The original structure, facing Greenwich Street to the west, is designed in the Renaissance Revival style, with a set of large arched windows providing light to the former trading floor.

The expanded structure contained offices and conference rooms, as well as an elaborately decorated facade with a central entrance and reliefs signifying the building's use.

It is a fourteen-story steel frame structure, with its formal facade, finished in limestone, facing Trinity Place.

[9] The trading floor was trimmed in a Renaissance Revival style, but the main structure is distinctly Art Deco, a product of the 1929-31 addition.

[10] The annex's style is similar to that of the Downtown Athletic Club and 21 West Street, located several blocks south, which were designed by Starrett & van Vleck during the same era.

[11] The original structure was a six-story building with a fireproof limestone facade on Greenwich Street, measuring 174 by 44 feet (53 by 13 m).

Five of these bays correspond to five three-story-tall large round-arch windows overlooking the main board room on the second floor;[13] the National Park Service described them as "recall[ing] the airiness of the outdoor market".

[12][19] The board room spans the entirety of the second through fifth floors[16] and contained a coffered ceiling,[16][20] measuring 65 feet (20 m) high.

[22][23] The annex featured an artificial cooling system; enunciator call boards on the north and south walls; expanded telephone exchanges on the west and east walls; and a 6-mile-long (9.7 km) system of pneumatic tubes from each traders' post to the ticket transmitter station.

[24][14] Starting in the 1880s, Emanuel S. Mendels and Carl H. Pforzheimer attempted to standardize the loosely organized curb market of curbstone brokers on Broad Street.

[27][28] Three years later, the curbstone brokers had come to be known as the New York Curb Market, with a formal constitution and brokerage and listing standards.

Though Mendels had suggested moving the Curb indoors as early as the 1890s, McCormick's proposal was seriously considered as a way to provide a weatherproof location for brokers as well as to remove "unethical bucketeers" from the exchange.

[8] The Curb paid out some of the land acquisition cost in January 1920,[35] but temporarily halted planning that July due to a lack of funds or a suitable financing stream.

[8][36] The financial situation had improved by October 1920, when the New York Title & Mortgage Company promised $800,000 to finance the construction of the new structure.

[8][19] The Curb Market's brokers anxiously awaited the building's completion: historian Robert Sobel states anecdotally that one Curb member considered the new structure's completion more important over "the building of his own home", another equated it to "waiting out the birth of a new child", and a third compared it to a child "counting the days till Christmas".

[41][42] After moving indoors, the Curb Market grew to include a wide selection of issues, including "high-class industrial, public utilities, oils and domestic and foreign bonds",[43] and within ten years, the Curb Market had 2,300 stocks on its list.

[7] The annex was designed with additional capacity for future growth, and should more space be necessitated, the Hamilton Building could be demolished for yet another expansion.

Sobel stated that the Curb "had more individual foreign issues on its list than [...] all other American securities markets combined.

"[6][52] Nevertheless, the Curb's trading volume still suffered during the 1930s and 1940s with the onset of the Great Depression and then World War II.

[59] The AMEX considered moving to New Jersey, Connecticut, or Battery Park City,[60] but its board of governors ultimately voted against these proposals.

[2][17] By 1980, AMEX had abandoned its plans to relocate and instead formed a committee to study ways to expand the existing structure.

[5][72] That October, Fisher Brothers bought the 22 Thames Street lot, leaving Steinhardt and Fried with the former AMEX building.

[73] In 2015, Clarion Partners purchased a 70% stake in the Curb Exchange building from Fried's company GHC Development.

[20][74][75] The old Stock Exchange building was used in November 2017 for an exhibit about the history of fashion house Louis Vuitton.

[76] The exhibit's success, as well as the continuing evolution of the Financial District into a "live-work-play" neighborhood with several notable tourist attractions, prompted Fried to move forward with his hotel proposal.

In 2018, GHC Development and Clarion Partners announced that they would renovate the building into a hotel and retail complex, with expected completion by 2021.