Prettiest Streets of the Upper West Side

  Last modified on September 11th, 2022

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 Ave

A long-time favorite, especially for Halloween decorations and for those seeking apartment rentals.


71st between Riverside Drive and West End Avenue

A serene, dead end street – just south of where Riverside Park begins.

READ MORE: The Historic Charles Schwab House: A 75-Room Mansion on Riverside Drive

74th between Central Park West and Columbus Ave

The south side of this block is lined with stunning red-brick townhouses. On the north side of the street, you’ll find wisteria and ivy-covered gems.

west 74th between cpw and columbus ave

76th between Central Park West and Columbus Ave

Tree-lined and perfect. The New-York Historical Society is located on its eastern corner facing the park.


78th between Amsterdam and Columbus Ave

You’ll find a rainbow of townhouses on this street. There’s even a cherry blossom tree!

READ MORE: Most Majestic Mansions on the Upper West Side

78th between West End Ave and Riverside Drive

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

78th between West End and Riverside

81st between Columbus and Amsterdam avenues

One of our favorite bearded townhouses lives on this hilly, museum block. I don’t believe there is a more Instagrammed Upper West Side street than this one!

81st between Columbus and Amsterdam

87th between Columbus Ave 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.


89th between Columbus Ave 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.

101st between West End Avenue and Broadway

Townhouses of every color with stunning ironwork and exterior pillars.

105th between Riverside and West End

This part of the Riverside-West End Historic District looks like a postcard from Paris.

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  1. Susan Nial April 23, 2023

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