The Mather-Douglas House was built around 1811-1813, on South Main Street, off South Green in Middletown. It is a Federal style house with later Italianate additions. Built by a Mather, a later owner of the house was Benjamin Douglas, who was a factory-owner and politician. He was a founder of the W. & B. Douglas foundry company (Wesleyan’s Douglas Cannon was named after him) and he was a member of the state general assembly and mayor of Middletown from 1849 to 1855. He was an abolitionist and there is “strong circumstantial evidence” that his house was a stop on the Underground Railroad.
The Wadsworth Mansion at Long Hill Estate (1911)
Starting in 1900, after he married Katharine Fearing Hubbard, Colonel Clarence S. Wadsworth began to acquire land in the rural western section of Middletown for his estate. Known as Long Hill, it eventually grew to 600 acres and featured landscaping designed in part by John Charles Olmsted. The estate also included the $90,000 Wadsworth Mansion, built between 1909 and 1911. Designed by Francis Hoppin, the architect of Edith Wharton’s home, the Mount, the mansion was ahead of its time in the use of reinforced structural concrete and fireproofing. It was occupied by the Wadsworths as a summer home, until the Colonel died in 1941. He bequeathed it to the Rockfall Corporation, which he had established in 1935— an organization dedicated to natural resource conservation, preservation and development. Part of the Estate became Wadsworth Falls State Park, while the house and remainder of the Estate was sold in 1947 to Our Lady of the Cenacle, an order of nuns. Sold to a developer in 1986, the building fell into disrepair and was vandalized. A fire in 1990 almost destoyed the house, which was saved owing to its reinforced concrete. Purchased by the City of Middletown in 1994, the Mansion was restored and opened in 1999 as a facility available for weddings and other functions.
Fayerweather Gymnasium (1894)
Wesleyan University‘s Fayerweather Gymnasium was built in 1894. Funds for its construction were provided through a bequest from Daniel B. Fayerweather, who was not otherwise connected to Wesleyan, but who was inspired to donate to Methodist institutions. Designed by J. Cleaveland Cady, the Romanesque Revival style building had later additions, including a 1913 east wing, built to accommodate a swimming pool, and a rear addition in 1979. No longer used as a gymnasium, Fayerweather Hall has recently been restored to its 1894 dimensions to complement the adjacent construction of the new Usdan University Center.
The Captain George Phillips House (1750)
Captain George Phillips was a leading merchant of Middletown and, like his neighbor, Jehosaphat Starr, he answered the Lexington Alarm in 1775. His brick gambrel-roofed house, on Washington Street, was built around 1750. The Greek Revival entryway and the reduction in size of the first floor windows are nineteenth century changes. There is also an obviously later addition to the house’s east elevation.
Downey House (1842)
The early Italianate Downey House, on the corner of Court Street and High Street in Middletown, represents the transition from the Greek Revival to the Italian villa style. It was built in 1841-1842 for Elihu W. N. Starr, a member of a well known family of sword and gun manufacturers, but was sold to the son of Samuel Russell in 1853. It was later used (1889-1911) as the Misses Patten’s School for girls and was purchased by Wesleyan University in 1922. It was named Downey House in honor of Dr. David G. Downey, a president of the University’s board of trustees.
The Coite-Hubbard House (1856)
The building which now serves as Wesleyan’s President’s House was originally built in 1856 for Gabriel Coite, who became a state senator in 1860 and moved to Hartford in 1862, when he became the State Treasurer. In 1863, his Italianate house on High Street in Middletown was sold to Mrs. Jane Miles Hubbard, the widow of Samuel Hubbard, who had been a US Postmaster General. Wesleyan University acquired the Coite-Hubbard House from her heirs in 1904 to become the new President’s House, replacing the first building used for that purpose.
Seth Wetmore House (1746)
Located on a hill, at the intersection of Washington Street Extension and Camp Street, the Seth Wetmore House is Middletown’s best example of Georgian architecture. The house was built by the prominent citizen, Judge Seth Wetmore, in 1746, the same year he married Hannah Edwards, the sister of Jonathan Edwards. Wetmore called his home, which was intended to surpass all others in Middletown at the time in size and ornamentation, “Staddle Hill” (it was later known as “Oak Hill”). It featured an elaborate “broken scroll” Connecticut River Valley doorway and originally had a large gambrel roof. The Wetmore House therefore served as a model for the homes built afterwards by the leading citizens of the Connecticut River Valley region. The influential Wetmore family is said to have received visits at the house from a number of important people, including Jonathan Edwards, Timothy Dwight, Aaron Burr and the Marquis de Lafayette. The house remained in the Wetmore family for over two centuries, but in recent years had fallen into disrepair. In 1986, the Wadsworth Atheneum acquired the parlor of the Wetmore House and had it installed in the museum, where it can be visited today. More recently, efforts were undertaken to to save the house from potential demolition. In 2007, the house was purchased and therefore saved for restoration.