The 3 villas that make up the Estate property have all been restored over the past years with a priority to maintain each home’s historical aspects, respecting the flavors and traditions of times gone by, while modernizing the interiors for modern-day comfort. Each property offers incomparable privacy to its guests, pools with grand views, and the ultimate luxury ambiance, all adding up to a truly unforgettable holiday. Guests have golf privileges at the private course of Castiglion del Bosco, upon availability, as well as La Bagnaia Golf Resort.

The Castle

The Castle offers 8 double bedrooms for a maximum of 16 guests. There is a two-story house next to the villa, called the Canonica, with another 3 double rooms each with an ensuite bathroom with a 22 guest capacity, available for weddings and events. A magnificent suite at the top of the tower of the villa boasts a 360° view of the surrounding valley. A country-style kitchen with all modern comforts, a dining room, 2 large living rooms with original painted beams from the late 1500's, 2 smaller rooms with frescoed ceilings, and a selection of intimate seating areas in the garden complete this wonderful residence. Guests have the exclusive use of a large inground pool, a tennis court, a Wellness Spa with a sauna, and a gym.

The Castle is available for private events, and weddings, as well as exclusive vacation rentals for those who want to experience the real Tuscan lifestyle.



Borgo Castelrotto

Borgo Castelrotto, is one of the country villas of the Estate. Can host up to 18 people in 9 bedrooms and 8 bathrooms. Large picture window doors open onto the garden where guests can enjoy an evening cocktail while looking out to an incomparable glimpse of Montalcino. A large covered patio, is set up for dining enjoyment along with a wood barbecue area. A beautiful swimming pool in the center of the Borgo's garden with a unique view of the valley overlooking the olive grove. The Borgo with its amazing Yoga Shala is a perfect location to host your Yoga Retreat.



Villa Aiale

Villa Aiale is the last farmhouse to be restored with its restoration scheduled to be completed in October 2023. It is situated at the southernmost corner of the Tenuta and offers total privacy to its guests, who enjoy the incredible views of Castiglion del Bosco’s golf and of Montalcino, sitting on the hilltop. The villa has 2 large suites, 4 superior rooms all with ensuite bathrooms, and air conditioning. In the garden, there is a pool that measures 15 meters long, and an outdoor barbecue along with a few seating areas all positioned to offer unforgettable views of the surrounding countryside. The well and the old hayloft add to the memories of the past, while guests enjoy this luxurious quiet oasis that offers all of the modern day comforts.



The History of the Tenuta

The Castle complex began with the construction of the Tower in 1000 dC., which was initially used as a grain storage and then became the official headquarters of the army of Siena, during the Assedio of Montalcino in 1199, which lasted over 16 months. Finally the army of Siena managed to win the stronghold of Montalcino- its victory attributed to the weakness and hunger of those defending the hilltop fortress. The noble Sienese family, the Guglieschi, owned the property until the end of the 13th century, known as Castelnuovo Guglieschi.

In the year 1500 Cardinal Tancredi constructed the Medician-style Villa in front of the existing tower which had been abandoned for a few centuries. Soon after the chapel, projected and built by the Sienese born architect/painter Baldassare Peruzzi, was built adjacent to the villa. Shortly afterwards he designed the Cantina which is at the entrance to the cypress-lined drive leading to the villa.

Later, other noble families from Siena inhabited the villa which was a separate structure from the tower. However, it was the Tancredi family that transformed the castle/villa into an important fortress type complex and to which the property is named after.

The current owners, the Venturini Del Greco family, acquired the estate in 1897.

During the second world war, the Germans had occupied Castelnuovo Tancredi and it was used as the living quarters for its officers. However, Fiamma Venturini Del Greco, refused to relinquish her property to these visitors, and instead remained in the villa and ‘hosted’ them during this transition. Today, we revel in the comments made in her guest book from many well known officers of the time.

The castle underwent a massive 2 year long restoration, with the primary intention to maintain all the historical aspects and beauty of the villa dating back to the 1500’s, while adding all the modern day comforts. The internal architecture such as the frescoes, painted ceilings, and terracotta floors have all been restored to their original beauty.


Our wine cellar