Leet Store // 1909

The handsome rubblestone commercial block at the corner of Main and Water streets in Chester, Connecticut, was built in 1909 by Italian stone masons for Joseph H. Leet and contained a grain and feed store, with other spaces in the building rented out. Decades later, the old Leet Store became a auto repair shop and the upstairs space was used as a meeting hall and theater for the community. The building was restored in 1979 and expanded at the rear with a two-story wood-frame addition for additional commercial space.

Old Stone Store, Chester // 1809

Colloquially known as the “Stone Store,” this handsome stone structure in Chester Village, Connecticut, was built by William Buck in 1809, a merchant involved in the West Indies trade. The stone for the building is believed to have come from the Chester quarry in town and was likely more vernacular without the columned portico. The four-columned Doric portico was likely added in the 1830s or 1840s as the Greek Revival style surged in popularity. The two side wings were added in the 20th century. The Old Stone Store has held various uses from a store, tavern, post office and liquor store, while the upper floor has served as a private school, the town’s library and an apartment. The Old Stone Store today acts as the western terminus of the town’s Main Street commercial district.

Dunk Homestead // c.1672

The oldest building in Chester, Connecticut, is believed to be this First Period residence on North Main Street, which was originally built sometime after 1672, when land here was deeded to Thomas Dunk (1648-1683). The property was inherited by various members of the Dunk family, including Deacon Jonathan Dunk (1711-1781), who added onto what was originally a one-room, gambrel-roofed house as their families and wealth grew. The old Dunk Homestead is one of the many great landmarks in Chester and has been lovingly preserved for over 350 years!

Charles Daniels House // c.1826

The Charles Daniels House in Chester, Connecticut, is a sophisticated and excellently proportioned and designed example of a single-family residence in the Greek Revival style. Features like the Doric portico, flushboarding and frieze windows are components of a skillful design that has been credited to architect Ithiel Town, but this is unsubstantiated. The home was built around 1826 for Charles Daniels (1799-1838), a gimlet manufacturer, who had his factory nearby. Charles died in 1838, and the property was inherited by his second wife, Abby Gilbert, who also remarried and lived here with her new husband, Clark N. Smith, and they resided here until the early 1900s. Later, the residence was owned by the adjacent mill company, and used temporarily as a storage facility. The location adjacent to the deteriorating factory threatened the significant Daniels House, so in 1978, architect Thomas A. Norton had the house moved a short distance away onto the present site. The house was listed in the National Register of Historic Places and has been preserved, inside and out, by later owners.

Leet-Ely House // c.1787

One of the finest homes in Chester, Connecticut, can be found on Liberty Street, a short distance to the village green. The Federal style house dates to about 1787 and was built by Gideon Leet, a Revolutionary War veteran and joiner as his own residence. After Gideon’s death, the property was purchased by Dr. Richard Ely (1765-1816), who may have expanded the residence, and worked locally as a town doctor. The property remained in the Ely familyfor generations and minimal changes have occured to the exterior as a result of this. The modillon cornice, corner quoins, and fanlight transom sheltered under a columned portico add to the charm of this great house. 

Chester Flatiron Building // 1913

At the junction of West Main and Main Streets in Chester Village, Connecticut, this unique flatiron commercial building stands overlooking the Pattaconk Brook that cuts through the center of town. In 1913, this two-story block was built with ground floor retail and a second floor residence for owner, Elmer Pierce, who ran his pharmacy downstairs. By 1920, the building was owned by Jacob Feinstein, who raised his family on the second floor and had his clothing business, “Feinsteins” in the store below. Later, the retail space was occupied by Child Design, a wooden toy store, and after that, a lighting fixture store. Historic main street buildings are often incubators for small and local businesses, keep the chain stores near the highways!

Chester Baptist Church // 1835

The Baptists of Chester, Vermont, first built a wood-frame meetinghouse in 1788 for meetings and worship. The congregation here was established a year prior by Aaron Leland (1761-1832), a successful pastor and preacher, who settled in town with the task of building up a church there. Active in politics, Leland served in local offices including Town Clerk and Selectman, and was Windsor County Assistant Judge for eighteen years, he was later elected into the Vermont House of Representatives and served as Lt. Governor. After his death, the Federal style building was outgrown and sold by the 1830s. The original meetinghouse was moved to its current location across from the town’s Congregational Church and planning began for a new house of worship. The current Baptist Church, an impressive brick edifice in the Gothic Revival style, features a high slated spire that was likely added in the early 1870s, replacing a more traditional wooden crenelated tower. The 1870s spire was destroyed in 1953 and reproduced in 1999. The congregation here remains active and maintains the church well.

Fullerton Inn // 1921

The Fullerton Inn, overlooking the Town Common in Chester, Vermont, is an imposing Colonial Revival style hotel that has been in operation through many iterations, and contributes to the strong commercial character of the Chester Village streetscape. The inn was first developed here following the arrival of the railroad to Chester, which brought new business and travellers to the formerly agrarian and light industrial community. The original 1862 inn building, known as the Ingraham House, was destroyed following a large fire in the village, and its replacement burned as well in January 1920. Within a year, the present building was built from the ashes in a style typical of the early 20th century, Colonial Revival. Dominated by the large slate-shingled gambrel roof and projecting front veranda, the building’s most iconic feature is said to be inside, a fireplace inside the lobby which contains 27 stone varieties from the area.

Frederick Fullerton House // 1861

This distinctive Italianate Villa style house in the charming village of Chester, Vermont, was built in 1861 for wealthy merchant, Frederick Fullerton (1817-1869). Mr. Fullerton worked in his family’s mercantile business in Chester, and was involved with cotton manufacture in Springfield and with the Cavendish woolen mill managed by his older brother, Henry, who built an equally distinctive residence in Cavendish called “Glimmerstone“. Basically cubic with asymmetrical gabled corner pavilions, the Fullerton House is an excellent example of an Italianate Villa with bracketed cornice, two-over-two sash windows, a wrap-around porch, and second floor balcony with a bracket-supported hood with decorative valance and an oculus window above. The residence is said to have been designed by architect, William P. Wentworth, who designed the St. Luke’s Episcopal Church across Main Street a decade later.

William Pollard House // 1899

This high-style and ornamental house in Chester, Vermont, ranks among the state’s best examples of the Queen Anne style. The residence was constructed in 1899 for William Pollard (1854-1941), a local businessman who owned a shirtwaist manufactory in town with his brother, who lived next door. The painted-lady Victorian house features an asymmetrical plan highlighted by a three-story octagonal corner tower that is surrounded by a wrap-around porch with a delicate spindled frieze. The use of accent colors in the paint scheme further highlight the millwork details on the residence, which have all been preserved for well over a century.