Schwab-Cook House (1870)

The Italianate-style double house at 22-24 Charter Oak Place in Hartford was erected c. 1869-1871 by Joseph Schwab (1826-1914), an insurance agent, who lived at No. 24. His father Jacob Schawb served in Napoleon’s army and survived the disastrous invasion of Russia, although he never recovered the full use of one of his legs that had been frozen during the Moscow Campaign. Jacob later emigrated to America and became a butcher in New York. His son Joseph Schawb was born in Gruenstadt, Germany. In his youth he worked as a manager for a mercantile house in Bühl, just south of Baden-Baden and during that time supported the German revolutionaries of 1848. He arrived in New York at the age of twenty-eight and worked for a German banking house in the city before joining a dry goods and millinery business in Hartford. When that partnership dissolved in 1877, he went into the insurance business, only retiring in 1912, two years before his death at the age of eighty-eight. In addition to building up a large fire and life insurance writing business, Schawb served as manager for New England of the Germania Life Insurance Company of New York. For forty years he also served as the first president of the Ladies’ Deboarh Society of Hartford, which raised funds to build the 1886 Deborah Chapel at Beth Israel Cemetery in Hartford, a building that was recently demolished. For thirty-seven years he also served on the city’s High School committee, being treasurer for eighteen terms. During that time another building which has since been demolished, the Gothic-style Hartford Public High School, was erected on Hopkins Street.

Henry Gildersleeve House (1853)

Henry Gildersleeve, Sr. (1817-1894) was a member of the prominent Gildersleeve shipbuilding family of Portland. In 1853 he erected his house, which has an Italianate-style cupola, at 625 Main Street. In 1932 the house was sold to Harold Randall, who is most likely the one who laid out the adjoining small street called Randall Place. As related in the History of Middlesex County, Connecticut, with Biographical Sketches of its Prominent Men (1884):

The eldest son of Sylvester and Rebecca Gildersleeve inherits from his father those rare traits of character that have distinguished the Gildersleeves, not only as a family of successful shipbuilders and merchants, but as a family who are noted for their public spirit and large hearted benevolence.

Henry was born in Portland, in that part of the town now known as Gildersleeve, on the 7th of April 1817. He enjoyed the limited educational advantages afforded by the district school, but acquired sufficient knowledge of the rudimental branches to fit him for the occupation he had chosen. At the age of 17, he commenced in his father’s yard to learn the business of shipbuilding, and soon acquired a thorough knowledge of the details of the business. At the age of 25, he was taken into partnership with his father, under the firm name of S. Gildersleeve & Son. In December 1872, he associated himself with the house of Bentley, Gildersleeve & Co., shipping and commission merchants, on South Street, New York. He retained his connection with the Portland shipbuilding firm and at the end of ten years he retired from the New York firm, resigning in favor of his son, Sylvester, who still continues the business in connection with his brother, Oliver, under the firm name of S. Gildersleeve & Co. Henry Gildersleeve, since retiring from his New York business, has devoted his whole time and attention to the shipbuilding and other interests with which he is connected in his native town.

Mr. Gildersleeve has been identified with many public enterprises outside of his shipbuilding interests. He was for a number of years a director in the Hartford Steamboat Company, and is now president of the Portland and Middletown Ferry Company, and a director in the Middlesex Quarry Company, also the First National Bank of Portland; and trustee of the Freestone Savings Bank. He has been for many years an active member and a liberal supporter of the Trinity Episcopal Church at Portland, was a large contributor to the fund for the erection of the building, and a member of the building committee.


In 1860, he represented the democratic party in the State Legislature, and sustained every measure for the vigorous prosecution of the war.

New Preston Congregational Church (1853)

The New Preston Congregational Church, located at 15 Church Street in the New Preston section of the town of Washington, was built in about 1853. The New Preston Ecclesiastical Society was originally established in 1753 and its first meeting house was located southwest of the common at New Preston Hill (at the intersection of New Preston Hill, Findley, & Gunn Hill Roads). The Society decided to build a second meeting house in 1766 at the northwest corner of the common and this was replaced in 1824 by a stone church building that still exists today and is known as the Hill Church. By the mid-nineteenth century, New Preston Center, a mile to the east, had developed into an industrial center and the congregation decided (after much debate) to erect a new church there in 1853. This is the current New Preston Congregational Church, while the Hill Church is used for summer services. In 1886 the church ordered a Steere & Turner Opus #221 organ which was restored in 1969.

George Hopson House (1850)

The Italianate-style former house at 50 North Main Street in Kent was built circa 1850. It is associated with the prominent Hopson family, who were wealthy farmers and iron merchants in Kent in the nineteenth century. It is identified as the residence of George Hopson in an 1874 map of Kent. In more recent years, the house was converted to become a branch of the New Milford Savings Bank (which became NewMil Bank in 2000) and is now a branch of Webster Bank (which acquired NewMil Bankcorp in 2006).

Benjamin Bissell House (1849)

The stone house at 637 Bantam Road in Litchfield, which is now a restaurant, was built in circa 1849 by Benjamin Bissell, who had acquired the land in 1840. He sold the house in 1850 to Abel H. Clemons. Stone houses are uncommon in the area, but around the same time Benjamin was constructing this house, Henry B. Bissell used granite from the same quarry to build the stone at 202 Maple Street. The house has limited stylistic elaboration, except for a prominent Italianate-style hip roof with a monitor/cupola. After 1875 the house was owned by the Brundage family.

Capt. John E. Williams House (1861)

Capt. John E. Williams House

The hip-roofed house at 19 Gravel Street in Mystic was built in 1861 by Capt. John E. Williams. His earlier house on the site, built in 1844, was moved to make way for the new house. Capt. Williams was known for being the captain of the clipper ship Andrew Jackson, which was called the “Fastest Ship in the World.” Built by the firm of Irons & Grinnell in Mystic, the ship made a famous run in 1859–1860 around Cape Horn from New York City to San Francisco, which was performed in 89 days and 4 hours. The only other square-rigged ship to perform an 89-day run driving from New York City to California was the Flying Cloud, an extreme clipper which did so twice (in 1851 and 1854), the faster of these times being 89 days and 8 hours. Many consider this to be the record passage, because it was for a completed voyage, anchor to anchor, while the Andrew Jackson‘s time was pilot to pilot as the ship had to spend the night waiting for a pilot boat and did not actually tie up at a San Francisco wharf until the next day.

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