Italy, Tuscany Chianti Classico (On-Market)

Price: €7.3M (~$8.5M)

Keys: 20

Set in the celebrated Chianti Classico hills near Castellina in Chianti, this family-owned country estate combines a much-loved hotel — operating since 1967 — with seven hectares of working agricultural land. The main villa offers 20 guest rooms with potential to convert two adjacent buildings to a total of 35, alongside a swimming pool, a long-acclaimed restaurant, and an estate of 1,800 olive trees. The vineyard is capable of producing up to 60,000 bottles of premium Chianti Classico DOCG annually, with a lease that terminates upon sale. A rare country-estate opportunity with deep cultural roots and significant upside on both hospitality and wine.