The house at 101 State Street in Guilford was built in 1730 for Jabez Benton (1680-1756) and his wife Hannah Stone (1702-1773). They were married in 1726 and had seven children. In 1853 George Walter Hinckley, who would become a teacher and a minister, was born in the house. In 1889 he founded a farm school for homeless children in Fairfield, Maine called Good Will Farm. By the time Hinckley died in 1950, the school had a campus of 3,000 acres with 45 buildings and served more than 3,000 underprivileged and troubled youth.
Jonathan Starr, a tailor, erected the house at 133 State Street in Guilford in 1732 on land deeded to him by his father, Comfort Starr, also a tailor. He ended up deeding the property back to his father a year later and moved to East Guilford (now Madison). The house‘s hipped roof may not be original. The triple window and Federal-style doorway were probably added in the late eighteenth century. There is a preservation easement on the exterior of the house held by the Connecticut Trust for Historic Preservation. In recent decades the building has housed a series of businesses. It is currently home to Health Options, Center for Wellness.
The Italianate-style house at 72 Church Street in Guilford was built c. 1860. It has Queen Anne-style porches added later in the nineteenth century. This was the home of Deacon Eli Parmelee (1808-1882) who served in the state legislature and was a deacon of the First Congregational Church from 1852 until his death in 1882.
The house at 94 State Street in Guilford was once the single-story residence of Ambrose Benton (1769-1847). He married Mary Evarts in 1790. The original first floor dates to 1798 and the house’s second story was added in 1909.
In 1790 Andrew Fowler transferred ownership of a partially finished house in Guilford to his son, Jonathan Fowler, for five years’ service. The house was erected on an island next to the West River (current address 55 York Street). The property has a modern barn.
The structure at 33 and 37 Fair Street in Guilford has had a long and complicated history. By 1740 Mehitabel and Anna Fowler lived in a house at 33 Fair Street. A title search has revealed that their house had been built c. 1682 by the Fowler Sisters’ father and transferred to them in 1727. The house was acquired in 1824 by Russell Frisbie, who may have rebuilt or replaced the original house. In 1864, an Italian Villa-style structure (with the address of 37 Fair Street), either moved from elsewhere or newly erected, was attached to the older house. Here resided Frisbie‘s granddaughter Cornelia and her husband, Dr. Benjamin West. Their son, Dr. Redfield West altered the entire building to have a Gothic appearance, but it was later returned to its earlier appearance. Dr. Redfield West had earlier practiced medicine in New York, Boston and New Haven. As related in the Proceedings of the Connecticut State Medical Society (1921)
In order to be with his parents in their declining years, he removed to Guilford in 1892, opened his office in the house in which he was born and where he died, and soon succeeded in establishing a large and lucrative practice. Early in life he became intensely interested and very successful in chemical researches, and in 1899, and also 1900, was granted letters patent for improvements in photographic printing. In 1894 Dr. West was appointed by Governor Morris, State Chemist; reappointed by Governor Coffin in 1896; again by Governor Cooke in 1898, and by Governor Lounsbury in 1900. In 1897 he was appointed town health officer for Guilford, and also medical examiner in the same year, offices which he held for a period of years.
Meeting House Hill in North Guilford is noted for the impressive view of its two early-nineteenth-century churches: the North Guilford Congregational Church and St. John’s Episcopal Church. The latter, located at 129 Ledge Hill Road, was built in 1812-1814 in the Federal style. The church was originally founded by members who had left the North Congregational Church in 1747, building their first small meeting house south of the hill in 1754. By 1812 they had developed a solid relationship with their neighboring church, which donated land for them to to build a new church on Meeting House Hill. The top section of the original steeple was removed and replaced with a belfry in 1843. The interior was remodeled and the chancel, sacristy, and vestry were added in 1870. Around the same time, Gothic arches were added to the windows as well. The belfry was repaired after being struck by lightning in 1890. Originally standing on large stones, the church did not acquire a permanent foundation until the 1950s. A rear addition added in 1972.