A pair of restored luxury two bedroom apartments for sale together in a 14th-century Tuscan monastery. Private courtyard and garden. The apartments have been fully renovated and fitted with modern systems and appliances. Near San Casciano in Val di Pesa and Florence.

San Casciano in Val di Pesa Tuscany Apartments

A pair of apartments for sale in a historic 14th-century monastery located on the timeless Chianti hills, near San Casciano in Val di Pesa and Florence. The property includes two independent units with original finishes, offering a total of four bedrooms. Both apartments share a 125-square-metre paved courtyard and a 3,700-square-metre private garden, which is suitable for hosting events and ceremonies.
The nearest town is just 2 kilometres away, with essential amenities, and San Casciano Val di Pesa is a 10-minute drive. The property’s central location provides easy access to Tuscany’s renowned historic cities, including Florence, Siena, Pisa, and Arezzo.

Historically, the monastery was built after 1360 by the Buondelmonti family as a residence for Augustinian friars. Over time, the structure transitioned to private ownership and was divided into multiple apartments. The eastern section, offered for sale here, is located next to the old church and comprises two distinct, modernised units connected by the shared courtyard.

The northern apartment has a surface area of 238 sqm/2,561 sqft and features two bedrooms and two bathrooms. Its layout includes an entrance that can serve as a small bedroom, a corridor leading to a sacristy-turned-bedroom with garden access, and a master bedroom framed by pietra serena stone. The apartment also includes a dining/living area with a kitchen, a reading room with a door leading to the beautiful cloister of the convent, shared with other tenants and still bearing traces of the original frescoes., a converted crypt with vaulted ceilings serving as a spacious living area, and a storage room connected to the monastery’s original cantina.

The southern apartment has a surface area of 93 sqm/1,001 sqft that includes two bedrooms and two bathrooms. Accessible via the garden and a patio used for outdoor dining, it offers a living/dining area, a kitchen, and two en-suite bedrooms.

The courtyard is landscaped with flowers and plants, creating a private outdoor space ideal for relaxing or dining. A gated entrance ensures privacy, and the surrounding garden, with olive trees, fruit trees, and colourful flowers, enhances the property’s charm. The garden’s size and setting make it a potential venue for events, with the scenic backdrop of the historic monastery.

• TYPE: Pair of apartments in a 14th-century Tuscan monastery
• CONDITION: Restored
• LOCATION: Open and sunny
• ACCESS: Excellent, paved road
• MUNICIPALITY: San Casciano in Val di Pesa
• PROVINCE: Florence
• REGION: Tuscany
• INTERIORS: 331 square metres (3,562 square feet)
• TOTAL ROOMS: 14
• BEDROOMS: 4 (up to 5)
• BATHROOMS: 4
• ANNEXES: No
• MAIN FEATURES: Stone and brick walls, wooden beams, terracotta floors, original stone fireplaces, vaulted ceilings, convent frescoed cloister, private gated courtyard, exclusive garden, original outdoor oven, modern systems and appliances
• EXTERIORS: 3,820 square metres (0.9 acres)
• GARDEN: Yes, established and well maintained
• SWIMMING POOL: No, but possible
• ELECTRICITY: Already connected
• WATER SUPPLY: Mains water
• TELEPHONE: To be connected
• ADSL: Yes
• GAS: Natural gas
• HEATING SYSTEM: Radiators + air conditioning
• CLOSEST CITIES AND TOWNS Town with services (2km; 5’), San Casciano in Val di Pesa (9km; 10’), Greve in Chianti (18km; 25’), Castellina in Chianti (25km; 30’), Florence (27km; 40’), San Gimignano (38km; 40’), Monteriggioni (39km; 40’), Siena (56km; 50’), Pisa (85km; 1h 15’), Arezzo (89km; 1h 10’), Montalcino (93km; 1h 30’), Montepulciano (122km; 1h 30’), Pienza (122km; 1h 40’), Forte dei Marmi (127km; 1h 30’)
• CLOSEST AIRPORTS Firenze A. Vespucci (37km; 35’), Pisa G. Galilei (82km; 1h 10’), Bologna G. Marconi (120km; 1h 30’), Perugia San Francesco (173km; 2h), Forlì L. Ridolfi (198km; 2h 10’), Roma Ciampino (300km; 3h), Roma Fiumicino (314km; 3h 10’)

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