Westchester–A Pictorial History
The New Year traditionally brings with it anticipation and excitement for the future. We’re all wondering, as you no doubt are, what’s in store for 2010. But this time of year also makes us reflect on our past, so we thought it would be appropriate to take a few moments (er, pages) to look back. Whether you’re a third-generation Westchesterite or a recent transplant, knowing Westchester’s history can help place what’s to come in proper context—plus, it’s fun.
Published December 21, 2009 at 03:55 PM
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![]() | Ossining’s Main Street. Glad to see the snow removal along the avenue was as swift in 1874 as it is today. |
| An 1871 painting in the Port Chester Library, depicting life along (pre-traffic jam) Westchester Avenue in the city of Port Chester. |
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![]() | An 1889 illustration of the Knickerbocker Building in New Rochelle, built by publishing company G.P. Putnam’s Sons. It was converted into residential lofts in 2007. |
| The staff at the Chappaqua Mountain Institute in 1870, an alternative co-ed boarding school founded by the Purchase Quakers. It closed in 1910. | ![]() |
![]() | Port Chester’s railroad station in 1880. |
| Taking a break at John E. Seacord’s Blacksmith Shop, on Lawton Street in New Rochelle, in the late 1890s. | ![]() |

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Love the pictures of Westchester history. I can remember quite a few from the 60's and later.
Although the Pleasantville train station may have looked like your 1936 picture I am sure there were no 1950 era automobiles as depicted in the picture.
Thanks for the memories.
George Baker
Fascinating pictures. It beckons the question; Are we better off today?
Thank you to all the contributors and the research
Peter Wattenberg
Does anyone know if I can purchase any of these pictures. They come out pretty bad to just copy and paste.
I wish you posted them in their full resolution. I'm sure your copies were not small 300 x 200 pixel pictures. it would be nice to really look at these and see all the detail