Italian vineyard estate with agriturismo nestled in the Tuscan Chianti Classico, close to Castellina. Expansive 158.5-hectare property which features a collection of structures (totalling 4,431 square metres), including a grand villa, a dedicated wine cellar, and multiple traditional stone farmhouses operating as part of a hospitality venture for sale. The estate’s vineyards, spread over 19.4 hectares, are capable of yielding up to 110,000 bottles of the renowned Chianti Classico DOCG wine annually. Additionally, an extensive olive grove covering 21.2 hectares contributes to the production of approximately 5,000 kilograms of olive oil each year.

Tuscan Vineyard and Holiday Accommodation Estate

This Tuscan estate, well connected to major towns via local roads, stands as an ideal holiday business location. Its centrepiece, an 18th-century manorial villa, offers 935 sqm (10,060 sqft) of space, including 8 bedrooms and 8 bathrooms. Renovated between 2003-2004, this late-baroque villa features three halls (one with separate access), two dining rooms, a studio, and uniquely styled double bedrooms, each with a private bathroom. The property is further enhanced by a beautifully landscaped garden and a 16x8m panoramic pool. Additionally, it includes a warehouse, a tavern with a bread oven, and a chapel perfect for weddings.

Country house A, a 14th-century property of 837 sqm (9,006 sqft), comprises 12 bedrooms and 12 bathrooms, divided into five apartments accommodating up to 25 guests, and includes a 12x3m pool.

Country house B, another 14th-century building of 258 sqm (2,776 sqft), features 7 bedrooms and 6 bathrooms across four apartments, nestled in a secluded, wooded area.

The hamlet, the estate’s core, spans 1,692 sqm (18,206 sqft) with historical buildings housing offices, a salesroom, a 671 sqm wine cellar, and a 162 sqm olive mill, along with staff quarters.

The unrenovated 14th-century Country House C offers 356 sqm (3,830 sqft), 4 bedrooms, and 2 bathrooms, split into two apartments with private cellars.

Building D  provides 353 sqm (3,798 sqft) of storage and garage space.

While maintaining traditional Tuscan architectural elements, the estate covers 159.9 hectares (395.1 acres), with vineyards, olive groves, orchards, and woodland. The gardens and surroundings cover approximately 13,700 sqm (3.4 acres).

Wine production details include a variety of grapes across 19.4 hectares, producing 850 hl (110,000 bottles) annually, with a storage capacity of 2,527 hl.

Olive oil production spans 21.2 hectares with 5,000 kg annual yield.

This functioning Agriturismo and winery offers potential for expansion, leveraging its accommodation facilities and agricultural productions.

– Vineyard surface: 19.4 hectares (47.9 acres)
– Varieties: Sangiovese (80.5%), Merlot (8.0%), Cabernet Sauvignon (5.0%), Colorino (1.5%), Malvasia Bianca (1.2%), Trebbiano (1.2%), Foglia Tonda (1.1%), Montepulciano (0.7%), Canaiolo (0.4%), Gamay (0.4%)
– Altitude and exposure: 430 m asl (South)
– Harvesting: Guyot, pruned-spur cordon (4,600 vines/ha)
– Years of plantation: 1980 – 2013
– Soil composition: clayish, calcareous, rich in stones
– Yearly production: 850 hl (110,000 bottles)
– Maximum storage capacity: 2.527 hl (372 hl stainless steel + 1.850 hl concrete + 280 hl wood + 25 hl barriques)

– Chianti Classico DOCG: 90% Sangiovese, 7% Canaiolo, 3% Trebbiano and Malvasia
– Chianti Classico DOCG Riserva: 85% Sangiovese, 10% Canaiolo, 5% Trebbiano and Malvasia
– Chianti Classico DOCG: 85% Sangiovese, 15% Cabernet Sauvignon
– Vinsanto Chianti Classico DOP: Trebbiano, Malvasia, Sangiovese
– Grappa Chianti Classico: Sangiovese, Canaiolo, Trebbiano, Malvasia

– Surface: 21.2 hectares (5,500 trees)
– Cultivars: Frantoio (80%), Moraiolo (15%), Leccino (5%)
– Altitude: 430 m asl
– Yearly production: 5,000 kg

  • TYPE Vineyard Estate with winery and Agriturismo
  • CONDITION Partially restored
  • LOCATION Hilly, panoramic
  • MUNICIPALITY Castellina in Chianti
  • PROVINCE Siena
  • REGION Tuscany
  • SIZE 4,431 sqm (47,676 sqft)
  • ROOMS 60+
  • BEDROOMS 31+
  • FEATURES Wine cellar, Chianti Classico DOCG vineyards, olive grove, pond, olive mill, grand villa, stone walls, wooden beams, original terracotta floors, brick-built arches, stone fireplaces, panoramic swimming pool, Agriturismo, wooden truss, panoramic balconies
  • LAND 159.9 hectares (395.1 acres)
  • GARDEN Yes, around the buildings
  • ANNEX Several residential and agricultural buildings
  • ACCESS Excellent
  • POOL 16 x 8 m – 12 x 3 m
  • ELECTRICITY Already connected
  • WATER Mains water + private well
  • HEATING Radiators
  • TELEPHONE Already connected + ADSL
  • NEAREST TOWNS Castellina in Chianti (7km; 10’), Poggibonsi (13km; 20’), Colle di Val d’Elsa (22km; 30’), Monteriggioni (23km; 30’), San Gimignano (26km; 40’), Siena (34km; 40’), Volterra (49km; 1h), Florence (52km; 1h), Montalcino (71km; 1h 25’), Pienza (101km; 1h 35’), Pisa (102km; 1h 45’), Lucca (122km; 1h 40’)
  • NEAREST AIRPORTS Firenze Peretola (62km; 1h), Pisa Galilei (98km; 1h 30’), Bologna Marconi (143km; 1h 50’), Grosseo Baccarini (117km; 1h 40’), Perugia Sant’Egidio (147km; 2h), Ancona Falconara (262km; 3h 35’), Roma Ciampino (277km; 3h 5’), Roma Fiumicino (292km; 3h 10’), Milano Linate (339km; 3h 35’), Milano Malpensa (393km; 4h 10’)

Castellina in Chianti, nestled in the heart of Tuscany, Italy, is a picturesque town that embodies the essence of the Tuscan countryside. Its history, culture, and natural beauty make it a quintessential representation of the region’s charm.

**Historical Significance**

The history of Castellina in Chianti dates back to the Etruscan era, with numerous archaeological findings in the area evidencing its ancient origins. The town played a significant role during the Middle Ages, situated on the front lines of the historic conflicts between Florence and Siena. This strategic position led to the construction of formidable fortifications, remnants of which can still be seen today, such as the imposing Rocca (fortress), a symbol of the town’s medieval military significance.

**Architectural Heritage**

The architecture of Castellina in Chianti is a harmonious blend of medieval and Renaissance styles. The town’s layout, with its narrow, winding streets and stone buildings, exudes a timeless charm. The Rocca di Castellina, with its massive tower, now houses a fascinating archaeological museum that showcases local artefacts and offers panoramic views of the surrounding Chianti region.

The Via delle Volte, an impressive medieval passageway, runs underneath the town, offering a unique perspective of its ancient defensive structures. The Church of San Salvatore, rebuilt after World War II, houses a notable fresco by Lorenzo Bicci depicting the Madonna with Child.

**Cultural Vibrancy**

Castellina in Chianti is not just a relic of the past; it is a living, breathing community. The town is home to various cultural events and festivals that celebrate its rich heritage and the Tuscan way of life. The most notable among these is the “Festa di San Michele,” an annual festival filled with local food, music, and a traditional market.

**Wine and Gastronomy**

The region of Chianti is synonymous with wine, and Castellina plays a pivotal role in this viticultural tradition. Surrounded by rolling hills lined with vineyards and olive groves, the town is a hub for wine enthusiasts. Local wineries and enotecas offer tastings of the famous Chianti Classico wine, a symbol of the area’s winemaking excellence.

The local cuisine is a testament to the simplicity and richness of Tuscan gastronomy. Dishes like “ribollita” (a hearty vegetable and bread soup) and “pappa al pomodoro” (a tomato and bread soup) are staples, often accompanied by the region’s prized olive oil and, of course, a glass of Chianti.

**Natural Landscape**

The natural landscape surrounding Castellina in Chianti is a patchwork of vineyards, olive groves, and dense woodlands. This idyllic setting is perfect for outdoor activities such as hiking, cycling, and horseback riding. The area’s scenic beauty and tranquillity make it an ideal spot for those seeking to escape the hustle and bustle of city life.

**Accommodation and Hospitality**

The town offers a range of accommodations, from rustic farmhouses converted into bed and breakfasts to luxurious villas and boutique hotels. The hospitality of the local people, combined with the serene environment, makes for a truly authentic Tuscan experience.

**Art and Handicrafts**

Castellina in Chianti is also known for its local artisans and craftsmen. The town’s shops and galleries showcase traditional Tuscan handicrafts, including ceramics, leather goods, and artwork, providing a glimpse into the region’s artistic heritage.

**Accessibility and Connectivity**

Easily accessible from major Tuscan cities like Florence and Siena, Castellina in Chianti serves as a perfect base for exploring the wider region. Its location allows for convenient day trips to other notable Tuscan destinations, including the historic towns of San Gimignano, Volterra, and Monteriggioni.

**Sustainability and Future**

In recent years, there has been a growing focus on sustainability in Castellina in Chianti. Efforts are being made to preserve the town’s natural and architectural heritage, ensuring that its beauty and culture can be enjoyed by future generations.


Castellina in Chianti, with its rich history, stunning landscapes, and vibrant culture, is a jewel in the heart of Tuscany. It offers a blend of historical intrigue, natural beauty, and culinary delights, making it a must-visit destination for anyone looking to experience the quintessence of the Tuscan way of life.

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