A Tuscan Farmhouse Built Around a Medieval Tower in Castellina in Chianti, Listed for €3.45 Million

Bedrooms: 5  Bathrooms: 5  Interior: 560 m² / 6,028  ft²  Lot: 2 Ha / 4.94 Acres

Amenities: Infinity Pool, Olive Groves, Courtyard, Terraced Gardens, Shaded Loggias, Gym, Air Conditioning, Private Parking, Fireplace, Guest Suite Potential


A historic farmhouse in the Tuscan hills near Siena has come to market with Knight Frank Tuscany for €3,450,000. Set around 10 minutes from Castellina in Chianti, the house sits on nearly 5 acres of land planted mainly with olive groves, with open views across the surrounding countryside.

The exact medieval origins of the property have not been independently verified, but other descriptions have said that the farmhouse was built around a 13th-century watchtower and linked it to the Guidi family, one of the most powerful feudal dynasties in medieval Tuscany. That kind of evolution would be consistent with the region, where medieval towers and fortified structures were often adapted over time into farmhouses and country homes as their defensive role disappeared. The Guidi held extensive territories across Tuscany, including the Casentino, and were also connected to the wider Castellina area.

A historic 5-bedroom farmhouse near Castellina in Chianti, built around a 13th-century watchtower, with views across the rolling Tuscan hills. Knight Frank Tuscany

The farmhouse extends to around 6,028 ft² / 560 m² over three levels, with 5 bedrooms and 5 bathrooms, two reception rooms, and additional space that could be converted into a sixth bedroom or private guest suite.

On the ground floor, there is a large kitchen, dining room, two living rooms, one with a fireplace, and a guest bathroom. Three en-suite bedrooms are on the first floor, while two further bedrooms are on the top floor. Because the house is built into the slope, rooms on more than one level open directly onto the terraced gardens.

Set on nearly 5 acres of olive groves, with a central courtyard, terraced gardens, shaded loggias and an infinity pool. Knight Frank Tuscany

The courtyard leads out to lawns, shaded loggias and a large infinity pool overlooking the surrounding hills. The estate extends to approximately 2 hectares / 4.94 acres, much of it planted with olive trees.

The house has been restored for use as a luxury villa rental while keeping much of its traditional character, including exposed stone walls, timber ceilings and terracotta-tiled floors. It also has air conditioning, a gym and private parking.

The location is part of the appeal. Siena is around 30 minutes away, while Florence can be reached in under an hour, giving the property an easy connection to both cities while still feeling private and rural. Tuscany continues to draw international buyers looking for historic homes with land, particularly when they offer this combination of character, privacy and access to the region’s main cultural centres.

All photographs belong to the listing agency. See more on Knight Frank Tuscany.

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