The Most Beautiful Streets in Harlem and Beyond


The most beautiful streets in Harlem and beyond
Strivers' Row on 139th Street between Adam Clayton Powell Jr. and Frederick Douglass Boulevards.

Looking for a great fall activity that only requires a pair of comfortable shoes and an appreciation for gorgeous architecture?


Pick a sunny day and take a stroll through the most beautiful streets in Harlem and beyond.


Start with these eight, all of which are part of larger historic districts dripping with history and exquisite buildings—including the recently designated Dorrance Brooks Square Historic District.


From south to north they are:

1. Lenox Ave between W 122nd and W 123rd Sts


A perfectly preserved row of late-19th-century houses with stately porticoes, this block is pretty much the defining image of brownstone Harlem. Number 241 is where you'll find the by-appointment-only boutique of luxury streetwear legend Dapper Dan.


The most beautiful streets in Harlem and beyond


2. W 120th St between Lenox Ave and Mount Morris Park West


This gorgeous street in the center of the Mount Morris Park Historic District was once home to poet Maya Angelou—her old brownstone at number 58 is one of the dreamiest. Since the pandemic, the block has also become one of Harlem's best-organized Open Streets.


The most beautiful streets in Harlem and beyond


3. Astor Row, W 130th St between Fifth and Lenox Aves


Built by the grandson of John Jacob Astor between 1880 and 1883, this row of brick houses with porches and front gardens surprises with its charming Southern vibe. Sadly, one house in the middle—number 28—was demolished last fall due to major neglect.


The most beautiful streets in Harlem and beyond


4. W 131st St between Lenox Ave and Adam Clayton Powell Jr Blvd


This impressive block of 19th century row houses belongs to the Central Harlem–West 130th-132nd Streets Historic District, designated by the Landmarks Preservation Commission in 2018.


The most beautiful streets in Harlem and beyond


5. W 137th St between Adam Clayton Powell Jr and Frederick Douglass Blvds


Part of the newly designated Dorrance Brooks Square Historic District in Central Harlem, this block lined with Renaissance Revival row houses has a particularly curvy charm. It was featured prominently in the recent movie adaptation of the Harlem Renaissance novel "Passing."


The most beautiful streets in  Harlem and beyond


6. Strivers' Row, W 138th and W 139th Sts between Adam Clayton Powell Jr and Frederick Douglass Blvds


Central Harlem's storied enclave—home to a long list of renowned Black artists and professionals during the Harlem Renaissance—is known for its three architecturally distinct rows of historic townhouses built between 1891-1893. The "Private Road: Walk Your Horses" sign on 138th Street is a that rare in-your-face remnant of New York's Gilded Age.


The most beautiful streets in Harlem and beyond


7. Convent Avenue between W 141st and W 145th Streets


One of the most scenic streets in all of Manhattan, Convent Avenue's townhouses are also dripping with history: famous residents of the Harlem Renaissance include "Take the A Train" composer Billy Strayhorn, who lived at number 315.


Convent Avenue, one of the most beautiful streets in Harlem and beyond

8. Sylvan Terrace between Jumel Terrace and St. Nicholas Ave


A perfect time warp, this tiny cobblestone street in Washington Heights is lined on either side with identical wood row houses from the 19th century.


Sylvan Terrace between Jumel Terrace and St. Nicholas Ave

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