Sasha Chermayeff has exhibited in museums and galleries in New York City, Zurich, Switzerland, Venice, Italy, Mexico, and the United States. Her work is in the Yale University Art Gallery, the US Library of Congress, and in corporate and private collections in the United States, Europe, Mexico, and Japan.

Sasha has received fellowships from the Ecole Nationale Superieure des Beaux Arts in Paris, the Yale Summer School of Music and Art, and Yaddo Artists Colony in Saratoga Springs, NY.

In the past twenty five years Sasha has been in solo and group shows curated by artists, including Bill Jensen, David Paulson, Judy Pfaff, and authors including Karen Wilkin, Dore Ashton, and Brooklyn Rail newspaper publisher Phong Bui, among others.

Her work on paper at Sideshow Gallery was reviewed by Mario Naves of the NY OBSERVER who called it "sexy" and "compelling" with a "nuanced approach to structure and surface". It has been called "luxuriantly optical" and described as "sensuous and highly rhythmic" in NEW YORKER magazine, and her 2008 landscape exhibit at BCB Art was described as "ravishingly loose" in OUR TOWN magazine. Her solo show was the subject of Hudson Catskill Newspapers in an article titled "Beautiful Chermayeff Landscapes".

Most recently, Sasha's art was purchased by the world famous Rosewood Hotel, for their new luxury resort in Phuket, Thailand. Now 78 of her Works on Paper are embellishing 71 Private Pool Pavillions: the Rosewood Phuket opened in November, 2017. Also in 2017, her work was sold at Sotheby's Auction House in New York City, to benefit the Waterkeeper Alliance, and was purchased by Robert F. Kennedy, JR, who has several of the artists paintings in his private collection.

In 2013 she was awarded the Capelli d'Agneli Foundation Grant to artists living with or recovering from cancer, and this same year was given the "People's Choice Award" from the Thomas Cole National Historic Site when her work was chosen from 180 entrants, by the people, to be reproduced as a card that the site sells in its bookstore. 

Recently Chermayeff received a grant from the Adolph and Esther Gottleib Foundation and completed a commissioned seascape painting, with seven figures, for environmental activist Robert F. Kennedy, JR. 

In March 2012, a major patron of the arts and head of the Roy Lichtenstein Foundation, Dorothy Lichtenstein, purchased a Hudson River landscape, as did Colin Stair of Stair Galleries in 2013.

In 2010, Chermayeff was chosen as a feature artist for a year long festival of Art & Wine sponsored by Hudson Valley Wine Magazine, and painted plein-air at the Benmarl Vineyards. In 2011, this work was exhibited at Lyndhurst National Historic Site, and at Boscobel House & Gardens, and other major Hudson valley house Museums.

Sasha Chermayeff has work represented by BCB ART in Hudson, NY and by Thompson Giroux Gallery in Chatham, NY. Her work was represented for many years by Sideshow Gallery in Williamsburg, Brooklyn which had its final exhibition in December of 2018.

Her studio is in upstate New York, along two creeks that flow into the Hudson River.