Historic Wine Estate with Organic Winery in Trequanda

The main farmhouse unfolds across approximately 620 sq.m. over 3 levels and immediately conveys the presence of a residence conceived on a far more generous scale than the typical Tuscan country house.
Its proportions give the interiors a sense of breadth and fluidity, with spaces that move naturally between more formal reception areas, everyday family living and accommodation suited to hosting guests.

Ground Floor:
From the main entrance, the layout opens to the left into an elegant sitting room centred around a fireplace, with the dining room naturally integrated into this space, creating a warm and welcoming setting for both everyday life and entertaining.
To the right the kitchen, the technical room and the laundry support the practical rhythm of the residence.
Continuing forward, the house opens into a second living area, particularly bright and also centred around a second fireplace, introducing a lighter and more relaxed atmosphere for informal gatherings or quieter moments at home.A hallway then leads to a storage room and a study with its own bathroom and independent entrance, a highly versatile area that could easily be reimagined as a fourth guest bedroom or a more secluded guest suite.

First Floor:
The first floor is organised around a large central hallway from which the sleeping quarters unfold. On the right side, there is a bedroom and a separate bathroom. On the left side, a second hallway leads to 2 further bedrooms, both with en-suite bathrooms. One of these also includes an adjoining study, creating a more private suite. All 3 bedrooms enjoy views across the surrounding vineyards, reinforcing the estate’s connection to its working landscape.

Basement floor:
The basement is dedicated to the more practical side of the residence.Here, the layout includes a spacious pantry and cellar, providing substantial support and storage space, alongside an additional area currently used as a gym.

The farmhouse has been carefully restored with respect for its 18th-century origins, preserving the materials and architectural details that define its historical character, including traditional terracotta flooring, original terracotta ceiling tiles, and oak beam ceilings.

Adjacent to the main farmhouse lies the operational heart of the estate: a winery of approximately 450 sq.m, purposefully designed to support the full organic wine production process.
The layout has been organised to ensure an efficient production flow, with dedicated areas for barrel ageing, bottling, packaging and finished product storage.
Positioned one level below ground, the structure naturally benefits from more stable temperatures, creating ideal conditions for wine preservation and ageing.
Above the winery, a large terrace is currently used during the harvest season for grape sorting.

The property benefits from a highly efficient geothermal system powering underfloor heating, cooling and hot and cold water production for both the residence and the winery, supported by an LPG boiler.
Water supply is ensured by a private well, and the property is fully connected to all main utilities, combining historical character with infrastructure designed to support both residential comfort and the operational needs of the estate.

The estate extends across approximately 10 hectares, creating a landscape that is as much a productive asset as it is part of the property’s lifestyle appeal.
At its core are approximately 4 hectares of organic vineyard, forming the foundation of the estate’s wine production, alongside around 200 olive trees that further reinforce its agricultural identity.

The land also includes approximately 2 hectares of woodland and, more unusually, 3,000 sq.m. of certified white truffle grounds, introducing an additional and highly distinctive element to the estate’s productive potential.
The surrounding setting offers open views across the vineyards and rolling countryside, while the scale of the land allows for a strong sense of seclusion without feeling isolated.

There is also the possibility of adding a swimming pool, further enhancing the lifestyle dimension of the property.

Set in the hills of the Val di Chiana Senese, the estate enjoys a position within one of southern Tuscany’s most established agricultural and gastronomic landscapes.

Trequanda is a historic hilltop borgo shaped by centuries of rural life, where Etruscan origins still remain woven into the identity of the surrounding territory. Once protected by defensive walls, today the village is defined instead by the authenticity and slower pace that continue to distinguish this part of Tuscany. Recognised with the Bandiera Arancione by the Touring Club for the quality of its hospitality and visitor experience, Trequanda remains deeply connected to the region’s agricultural traditions. Olive cultivation has played a defining role here since Etruscan times, and the entire territory forms part of the Città dell’Olio network, reflecting the enduring importance of extra virgin olive oil within the local culture and economy.

Its position also places the estate within easy reach of some of Tuscany’s most celebrated destinations, including Pienza, Montepulciano and Montalcino, making this a setting where lifestyle, gastronomy and international appeal naturally converge.