Partners and children
On 27 July 1350, Henry married Juana Manuel, the daughter of Juan Manuel, Prince of Villena, head of a younger branch of the royal house of Castile. They had three children:
John I (1358–1390).
Eleanor (1361–1425), wife of King Charles III of Navarre.
Joanna (1372–1376), died young.
He had several children outside wedlock, some of which he mentioned in his will dated 29 May 1374:
Alfonso Enríquez, Count of Gijón and Noreña (1355 – c. 1400), a son of Elvira Íñiguez, Count of Noreña and Gijón. He married Isabel of Portugal, Lady of Viseu.
Leonor de Castilla, daughter of Leonor Álvarez, from Dueñas, Palencia.
Juana de Castilla (1367–?), daughter of Elvira Íñiguez. Her father mentioned her in his will, and said that if she did not marry Pedro de Aragon then she would inherit Urueña. Pedro was the Marquis of Villena (1362—Aljubarrota, 1385) and son of Alfonso of Aragon and Foix.
Constanza Enríquez de Castilla. Her father did not mention her mother's name. When he wrote the will in 1374, she was engaged to Infante Denis, Lord of Cifuentes (1354–1397). However, she eventually married his brother, Infante John, Duke of Valencia de Campos (1349–1387). She inherited Alba de Tormes.
Fernando Enríquez de Castilla (1365–1438). His father describes him as the son of Beatriz Fernández.
María de Castilla (1375– c. 1393), daughter of Beatriz Fernández. She married Diego Hurtado de Mendoza (Admiral of Castile), Lord of Mendoza, and Mayordomo mayor of King John II of Castile.
Fadrique de Castilla (1360–1394), son of Beatriz Ponce de León y Jérica. Named Duke of Benavente by his father, he died in prison in Almodóvar del Río in 1394. He married Leonor Sánchez de Castilla, illegitimate daughter of Sancho Alfonso, 1st Count of Alburquerque.
Beatriz de Castilla (?–1409), daughter of Beatriz Ponce de León y Jérica and Lady of Niebla. She married Juan Alonso de Guzmán in 1370 or 1371. He was Lord of Sanlúcar de Barrameda and the first Count of Niebla. Later she became a nun in the San Clement Monastery in Seville, where she was buried.
Enrique de Castilla (1378–1404), son of the Cordoban Lady Juana de Sousa, daughter of Vasco Alfonso de Sousa, the mayor of Córdoba, with María Gómez Carrillo, the Duchess of Medina Sidonia and Countess of Cabra. Enrique is buried in the Cathedral of Córdoba.
Pedro Enríquez de Castilla (?–1366). He is buried in Segovia Cathedral.
Isabel Enríquez de Castilla (?– c. 1419), daughter of Juana de Cárcamo. She married Gonzalo Núñez de Guzmán, however, this marriage was dissolved by Antipope Clement VII. Later she entered the monastery of Santa Clara la Real de Toledo where she became its abbess and was buried.
Inés Enríquez de Castilla (?– c. 1443), daughter of Juana de Cárcamo, also an abbess of the monastery at Santa Clara la Real de Toledo where she was buried.
Juana Enríquez de Castilla, daughter de Juana, Lady of Cifuentes and wife of Infante Denis, Lord of Cifuentes (1354–1397), son of Peter I of Portugal and Inês de Castro, she is buried at Santa María de Guadalupe.
