connecticut real estate

Dunk Homestead // c.1672

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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!

Chester House Hotel // c.1840

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This altered building in the center of Chester Connecticut’s village Main Street, has historically been known as the Chester House, a hotel and tavern to provide lodging and drinks to travelers passing through the area in the mid-late 19th century. The structure, built atop a raised stone foundation, was constructed in the Greek Revival style around 1840, and long had a sheltered two-story portico supported by four monumental columns under a gabled roof which resembled a pediment. In 1903, a fire destroyed the upper floor and the roof was removed, creating a flat roof design. Later in the 20th century, a shallow side gable roof replaced the flat roof and the columns on the facade were also removed, giving the building the appearance we see today. The hotel closed, but the historic structure remains an anchor to the town’s vibrant commercial center, and houses a local business.

Charles Daniels House // c.1826

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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.

Buck-L’Hommedieu House // c.1755

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This beautiful Federal style side-hall house is located on Maple Street in Chester, Connecticut, and (at least a part of it) was built by 1755 by Isaac Buck, who deeded half of the property to his son, Justus, during his lifetime. In the early 1800s, the property was purchased by Joshua L’Hommedieu (1787-1880), a manufacturer, who had the property redeveloped or redesigned in the Federal style giving it the appearance we see today. The house has its gable end oriented to the street with an elliptical fan and dentil block detailing.

Leet-Ely House // c.1787

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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

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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 House // c.1785

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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.

Richard P. Spencer House – Deep River Public Library // 1881

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The finest extant Queen Anne Victorian-era house in the town of Deep River, Connecticut, is located on Main Street and since the 1930s, has been home to the town’s public library! How’s that for adaptive reuse?! This residence was built in 1881 for Richard Pratt Spencer (1820-1910), a local prominent businessman who lived to be 90 years old. Spencer lived here with his second wife, Juliana Selden, who was 32 years his junior, and three children until his death in 1910. When Spencer’s widow died in 1932, the heirs sold the property to the Saybrook Library Association (before the town renamed Deep River in 1947), which then, in turn, sold the building to the town for a small price in order to convert it into a library. Opened to the public in 1931, the Deep River Public Library has been preserved inside and out with historic fireplaces, woodwork, and features. The only notable change occured in 1995 when a children’s room addition was built to resemble an old porch. The library even retains the original pebbledash finish in the gables, a rare detail not commonly found in typical old houses of the period.



Captain John N. Saunders House // c.1835

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In around 1835, this stately Greek Revival style residence was built on Kirtland Street in the town of Deep River, Connecticut. With a symmetrical five-bay facade dominated by a classic Greek doorway with Doric pilasters supporting a broad entablature with smaller window above, the house is evocative of many residences built in New England in the 1830s and 40s by well-to-do merchants and industrialists. This house was seemingly built for Captain John Nelson Saunders (1815-1899) a year or so prior to his marriage to Ann Peters (1815-1904) in 1836. Captain Saunders was listed in the census as a ship master and sailor who likely utilized his property’s access to the Connecticut River just a short walk away. The Saunders House and its lovely stone retaining wall are preserved and tell the story of the town of Deep River’s maritime industry. 

Southworth House – Deep River Historical Society // 1842

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The Southworth House, also known as the Old Stone House, in Deep River, Connecticut, is a significant example of a stone, Greek Revival style house built for an important local family. The Southworth House was constructed in 1842 for Deacon Ezra Southworth (1803-1859) from stone harvested from one of the Southworth family’s quarries. Ezra was the son of local shipbuilder, Job Southworth who began building ships at the Deep River landing in the 1790s. Ezra Southworth branched off into manufacturing, becoming a partner and patent holder producing ink wells. His son, Ezra Job Birney Southworth (1844-1919), went into business with his father-in-law in shipping and served as a member of the State Legislature twice. In 1882, Ezra Jr. added the wooden ell onto the rear of the Stone House along with the wrap-around veranda and likely the rear barn as well. Ada Gilbert Southworth Munson was Ezra J. B. Southworth’s only child to live to adulthood and inherited the family home. She was a founding member of the Deep River Historical Society and bequeathed her family home to the Society in 1946, who have maintained the significant home here ever since.