Historic estates for sale: Colle di Val d'Elsa

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):

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:

Amid the rolling vineyards of Brunello country, where the Orcia Valley opens up into a quiet tapestry of olive groves, cypresses and medieval towns, this 40-hectare organic estate occupies a natural ridge with far-reaching views: to the towers of Siena, the ochre walls of Sant’Anna in Camprena and, on clear days, the pinnacles of Pienza. The main house:

An Authentic Tuscan Hamlet Surrounded by the Rolling Hills of Siena: Villa Palizzaro is a distinguished historical estate situated in the heart of the Tuscan countryside, near the village of Murlo in the province of Siena. Resting at an elevation of 420 meters, the property enjoys sweeping panoramic views and an exceptional natural setting, capturing the timeless spirit of rural Tuscany.

Palazzo dei Cecchi, dating back to the 15th century, is located in the heart of Siena’s historic center on the elegant Via di Pantaneto. Once part of the Via Francigena pilgrimage route, this street lies just steps from the iconic Piazza del Campo.

Villa Montelupi is a striking example of a traditional Tuscan country villa nestled in the rolling hills of Valdichiana. Featuring a clear rectangular structure, hipped roof, veranda, loggia, and dovecote, it embodies the region’s rural architectural heritage, seamlessly combined with modern comforts and stunning panoramic views of the Tuscan landscape.

BORGO BELCANTO CASTELLINA IN CHIANTI: A place for the soul. A timeless estate. Nestled in the heart of the Chianti hills, among cypress trees, vineyards and the endless sway of olive groves, stands Borgo Belcanto: a historic estate with enduring charm and a truly Tuscan spirit.

This wonderful hotel for sale near San Gimignano offers a spectacular view of the picturesque skyline of medieval towers. The total built-up area of 1,400 m² includes 21 rooms, 1 restaurant, and 2 bars. The property also includes a 125 m² annex (1 flat + 2 additional rooms), 100 m² of technical rooms, a fantastic swimming pool (20m x 10m), and a newly built 100 m² veranda.