The brick Greek Revival house at 354 Main Street in Cromwell was built c. 1840 by Charles H. Hubbard, a mason born in Litchfield. Hubbard married Nancy Haskell of Middletown in 1839 and lived on River Road in Cromwell before moving to his new house. Hubbard died in 1847 and his family sold the house to Eunice Sage, widow of Dewitt C. Sage, in 1865.
The sign on the house at 14 Prospect Hill Road in Cromwell identifies it as the Hezekiah Ranney House with the date of 1797. In that year, Hezekiah Ranney (1742-1826), a school teacher, sold the house to Samuel Kirby, a farmer, and moved out of the state. Ranney had inherited the property in 1775 with a house built in the 1740s for his father, Capt. Joseph Ranney. Hezekiah Ranney possibly built the current house around 1788, when he mortgaged the property, and it was in existence by 1816, after the property was acquired by Benjamin Wilcox. The house is also known as the Kirby-Wilcox House. Benjamin Wilcox had a farm and operated a cider mill with his brother Eliphalet, who acquired his brother’s holdings in 1830. When Eliphalet Wilcox died in 1839, his son, Eben Wilcox, inherited the property. Eben gave the house to his son, Joseph E. Wilcox, in 1854. Joseph Wilcox, probably made the Italianate Victorian-era alterations to the house, c. 1870. His brownstone carriage step still stands in front of the house. The house was sold out of the Wilcox family in 1915.
The house at 591 Main Street in Cromwell was built on the site of an earlier house, purchased by Amos and William Savage from the estate of Joseph Ranney in 1756. Samuel Spencer (1744-1818) purchased half of the house and land in 1771 and the other half six years later. He may have incorporated the earlier residence into the new house he built c. 1777. After Spencer‘s death, the house passed to his daughter, who was married to Dr. Titus Morgan. Another daughter, Sarah “Sally” Spencer, married Joseph Morgan, Dr. Morgan‘s cousin, who was the grandfather of J. Pierpont Morgan. In 1873, the house became the first Cromwell residence of Russell Frisbie, who later bought the house on Main Street that is now home to the Cromwell Historical Society. It was probably Frisbie who added the Italianate decorative elents to the facade of the Spencer House, which originally had a gambrel roof.
The house at 380-382 Main Street in Cromwell was originally a center-chimney residence. Built between 1744 and 1758, probably by Israel Wilcox, it was sold by Charles Wilcox to Capt. Daniel Ranney in 1757. Capt. Ranney, who had become wealthy in the West Indies trade, died the following year and the house eventually was passed on to his grandson, Capt. James Butler and then was owned (1831) by Stillman K. Wightman, a lawyer who had married Butler’s daughter Clarissa. After his son Edward K. Wightman was killed in 1865 in the Civil War, Stillman K. Wightman made a long journey through a war-torn countryside to recover his son’s body in North Carolina. Greek Revival additions were made to the house around 1830. The property remained in the family until 1912. Colonial Revival alterations were made around 1920. The house, also called the William Ranney House, is haunted and was featured in an episode of the TV series “A Haunting.”
The Cornell Doud, Jr. House, at 20 West Street in Cromwell, was built circa 1807 on the site of a 1692 house that had long been home to the Ranney family. Comfort Ranney sold the old homestead to Doud, who replaced it with a center-chimney Federal-style house. In 1815 Doud, in partnership with Eben Wilcox, erected at distillery on the property. The house passed from the Doud family in 1883 and was later owned by Edmund Butterworth and then by his son Burton Butterworth.
Daniel Eels (1757-1851), a cooper, built a house on Main Street in Cromwell around 1782. He moved to Whitestown, New York in 1795 and sold the property, which then had a number of owners until 1802, when it was purchased by William Smith, who then sold it to his brother Capt. John Smith. The house (373 Main Street) may actually have been built at that time, instead of the earlier date of 1782. In the late nineteenth century, this Colonial/Federal house was altered in the Queen Anne style.
At 93 Shunpike Road, corner of Evergreen Road, in Cromwell is a brick Federal-style house constructed circa 1811 to 1815. The house was built by Eber Sage (1790-1848) on land deeded to him by his father, Solomon Sage. In 1835 Eber Sage’s house and farm were purchased by Samuel Kirby (1771-1849). In 1875 the property was sold from the Kirby family to Patrick Caffrey and remained in his family until 1944.