Massey returned in New Zealand in 1921 and he went into a partnership with three other architects. He would design many residences in the Auckland suburb of
Remuera over the next several years, with one architect of the period crediting him with around 20% of all architecturally designed homes in the area during the 1920s. One was Rendell House, executed in a
Spanish Mission style in 1927, and later heritage listed by
Heritage New Zealand. In 1928 Massey went into partnership with another Auckland-based architect,
George Tole. One of the houses produced by the partnership, known as Tole & Massey, was Heard House in
Parnell, a residence that was heritage listed by the Historic Places Trust, the predecessor to Heritage New Zealand, in 1981. A prominent commission for Tole & Massey was
St Michael's Catholic Church, the construction of which commenced in 1932. Opened the following year, it won the
Gold Medal of the
New Zealand Institute of Architects (NZIA) and the building was heritage listed in 1985. By 1935, Tole's partnership with Massey had ended. In 1936, and now practicing on his own following the dissolution of his partnership with Tole, he designed Auckland's Cintra Flats in an Interwar-Functionalist style. His work on this project was recognised the following year with another award of the NZIA's gold medal and the flats, in
Grafton, was subsequently heritage listed in 1981. Another block of flats designed by Massey was the Gloucester Court Flats in
Ponsonby which, like the Cintra Flats, are heritage listed. Working in conjunction with fellow architect Alfred Morgan, Massey designed the Central Library in
Whangārei. It was executed in a style that combined elements of
Stripped Classical and
Art Deco. Built in 1936, it is now a heritage listed building. He and Morgan received the NZIA's gold medal in 1938 for their design and the two would work together on other public buildings in Whangārei, including the girl's high school. Massey was the architect of the Wellington Provincial Centennial Memorial, which was opened in 1940 as part of the
celebration of the European settlement of New Zealand. Historian Gavin McLean describes the building as 'Wellington's provincial memorial but in many ways
the New Zealand monument to pioneer endeavour'. Another of Massey's designs for which he used Stripped Classical and Art Deco styles, the Memorial is now the
Petone Settlers Museum and was heritage listed in 1984. For his work Massey received the NZIA's gold medal for the fourth time. ==Later life==