Dr. William L. Foot House (1780)

The house at 29 Wallingford Road in Cheshire was built by Stephen Jarvis circa 1780-1800. It was soon purchased by Dr. William L. Foot (1778-1849), probably around the time of his marriage to Mary Scovill in 1801. Dr. Foot was the son of Reverend John Foote (1742-1813), the second pastor of the Cheshire Congregational Church. Near their home, Dr. Foot operated a pharmacy with his son, John L. Foot.

As related in Old Historic Homes of Cheshire, Connecticut (1895), complied by Edwin R. Brown:

Dr. Foote was an excellent physician of the old-school type. Horace G. Hitchcock stated in his “Recollections of Cheshire” that it was owing to the skill of Dr. Foote that the Cheshire cemetery was not ornamented by a small tombstone sacred to his memory, aged twelve years.

At this home, in the year 1837, Edward Doolittle, the son-in-law of Dr. Foote, died of small-pox, and for a time the house was quarantined.

Dr. Foote was not only prominent as a physician, but also as a leading town official. He was town clerk several years, and was the first judge of probate elected from this district and from this town. His daughters, Abigail and Mary, were prominent singers in the Congregational Church choir, where their voices could be distinctly heard above all others. Dr. Wm. Foote was a son of the Rev. John Foote, whose descendants were once numerous and influential in this town.

The house is now home to Norm’s Barber Shop.

Benjamin Bosworth House (1801)

Between 1791 and 1801, architect/builder Vini Goodell erected an imposing mansion for Benjamin Bosworth, a wealthy merchant and landowner. Also known as Squire Bosworth’s Castle, this grand Federal-style house is located on John Perry Road in Eastford, near the Congregational Church (Bosworth served on its building committee and removed the previous meeting house from the site). The Benjamin Bosworth House has a distinctive monitor roof. The monitor third floor was built as a Masonic meeting room and retains its built-in benches and has fireplaces at either end. As Janette Trowbridge, a later resident of the house, wrote about the house [included in A Modern History of Windham County, Connecticut, Vol. I (1920), edited by Allen B. Lincoln]:

The framing and sills were laid by the North Star. The hand carvings on the mantels, windows, and doors were elaborate for that time. They were cut with a jack knife by an employee who lived and worked in the house for an entire winter. Squire Bosworth desired a house which should be different from any other in the neighborhood. In this he succeeded, for the house has the appearance of a small gable-roofed house built on top of a larger square-roofed house.

Nathaniel Hall House (1770)

The Nathaniel Hall House (perhaps named for this Nathaniel Hall?), located at 48 State Street in Guilford, was built c. 1770 and has been much altered over the years. The second floor is thought to have been added around 1810, at which time the house probably acquired its current Federal-style detailing. An owner of the house in the 1980s removed the c. 1810 front porch and various later Victorian-era alterations.

Augustus Post House (1826)

The large Federal-style brick house at 4 Main Street (the corner of Routes 66 and 85) in Hebron was built c. 1820-1826 by Augustus Post. He soon sold the large residence and it passed through a series of owners that included Dr. John S. Peters and his business partner Abner Hendee. Peters was Governor of Connecticut from 1831 to 1833. In the late nineteenth century the house was acquired by W. S. Hewitt, who used it for his general store and post office. At some point the house was extended on the north side with a frame addition. The west side of the house has an entrance with a twentieth-century shed-roofed portico and the south side entrance was once altered to function as the storefront. The Hewitt family owned the house into the 1970s and it is commonly known as the Hewitt House. In 1978 the house was converted into office space. At that time the current Federal-style entrance on the south side was created.

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