This $11.3 Million Tuscan Estate Comes With A 1,000-Year-Old Medieval Tower

There are Tuscan villas, and then there are Tuscan villas with a 1,000-year-old medieval tower in the garden.

Set in the heart of Chianti, surrounded by rolling vineyards, olive groves and the kind of golden countryside that has made this corner of Italy so enduringly romantic, Villa Uglione is a historic estate with a rare sense of place. On the market for €9.8 million, around $11.3 million, the property brings together centuries-old architecture, contemporary comfort and a distinctly Italian way of life.

The estate sits close to the villages of Tavarnelle Val di Pesa and Barberino Val d’Elsa, positioned high on a hill with views towards the nearby Castello di Santa Maria and the Apennine Mountains beyond. Across 3.7 acres, the compound is made up of three separate buildings: the main villa, the ancient stone tower and a newly built spa annex.

Together, the residences offer approximately 6,700 square feet of living space, with 15 rooms in total, including eight bedrooms and seven bathrooms. There is also permission in place to build an additional guest cottage, complete with its own living room, bedroom and bathroom.

Inside the main house, traditional Tuscan character is balanced with a more contemporary sensibility. Wood-beamed ceilings, whitewashed brick, stone archways and rustic textures sit alongside mid-century pieces, rich textiles and modern finishes. The living spaces are bright and open, with a generous sitting room, an elegant dining area and a sleek chef’s kitchen designed for relaxed entertaining.

Downstairs, a wine cellar adds to the estate’s sense of old-world charm, while the entire top floor is dedicated to the principal suite. This private retreat includes its own terrace, study, walk-in wardrobe and a spacious bathroom. A second bedroom also comes with its own en-suite.

The medieval tower, once a stone fortress, has been reimagined as guest accommodation. It now includes a large living room, four bedrooms and two bathrooms, offering visitors a memorable stay within one of the estate’s most historic features.

For wellness, the separate spa building brings a more indulgent layer to the property. The annex includes a jetted tub, sauna, Turkish bath and laundry room, as well as two further bedrooms that could be used for guests or staff.

Outside, the grounds are made for slow Italian living. A jasmine-covered gazebo creates a beautiful setting for alfresco lunches and long summer dinners, while a swimming pool, bocce court and oversized daybeds offer plenty of space to unwind. Hidden speakers are placed throughout the gardens, allowing music to carry softly across the estate.

Villa Uglione is currently listed for €9.8 million, approximately $11.3 million, with Annalisa Caparelli of Engel & Völkers Siena. See listing here.