MASSIMODECARLO Gallery was founded in Milan in 1987 and has played an important role in the exchange between artists and institutions for over 30 years. The artists represented by the gallery have achieved international recognition and their works are held in public and private collections.

In 2009, the gallery expanded to London, focusing on emerging American artists. In 2016, the gallery opened a space in Hong Kong, and in 2019, it moved to a new home in Milan's historic Casa Corbellini Wassermann building, which opened as its main exhibition space. The building was designed by architect Piero Portaluppi.

In 2020, he launched Virtual Space (VSpace), an immersive online experience, and in 2021, he opened MASSIMODECARLO Pièce Unique in Paris. In 2022, the brand opened MASSIMODECARLO Beijing Permanent Space in Beijing.

In July 2023, Massimo De Carlo announced plans to create a foundation for contemporary art in Belveglio, Asti province. In February 2024, Massimo De Carlo opened a new space in Seoul.