This monastery, commissioned in 1447 by Henry IV—although legend attributes its foundation to his favourite Juan de Pacheco, Marquis of Villena—is a complex of buildings arranged around several cloisters, in Gothic, Mudejar and Plateresque styles.

Abandoned following the Confiscation of 1836 and subsequently looted, its reconstruction took place after it was declared a National Monument in 1914 and was once again occupied by monks of the Hieronymite Order in 1927.

The façade of the unfinished monastic church features the Pacheco coats of arms and a graceful tower topped with Plateresque crockets, the work of the Segovian Juan Campero; its interior, comprising a single nave, a rood screen at the foot, side chapels and a polygonal chancel, follows the Hieronymite architectural model and was designed by the architect Juan Guas.

Among the exceptional works of art in this church, the sacristy door, the tomb of Beatriz Pacheco and the Apostles framing the tall windows of the apse, by the sculptor Sebastián de Almonacid, stand out; and the Plateresque ensemble comprising the central altarpiece, carved in wood, and the monumental sculptures of Juan Pacheco and his wife, María de Portocarrero, the work of the sculptors Juan Rodríguez and Lucas Giraldo.