Charles Underwood House (1859)

704 Tolland Stage Road

The Swiss Chalet-style house at 704 Tolland Stage Road in Tolland is one of the most notable buildings in the area of Tolland Green. It was built in 1859 for Charles Underwood, who in 1851 had inherited the leather belting factory across the street established by his father, Moses Underwood. Charles and his brother Henry would expand the business as the Underwood Belting Company. Charles Underwood also engaged extensively in agricultural pursuits and served in the Connecticut state senate in 1868 and 1869.

Judge Elisha Stearns House (1800)

26 Tolland Green

The house at 26 Tolland Green in Tolland was probably built sometime in the eighteenth century and was certainly standing by c. 1800. Recent research suggests it may be much older than the traditionally ascribed date of 1800. As explained in a post by the Tolland Historical Society, the land where the house stands was part of a 10-acre parcel acquired by Josiah Goodrich, Sr. in 1725. He had a trading shop on the property, which may have been located in the north wing of the present house. In 1750 Josiah Goodrich, Jr. sold the property to John Huntington, Jr.

The house is traditionally named for Judge Elisha Stearns, who was the first president of the Tolland County Bank, incorporated in 1828. The bank operated briefly inside the house until a bank building was erected in 1829. Frank T. Newcomb, Treasurer of the Savings Bank of Tolland and Tolland County Treasurer, served as postmaster and had a post office in the ell of the house from 1888 to 1893. In the nineteenth century the house was extensively remodeled in the Victorian style. It was later altered again in the Colonial Revival style.

Tolland Inn (1800)

Tolland Inn

The Steele House at 63 Tolland Green in Tolland dates back to around 1800, although there is evidence it may have started as a late eighteenth-century saltbox. The house was once owned by Benjamin Ashley and later by Lucius Fuller. Several residents served as cashier at the Tolland Bank. The house was enlarged in the mid-nineteenth century and the original central chimney was eventually removed. The Steele House was the last of a series of inns and hotels that had served visitors on Tolland’s village Green. Run by John H. and Alice Webster Steele, it began taking guests in 1914. The Steeles operated the guest house until 1942 and owned it until 1958. Susan and Steve Beeching bought the property in 1985, renovated it and opened it in 1987 as the Tolland Inn, a bed and breakfast.

Elisha Steel House (1720)

The house at 64 Tolland Green in Tolland was built around 1720. From 1765, the residence was home to Elisha Steel. As described in Waldo’s Early History of Tolland (1861)

Elisha Steel, the son of Rev. Stephen Steel, married Sarah Wolcott, of Windsor, April 26, 1758. He graduated at Yale College in 1750, was educated for the bar, located in the town of Tolland, and engaged in the practice of his profession. He was chosen a representative in the General Assembly in 1761, and was reelected five times. He was one of the two Justices of the Peace from 1761 to 1766 inclusive. He was the first lawyer ever located in the town of Tolland, and the only one while he lived. He died August 17, 1773.