A mason, James R. Sayre erected a home for himself and his family at 29 Charlton Street in 1826. At the time, the former country estate on which it stood was seeing a flurry of development as dozens of Federal-style residences similar to Sayre's were being built. Moving into the new house with the Sayre family were James Barnes, a mason, and John Voorhees, who was a carpenter. It is quite possible that the two men helped build 29 Charlton Street.
Similar to its neighbors, the house was two-and-a-half stories tall. Faced in Flemish bond brick, its peaked roof would have had two dormers. The single-doored entrance below a handsome leaded transom was framed by delicate rope molding.
The house became home to another mason, James Webb, in the mid-1830s. His family, too, took in a boarder. In 1836 it was David King, a carter. By 1845, James Webb had moved down the block to 43 Charlton Street and No. 29 was occupied by Thomas D. Rice, an actor.
Eliphalet Bootman and his family purchased the house around 1850. Born in 1803, Bootman was a partner in the painting firm Bootman & Smith, which had offices at 309 Spring Street and 31 Corlears Slip. Highly involved in public education, for years Eliphalet was a commissioner of the Board of Education.
He and his wife, Catharine G., had two sons, Robert W. and Lieff. Both young men worked in their father's business, Robert as the firm's accountant. While it appears his parents worshiped at St. John's Chapel, Robert was involved with St. Ambrose Church on the corner of Prince and Thompson Streets. In 1852, he was appointed the treasurer of The Friendly Society of St. Ambrose Church.
Living with the family by 1859 was Snap, a "black and tan dog." On November 13 that year, the Bookmans placed an ad in the New York Herald, saying that Snap had been lost or stolen. They offered a $5 reward (about $190 in 2025) to anyone returning him.
In 1860, Eliphalet took over the operation of Bootman & Smith, renaming it E. Bootman & Sons. Lieff no longer lived with the family at the time, suggesting that he had married.
Around 1862, Bookman raised the attic to a full floor. His builder, somewhat surprisingly, carried on the Flemish bond brickwork. Rather than a foliate-bracketed cornice, so popular at the time, the house received a simple wooden cornice with no-nonsense corbels.
Eliphalet Bookman died on November 4, 1869 at the age of 66. His funeral, interestingly, was not held in the parlor of the family's home, but at St. John's Chapel.
Shortly afterward, Elizabeth Thompson moved into the house with Robert and Catharine. Apparently a relative of the family, she was the widowed mother of Elizabeth Hathaway Thompson Peck. Both the Thompson-Peck and Bookman families had roots in Newburgh, New York. Elizabeth died on February 2, 1876 at the age of 91.
Robert W. Bookman, who appears to have never married, remained highly involved with St. Ambrose Church. In 1878, Taintor's Route and City Guides: City of New York listed 29 Charlton Street as the headquarters for the Friendly Society of St. Ambrose Church for the Relief of the Aged.
By then, another of the Thompson-Peck family, Thomas L. Peck, was sharing 29 Charlton Street. And in 1881, following the death of her husband, Robert Edgar, Elizabeth Thompson Peck and her daughter, Helen Hathaway Peck, moved in.
Catharine G. Bootman died on May 1, 1884 at the age of 76. Her funeral was held in the parlor two days later.
Robert Bootman was now outnumbered by Pecks in his longtime home. Thomas L. Peck was listed here as late as 1891. The house was the scene of Helen's wedding reception on January 7, 1897. She was married to Lester T. Parsons in St. Luke's Chapel on Hudson Street. The New-York Tribune noted, "The reception was attended by about one hundred guests." The newlyweds moved far north, to 26 Manhattan Avenue in Harlem.
On June 3, 1903, Robert W. Bootman died. His funeral was held in the house on June 5 and, like the Bootmans and Pecks previously, he was buried in Newburgh, New York. The house was bequeathed to John E. Gunn and his wife, the former Rose Carmichael. Gunn's father, Rev. D. G. Gunn, had been pastor of St. Ambrose Church in the 1870s.
After John E. Gunn's death in February 1917, the house was purchased by Ellen Millett Hoyt, the widow of Russell Pratt Hoyt who died in 1905. Living with her were her two unmarried daughters, Frances Millett and Grace Elizabeth. They were 51 and 44 years old in 1917 respectively.
Living with the Hoyts from 1918 to 1920 was Collier's magazine editor and writer, Lucian Cary. He had begun as a reporter for The Chicago Tribune in 1910, and had joined Collier's in 1916. He would go on to become a well-known novelist, short story writer, and a leading authority on firearms.
Ellen Millett Hoyt died here on October 1, 1920 at the age of 76. Two years later, an advertisement in the Yonkers, New York Statesman read,
The Misses Hoyt announce the opening of their dancing classes in the Nappeckamack Club, Saturday morning, October 28th. Classes for children and adults in fancy, folk, aesthetic, national, ball room and toe dancing. For terms and further information address The Misses Hoyt, 29 Charlton Street, New York.
Grace Hoyt sold the house in 1926. It was home to diverse residents over the next decades, including D'Arcy Parrott Reynolds, a 1920 graduate of Princeton University. While living here in 1933, he organized Parrott & Stewart, an investment counseling firm.
Daniel A. Reed and his wife lived here at mid-century. In 1959, they participated in the annual Greenwich Village Garden Tour. On April 23, The Villager announced that among the nine "hidden gardens" on the tour was "Mr. and Mrs. Daniel A. Reed's garden and pool."
The nearly 200-year-old Sayre house remains a single-family home.
photographs by the author