In 1890, Bishop acquired one third of Rancho Dos Pueblos in Santa Barbara County as payment for a lawsuit by the heirs of Nicolas A. Den against Colonel W.W. Hollister (1818 - 1886).
Bishop did not spend much time at the ranch as he lived in his palatial home in Pacific Heights in San Francisco.
In 1894, Bishop argued the U.S. Supreme Court case California Powder Works vs Isaac E. Davis over title to Rancho Cañada del Rincon en el Rio San Lorenzo in Santa Cruz County.
The San Ramon Bishop Ranch raised cattle and sheep and was planted to hay, grain, diversified fruit crops and walnuts.
The Ranch was partially irrigated from an underground aquifer and at one point possessed the world's largest single orchard of Bartlett pears.