295 Marlborough was designed and built ca. 1871 by Frederick B. Pope for speculative sale, one of eight contiguous houses (285-287-289-291-293-295-297-299 Marlborough) built at about the same time.
291-299 are designed as a symmetrical composition centered on 295 Marlborough, which has a more prominent mansard and dormer window and a centered entrance. It is flanked by 293 and 297 Beacon, with slightly set back facades and one-story oriel windows which match the window at 295 Marlborough. 291 and 299 Marlborough at either end of the five house composition have full bays.
By 1873, 295 Marlborough was the home of Jacob Henry Sleeper and his wife, Maria A. (Westcott) Sleeper. They had lived in West Roxbury in 1872. J. H. Sleeper is shown as the owner on the 1874 Hopkins map, and Maria Sleeper is shown as the owner on the 1883, 1888. and 1898 Bromley maps.
J. Henry Sleeper had served as a Major in the Civil War. After the war, he entered his father’s real estate and clothing businesses. By the 1870s, he was a hardware merchant.
During the 1876-1877 winter season, the Sleepers were living elsewhere, and 295 Marlborough was the home of Charles John Prince and his wife, Justine de Peyster (Cotton) Prince. He was an oil dealer. They previously had lived at the Hotel Vendôme. They had moved to 35 Mt. Vernon by December of 1877 when their son, Charles Barnard Prince, was born.
By the 1877-1878 winter season, the Sleepers were living at 295 Marlborough once again.
In about 1889, the Sleepers had architect Arthur Little design a shingle-style home in Marblehead as their summer residence.
Jacob Sleeper died in August of 1891. Maria Sleeper continued to live at 295 Marlborough during the 1898-1899 winter season, but in July of 1899 purchased and subsequently moved to 336 Beacon. 295 Marlborough remained in the Sleeper family, however, and the Sleepers’ son Jacob, is shown as the owner on the 1908 Bromley map.
By 1900, 295 Marlborough was the home of attorney Charles Armstrong Snow and his wife Fanny Devens (Sherburne) Snow. They had married in January of 1899 and 295 Marlborough probably was their first home together. Mrs. Frances Sherburne (Wallace) Richardson, Fanny Snow’s daughter by her previous marriage to William Wallace, lived with them.
They continued to live at 295 Marlborough during the 1910-1911 winter season, after which they moved to The Ericson at 373 Commonwealth.
In mid-1911, 295 Marlborough was purchased from Jacob Sleeper by Dr. John Lewis Bremer, Jr., and his wife, Mary Cleveland (Bigelow) Bremer. The transaction was reported in the Boston Globe on August 8, 1911. They had lived at 10 Fairfield in 1910.
John Lewis Bremer, Jr., was a physician and professor of histology at Harvard Medical School.
They continued to live at 295 Marlborough until during the 1916-1917 winter season. He is shown as the owner on the 1912 and 1917 Bromley maps.
In December of 1916, John Bremer’s mother, Mary Rice (Farnsworth) Bremer, died, and soon thereafter, John and Mary Bremer moved to her former home at 416 Beacon.
In mid-1917, 295 Beacon was purchased from J. Lewis Bremer by Mrs. Elizabeth (Gardner) Amory, the widow of Charles Walter Amory. The transaction was reported in the Boston Globe on August 2, 1917.
Elizabeth Amory lived at 295 Marlborough during the 1917=1918 and 1918-1919 winter seasons. Her unmarried son, George Gardner Amory, a stockbroker, lived with her. They previously had lived at 278 Beacon, which they continued to own and lease to others. By the 1919-1920 season, they had moved back to 278 Beacon.
By the 1919-1920 winter season, 295 Marlborough was the home of Mrs. Olivia (Thorndike) Simpkins, the widow of Nathaniel Stone Simpkins, Jr. She moved there after her husband’s death in October of 1918, while serving in the US Army in France. She is shown as the owner on the 1928 and 1938 Bromley maps. She also maintained a home in Beverly Farms, which had been their primary residence before his death.
She spent the 1927-1928 winter season in Beverly Farms and Dr. and Mrs. John Lewis Bremer once again lived at 295 Marlborough for the winter. They had been living at 416 Beacon since they moved in 1917. By the 1928-1929 season, they had moved to 113 Marlborough.
Olivia Simpkins continued to live at 295 Marlborough until her death in December of 1959.
In September of 1960, Jordan M. Whitlaw acquired 295 Marlborough from the estate of Olivia Simpkins. He converted the property into three apartments.
In April of 1983, Renee (Levenbaum) Hirsch, the former wife of Stanley L. Hirsch, purchased 295 Marlborough from the estate of Jordan Whitlaw. In April of 1984, she converted the property into three condominium units, the 295 Marlborough Street Condominium.