A restored 18th-century wine estate near Siena brings together award-winning organic wine production, a historic villa, and modern estate infrastructure at the gateway to the Val d’Orcia.

On the wooded slopes above Lake Maggiore, few homes break from tradition like Pinwheel, a 2021 residence with a pentagonal form and sculptural white façade designed by JM Architecture.

At the southern tip of Lake Garda, a villa on Sirmione’s Via Punta Staffalo spans nearly two acres of private gardens descending to the water, with a wrought-iron cancello sul lago and dock with private waterfront access.

Lake Como has long ranked among the most prestigious real estate markets in the world, defined by its grand waterfront properties—yet there are few comparable to the scale of this restored 19th century silk mill in Brienno.

Few Italian cities carry the layered resonance of Verona—where Roman arenas still stage summer operas and Shakespeare set Romeo and Juliet. Known as Italy’s “painted city,” this storied palazzo reveals a frescoed apartment at the heart of Piazza delle Erbe.

What was once a stronghold on the Siena–Florence defense line is now a boutique estate with 15 bedrooms, two pools, vaulted wine cellars, and a historical link to one of science’s most legendary figures.

A frescoed second-floor apartment in a noble Lucca palazzo makes a strong case for the Tuscan pied-à-terre—with three en-suite bedrooms, two balconies, and views of San Frediano.

1,000 years of history, 30 miles from Rome—this fortress hotel is now listed with Italy Sotheby’s International Realty.

Located in Lubriano, Lazio—just minutes from the Umbrian border—this 18th-century estate blends the slow living of the Italian countryside with easy access to Orvieto, Civita di Bagnoregio, and the wine-rich hills of Umbria.

One of the largest properties in Menaggio, with 1,050 feet of private lake frontage, Villa Olivetta is a Victorian outlier among the Italianate and Liberty-style estates that define Lake Como, built in the late 19th century by London-born engineer Herman Mylius.