a hilltop castle with surrounding trees, vineyards and an olive grove

Castle, Florence, €18.5mn

Where Just outside the town of Fiesole, which is north-east of Florence and a 20-minute drive from the centre. The property is perched on a hilltop overlooking the city and surrounding vineyards, and the airport is half an hour away by car.

What An estate with an 11th-century castle, several external buildings and 35 acres of land. The 985 sq m castle, restored at the end of the 19th century, is set around a central courtyard. The current configuration has a total of 17 bedrooms across the main castle building, the tower, two farmhouses and the orangery. There are also cloisters, various terraces, frescoes and reception spaces with vaulted ceilings.

Why The outdoor space includes a private garden with cypress and bay trees, an olive grove and vineyards planted with grapes of several varieties. The remaining land is made up of woodland and meadows.

Who Christie’s International Real Estate/Romolini


An estate consisting of several rustic, terracotta-roofed buildings and surrounded by vineyards and olive trees
© Fani Kurti

Estate, Massa Marittima, €28mn

Where South of the medieval village of Massa Marittima, which is known for mineral springs and mines of iron and copper. The nearest beach, at Follonica, is about 20 minutes away by car.

What An estate with 2,700 sq m of internal space, which is accessed via a cypress-lined driveway. The main villa has five bedrooms with en-suites, as well as traditional features including exposed wood beams and stone elements. There are a further 12 bedrooms and 22 bathrooms across the rest of the estate, which also has facilities for olive oil production.

Why The leisure and wellness features on the 84-acre property include a swimming pool, solarium, gym, golf course and tennis court.

Who Italy Sotheby’s International Realty


a rustic stone villa composed of many buildings with terracotta tiles covering the roofs. The property is surrounded by vineyards and very tall, slender trees

House, Val d’Orcia, €3.8mn

Where In the rural region of Val d’Orcia, a Unesco World Heritage site. The hilltop town of Montalcino is less than 15 minutes’ drive.

What An eight-bedroom, 800 sq m house dating back to the 17th century. A Romanesque church is attached, creating a horseshoe shape around a courtyard. A sheltered terrace overlooks the gardens and the swimming pool is surrounded by cypress trees.

Why In addition to an industrial kitchen, the property has been renovated to create bedroom suites with their own kitchenettes.

Who Engel & Völkers


a villa perched on a sloped terrain lush with greenery

Estate, Chianti, €7.7mn

Where In Chianti, within an hour’s drive of Florence and Siena. The nearest town, Greve, and wineries are a few minutes’ drive away.

What A 1,600 sq m villa, two apartments and buildings including a chapel. There are 17 bedrooms and 14 bathrooms across the estate, as well as a pool and pool house, a library, formal terraces, an olive grove and a covered loggia.

Why The property combines traditional features in its main villa and contemporary finishes in the annex, which also has its own pool.

Who Italy Sotheby’s International Realty


a large L-shaped stone farmhouse with a long driveway flanked by tall slender trees. Several outbuildings, neatly trimmed bushes and a swimming pool surround the property
© Maurizio Sorvillo

Farmhouse, Asciano, €6.9mn

Where Close to the village of San Giovanni d’Asso, known for its truffles and olive oil, in the province of Siena. Asciano, a larger town with archaeological remains dating back to the fifth century BC, is around 15 minutes away by car.

What An 18th-century farmhouse with 12 bedrooms and 12 bathrooms across the main house, three apartments and a guest suite. The property also includes a swimming pool, a pool house, outdoor pizza oven and several covered terraces.

Why Fully restored in 2003 and further renovated in 2016, the property combines a traditional farmhouse exterior with contemporary fittings inside.

Who Knight Frank

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