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.
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!
James Baldwin (1742-1818) lived in present-day Chester, Connecticut, and upon the outbreak of the Revolution, joined the forces of Capt. Richard Douglass’ company as a private and fought for liberty. Upon the conclusion of the war, Baldwin returned to Chester and had this house built facing the village green. The transitional late-Georgian and Federal style house has a center chimney and very simple trim with an elliptical fanlight transom over the central door. The house has a wood shingle roof, typical of the early houses of the time. Pvt. Baldwin died in 1818 and his property was inherited by his daughter, Lydia Baldwin Sawyer and her husband, David Sawyer, and later in the 19th century by their eldest daughter, Lucina Morgan, and her husband, Jonathan. The home has been meticulously preserved by the later owners, important as one of the early surviving homes near the village green.
The Saybrook Colony was established in 1635 and covered a large geographic area near the mouth of the Connecticut River in Connecticut. This area was later subdivided into different towns after colonial era villages were established, each with their own church congregations. As was common in the colonial era, these divisions were centered on the establishment of separate church congregations. The Fourth Ecclesiastical Society of Saybrook in what is now the town of Chester, Connecticut, was established in 1742. As the town grew, this building was constructed in 1793 as Chester’s second meeting house and served as a church until 1846, when the third Meeting House was built. In 1847, the Town of Chester acquired this old meetinghouse and from that date until 1960, it was used as the Town Hall. In 1876, the old meetinghouse was renovated with a new, projecting main entrance added to the south side of the building when the Old Town Hall enjoyed its heyday as a theater and concert hall. The Old Town Hall witnessed many events under its roof, including hosting P.T. Barnum’s Tom Thumb, who performed here, as did musical events, high school proms, and school graduations. The building had become threatened following the construction of the new Chester Elementary School, which better-hosted events, in the 1960s. Luckily, in 1970, the newly formed Chester Historical Society acquired the building and restored it as a significant piece of the town’s rich history.