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Though Chianciano enjoyed a very flourishing
trade production and several economic and tax privileges,
during the Middle Ages its energies were weakened by a long
series of events and invasions:
- the dramatic black plague in 1348, that swept away half
of the population
- Chianciano commune turning to feud in 1373 under the Turenne
viscount Guglielmo of Beaufort named the Villata, nephew of
the Pope Clemente VI. He held Chianciano until 1386
- a pestilence in 1399 and the subsequent famine
- the raids and ravages by the bands of mercenaries often
crossing Chianciano territory
- Siena struggling against Florence
- The invasions by: Ladislao, King of Naples, in 1409; Braccio
da Montone, Prince of Perugia, in 1418; Montepulciano inhabitants
in 1433
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