Squire Timothy Dutton/Caroline Kellogg House (1790)

The Squire Timothy Dutton House, at 1 West Main Street in Hebron, was built in 1790 and has a later, flat roofed entrance portico, added around 1910. The Missionary Society of Connecticut was formed in the house in 1798. The house is also known as the Caroline Kellogg House, after an early librarian at Hebron’s Douglas Library. For almost two centuries, the general store, once owned by Charles Post, who served as postmaster from 1853 to 1861, stood next to the Kellogg House, but was later removed.

21 Church Street, Waterbury (1886)

As related in Frederick John Kinsbury’s A Narrative and Documentary History of St. John’s Protestant Episcopal Church (formerly St. James) of Waterbury, Connecticut (1907): “In 1884 John C. Booth and Mrs. Olive M. Elton presented to the parish the lot at the corner of Church and West Main streets, and a rectory was erected thereon, which was completed in the spring of 1886 at a cost of about $16,000.” The Queen Anne-style building, at 21 Church Street, features a Romanesque Revival archway on the front porch. In the 1970s, this former minister’s residence was converted into an office building.

The John E. Luddy House (1921)

At 261 Broad Street in Windsor is the house built by John E. Luddy in 1921. Luddy, manager of the Connecticut Leaf Tobacco Association, was the founder of the Windsor Company, a textile manufacturer which produced shade cloth. This gauze-like cloth was used to protect the growing shade tobacco from the sun. Luddy also set up a trust fund to support the Connecticut Valley Tobacco Historical Society. Luddy’s house and carriage house were sold to the Town of Windsor in 1964 and today the Luddy House is home to the Windsor Chamber of Commerce.

The Samuel Seymour House (1784)

The house at 74 South Street in Litchfield is described by Alice T. Bulkeley in Historic Litchfield, 1721-1907 (1907) as follows:

The Seymour house, now St. Michael’s rectory, was built in 1784 by Samuel Seymour, the brother of Major Moses Seymour, who lived there until his death in the early nineteenth century. The south wing was added about twenty or twenty-five years ago. The southeast room on the second floor was used by Calhoun when a law student. Samuel Seymour was a prominent resident of the town and a captain in the militia. He was famous for sharpening razors, and every morning the other members of the Seymour family used to come to his house where they kept their razors, and all shave at the same time. The house was bought in 1860 by Clarissa Seymour, widow of Rev. Truman Marsh, who gave it to St. Michael’s Church for a rectory.