The Kyoto Ogasawara family, the house he was born, was branched from the Shinano Ogasawara family, the head family of the Ogasawara clan, in the early Muromachi period, and served the Muromachi bakufu as a palace guard in Kyoto for generations.
生家の京都小笠原氏は、室町時代初期に小笠原宗家（信濃小笠原氏）から分かれ、代々京都で奉公衆として室町幕府に仕えていた。