544 Main Street in Middletown, is an outstanding example of a nineteenth-century commercial block with a cast-iron facade. It was built by George M. Southmayd, who was in the undertaking business. His father John B. Southmayd had started the business at his home, which stood on the same site. In 1911 Ludwig Krenz bought the building (It is also known as the Southmayd-Krenz Building) and opened a bar and restaurant and it has been used for that purpose ever since under various owners. Read the rest of this entry »
O’Rourke’s is a world famous diner in Middletown. Located at 728 Main Street, the diner was built by the Mountain View Diner Company (it was manufactured in 1946 and has the serial no. 223). In 1930 “Pete the Greek” Asvestras moved his lunch wagon here and by the 1940s James Dunn was running Dunn’s Diner on the spot. John O’Rourke purchased Dunn’s Diner in 1941 and soon acquired the Mountain View dining car as his business expanded. The diner, which did not have fire insurance, suffered severe fire damage in 2006 after a hamburger steamer was left on overnight. A fundraising campaign with support from the local community and around the world led to successful renovations and the diner reopened in 2008.
The First Universalist Society was organized in Middletown in 1829. Ten years later the Society constructed a church on Main Street at the corner of College Street (then called Parsonage Street; the building’s current address is 203-207 Main Street). Declining membership in the early twentieth century led to the sale of the building to the Odd Fellows for use as a meeting hall in 1916. The building has always had retail space on the first floor (originally the basement, as a flight of stairs led up to the church entrance from street level) and there was a conference room in the rear of the first floor. The Main Street front is currently home to Thai Gardens Restaurant.
The Central Fire Station, later called the Main Street Fire House, at 533 Main Street in Middletown, was built in 1899 during the era of horse drawn fire coaches. There is a hosedrying tower on the building’s northwest corner. It has been continuously used by the Middletown Fire Department ever since and its Renaissance Revival design has made it a notable landmark of the north section of Main Street. Read the rest of this entry »
At 712 Main Street in Middletown is the New Hope Bible Way Church. The building, which originally stood on the west side of Main Street between College and Court Streets, was built in 1799. It was then the fourth meetinghouse of Middletown’s First Church of Christ, a Congregational society first organized in 1668. The structure has been moved twice. The first time was in 1822, when it was shifted back 8 feet as it was thought to be too close to Main Street. In 1873, after the congregation moved to a new building (the current First Church of Christ on Court Street), the old meetinghouse had its steeple removed and the structure was relocated to its present location. The original rear of the church became the new front facade facing Main Street, to which storefronts were eventually added. For a time, the former church’s audience room was used for meetings of St. Mary’s Total Abstinence and Benevolent Society. Before becoming a church again, the building housed small businesses and apartments.