Today, Fifth Avenue New York, stands as a symbol of wealth, fashion, and history, stretching from Washington Square Park to Harlem and encompassing everything from high-end shopping to Museum Mile.
But it started just as a modest street …
The History of Fifth Avenue in New York City
Fifth Avenue is more than just a luxury shopping destination — it’s one of the most historic and iconic streets in New York City. Originally laid out as part of the 1811 Commissioners’ Plan to organise Manhattan’s grid, Fifth Avenue began as a modest residential street. Over time this once quiet residential street transformed into one of the most visited streets in the world.
But before reaching this point – it’s been on quite the journey.
During the Gilded Age, Fifth Avenue became known as “Millionaire’s Row,” especially between 59th and 96th Streets. This stretch was home to New York’s most prominent families, including the Astors, Carnegies, and Vanderbilts, who built extravagant mansions that showcased their status and fortune. As the wealthy flaunted their wealth and power, it led to the street developing a reputation as one of the most desirable addresses in America.
As the 20th century approached, Fifth Avenue transitioned from residential to commercial, becoming a bit of a luxury powerhouse as department stores like Saks Fifth Avenue opened their flagship locations (attracting visitors from around the world). During this time, cultural landmarks such as the New York Public Library, St. Patrick’s Cathedral, and The Metropolitan Museum of Art helped cement the avenue’s place as a hub for culture as well as commerce.
Today, Fifth Avenue is one of the most expensive and famous streets globally. From Museum Mile to high-end shopping between 49th and 60th Streets, it offers a blend of history, luxury and architecture – miles away from its humble beginnings.
Where is Fifth Avenue Located?

Fifth Avenue runs from north to south through Manhattan dividing the east and west sides of the island. It stretches from Washington Square Park in Greenwich Village up to 142nd Street in Harlem.
How long does it take to Walk Fifth Avenue?
Walking the full length of Fifth Avenue in New York City will take around 2 to 2.5 hours without extended stops. The full street is around 6 miles from Washington Square Park in Greenwich Village to 143rd Street in Harlem.
Whilst walking the route can be done in just a few hours, there’s so much to see along the way, most like to give at least half a day to explore the street. If you’re visiting New York City for shopping – than this is your main destination! (but there are a few hidden gems off the beaten track).
On top of that – there are plenty of dining options, coffee shops and bars along the way.
Landmarks Along Fifth Avenue
As you stroll along Fifth Avenue, keep an eye out for these major landmarks.
1. Washington Square Park (Lower Fifth Avenue)
At the southern end of Fifth Avenue, Washington Square Park is a well-known public space in Greenwich Village. Famous for its large arch and lively atmosphere, it’s the perfect starting point for your walk along Fifth Avenue.

2. The Flatiron Building (Flatiron District)
A short detour from Fifth Avenue, the Flatiron Building is one of NYC’s most iconic architectural landmarks. Its unique triangular shape and stunning design make it a must-see when exploring Fifth Avenue.
3. The Empire State Building (Midtown Manhattan)
One of the world’s most famous skyscrapers, the Empire State Building towers over Fifth Avenue and offers breathtaking views of the city from its observation decks.
4. The New York Public Library (Midtown Manhattan)
Located at Fifth Avenue and 42nd Street, the New York Public Library is a beautiful Beaux-Arts building and one of the largest public libraries in the world. Don’t miss the famous lion statues out front.
5. St. Patrick’s Cathedral (Midtown Manhattan)

St. Patrick’s Cathedral is a neo-Gothic masterpiece is located on Fifth Avenue between 50th and 51st Streets and offers visitors a peaceful escape amidst the bustle of Midtown.
6. Rockefeller Center (Midtown Manhattan)
Home to the famous Rockefeller Plaza and Top of the Rock observation deck, Rockefeller Center is a major Midtown attraction and a perfect place to take in views of Fifth Avenue and the city.
7. Museum Mile (Upper East Side)
Along Fifth Avenue, the stretch from 82nd to 110th Street is known as Museum Mile, home to iconic museums like the Metropolitan Museum of Art, the Solomon R. Guggenheim Museum, and the Jewish Museum.