Historic properties for sale: Buonconvento

Between Tuscany and Umbria lies Villa Boreale, a 125-hectare agricultural estate with an operating hotel. The property includes vineyards, olive groves, and a truffle farm. Location: Situated on the border between Tuscany and Umbria, the estate provides access to Montalcino, Pienza, Montepulciano, and Cortona via country roads.

Ten minutes from Siena, in the rolling hills of Monteroni d'Arbia, stands Villa Carole – a Tuscan farmhouse dating back to 1550. The restoration has preserved the historical character: exposed stone walls, vaulted loggias, wooden beams, and large fireplaces define the interiors. Spanning approximately 9,700 sq ft (900 m²), the living areas can serve as a private residence or a guesthouse.

Villa Nerassi is a 183-hectare / 452 acres estate located in the hills of Chianti Classico, between Siena (25 minutes), San Gimignano (50 minutes), and Florence (just over one hour). Its elevated position offers panoramic views over vineyards and centuries-old Chianti forests, while maintaining excellent transport connections. Architecture and Function:

Villa Tresseri sits on a ridge between Crete Senesi and Val d’Orcia, one of Tuscany’s most striking cultural landscapes. The A1 highway is 15 minutes away and Florence airport about 90 minutes. Nearby towns include Trequanda, Pienza, and Montepulciano, key stops on classic central Italy travel routes. Buildings (approx. 785 m²): Il Castelletto (approx. 206 m²):

Nestled among the legendary Brunello vineyards, where the Val d’Orcia unfolds in a patchwork of olive groves and cypress trees, this 40-hectare organic estate offers a rare blend of heritage, income potential and cinematic views.

Discover Villa Palizzaro, a remarkable historic estate nestled in the picturesque hills surrounding Siena. Perched at 420 metres above sea level, this magnificent property enjoys breathtaking panoramic views and an abundance of natural light, perfectly embodying the elegance and tranquillity of Tuscany.

Palazzo dei Cecchi, dating back to the 15th century, stands in the heart of Siena’s historic centre, on the elegant Via di Pantaneto – once part of the Via Francigena and just steps from the iconic Piazza del Campo.

Villa Montelupi stands as an exemplary specimen of traditional Tuscan country homes nestled within the undulating hills of the Val di Chiana region. The residence’s unmistakably geometric silhouette characterised by its rectangular footprint, hipped roof, welcoming veranda, classic loggia and charming dovecote epitomises rural Tuscan architecture.

Nestled amidst the rolling hills of the renowned Chianti region, encircled by iconic cypress trees, sprawling vineyards, and centuries-old olive groves, Borgo Belcanto is a rare gem — a historic hamlet steeped in authentic Tuscan heritage. About the Estate: Spanning approximately 2,000 square metres of exquisitely maintained living and utility space, the estate comprises: Main Villa::

This hotel, located near San Gimignano, offers a spectacular view of the medieval towers of the town. The property covers a total area of 1,400 m², comprising 21 rooms, a restaurant, and two bars. A separate 125 m² annex includes a private flat and two additional rooms. Technical and administrative rooms of over 100 m² complete the property.