Pyne continued with the Abanindranathesque watercolours, around 1956, but his palette was becoming complex. Apart from Rembrandt, he was also influenced by Gaganendranath Tagore. A painting called ‘Descent’, of a woman coming down the stairs, points to a geometric division of space in the manner of Gaganendranath. It also shows the first signs of Pyne’s preoccupation with dark areas in painting.There were several significant works done in 1957. The first inklings of reconciling western and the Bengal School values of painting can be noticed in these. Pyne uses the delicate, naturalistic figuration of Abanindranath. He also introduces a narrative element from historical or mythological sources. But in the subtleties of colouring, introduction of dark areas, textural effects, he was appropriating the language of western masters.

A glimpse of the notebooks reveals a stream-of-consciousness process. As the image takes concrete shape, he continues to develop it. Pyne is seen at his purest in the notebooks. The lines are precise, controlled, the drawing strong and potent. The images are enigmatic, lyrical, melancholy and haunted. One can see in these sketches, stripped off the seductions of colour, the architectonic quality that he wants to convey in the structuring of his images. And then[with] the crosshatchings he creates shadowy, mysterious, even terrifying dimensions.

In 2005, the artist achieved a new high in the auction market with the sale of Untitled (1965), offered in the Winter Online Auction: Modern and Contemporary Indian Art by Saffronart, which concluded on 08 December 2005 at Online, achieving a sale price of ₹24,09,000 ($51,997). This record marked a defining moment in the artist's market history, reflecting both the significance of the artwork and its reception within the broader art world.

In 1995, the artist achieved a new high in the auction market with the sale of Untitled (1969), offered in the Contemporary Indian Paintings: From The Chester and Davida Herwitz Charitable Trust by Sotheby's, which concluded on 12 June 1995 at New York, achieving a sale price of ₹6,50,084 ($20,700). This record marked a defining moment in the artist's market history, reflecting both the significance of the artwork and its reception within the broader art world.

In 2001, the artist achieved a new high in the auction market with the sale of Bloom (1969), offered in the Indian and Southeast Asian Art by Sotheby's, which concluded on 21 September 2001 at New York, achieving a sale price of ₹18,30,381.25 ($38,125). This record marked a defining moment in the artist's market history, reflecting both the significance of the artwork and its reception within the broader art world.

In 2005, the artist achieved a new high in the auction market with the sale of Swim (1969), offered in the Winter Online Auction: Modern and Contemporary Indian Art by Saffronart, which concluded on 08 December 2005 at Online, achieving a sale price of ₹75,98,800 ($164,015). This record marked a defining moment in the artist's market history, reflecting both the significance of the artwork and its reception within the broader art world.

In 2016, the artist achieved a new high in the auction market with the sale of Untitled (Laxmi Emerging from the Ocean) (1969), offered in the The India Sale: South Asian Modern and Contemporary Art by Christie's, which concluded on 18 December 2016 at Mumbai, achieving a sale price of ₹2,37,25,000 ($350,307.56). This record marked a defining moment in the artist's market history, reflecting both the significance of the artwork and its reception within the broader art world.

In 1999, the artist achieved a new high in the auction market with the sale of Under The Red Cloud (Or The Amphibian) (1970), offered in the Modern and Contemporary Indian Paintings by Bonhams, which concluded on 16 June 1999 at London, achieving a sale price of ₹12,64,779 ($29,285). This record marked a defining moment in the artist's market history, reflecting both the significance of the artwork and its reception within the broader art world.

In 2025, the artist achieved a new high in the auction market with the sale of Untitled (1970), offered in the Modern & Contemporary South Asian Art by Sotheby's, which concluded on 17 March 2025 at New York, achieving a sale price of ₹6,83,40,020.8 ($787,400). This record marked a defining moment in the artist's market history, reflecting both the significance of the artwork and its reception within the broader art world.

In 2022, the artist achieved a new high in the auction market with the sale of Slumberland (1971), offered in the Modern and Contemporary South Asian Art by Sotheby's, which concluded on 21 March 2022 at New York, achieving a sale price of ₹4,02,90,483.24 ($529,200). This record marked a defining moment in the artist's market history, reflecting both the significance of the artwork and its reception within the broader art world.

In 2023, the artist achieved a new high in the auction market with the sale of Winter Morning (1971), offered in the Modern Treasures by Asta Guru, which concluded on 02 September 2023 at Online, achieving a sale price of ₹5,95,38,462 ($720,239.59). This record marked a defining moment in the artist's market history, reflecting both the significance of the artwork and its reception within the broader art world.

In 2020, the artist achieved a new high in the auction market with the sale of The Animal (1972), offered in the A Lasting Engagement: The Jane and Kito de Boer Collection by Christie's, which concluded on 23 September 2020 at New York, achieving a sale price of ₹2,94,50,920 ($400,000). This record marked a defining moment in the artist's market history, reflecting both the significance of the artwork and its reception within the broader art world.