Samuel Montgomery Roosevelt (February 20, 1857 – August 19, 1920) was an American artist and merchant from New York City. Roosevelt was born on February 20, 1857 in New York City. He was the son of prominent businessman Samuel Roosevelt (1813–1878) and Mary Jane (née Horton) Roosevelt (1823–1901). He was educated at St. John’s School in Ossining, New York and studied art at the Art Students League of New York and in Paris, and studied painting under Jean-Joseph Benjamin-Constant and Jean-Paul Laurens.
He was elected to The Lambs in 1899.
Roosevelt painted the portrait of Shepherd Thomas B. Clarke.
In 1899, he bought a 25-room mansion on Skaneateles Lake in Skaneateles, New York. Theodore Roosevelt visited in 1915, and Franklin Delano Roosevelt twice; Robert F. Kennedy considered buying the house when he was running for the U.S. Senate in 1964.
Roosevelt died at the Knickerbocker Club in New York City on August 19, 1920. After his death, he left practically his entire estate, including Roosevelt Hall in Skaneateles, New York, to his nephew, Henry.