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Prestigious location, 4-star hotel with villa, two outbuildings, private chapel, swimming pool, agricultural outbuildings for sale in Siena. On a high hill in the beating heart of Chianti Classico, this magnificent nineteenth-century villa is located just outside Castellina in Chianti, in a strategic and enchanting position between Siena and Florence. Surrounded by about 46 hectares of land, including vineyard and olive grove. The estate represents a rare fusion of historical prestige, authentic Tuscan beauty and extraordinary potential for an exclusive residence or an elegant boutique hotel. The villa, finely restored, retains its noble character intact while offering the most refined comfort on over 1,600 square meters distributed on four levels. The eighteen bedrooms, furnished with taste and attention to detail, all overlook the garden or the surrounding vineyards, giving an atmosphere of absolute quiet. The interiors celebrate the understated elegance of traditional Tuscan design: exposed beams, handmade terracotta floors, authentic fireplaces and materials steeped in history. In addition to the main residence, the property also includes a former stable and barn expertly transformed into two cozy guest annexes, while additional agricultural outbuildings offer versatile spaces suitable for both production and hospitality functions. Discreetly surrounded by greenery, a private chapel gives further charm and versatility to the estate, making it the ideal setting for intimate weddings and private events. The panoramic swimming pool, set in a paved terrace-belvedere, dominates the landscape with an open and poignant view that extends as far as the eye can see. The land is home to 6 hectares of Chianti Classico DOCG vineyard – some planted in the seventies, others recently renovated – which give life to an annual production of about 60,000 bottles. Now the vineyard is rented. More than 600 mature olive trees guarantee over 10 quintals of fine extra virgin olive oil, while the rest of the property is divided between pastures, arable land and woods, offering balance between productivity and unspoiled landscape. This estate is a place with a rare soul, full of charm and authenticity, ideal for those who want a prestigious home in the most authentic heart of Tuscany. Its beauty lies not only in the architectural magnificence or in the harmony of the landscape, but in its ability to fully embody the spirit of Chianti: authentic, elegant and timeless. The entire property is regularly registered as a farm and accommodation facility.