The monastery was founded in 1442 by John II, King of Castile and León and father of Isabella the Catholic.
The single-nave church is the work of Juan and Simón de Colonia, an outstanding family of architects and sculptors from the 15th-16th centuries.
Also, noteworthy inside is the altarpiece of the main altar, a masterpiece made by Gil de Siloé.
The tombs of John II, his wife Isabella of Portugal and their son, the prince Alfonso, are also made by Gil de Siloé.
In the three chapels attached to the church is the Museum where important pictorial, sculptural and bibliographical works are exhibited. Among other works, the painting of the Annunciation by the painter Pedro Berruguete stands out.
The sculpture of Saint Bruno, founder of the Order, which is in a chapel at the entrance, is admirable. It is the work of Manuel Pereira, a 17th century Portuguese artist. The sculpture, made of polychrome wood, is charged with great realism. For this reason, it is said that it seems that the saint only needs to speak and that he does not speak because he is a Carthusian monk.