Edward Augustus Russell House

The Richard Alsop IV House is a historic house at 301 High Street in Middletown, Connecticut. Completed in 1839, the house is a distinctive example of transitional Greek Revival and Italianate architecture, and is nationally significant for the extremely well-preserved drawings on its interior walls. The site was designated a U.S. National Historic Landmark on January 16, 2009. The house serves as the Davison Arts Center of Wesleyan University.

The Samuel Russell House is a neoclassical house at 350 High Street in Middletown, Connecticut, built in 1828 to a design by architect Ithiel Town. Many architectural historians consider it to be one of the finest Greek Revival mansions in the northeastern United States. Town's client was Samuel Russell (1789-1862), the founder of Russell & Company, the largest and most important American firm to do business in the China trade in the 19th century, and whose fortunes were primarily based on smuggling illegal and addictive opium into China. The house was listed on the National Register of Historic Places in 1970, and designated as a National Historic Landmark in 2001. It has been owned by Wesleyan University since 1937 and now houses the Department of Philosophy.

The Coite–Hubbard House is a historic house at 269 High Street in Middletown, Connecticut, United States. Built in 1856, it is a prominent local example of high-style Italianate architecture. Since 1904, it has served as the official residence of the president of Wesleyan University. It was listed on the National Register of Historic Places in 1978.

The Xi Chapter, Psi Upsilon Fraternity is a fraternity chapter at Wesleyan University in Middletown, Connecticut. Its 1891 building, the Psi Upsilon Fraternity Building, is an architecturally significant example of Romanesque and Jacobethan architecture, and was listed on the National Register of Historic Places in 2009.

The Old Middletown High School building in Middletown, Connecticut, in the United States, occupies the southwest corner of Court and Pearl streets. It is situated in a modestly scaled 19th century urban residential neighborhood. Although integrated into its surroundings, the old high school stands out because of its size and Romanesque Revival style.

St. Luke's Home for Destitute and Aged Women was incorporated by an act of the Connecticut State Assembly on June 22, 1865. For twenty-seven years the home was conducted in an old house on the southwest corner of Court and Pearl Street. in 1892 a large legacy enabled a new home to be erected at the present site at Pearl and Lincoln Streets. Comfortable quarters are provided for fourteen women. Members of the Church of the Holy Trinity played a large part in establishing the endowment; frequently the current rector of that church serves as president of the Board of Trustees. The substantial brick building looks like a carefully designed apartment house, rather than an institution. At three-and-a-half stories tall, the first floor is partly below ground level. A long run of brownstone steps leads to a center entrance door on the second floor level. Two bay window piers flank the front entrance, capped off above the roof line by gable-roofed dormers. Decorative elements such as the wrought iron fence, ivy on the facade, and quoin-like brick projections on all corners add a picturesque quality to the building.The large brick institutional building dominates the area by its mass and corner siting at Pearl and Lincoln Streets in Middletown's residential North End. It forms a dividing line between large structures to the south towards Washington Street and more modest late Victorian era worker homes to the north.

Russell Library is an 1876 library located at 123 Broad Street in Middletown, Connecticut.

Saint Sebastian is a Roman Catholic church in Middletown, Connecticut, part of the Diocese of Norwich.

Wesleyan University ( WESS-lee-ən) is a private liberal arts university in Middletown, Connecticut, United States. Founded in 1831 as a men's college under the Methodist Episcopal Church and with the support of prominent residents of Middletown. It is currently a secular institution. The college accepted female applicants from 1872 to 1909, but did not become fully co-educational until 1970. Before full co-education, Wesleyan alumni and other supporters of women's education established Connecticut College in 1912. Alumni of the college include 7 Truman Scholars, 12 MacArthur fellows, and 17 Rhodes Scholars.

The Washington Street Historic District encompasses a residential area of Middletown, Connecticut that has a long history as a fashionable and desirable neighborhood. Extending along Washington Street and Washington Terrace between Main and Jackson Streets, the area has a broad diversity of residential architecture dating from 1752 to 1931, reflecting the city's patterns of growth. The district was listed on the National Register of Historic Places in 1985.

The Broad Street Historic District encompasses a well-preserved 19th-century residential area in Middletown, Connecticut, USA. Centered on Broad and Pearl Streets west of Main Street, the area was developed residential in response to local economic development intended to revitalize the city, whose port was in decline. The district includes the city's largest concentration of Greek Revival houses, and was listed on the National Register of Historic Places in 1988.

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. The building is also on the NRHP as a contributing property of the Main Street Historic District.