111 Eighth Avenue, also known as 76 Ninth Avenue or the Port Authority Building, occupies the entire block bounded by Eighth and Ninth Avenues and 15th and 16th Streets. By gross square footage, it is the second largest building in Manhattan. The building includes retailer Banana Republic on Eighth Avenue, and houses the Sloan-Kettering Memorial Cancer Center on 15th Street. The building is also home to one of New York City's most well-known off-Broadway production companies, the David Mamet-founded Atlantic Theater Company, which has a performance space on 16th Street. The building is Google's New York headquarters, and other tenants include Nike, Spotify and Lifetime Networks.

Chelsea Market, also known as 75 Ninth Avenue, occupies the entire block bounded by Ninth and Tenth Avenues and 15th and 16th Streets. It includes several buildings – many of which were formerly home to the National Biscuit Company and the producers of Saltines and Oreos –that have been revitalized into New York City's premiere retail market. The building's retro-industrial design has attracted top-tier restaurants Buddakan and Morimoto, which complement tenants like Manhattan Fruit Exchange and The Lobster Place. The mix of food, architecture and shoppers has attracted tenants to the upper floors including EMI, Google and Major League Baseball. The Market also hosts dozens of community events each year, from book signings to wine tastings, to its annual Halloween party for families.

85 Tenth Avenue is an office building in keeping with southwest Chelsea's aesthetic, and is located on the entire block west of Tenth Avenue and between 15th and 16th Streets. The interior and exterior are loaded with architectural elements reused from demolished historic buildings, similar to Chelsea Market. In addition to office tenants like Moet Hennessy USA and CBS College Sports, 85 Tenth has its share of fine dining, featuring Mario Batali's Del Posto and Tom Colicchio's Colicchio & Sons.

The Caledonia is southwest Chelsea's first full-service luxury apartment and condominium building, and the only building with access to the High Line park. With an Equinox gym conveniently located on-site and 24/7 concierge service, it's downtown living at its finest.