Bethel’s Old Train Station (1899)

The former train station at 5 Depot Place in Bethel was built in 1899. It replaced an earlier station, erected at the same location in 1852, when it was on the Danbury and Norwalk Railroad. The original station had burned down in December of 1898. The second station continued in use until 1996, when a new station opened on Durant Avenue. For some years the former station became a bicycle shop and it is now home to Broken Symmetry Gastro Brewery. In 2019 the station’s old canopy, which extends along the tracks on the west side of the building, was restored.

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.

Capt. Thomas Jefferson Sawyer House (1840)

Thomas Jefferson Sawyer House

Thomas Jefferson Sawyer was a sea captain who was born on Mason’s Island in Stonington in 1807 and moved to the coastal village of Noank in Groton circa 1840, where he built the Greek Revival-style house that still stands at 72 Main Street. He was an organizer and leading member of the Fort Hill Baptist Church in Groton. Among his children was a son who, like his father, was also named after the third president.

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.

James N. Tibbals (1851)

The Greek Revival house at 9 Depot Hill Road in the village of Cobalt in East Hampton was built in 1851, with a rear ell that was added later. The house’s original owner was James N. Tibbals, whose father, Thaddeus Tibballs, had started a successful oakum manufactory on Great Hill Pond Brook. Nearby Middle Haddam was a center of ship-building and oakum was used for caulking wooden ships. James and his brothers continued operating the business after their father’s death. The brothers also owned a store nearby. As described in the Commemorative Biographical Record of Middlesex County, Connecticut (1903):

James N. Tibbals was born in the town of Middletown, September 20, 1824. When he was but ten years old, however, the family mover across the river, and settled in the town of Chatham. His earliest educational training was obtained by walking two miles to a district school, although later he and the children received instruction at home, from Miss Melinda Hurlbut. On reaching his majority he was taken into partnership by his father, and continued to conduct the business after the latter’s death until 1899, when as has been already said, he retired. The elder Tibbals conveyed to the son four hundred dollars’ worth of real property when he reached age of twenty-one, in order that the latter might possess the property qualification then prescribed by law for voters. He first exercised the right of suffrage by casting his ballot for the Whig candidates, and since the organization of the Republican party has been one its most loyal members. Under Mr. Tibbals’ sound business management the oakum manufacture has greatly prospered. Originally not more than eight or ten hands were employed, while at present (1902), during the busy season, as many as twenty find employment, and the annual output exceeds four hundred tons. The raw material used is obtained largely from ropes and rigging of dismantled vessels, although much of it is imported, a single purchase not infrequently reaching fifty tons. Mr. Tibbals’ entire life has been passed in Middlesex county, with the exception of a year spent at Roxbury, Mass., where he engaged in business, but was forced to abandon his enterprise because of a disastrous fire. As a citizen he is broad minded and public spirited, enjoying the affectionate esteem of the community. He has served the town as a selectman and has also held various minor offices. He is a devout, consistent member of the Congregational Church, and a liberal contributor to the cause of religion. He was one of the founders of the society of that denomination between Cobalt and Middle Haddam, among original members of which were no fewer than twenty-six of the Tibbals family, and of which he was a deacon for twelve years.

Capt. Giles Wilcox House (1786)

The center-chimney house at 455 East Street in the Westfield section of Middletown was built in 1786 by Giles Wilcox (1750-1838), a prominent citizen and militia captain, on land he had acquired from the estate of his father-in-law David Doud. The house, known as “Ashcroft,” remained in the Wilcox family until 1943, when it was acquired by the Brainard family. The house had to be repaired after an ash tree crashed through the roof during Tropical Storm Irene in 2011.