It’s no secret that Italy is home to magnificent architecture, rich history and picturesque settings. Are you looking for a truly unique property that not only takes your breath away but also has a story to tell? Dating back as far as the 10th century, we offer a range of historical properties including former convents, estates, villas, hamlets, and castles with vineyards and features from the past. These properties are in a variety of areas in Tuscany with vineyards that produce different wines such as Cabernet, Merlot, Sangiovese, Chianti Classico and more. See below for just a selection of some of our best historic properties complete with vineyards.
V3487AB | Castelnuovo Berardenga, Tuscany | €2,900,000
This stunning estate is located in the countryside just 21km from Siena. It comprises a beautifully restored villa with a 13th century watch tower, once home to the guards of the Cerreto Castle. There is also a guest annex of 140 sqm as well as 27 hectares of land consisting of 150 olive trees, vineyards (4.5 hectares) and woods. The estate produces its own wine from Cabernet, Merlot and Sangiovese grapes. There is also a large swimming pool. Renovated in 1998, The main house has a watch tower to which two lateral structures were added over time. This particular layout, with the annex separate from the main villa, makes the property ideal for large groups who can have their own privacy when needed.
V5258PV | Greve in Chianti, Tuscany | €6,800,000
Located in the beautiful region of Chianti with easy access to Florence, this well established working winery is made up of approximately 100 hectares of land. 17 hectares of this land is covered by DOCG vineyards, plus 3 hectares of IGT Toscana and another 20 hectares of cultivated olive groves. The borgo comprises a main villa, constructed in the early 1800s, several other buildings that support the business (wine, oil production, rental apartments) and two swimming pools. The remaining land consists of a forest, woodlands, and land that may be cultivated in the future.
V4879AB | Lucca, Tuscany | €5,500,000
Just a few minutes from the walls of the historic town of Lucca, this fantastic 17th century villa, once used as a summer residence by the local nobility, enjoys breathtaking views over the Tuscan landscape. The property comprises a stunning restored, 4 storey villa of 1,343 sqm with 11 luxurious bedrooms. It also features elegant reception rooms and dining halls with frescoes which testify to the original Roman origins of the site and a chapel. In addition, a former barn has been restored and houses 2 further apartments with a total of 5 additional bedrooms. The buildings are set in delightful landscaped gardens with 2 swimming pools and a tennis court. The sale also includes 8 hectares of olive groves and vineyards in perfect condition which provide excellent oil and wine.
V4157PV | Florence, Tuscany | €3,200,000
Dating back to the 15th century, this impressive property is situated in the hills near Rignano sull’Arno and offers wonderful countryside views. Located about 20km from Florence, the property comprises a historic estate composed of 3 separate buildings divided into 9 apartments providing a total living space of 3,000 sqm. The sale also includes 10 hectares of land including 1 hectare of cultivated vineyards with production of IGT red wine. The current annual production is about 4,000 bottles per year.
4473 l Castellina in Chianti, Tuscany l €12,000,000
NEW! Large wine and olive oil farm of the highest quality with 166 hectares in the heart of Chianti Classico, 40 km from Florence. This prestigious property complex dating back to the year 1000 AD has a historic villa, multiple further buildings, park, swimming pool, lemon house, wonderful terraces, loggias and belvedere. State-of-the-art wine cellar for the production of wine, and olive oil mill. Italian excellence in the heart of Tuscany. The vineyard covers 19.5 hectares, the olive grove 21.5 hectares, the forest 105 hectares and the remaining land is planted with fruit trees in production. The wine produced is Chianti Classico as well as riserva and vin santo. The nearest town is Castellina in Chianti. €12 million.
V3908AB | Montepulciano, Tuscany | €4,500,000
In a wonderful panoramic location, about 2km from the centre of Montepulciano, this property comprises a sumptuous villa with 10 beautifully decorated suites and a cottage, a restaurant, a wine cellar and an infinity pool. The property is surrounded by wonderful gardens which provide a peaceful haven of relaxation. Renovated in the year 2000, the 16th century property was once the country residence of a noble family of Montepulciano. There is a Tuscan garden, with olive trees and flowers which leads to the infinity pool. There are also various other gardens around the Villa that change their colours and scents with the seasons. In spring, there is a sea of wild flowers while during the summer the lavender and rosemary bloom.
V4998AB | Cortona, Tuscany | €1,600,000
Situated close to the beautiful historic town of Cortona, this extensive property enjoys one of the best Tuscan landscapes, attracting tourists from around the world. Dating back to the 1700s, this distinguished villa bears testimony to its past with a wealth of original features such as the emblem of the Medici family to whom the property once belonged. In an elevated position, this stately building offers 950 sqm of space on 3 storeys above ground. Divided into 4 units it has 10 double bedrooms, 2 single bedrooms, 8 bathrooms and 4 kitchens in total. In addition, there is an ancient chapel, now used for agricultural activities. Surrounded by 2 hectares of fenced parkland, the property features an entrance of ancient cypresses of majestic proportions, an olive grove and a small vineyard of about 2,500 sqm.
V5092CR | San Gimignano, Tuscany | Price on Request
In a superb panoramic position between Certaldo and the iconic town of San Gimignano, 50km from Florence and Siena, this wonderful medieval property dates back to the 13th century. The property comprises a restored manor house of approx 3,500 sqm divided into apartments and is currently used as an accommodation business with a pool. The sale also includes 285 hectares of land with 30 hectares of vineyards, 1,600 olive trees, woodland and arable land. The property is surrounded by a classic Italian garden with two large terraces, a swimming pool and a pergola from which you can enjoy a fantastic view of San Gimignano and its countryside.
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