Old New York: 39 Stunning Shots Of Manhattan Before The Skyscrapers

By Savannah Cox | Edited By Jaclyn Anglis

Published August 22, 2016

Updated November 9, 2023

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:

Gotham Fire House And Engine, East 3rd St. (now Ladder 9, Engine 33, 42 Great Jones Street), New York City, 1901

Six Unidentified Little Girls Seated On A Wall Street Stoop, New York City, August 18, 1904.

People Gathered Outside The Free Public Baths At The Battery, New York City, 1890.

Crowd Watching Baseball Scores Being Posted On The Sun Building, New York City, 1914

Police Office And Suspender Peddler Talking In Front Of Pier 5, New York City, 1898.

MacDougal Alley, Greenwich Village, New York City, Undated (ca. 1890 1919).

H:6.5 In. W:8.5 In.; Glass Negatives; Negatives (photographic)

The Original Washington Square Arch, New York City, 1889.

The Central Park Reservoir, New York City, Undated (ca. 1890 1919).

Rooklyn Bridge From The East River At 12th Street 1891

Crowd Reading Notices On The Closed Doors Of The Seventh National Bank Building, June 27, 190

Curio Shop On 28th Street, Back Of 5th Avenue (?), New York City, 1913.

Corner Of Lexington Ave. And E. 82nd Or 84th Street1899

The Williamsburg Bridge Under Construction, New York City, April 27, 1902.

Lower Manhattan Skyline Viewed From The South Street Piers, New York City, 1915.

Madison Square Garden And Park, New York City, Undated (ca. 1890 1910).

The Flatiron Building (Fuller Building) Seen From Across Madison Square Park, Undated (ca. 1902 1919).

Three Unidentified Boys Playing On A Sidewalk, New York City, 1893.

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A firehouse and engine on E. 3rd St. in 1901.New York Historical Society

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Six girls sit at a Wall St. stoop on August 18, 1904.New York Historical Society

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Women stroll on Fifth Ave. at 33rd. St., 1909.New York Public Library

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Battery Park.New York Public Library

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People gather outside the free public baths at the Battery, 1890.New York Historical Society

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Crowd watches baseball scores being posted on the New York City Sun Building in 1914.New York Historical Society

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Traffic at Fifth Ave. and 25th St., 1909.New York Public Library

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Cyclists on Broadway, 1915.New York Historical Society

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First Ave. at 2nd St.New York Public Library

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A police officer speaks with a street peddler in front of Pier 5, 1898.New York Historical Society

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The 11th Ave. piers from 21st St. to 14th St.New York Public Library

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Second Ave. and 122nd St.New York Public Library

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MacDougal Alley in Greenwich Village, circa 1890-1919.New York Historical Society

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Street cars at 42nd St. and 12th Ave., 1896.New York Public Library

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Second Ave. at 35th St.New York Public Library

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Fourth Ave. and 23rd St.New York Public Library

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Astor House at Broadway and Barclay St. circa 1895-1919.New York Historical Society

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Hotel Brevoort in 1895.New York Historical Society

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The original Washington Square arch, 1889.New York Historical Society

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The Washington Square arch.New York Public Library

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Broadway before the construction of the Flatiron Building.New York Historical Society

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The Central Park reservoir, circa 1890-1919.New York Historical Society

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The corner of Fifth Ave. and 33rd St.New York Public Library

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A view of the Brooklyn Bridge at 12th St., 1891.New York Historical Society

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Crowd reads notices on the closed doors of the Seventh National Bank Building on June 27, 1901.New York Historical Society

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A curio shop on 28th St. and Fifth Ave., 1913.New York Historical Society

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Corner of Lexington Ave. and E. 82nd St. or 84th St. in 1899.New York Historical Society

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The Williamsburg Bridge under construction, April 27, 1902.New York Historical Society

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Pedestrians on Fifth Ave. and 48th St.New York Public Library

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The New York Public Library.New York Public Library

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Fifth Ave. looking south from 42nd St, 1880.New York Public Library

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A view of Central Park from Fifth Ave. and 59th St.New York Public Library

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A view of Fifth Ave. from the Washington Square arch.New York Public Library

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Fifth Ave., Broadway and 23rd St.New York Public Library

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A choir sings on the corner of Fifth Ave. and W. 53rd St.New York Public Library

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A view of the Lower Manhattan skyline from the South Street piers. 1915.New York Historical Society

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Madison Square Garden and Park circa 1890-1910.New York Historical Society

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The Flatiron building seen across from Madison Square Park, circa 1902-1919.New York Historical Society

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Boys play on a city sidewalk, 1893.New York Historical Society

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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:

Want more old New York? Check out the city when the subway was the most dangerous place in the world, and when punk took over Lower Manhattan.

author

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.

editor

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.

Citation copied

COPY

Cox, Savannah. "Old New York Before The Skyscrapers In 39 Vintage Photos." AllThatsInteresting.com, August 22, 2016, https://mirror.pbh-network.com/old-new-york-photos/. Accessed October 3, 2025.