An authentic Tuscan Convent finely restored into an hospitality retreat, indoor and outdoor pool, farmland with vineyards, for sale near Cortona. Surrounded by rolling hills and far-reaching panoramic views, this 27-acre estate (11 hectares) offers privacy, accessibility, and significant development potential. At its heart stands an authentic 16th-century convent, meticulously restored and repositioned as an elegant hospitality retreat appointed with a spa, heated indoor pool, panoramic outdoor pool, private helicopter landing ground, full air conditioning throughout, gated entrance, and offered partly furnished. A refined and investment-ready opportunity within one of Tuscan’s most established tourism destinations. Spanning 1,360 square meters it boasts natural stone façades, antique timber doors and windows, hand-laid cotto floors, frescoed ceilings, and imposing fireplaces. The grand living and dining halls are both impressive and welcoming, conceived to host guests and private events. A fully equipped professional kitchen supports seamless hospitality operations, from intimate dinners to larger functions staged beneath the pergola overlooking the landscaped gardens. The main convent hosts 8 master bedroom suites, while two independent guest cottages provide an additional 6 master bedrooms. The layout ensures operational flexibility, allowing the property to function as a boutique country resort, wellness retreat, event venue, or exclusive rental estate. An 80 sq m (861 sq ft ) conservatory houses a heated indoor pool with chromotherapy and Jacuzzi. Sculpted pathways and stone stairways guide guests through landscaped parkland and to dedicated outdoor fitness areas, kids playgrounds, and a kitchen garden. The surrounding land encompass olive groves, pasture, woodland and 1.6 hectares of IGT Toscana vineyards planted predominantly with Sangiovese, alongside Merlot and Syrah, offering potential for private-label wine production. Horse paddocks, ancillary farm buildings, barns, stables, and technical rooms provide extensive operational support and further possibilities for diversified hospitality or estate activities. Finally, a designated building plot allows for the construction of an additional 500 square meters of residential surfaces, representing a significant opportunity to expand guest accommodation.