Stone-built thousand-year-old hamlet with 335-acre organic wine farm and winery with cellar for sale in Castellina in Chianti, Siena. Perched atop the undulating hills of Chianti Classico, this thousand-year-old stone hamlet offers a rare convergence of provenance, scale, and viticultural excellence. Located in Castellina in Chianti, one of Tuscany’s most esteemed wine territories, the estate spans 335 acres (135.6 hectares), encompassing vineyards, olive groves, woodlands, and an architecturally refined wine production facility. Eighty-two acres (33 hectares) are under vine, planted predominantly with Sangiovese alongside select international varietals including Merlot, Petit Verdot, Cabernet Sauvignon, Sauvignon Blanc, and Chardonnay. For over four decades, the current owners have devoted themselves to elevating the estate’s enological identity—restructuring the vineyards, implementing modern winemaking techniques, and attaining full organic certification in 2009. The estate now produces approximately 75,000 bottles annually, with 75 percent of its output distributed to established markets abroad. Equally distinguished is the production of DOP-certified organic extra virgin olive oil, crafted from Correggiolo, Moraiolo, and Leccino olives. Each element of the estate contributes to a sustainable agricultural ecosystem rooted in authenticity and long-term stewardship. The architectural heart of the estate is an eleventh-century hamlet that has been meticulously reimagined as a refined rural retreat. The cluster of historic stone buildings surrounds a central courtyard and includes a series of guest residences and a private villa. Exteriors are clad in natural stone with arched loggias and clay rooflines that blend seamlessly with the landscape. Interiors preserve their Tuscan character—terracotta flooring, hand-hewn beams, exposed masonry, and traditional fireplaces—offering an atmosphere of rustic sophistication and understated grandeur. The estate’s wine production facility is an architectural statement in itself. High vaulted ceilings, rhythmic brick colonnades, and traditional arches frame a space equipped with cutting-edge enological systems. Adjacent structures include offices, tasting salons, and storage areas—all integral to the estate’s operational rhythm. In total, the built area spans approximately 49,557 square feet (4,604 square meters). This includes a 10,613-square-foot (986-square-meter) country mansion, the aforementioned winery and ancillary structures such as guest apartments, agricultural outbuildings, and administrative spaces, totaling an additional 38,470 square feet (3,574 square meters). This is a property of remarkable integrity and cultural depth—a working wine estate that honors its medieval origins while embracing the future of high-quality organic viticulture. It invites not only investment, but immersion in the very essence of Tuscany’s winemaking heritage.Type: 135.6 ha/335 acres 11th-century Chianti Classico wine estate with ancient borgo totaling 4640 sq m/51688 sq ft including a 986 sq m/10,613 sq ft country mansion along with 3574 sq m/38,470 sq ft of agricultural buildings including fully equipped wine cellar facility, offices, tasting rooms, guest apartments, and warehousesYear of construction: 1000Year of restoration: 2000sLand: 135.6 ha/335 acres with organic cultivation, including 33.3 ha/7 acres of vineyards, 4,7 ha/11.6 acres of olive groves 47,4 ha/117.12 arable land (suitable for new vines), and 48,2 ha/119.1 acres of forestUtilities:Fixed telephone network: availableInternet/Wi-Fi: availableHeating: LPGWater: mains city supplyElectricity: availableWater waste: Imhoff tankDistance from services: 1,5 kmDistance from the main airports: Florence 50 km, Pisa 55 kmGravel road: 200 m, the access alleyLayout:Manor villa, 986 sq m/10,613:Ground Floor: living room with fireplace, sitting room, 2 studies, ironing room and bathroomApartment: living room, kitchen, bedroom with en suite bathroomStudio with fireplace, garage, direct saleFirst Floor: lounge, living room, kitchen, bathroom, 5 bedrooms, 3 bathroomsApartment: living room with kitchen, 2 bedrooms with en suite bathroomSecond building:Ground Floor: cellarFirst Floor: apartment: living room, dining room, kitchen, 3 bedrooms, bathroom; vinsantaia; tasting room