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Introducing the Upper West Side Historical Photo Challenge

May 20, 2025 | 8:31 AM
in HISTORY, NEWS
107

By Rob Garber for the Bloomingdale Neighborhood History Group

Welcome to the West Side Rag’s new biweekly history challenge! In each column, we’ll present an historical photo taken somewhere in our neighborhood, and ask readers to figure out where and when it was taken, and what it shows. We’ve selected each week’s photo to be challenging, but look closely; each image will include clues to help you identify the scene, if you’re a dedicated UWS history sleuth.

And even if you don’t recognize a picture—not to worry! Come back in two weeks and we’ll decode it, show you the clues that help identify it, and—best of all—tell you a story that the image unlocks, because this column isn’t just a test of your neighborhood knowledge; it’s also a rolling celebration of the people, buildings and events that wove the tapestry of the Upper West Side.

Ready? The first week’s photo is above. If you think you know where and when it was taken and what it shows, post your answer as a comment on this column, and check back in two weeks to see if you’re right.

Rob Garber has lived on the Upper West Side since the late 20th century and has an abiding interest in its history. He is a member of the Bloomingdale Neighborhood History Group.

Subscribe to West Side Rag’s FREE email newsletter here. And you can Support the Rag here.

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107 Comments
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Lisa
Lisa
1 month ago

109th and Amsterdam, looking NE towards Cathedral of St. John the Divine.

24
Reply
Maxx
Maxx
30 days ago
Reply to  Lisa

That’s what I immediately thought too, but wasn’t there an elevated track that went right north of that empty lot? It not being there seems to indicate maybe the mid 1940s if I’m remembering correctly when it was removed

0
Reply
Peter Salwen
Peter Salwen
24 days ago
Reply to  Maxx

The El was on Columbus Avenue.

0
Reply
karen
karen
30 days ago
Reply to  Lisa

Yes, Lisa and the others are correct. But I don’t know enough about old cars to venture the date taken. But my own building’s photo with a similar standard (greyed out here) was dated, if I remember correction, 1943

1
Reply
Bella
Bella
30 days ago
Reply to  karen

The first Volkswagen Beetle (officially Type 1) arrived in the United States in January 1949. Specifically, a small batch was shipped to New York City. While only two were sold that first year, the Beetle’s arrival marked the beginning of Volkswagen’s presence in the American market.
So at least 1950, if that is indeed a Volkswagen Beetle

0
Reply
geoff
geoff
30 days ago
Reply to  Bella

zoom in. it’s definitely not a VW.

other US made cars that look similar came out in the late 1930s. a 1939 Nash has a similar silhouette.

Last edited 30 days ago by geoff
2
Reply
Stefano
Stefano
30 days ago
Reply to  Lisa

I agree with Lisa. 109th and Amsterdam ave. The building in the photo, behind the cop, with the asymmetrical shaped roof line is now ConEd 110 Street Substation.

2
Reply
sam
sam
1 month ago

Near the Cathedral of St. John the Divine?
Amsterdam 109-110th Street?

5
Reply
Emma
Emma
1 month ago

Stables just south of the Dakota. W. 72nd Street.

5
Reply
Emma
Emma
30 days ago
Reply to  Emma

The other Emma. Location of the current 72nd Street subway station with Dakota in the background.

2
Reply
Buzz Killington
Buzz Killington
1 month ago

I’m going to guess 110 & Amsterdam with St John the Divine in the background.

11
Reply
Chithra V
Chithra V
1 month ago

Amsterdam and 110?

No idea when! 1935?

2
Reply
Elmo
Elmo
1 month ago

Morningside Drive near St J the D & the hospital?

0
Reply
Vic Losick
Vic Losick
1 month ago

Is that the hostel on 891 Amsterdam Ave, New York, NY 10025?

1
Reply
Lydia Sugarman
Lydia Sugarman
1 month ago

Is that St. John the Divine Cathedral in the background? The car is a 1930’s model.

4
Reply
Tiffany
Tiffany
1 month ago

I think it’s 110th and Amsterdam and taken around 1936?

0
Reply
Lucia
Lucia
1 month ago

110 and Amsterdam. St. John’s Cathedral in the background. The car looks like one we had in the 1950s so around then?

1
Reply
Jim in NYC
Jim in NYC
1 month ago

I’ll guess that’s Amsterdam Avenue and 109th Street, and that the large structure in the upper-right background is Woman’s Hospital. The automobile looks as if it could be around 1940.

1
Reply
Nancy Wight
Nancy Wight
1 month ago

It’s my backyard here on West End Avenue.

2
Reply
Nancy Wight
Nancy Wight
1 month ago

Whoops! It’s the Cathedral of St. John the Divine on the left anyway. I am quite sure.

0
Reply
Ruth Singleton
Ruth Singleton
1 month ago

I think it’s the intersection of Amsterdam and 110th Street, with the Cathedral of St. John the Divine at the far left. I’d guess, by the cars, that it’s the 1930s or 1940s.

1
Reply
Meg P.
Meg P.
1 month ago

Great new feature!

4
Reply
E Lang
E Lang
30 days ago

111th and Amsterdam. St. John the Divine. And some old cop. 1950.

2
Reply
Rochelle Perlman
Rochelle Perlman
30 days ago

It West 110th Street closer to Amsterdam Ave. I believe that maybe St John’s the Divine to the left in the corner back ground..

0
Reply
jkfocus
jkfocus
30 days ago

110th and Amsterdam, 1938

1
Reply
Steven Sachs
Steven Sachs
30 days ago

110 street and Amsterdam. Across from Women’s Hospital, where I was born.

0
Reply
Karen B.
Karen B.
30 days ago

I agree with Lisa…. 109 and Amsterdam. You can see St John the Divine in the back.
I’m guessing it’s a carriage house. Taken…hummm…in the 1950’s?

1
Reply
Peter
Peter
30 days ago

St John the Divine and Cathedral School, Amsterdam Ave and 110-111

0
Reply
Julia
Julia
30 days ago

110th and Amsterdam around 1938 or so?

0
Reply
Ron
Ron
30 days ago

110th NE at Amsterdam? Looks like Synod House & St. John’s in the distance but Parkway is built on. ???

0
Reply
Denise Toledo Silbert
Denise Toledo Silbert
30 days ago

I believe that is 71 st st and Central Park west with the Dakota in the background on the right. Perhaps that structure is a stable for horses in the front Love the uniform on the police officer. This looks like around the 1940’s from the looks of the car in the picture.

4
Reply
Joyce Weidenaar
Joyce Weidenaar
30 days ago

I agree with the reader who id’d it as south of the Dakota. West 71st St and CPW, for sure!

2
Reply
PCRSD
PCRSD
30 days ago

Amsterdam just south of 110. St. John the Divine on left, early St Luke’s hospital on right. Volkswagen Beetle was not introduced until 1940s. Photo is sometime in the late 40s.

Last edited 30 days ago by PCRSD
0
Reply
Tom Fedorek
Tom Fedorek
30 days ago
Reply to  PCRSD

Women’s Hospital at W 109 & Amsterdam, later incorporated with St Luke’s Hospital. Its retaining wall survives and can be seen as you walk along Cathedral Parkway towards Columbus Ave . The VW bug suggests a date in the 1950s or early 60s.

1
Reply
as any
as any
29 days ago
Reply to  Tom Fedorek

That’s NOT a Volkswagon. It’s too long.

1
Reply
Jeremy Herron
Jeremy Herron
30 days ago
Reply to  Tom Fedorek

shouldn’t it be hillier ? pretty steep slope down from amsterdam and 110

0
Reply
sam
sam
30 days ago

I have no idea but this is a very cool new feature.

3
Reply
Ellen P.
Ellen P.
30 days ago

It’s definitely the Cathedral of St John in the background at about 109th st.

0
Reply
Dave Cook
Dave Cook
30 days ago

St. John the Divine is to the left; to the right (with its name blurred by WSR) is the National Academy Art School. The thin rectangle in the foreground (also blurred) is a marker for the set of NYC tax photos taken between 1939 and 1941.

2
Reply
Dave Cook
Dave Cook
30 days ago
Reply to  Dave Cook

Unblurred, the portable tax-photo placard reads “1864 -1 M,” that is, block 1864, lot 1, Manhattan.

0
Reply
Rosa
Rosa
30 days ago

i think it’s Pomander Walk on West 97th street. don’t know dates

0
Reply
Dave Cook
Dave Cook
30 days ago

I’ll add that I live nearby, and that my telephone exchange is ACademy-2.

1
Reply
Annalisa B
Annalisa B
30 days ago

I echo the others with Amsterdam and 110ish in the 1940’s

0
Reply
Daphne
Daphne
30 days ago

I believe this is a building on West 110th St., just south of St. John the Divine, which is in the background on the left.

0
Reply
kms
kms
30 days ago

110th and Amsterdam looking Northeast towards St John the Divine

0
Reply
Burman 7020
Burman 7020
30 days ago

Absolute Bagels.

107 and Broadway.

2
Reply
Isaac B. Brooks
Isaac B. Brooks
30 days ago

Looking NE from the SW corner of 109th and Amsterdam. Stables, with the 1912 Synod House and the Cathedral of St. John the Divine a block up on the east side of Amsterdam beyond it. This space was razed and currently the ConEdison West 110th Street Substation (1001) was built in its place. The blurred portable ID placard looks like the photo is probably from the photo census of all New York City streetscapes that the city commissioned in 1940.

3
Reply
Ella Lasky
Ella Lasky
30 days ago

St John’s Cathedral and the ministers house

0
Reply
Coco
Coco
30 days ago

I also think that this the 110 and Amsterdam. The cathedral is on the left side of the photo.

0
Reply
Martha Blake
Martha Blake
30 days ago

I believe the building in the background on the right is The Dakota, so my guess is that the building in the foreground sat at the Northwest corner of 71st and CPW. The building looks like horse stables (maybe for the residents of the Dakota?) and I totally guess the photo is from the 1930’s.

Last edited 30 days ago by Martha Blake
2
Reply
Jeremy Herron
Jeremy Herron
30 days ago

Is that the Natural History museum? So Columbus and 76th looking north. 1950s?

0
Reply
Kyle D.
Kyle D.
30 days ago

Amsterdam & 110th, looking at St Luke’s Hospital to the north and St John the Divine to the west… I think. The angle doesn’t look quite right, but that’s clearly the Cathedral.

0
Reply
Purnima
Purnima
30 days ago

The Dakota, 72nd street

1
Reply
Bette Keste
Bette Keste
30 days ago

110th St and Amsterdam Ave

0
Reply
Chip
Chip
30 days ago

Still existing police substation and stables located on the 79th transverse in Central Park

0
Reply
Glen Weisberg
Glen Weisberg
30 days ago

A block south of St. John the Divine, the year is 1939

0
Reply
PAUL HEIKKILA
PAUL HEIKKILA
30 days ago

Looks like St. John the Divine. The building in front is gone. I recall those traffic lights from the sixties, though this pic is much earlier.

0
Reply
West 90th Street Jeff
West 90th Street Jeff
30 days ago

Amsterdam Avenue and 110th Street with the Cathedral of St. John the Divine located at 113th Street in the background. I do not know the name of the building depicted.

0
Reply
NAP
NAP
30 days ago

this is so cool; thank you for doing it!

1
Reply
Rachel Deming
Rachel Deming
30 days ago

West 110th/Cathedral Parkway and Amsterdam

0
Reply
Graciela Montaldo
Graciela Montaldo
29 days ago
Reply to  Rachel Deming

I agree with Rachel: Amsterdam Ave. and Cathedral Parkway; year: 1936

0
Reply
Dan
Dan
30 days ago

110 th street and Amsterdam Ave looking north toward St. John the Divine

0
Reply

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