Prime location, wine and olive oil estate with charming XIX-century mansion, private chapel, guest cottages, annexes and swimming pool for sale in Siena. Set high on a peaceful hilltop in the rolling heart of Chianti Classico, this magnificent 19th-century villa lies just outside Castellina in Chianti, perfectly positioned between Siena and Florence. Surrounded by 46 hectares of land, the estate offers a rare combination of historic grandeur, unspoiled Tuscan beauty, and the promise of an exceptional lifestyle or boutique hospitality venture. From its elevated position, the property enjoys sweeping views over vineyards, olive groves, and forested hills. The villa has been exquisitely restored, maintaining its noble character while offering refined comforts over 1,600 square metres across four levels comprising 18 appointed bedrooms, each with views over the gardens or the vines. The interiors celebrate the elegance of traditional Tuscan design, with exposed beams, handcrafted terracotta floors, authentic fireplaces. Beyond the villa, a former stable and a barn trasformed into two welcoming guest cottages, while two further annexes provide additional space for agricultural or hospitality use. Tucked discreetly within the grounds, a private chapel adds an extra layer of charm and versatility, making the property an ideal setting for intimate weddings or private ceremonies. The swimming pool is set in a panoramic belvedere paved terrace with sweeping views of the surroundings. The land is as productive as it is picturesque starring 6 hectares planted with Chianti Classico DOCG vineyards, some dating back to the 1970s and others renewed in recent years, collectively producing up to 60,000 bottles of wine annually. More than 600 olive trees, mature and flourishing, yield over 10 quintals of extra virgin olive oil each year. The remaining hectares are divided between pasture, arable land, and forest, offering both agricultural viability and unspoiled natural surroundings. This is a place of rare character and provenance—ideal for a private buyer seeking a legacy estate in the heart of Tuscany, or for an investor ready to embrace the established hospitality potential of one of the region’s most captivating properties. Its beauty lies not only in its architecture or landscape, but in the way it captures the spirit of Chianti: authentic, elegant, and entirely timeless. The property is already registered as Farming and Hospitality business.Property Ref.: CNT2475Location: Castellina in Chianti, Province: Siena, Region: Tuscany.Type: 1647 sq m/17728 sq ft villa on 4 levels, swimming pool and a private chapel, paired with 1050 sq m/ 11302 sq ft annexes featuring 2 guest cottages, 2 agricultural annexes, on 46 hectares/113 acres of agricultural land with olive groves and vineyardsAnnexes: 284 sq m/3056 sq ft former stable guest cottage on 2 levels; 505 sq m/5435 sq ft second guest complex on 2 floors; 2 agricultural annexes for deposit use, on one floor, for a total of 270 sq m/2906 sq ftConditions: excellentLand/Garden: approx 46 ha/113 acres of arable land, pasture, woodland, an olive grove with more than 600 p trees producing over 10 quintals of evo oil (planted 1985); 6 ha/14.8 acres of vineyards (planted 1972-1987-1991 in replacement phase, and 2018-2020) producing 60,000 bottles of Chianti Classico D.O.C.GDistance from services: 1 kmDistance from main airports: Florence 52 km, Pisa 103 km, Perugia 137 kmGravel road: 800 m