As autumn arrives in the Northern Hemisphere, Italy transforms into a canvas of amber, ruby and gold. During these weeks, the rolling hills of Le Marche and Emilia-Romagna become an idyllic stage where nature and heritage blend into scenes of refined beauty. Let us guide you on a journey through four extraordinary properties, each one a corner of paradise framed by the warm light of the season.
Nestled peacefully in the hills of Matelica stands a 17th-century monastery, now transformed into a boutique hotel with a serene and contemplative atmosphere.
Historic and spiritual charm: Barrel-vaulted ceilings, inner cloisters and former monastic cells now turned into elegant suites preserve the soul of the sacred space while offering refined hospitality.
Intimacy and relaxation: The communal areas are designed for tranquillity: gardens, meditation corners and reading rooms provide the perfect setting for disconnecting from the outside world.
Enchanting scenery: In autumn, the surrounding woods – dotted with oaks and maples – ignite in warm colours, creating golden walks among centuries-old structures.
This property is ideal for those seeking a unique residence or envisioning an exclusive hospitality project, a retreat, or a boutique hotel with timeless allure.
Amid the gentle hills of Le Marche lies an estate dating back to the 10th century, once a fortified castle complete with its own consecrated church.
Authentic architecture: The main villa, arranged over two levels, features a carved wooden library, a bespoke kitchen and a living room with a fireplace. Upstairs, three bedrooms offer breathtaking views of the Appennines.
Evocative annexes: Between the two wings of the building sits a beautifully restored vaulted chapel; opposite, a glass orangery rising above the remains of the ancient castle walls.
Extensive grounds: Vineyards of Verdicchio and olive groves embrace the property. In autumn, the rows of vines turn bronze and crimson, creating a setting that is both romantic and private.
This estate is a jewel for lovers of history seeking a countryside residence with potential for exclusive events, weddings or a boutique resort.
Set among the gentle hills of Romagna, with sweeping views over the Savio Valley, lies a modern villa built in 2019.
Contemporary design and luxury: spreading across roughly 155 m², the house is bathed in natural light, with large French windows, timber beams and elegant finishes, all overlooking the landscape.
Comfort and sustainability: underfloor heating, solar panels, a living-room fireplace and high-level insulation blend into an energy-efficient and sophisticated home.
Spectacular grounds: situated on approximately 7.2 hectares of private land, the villa offers landscaped gardens, woodland areas and — at its heart — an 8 × 4 m panoramic swimming pool that becomes a serene oasis amidst the warm autumn shades.
This residence is perfect for those seeking a refined country home, an exclusive retreat or a base for hospitality activities in the captivating landscape of Romagna.
Perched above forested slopes near Alpe della Luna and just a few kilometres from Mercatello sul Metauro, this 12th-century castle-hamlet offers a rare blend of history, nature and hospitality — especially evocative in autumn.
The property includes seven stone houses all restored in 2005 to respect original materials and layout, yet adapted for comfort and modern use. Inside are 11 bedrooms (including suites and junior suites), 13 bathrooms, and ample communal areas.
The estate spreads over about 9,000 m² of private land — a mixture of woodland and terraced gardens, partly bordering the nearby river. The natural surroundings, turning golden in autumn, create an enchanting atmosphere perfect for a serene retreat.
This property is ideal for those dreaming of owning a medieval castle, living history — or developing an exclusive hospitality venture (a boutique hotel or “albergo diffuso”) amidst one of Italy’s most serene and beautiful landscapes.
Autumn in Italy is not merely a season; it is a sensory experience, a story woven between foliage, ancient stones and profound tranquillity. The properties presented here — from the monastery of Matelica to the elegant villa in Romagna — perfectly embody this fusion of heritage and natural beauty.
For those dreaming of an autumn escape, an exclusive residence or a refined investment opportunity, these homes are rare gems capable of offering the poetry of Italy as it changes with the seasons.
