Shubael Conant, Jr. House (1765)

Shubael Conant, Jr. House

The house at 552 Storrs Road in Mansfield Center was built around 1765 by Shubael Conant, Jr. (1739-1794). His father, Judge Shubael Conant (1711-1775) was a leading citizen of Mansfield and served as Speaker of the Connecticut General Assembly. As described in the second volume of Biographical Sketches of the Graduates of Yale College (1896), by Franklin Bowditch Dexter, Shubael Conant, Jr.:

was born in Mansfield, Connecticut, on the 10th of August, 1739, being the eldest son of Judge Shubael Conant (Y. C. 1732) by his second marriage with Ruth Conant. Two brothers were graduated here in 1765 and 1776.

He was a farmer in his native town, serving also in various town offices, and especially as Clerk of the Probate Court, of which his father was for some years Judge.

He died in Mansfield in June, 1794, in his 55th year. His estate was bequeathed to his widow, and to his brother and nephews and nieces.

He married Anna, third daughter of Peter and Rebecca (Storrs) Aspenwall, of Woodstock and Windham, Connecticut, who was born on October 26, 1748, and died in the early part of the year 1807.

In 1813, the house was acquired by Isaac Arnold, a carpenter.

John Dudley House (1675)

Dudley House

The saltbox house at 566 Boston Post Road in Madison was long thought to have been built by John Dudley in 1675, making it the oldest house in town. The nomination for the Madison Green Historic District instead attributes it to Gilbert Dudley with a date of c. 1740. A plaque by the Madison Historical Society gives a date of c. 1720. On April 11, 1776, while on his way from Cambridge to New York, George Washington stopped to dine at the house, which was then a tavern run by Captain Gilbert Dudley.

Simon C. Sherwood House (1884)

Simon C. Sherwood House

Simon Couch Sherwood (1845-1906) of Southport was the son of Edwin Sherwood, a wealthy shipping merchant involved in the trade between New York and Savannah. Simon C. Sherwood is described in the Commemorative Biographical Record of Fairfield County, Connecticut (1899):

Aside from his investments, he is living retired, in the enjoyments of a well-regulated life. On October 14, 1868, Mr. Sherwood was married to Miss Matilda Simpson, of Southport, daughter of John Simpson, and two sons—Simon W. and Richard S.—have been born to them. Mr. and Mrs. Sherwood are identified with the Congregational Church, and he is a member of the executive committee of same. In his political preferences he was once a Democrat, but for some years past has been a Republican. He is a trustee of the Southport Savings Bank. Mr. Sherwood’s honorable business methods and his upright life have gained for him prestige in the community where he has so long made his home, while his genial manner enables him to make friends easily, and when once a friendship is won it is always his. He is a member of the Sons of the American Revolution.

Sherwood’s house, built in 1884 at 67 Westway Road in Southport, features an eclectic mix of Victorian-era stylistic elements. After his death in 1906, the house continued as the residence of his widow and his son Simon Wakeman Sherwood until 1916.

Moses Downs House (1755)

Moses Downs House

At 662 South Britain Road in the village of South Britain in Southbury is a house built c. 1755-1760 by Moses Downs. Also known as the Perry House, it originally had a saltbox form, but was later enlarged to two full stories. It also has a Greek Revival doorway from the 1850s. A carriage house and a shed on the property are thought to date to c. 1780. When South Britain established its own Congregational church society, separate from Southbury, its first meeting was held at the Downs House on June 5, 1766. As related in South Britain Sketches and Records (1898) by W. C. Sharpe:

It was voted that the Society hire preaching for two months and meet at the dwelling house of Moses Downs for public worship. On the 15th of September it was voted to build a meeting house[.]

The house later became the Methodist parsonage. As related by Sharpe in the same book,

The following is from an old letter (not dated) from Titus Pierce, the venerable town clerk and local historian, to Henry M. Canfield, Esq.:

“Religious meetings were held at first in the chamber of what is now the Methodist parsonage. The chamber was undivided and loose boards were laid for a garret floor on which corn was laid. Here I will relate an anecdote as I heard it from my father. An aged negro by the name of Jethro was famous for opening his mouth to an enormous extent when singing. While touching on his highest strains an unruly boy in the garret had shelled a handful of corn which he threw directly into Jethro’s mouth, which caused great consternation in coughing, gagging, &c.

Sharpe also explains that:

Deacon Eben Downs removed first from West Haven to Southbury, then to South Britain. He bought most of the land in the central part and built his house a little west of the widow George Curtiss’ dwelling house, which was pulled down a few years ago. His oldest son, Moses, built the house now occupied as the Methodist parsonage, also the old red house which stood opposite Downs’ store, and late in life he built the house now occupied as the Congregational parsonage, where he died.

Timothy Dwight Mills House (1833)

Timothy Dwight Mills House

Built around 1833 by Timothy Dwight Mills, the house at 184 Deerfield Road in Windsor is an example of one of the many brick houses constructed in town in the early nineteenth century. Timothy Dwight Mills (1803-1846), who married Sarah Welles, was a farmer and brickmaker. His brothers, Samuel Webster Mills and Oliver Williams Mills, also had houses on Deerfield Road. The porch was added in 1910.

William Welles House (1750)

1559 Main St., Glastonbury

The house at 1559 Main Street in Glastonbury was the home of William Welles, a prominent citizen of the town. Welles was a tutor at Yale. During the Revolutionary War, when students were dispersed away from New Haven, Yale classes were held in the house (May 1777 to June 1778). Welles left Glastonbury c. 1798 and the house was acquired by Joseph Stephens, who operated a forge behind the house near the river. Originally having a saltbox form, the house was later expanded and updated in the Georgian style. It also has a later Greek Revival front doorway.