Italy’s New Look-Through Rule Hits Trust’s Share Sale
In Ruling No. 175/2025, the Italian Revenue Agency confirmed that the “immovable-property-rich” look-through rule under Article 23(1-bis) TUIR—introduced in the 2023 budget law—applies in full force to indirect share sales. A non-resident discretionary trust sold shares of a Swiss company whose only asset was an Italian residential property held for over five years. The Agency rejected the taxpayer’s attempt to apply the five-year capital gain exemption for direct property sales, holding that the gain was taxable in Italy at 26%.
The decision aligns with OECD Model Article 13(4) and the Italy–U.S. treaty’s property-rich share rule, confirming Italy’s right to tax such gains regardless of holding period. For planners, the message is clear: exemptions for direct real estate sales don’t carry over to indirect disposals, and treaty coordination will be key to managing double taxation risks.