These fascinating photos of old New York reveal what the city looked like before towering buildings dominated the skyline.
These days, one cannot think of New York City without envisioning the steely thicket of soaring buildings whose foundations dig deep into Manhattan soil. While inextricable from the idea and physical reality of New York City today, these skyscrapers compose a relatively meager part of the city’s nearly 400-year history.
Indeed, the New York City most of us recognize vis-a-vis its splintered skyline really began to develop over a short period of time.
From the early 1910s to the 1930s, New York City saw approximately 20 percent of its tallest buildings — including the Chrysler Building, the Empire State Building, and the Woolworth Building, among others — enter construction. And with it, endless commentary on the physical appearance and meaning of the city that French architect Le Corbusier famously deemed a “beautiful disaster.”
Below, we look back at a New York City on the cusp of architectural transformation — just as planners and architects began looking high into the sky and saw not clouds but opportunity:
A firehouse and engine on E. 3rd St. in 1901.New York Historical Society
Six girls sit at a Wall St. stoop on August 18, 1904.New York Historical Society
Women stroll on Fifth Ave. at 33rd. St., 1909.New York Public Library
Battery Park.New York Public Library
People gather outside the free public baths at the Battery, 1890.New York Historical Society
Crowd watches baseball scores being posted on the New York City Sun Building in 1914.New York Historical Society
Traffic at Fifth Ave. and 25th St., 1909.New York Public Library
Cyclists on Broadway, 1915.New York Historical Society
First Ave. at 2nd St.New York Public Library
A police officer speaks with a street peddler in front of Pier 5, 1898.New York Historical Society
The 11th Ave. piers from 21st St. to 14th St.New York Public Library
Second Ave. and 122nd St.New York Public Library
MacDougal Alley in Greenwich Village, circa 1890-1919.New York Historical Society
Street cars at 42nd St. and 12th Ave., 1896.New York Public Library
Second Ave. at 35th St.New York Public Library
Fourth Ave. and 23rd St.New York Public Library
Astor House at Broadway and Barclay St. circa 1895-1919.New York Historical Society
Hotel Brevoort in 1895.New York Historical Society
The original Washington Square arch, 1889.New York Historical Society
The Washington Square arch.New York Public Library
Broadway before the construction of the Flatiron Building.New York Historical Society
The Central Park reservoir, circa 1890-1919.New York Historical Society
The corner of Fifth Ave. and 33rd St.New York Public Library
A view of the Brooklyn Bridge at 12th St., 1891.New York Historical Society
Crowd reads notices on the closed doors of the Seventh National Bank Building on June 27, 1901.New York Historical Society
A curio shop on 28th St. and Fifth Ave., 1913.New York Historical Society
Corner of Lexington Ave. and E. 82nd St. or 84th St. in 1899.New York Historical Society
The Williamsburg Bridge under construction, April 27, 1902.New York Historical Society
Pedestrians on Fifth Ave. and 48th St.New York Public Library
The New York Public Library.New York Public Library
Fifth Ave. looking south from 42nd St, 1880.New York Public Library
A view of Central Park from Fifth Ave. and 59th St.New York Public Library
A view of Fifth Ave. from the Washington Square arch.New York Public Library
Fifth Ave., Broadway and 23rd St.New York Public Library
A choir sings on the corner of Fifth Ave. and W. 53rd St.New York Public Library
A view of the Lower Manhattan skyline from the South Street piers. 1915.New York Historical Society
Madison Square Garden and Park circa 1890-1910.New York Historical Society
The Flatiron building seen across from Madison Square Park, circa 1902-1919.New York Historical Society
Boys play on a city sidewalk, 1893.New York Historical Society
And if you enjoy seeing old New York before the age of skyscrapers, check out this restored video tour of New York City in 1911:
Savannah Cox holds a Master's in International Affairs from The New School as well as a PhD from the University of California, Berkeley, and now serves as an Assistant Professor at the University of Sheffield. Her work as a writer has also appeared on DNAinfo.
Jaclyn is the senior managing editor at All That's Interesting. She holds a Master's degree in journalism from the City University of New York and a Bachelor's degree in English writing and history (double major) from DePauw University. She is interested in American history, true crime, modern history, pop culture, and science.
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Cox, Savannah. "Old New York Before The Skyscrapers In 39 Vintage Photos." AllThatsInteresting.com, August 22, 2016, https://allthatsinteresting.com/old-new-york-photos. Accessed March 26, 2025.