Dr. Charles H. Gilbert House (1856)

A 2001 walking tour of Main Street in Portland by Doris Sherrow (which I can no longer find online) lists the house at 576 Main Street as the home of Dr. Charles H. Gilbert with a construction date of 1856. It also explains that Gilbert married one of the daughters of Rev. Hervey Talcott, who lived next door at 572 Main Street. According to genealogical sites, it was Charles Henry Gilbert‘s father, Dr. Gershom Clark Hyde Gilbert (1817-1889) who married Rev. Talcott’s third daughter, Harriette in 1845. Dr. Talcott left Portland in 1867, later living for periods in Waterbury, Hartford and Westbrook.

Boxwood (1842)

Boxwood
Boxwood

The grand residence known as Boxwood, located at 9 Lyme Street in Old Lyme, was built in 1842 for the merchant Richard Sill Griswold (1809-1849). A third story was later added by Richard Sill Griswold, Jr. (1869-1901). In 1890, his wife opened the Boxwood School for Girls in the house. The building had connections with the Old Lyme art colony. The summer Lyme School of Art held studio classes at Boxwood in 1905 and artists could rent rooms in the house while the boarding school students were not in residence. Among the residents that year were the future president Woodrow Wilson and his wife Ellen Axson Wilson, who was enrolled at the art school. When Mrs. Griswold died in 1907 the boarding school closed, but Boxwood Manor continued as a summer inn with its gardens being a celebrated attraction. On Christmas Eve, 1943, James Streeto, the caretaker of the estate, was murdered on the property. The woman he was involved with at the time, Delphine Bertrand, threatened with the death penalty for the murder, pled guilty to the charge of manslaughter, but the charges were dropped when two men later confessed to the murder and were convicted. The inn closed in 1958 and the property was bought by Dr. Matthew Griswold, who altered it into apartments and a restaurant. The Griswold family sold the building in 1975 and it was converted into condominiums.

Postcard of Boxwood Manor
Boxwood School for Girls

Temperance House (1761)

4 Chestnut Street, Bethel

Israel H. Wilson moved from Danbury to Bethel in 1836 and operated an undertaking business until 1851. He then opened the town’s first hotel, which was located in the house at 4 Chestnut Street. The house was built about 1761 and and at one time was a tavern, operated by P. T. Barnum‘s grandfather, Phineas Taylor, and then by his parents, Philo and Irena Barnum. Wilson was a advocate of the temperance cause: he named the hotel Temperance House and he also erected a temperance hall (no longer standing) just south of the hotel. By the late 1870s the hotel was known as the Bethel House or Bethel Hotel. Wilson retired from the hotel business in 1885. For some years the house was home to the Mead family and it is now a duplex. The house was much altered in the Italianate style in the last quarter of the nineteenth century.

William T. Tibbals House (1857)

William T. Tibbals House
William T. Tibbals House

The William T. Tibbals House, at 11 Old Middletown Road in the Cobalt section of the town of East Hampton, has an unusual shape that some have classified as an octagon but seems closer to an oval and is said to be known as “the round house.” The roof may have had an octagon shape at one time, but today it seems to have the sides of a dodecagon, or 12-sided polygon. The house was built in 1857, which was during the peak of the fad in construction of octagon houses, and it has the stucco exterior and bracketed roof typical of octagon house construction, so perhaps we could consider it a relative of the octagon houses. It was built for William Thadeus Tibbals, operated an oakum works (used for caulking wooden ships) on Cobalt Stream that had been started by his father, Thadeus Tibbals, in 1828. After William’s death, his widow lived in the house and his son, Irvin Tibbals, who continued the oakum business with William’s brothers.

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Gilbert Block (1907)

Gilbert Block, aka Main Block in Mystic

The large commercial building at 1-17 West Main Street in Mystic, which has contained numerous businesses over the years, was erected in 1907 by the brothers Mark and Osgood Gilbert. It housed the offices of the Gilbert Transportation Company, the brothers’ shipyard where they built and repaired schooners. (There is a photo that shows the building they previously occupied on the site before they built the current structure). The company went bankrupt in 1909. There was a fire in 1915 that gutted the building. It was started because of an over-heated flue in Green’s Bakery and spread to a theater that showed silent films. The building remained vacant until 1924, when the structure was rebuilt and renamed the Main Block. The building continues to be used for retail stores and apartments. There is a video about the building:

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