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.
Built circa 1872, the house at 1875 Poquonock Avenue in Windsor is a dramatic example of the Italianate style. It was built by Edgar Mosier and his widow Anna lived there into the early twentieth century. It was then inherited by their son Frank.
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.
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, who was engaged in some kind of manufacturing. 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.
The house at 329 Quaker Farms Road in Oxford was built in 1830 by Alfred Harger (1804-1887), the year he married Ruth Beardslee. Harger was a leading surveyor in the region, having learned the trade from his father-in-law Lemuel Beardslee. The house remained in the family for generations.
The house at 7 Common Road in Willington was built in 1830 by Albert Sharp and funded by a private association to provide a residence for the minister of the nearby Baptist Church, now the Federated Church of Willington. Ownership was transferred to the trustees of the Baptist Church in 1901. The building was enlarged in 1913.
attended the common schools at Haddam, and was graduated from a business college in Poughkeepsie, N. Y. Returning home, he entered the employ of D. & H. Scovil, of Higganum as a bookkeeper, and later was made superintendent, in which position he remained until one year ago. May 18, 1882, Mr. Burr was married to Clara E. daughter of Oliver C. and Augusta Neff, of Higganum. To this union were given two children—Eugene Orlando, who is employed as bookkeeper for D.& H. Scovil, and Ethel Clara, who is a student in Wesleyan University. Mr. Burr was interested in politics, voting somewhat as his conscience dictated, but did not desire political preferment, having twice refused the nomination for representative. Both he and his wife have been consistent members of the Methodist Episcopal Church, of which he was a trustee and steward, also treasurer of the church for some years. He was steadfast, straightforward in his business, devout in his religion and conscientious in politics.
Burr acquired the lot at 33 Maple Street in Higganum (part of Haddam) in 1876 and traveled the country looking for a house design he wanted to duplicate for his own residence. In the end he decided to go with plans he created himself. Construction on the house began in 1881 and was completed the following year, after his marriage. The house remained in his family until 1952.