Historic luxury hamlet and estate for sale in Castellina in Chianti

Luxury estate for sale in Castellina in Chianti. 2,405 sqm total with 43 bedrooms, 50 bathrooms, and 180 hectares of land with vineyards and olive groves. Historic hamlet with 18th-century villa, restaurant, spa, and equestrian center in the heart of Chianti Classico. General Description: Along the ancient Roman road connecting Siena to Florence, immersed in the iconic landscape of Castellina in Chianti, we offer for sale a fascinating historic hamlet of rare majesty. The property extends over a total covered area of approximately 2,405 sqm and represents a perfect synthesis of Tuscan architectural stratification: at its center stands a prestigious 18th-century neoclassical villa, flanked by a 13th-century cloister and an ancient 11th-century monastery. The entire complex, set within an agricultural extension of approximately 180 hectares, is currently an excellence hospitality facility integrating a luxury hotel, agriturismo, restaurant, and wellness center, offering a unique investment opportunity in the heart of Chianti Classico. Interior Description: The impressive square footage is distributed across 102 rooms, with a total of 43 bedrooms and 50 bathrooms. The Manor Villa: Approximately 1,100 sqm, it houses 25 elegant Tuscan-style rooms distributed over several levels served by an elevator. The ground floor welcomes reception rooms, halls, and offices, while the basement houses a large professional kitchen connected to the breakfast rooms. The Ancient Monastery: Dating back to the 11th century, it houses the agriturismo business with independent apartments, a tasting room, and a renowned restaurant with professional kitchens and large internal rooms carved from the ancient stone structures. All environments have been subject to conservative restorations that preserved the original finishes — exposed beams, terracotta floors, and monumental fireplaces — integrating them with the most modern technological comforts (AC, Wi-Fi, basic home automation). Exterior Description: The estate is embraced by 180 hectares of agricultural land, with a significant portion dedicated to specialized vineyards and olive groves in full production. The complex is surrounded by refined English gardens offering shaded areas and contemplative paths. The panoramic swimming pool, renovated in 2018, serves as an exclusive solarium with open views over the valley. Completing the property is a suggestive consecrated chapel, ideal for private ceremonies, and a professional equestrian center perfectly integrated into the rural context. The dominant position ensures absolute privacy and spectacular sunsets over the Sienese hills. Main Features: Total building area: 2,405 sqm Rooms: 102 Bedrooms: 43 Bathrooms: 50 Land: 180 hectares (Vineyards, Olive groves, Woods) Production: Wine, Extra Virgin Olive Oil, and Brandy (with dedicated cellar) Condition: Excellent (Recent conservative restoration) Pool: Private panoramic (Renovated 2018) Amenities: Restaurant, SPA, Chapel, Equestrian Center, Elevator Utility Details: The property boasts latest-generation systems: independent heating dividable for the different building bodies, full air conditioning, and high-speed internet connection. Water supply is guaranteed by private wells and collection basins necessary for managing the immense agricultural extension and hospitality facilities. The professional kitchens are equipped with flues and systems compliant with commercial catering standards for large-scale operations. Uses and Potential: This estate represents a high-level operating asset. It is the ideal solution for institutional or private investors wishing to acquire an established and internationally renowned hospitality business. The hamlet's versatility allows for further enhancement of the wellness offer or transformation of the property into an unparalleled private representative residence. The productive agricultural component (wine and oil) adds solid economic value and prestige linked to the Chianti Classico identity. Local Real Estate Market: Castellina in Chianti is one of the most prestigious and stable locations in the global luxury market. Valuations for operating historic hamlets and agricultural estates of this scale are subject to private negotiations, but average values for prestigious built heritage in the area range between €4,500/sqm and €6,500/sqm, to which the strategic value of commercial licenses and agricultural production must be added. International demand remains constant, ensuring exceptional capital protection and steady appreciation over time due to landscape constraints that make these complexes unrepeatable. Tourist and Historical Information: Located in the heart of Chianti Classico, Castellina has Etruscan origins but owes its current charm to its role as a strategic outpost during the wars between Florence and Siena. The village is famous for the "Via delle Volte" walkway and the excellence of its wine cellars. The location along the ancient Roman road makes the property a perfect starting point for exploring the surrounding art cities and medieval villages. Living or staying at this estate means immersing yourself in eight centuries of history, between the austerity of the medieval monastery and the elegance of the neoclassical villa, surrounded by a world-protected landscape. Distances: Castellina in Chianti (Services): 5 km Siena: 25 km Florence (Center): 45 km Radda in Chianti: 15 km Monteriggioni: 20 km San Gimignano: 35 km Florence Airport: 55 km Pisa Airport: 105 km A1 Motorway Exit: 20 km Castelfalfi Golf Club: 45 km