Prettiest Streets on the Upper West Side

  Last modified on February 9th, 2019

One of my favorite things to do on the Upper West Side is to simply explore the side streets. The rows of brownstones and chirping birds make our neighborhood feel like a small suburb in the big city. And plus, they keep us sane! These beautiful streets should not only be cherished and appreciated, but recognized. Read on to see some of the prettiest streets on the Upper West Side (and perhaps the sweetest New York City brownstones)!


69th between Central Park West and Columbus 

One of the most popular blocks in the neighborhood, both for its beauty and location.  This street gets especially decked out during Halloween. Nearby attractions include Tavern on the Green in Central Park, The Sensuous Bean and Ella Kitchen & Bar.


69th between Columbus and Broadway

Walk a block to the west and it’s even more beautiful, in my humble opinion. And closer to the 2 train!

 69th between Columbus and Broadway


71st between Riverside Drive and West End Avenue

This is a dead end block just South of where Riverside Park begins. I really love this street because it seems like every single townhouse is a different color. It’s super quiet and it really feels like you’ve left New York City.

71st between Riverside Drive and West End Avenue


74th between Central Park West and Columbus

This block is lined with stunning red-brick townhouses. On the North side of the street, closer towards Columbus, is the famous Patsy’s, which makes some of the best pizza on the Upper West Side.

nyc brownstones



76th between Central Park West and Columbus

Superb in beauty. Just absolutely gorgeous. The New York Historical Society is located on its eastern corner facing the park.

prettiest blocks in manhattan


78th between Amsterdam and Columbus

I’m trying to find more synonyms for “beautiful”. But that’s what these streets are all about. This one has been rated by Time Out New York as one of the city’s “Top Ten Blocks”.  They consider it number 10, but I’m going to have to strongly disagree and move it up a few notches.

This street offers passersby townhouses in every color you can imagine, and it even has a cherry blossom tree!

78th Street


78th between West End and Riverside 

These townhouses are just off the north west corner of West End Ave.

78th between West End and Riverside


81st between Columbus and Amsterdam 

One of our favorite bearded townhouses lives on this hilly, museum block.

81st between Columbus and Amsterdam



87th between Columbus and Central Park West

Quiet with chirping birds and friendly neighbors. This brownstone block has its own community garden which is a great place to congregate with your neighbors.

best blocks nyc


88th between Columbus and Amsterdam

This block contains many single family townhouses, including one of the oldest brownstones in the neighborhood.


89th between Columbus and Central Park West

Begin (or end) your run around the Central Park Reservoir by taking in the classic brownstones on 89th between Central Park West and Columbus Avenue.

tree-lined streets in nyc

This is my favorite block. So we’re going to give it two photos.


91st and West End

Classic brownstones neighbor a red brick townhouse in this colorful part of the UWS.

91st and West End



94th between Amsterdam and Columbus

Awesome red-brick townhouses with modern windows meet a super central location on this charming Upper West Side NYC street.

94th between Amsterdam and Broadway


101st between West End and Broadway

Townhouses of every color with stunning ironwork and exterior pillars. These look like legitimate NYC mansions!

nyc brownstones


106th and Manhattan Avenue 

This Manhattan Valley street is truly breathtaking.

106th and Manhattan Ave


107th between Broadway and Riverside

One of my favorites. The first block where Riverside Drive and Broadway are consecutive.

West 107th Street


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