Monastery Mileseva is located near a medieval road, which connected regions of the coast with central parts of the state and moved further to the East. In the Middle Ages, near Mileseva, was developing a monastic square,called Prijepolje today, which is mentioned already in 1343. The Remainder of this road paved with cobblestones has been saved until these days.

Monastery Mileseva was founded by king Vladislav, the son of King Stefan Prvovencani, and the grandson of Nemanja. The time of erecting Churche Mileseva is not precisely determined. King Vladislav started to build his monastery when he stepped to throne, after the year 1234.

The First group of frescoes were painted around 1230. This frescoes represent the biggest success of fresco-painting in that period in Europe. Frescoes painted around 1230 and 1240.year are illustrations of lives of different Saints. In the year 1236, King Vladislav moved the remains of his uncle Saint Sava from Trnovo in Bulgaria to monastery Mileseva. King Vladislav erected the Church  as his mausoleum.

Mileseva was torn down several times. For the first time it was torn down in the  13^th century. When Kumane was attacked, the monastery of Saint Peter in Bijelo Polje was torn down. Archeological excavations show that Mileseva, probably at that time was seriously destroyed, especially the bulwark in the North part of monastical village. The monastery was seriously destroyed by the first Turkish attack. At the time when the Serbian Medieval state was torn down in 1459, the parts of wall was destroyed and burnt down. Soon, the monastery Mileseva was reconstructed again and the life in the monastery was continued. In the year1594,  the Turks took the remains of Saint Sava and burnt them down in the part of city whose name is Vracar in Belgrade.

In the 16^th century Mileseva reached its greatest success. Mileseva was a very respectable monastery,very valuable and it had the great number of monkshoods. Culture handcraft, and reconstruction of monastery was enabled by the good incomes in longer period. There were new premises added to the monastery. The NAOS was painted and the buildings of monastical village were reconstructed again. In the monastery, books were printed. Two Mileseve s printing-works were famous. First worked in 1544. and 1545. and the second in 1557.

One of the most beautiful frescoes in Mileseva is the painting of the White Angel in Christ's tomb. It was painted in 18^th century, but in 19^th century another painting was painted on it. During the 20^th century when the reconstruction of Mileseva started, the ruined fresco from 16^th century was taken off, and under this fresco, after many centuries, the most beautiful White Angel appeared again.