He was killed on August 23, 1958 in his hometown, after an ambush set up by the British.

Dimitrakis Anastasi graduated from Lysis primary school and was an agricultural worker. In the struggle his action was initially distributing leaflets, providing information from observations and offering services as a liaison. Later he became an assistant to Kallis Sakka in safeguarding armaments. Helped by his mother, they fed rebels, transported and hid weapons.

After the arrest of EOKA members, who were aware of a small arms depot in Lysi, the rebels Michael Kaili and Panagis Larkou, assisted by their fellow fighters Dimitrakis Anastasi and Kallis Sakka, were ordered, on August 23, 1958, to move the arms.

They loaded two bicycles with an automatic pistol, a .38 revolver, seven hunting rifles, fifteen grenades, two mines and a sufficient amount of ammunition and were heading to the orchard of Dimitrakis Anastasi. As soon as they left the village, at 8:00 p.m. on that moonlit night, according to the testimony of Panagis Larkos who survived, English soldiers, who were lurking behind two trees, suddenly attacked them. The two rebels opened fire on the soldiers.

Michael Kaili also managed to throw a grenade at one group of soldiers, while holding another in his hand which he did not manage to use because the fire from the second group of Englishmen, who were hidden in a nearby tree, killed him. Then the English shot and killed Dimitrakis Anastasi and Kallis Sakka.

The British casualties, as relayed to the Vatili police station by radio from the surviving British soldiers, were five killed and one wounded.

The heroic death of the three lads, who fell defending the sanctuaries with weapons, was heard by all Greeks with emotion, but also with pride.