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The living quarters and houses of the community

(XIV century) THE CONVENT OF SANTA MARGHERITA
The house was built contemporarily with the church immediately after the death of Margherita. It housed the Franciscan Capuchins who were charged with the care and the surveillance of the church and the religious rites which took place to venerate the body of the saint. Remainders of the ancient structure can be found on the lower part of the building.
In 1385 the imperial vicar and the Signore of Cortona Ugguccio-Urbano Casali entrust the tasks performed by the Terzieri (which had become a heavy job due the the great flow of people) to the Benedictine community from Monte Oliveto. Soon after in 1390 they renounced their duty of veneration and custodianship of the saint and it was then turned over to the Minor Brothers of the Franciscan order who live in the monastery. The present day structure was completed around the end of the fifteenth century following plans drawn up by the Franciscans.

(XIV Century) THE MONASTERY OF SANT' AGOSTINO
Founded in the early years of the 1300's it was noticeably restructured in the 1600's. The building is rectangular in shape and elevated on the left side of the church with a central courtyard.
One should visit Capitular hall, the solemn staircase and internal courtyard. The lunettes at the interior were painted with scenes from the live of Saint Augustine in 1669 by G. Guasparini of Umbertide.

(XV century) SANTA MARIA DELLA MISERICORDIA HOSPITAL
The construction of this hospital began in 1441 with the scope of unifying the many small medical assistance centers which existed within and at the exterior of the walls of Cortona. Its care was then turned over to the Confraternità di Santa Maria founded by Santa Margherita. It presents an elegant Renaissance portico that runs along the facade on Via Maffei.
The complex has undergone through various ages, especially ours, heavy reconstruction to adapt it to changing needs.

(XVI century) CONVENT DELLA SANTISSIMA TRINITA'
In 1545 Dionisio Boni and Galeotto Sernini of Cortona had a convent constructed for the community of the Benedictine Cistercian Nuns. It was constructed to incorporate an oratory from 1349 and a hospital for pilgrims run by the laical company of the Holy Trinity.
In 1785 the construction took over the monastery of Santa Caterina below it, becoming a vast monastic complex with austere and simple architecture which host the to churches above. In the upper, more recent church, is preserved the body of the Benedicitine nun Venerable Veronica Laparelli (1537-1620), in the lower, unused church, that of San Felice brought to Cortona from the catacombs of Rome. The altar that contains his remains was constructed in 1921 following designs by the Cortonese architect Domenico Mirri (1856-1939) and is decorated with a painting attributed to the workshop opf Andrea del Sarto portraying "The Trinity with Baby Jesus".

(XVI century) CONVENT OF SANTA CHIARA
This convent was constructed for the community of the Clarisse Franciscan Sisters which had been established in Cortona since 1225 when Saint Francis was still alive. They were originally housed at hermitage in a place called Marignano, today called Contesse. From there in 1237 the moved to Targe to another hermitage which is now the site of the cemetary. In 1581 the community moved from the Targe to this convent which had been constructed for them by Bishop Ughi following designs by Vasari. Luca Berrettini, the father of Piero, supervised the work. The area where the convent was built was the site of a cistern in Roman times of which many traces are visible. It is a cistern which probably supplied water to a series of hot baths, which were called in medieval times the Bath of the Queens, which exist in the zone where Saint Francis Church is to be found. The Vasarian style is easily recognized in the grand entrance hall and the church which can be found to the right of this hall. In 1650 the west end of the convent was extensively expanded. The church has a very evocative atmosphere. The main altar that divides it into two parts and is a backdrop of carved and goldleafed wood by Stefano Fabbrucci.
In the altar to the right is a portrayal of The Immaculate Conception by Commodi and on the left is a painting which portrays the Deposition of the Body of Christ by Piero Berrettini.

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