New York City is a veritable tapestry woven with history, architecture, and culture. From the early Dutch settlements to the towering skyscrapers that now define the skyline, the city is replete with storied buildings that illustrate its evolution. Here, we delve into ten of the oldest structures in the city, each with its own narrative, architectural significance, and a reflection of the era in which it was constructed.

1. The Wyckoff House
Address: 5816 Clarendon Road, Brooklyn, NY 11234
Contact: +1 718-629-5400
Website: wyckoff.house
Constructed around 1652, the Wyckoff House holds the title of the oldest house in New York City. Originally built as a modest farmhouse by Pieter Wyckoff, a Dutch settler, the structure showcases a blend of English and Dutch colonial architecture. Nestled in a peaceful urban landscape, this house is not just a relic; it serves as a museum that illuminates the agrarian life of early New Yorkers.

2. The Fraunces Tavern
Address: 54 Pearl Street, New York, NY 10004
Contact: +1 212-968-1776
Website: frauncestavern.com
Fraunces Tavern was built in 1719 and is rich with revolutionary history. This tavern served as a meeting place for patriot leaders during the American Revolution and later hosted George Washington’s farewell address to his officers. The historic venue is now a restaurant and museum, preserving artifacts that evoke a sense of nostalgia in each visit.

3. St. Paul’s Chapel
Address: 209 Broadway, New York, NY 10007
Contact: +1 212-602-0800
Website: trinitywallstreet.org/stpaul
Erected in 1766, St. Paul’s Chapel is the oldest surviving church building in Manhattan. A striking gem of Federal architecture, it remained a sanctuary during some of the city’s most tumultuous times, including the aftermath of the September 11 attacks. Its stunning interiors and serene atmosphere invite visitors to reflect on the past while experiencing the tranquility that has soothed congregants for centuries.

4. City Hall
Address: City Hall Park, New York, NY 10007
Contact: +1 212-639-9675
Website: nyc.gov
This Beaux-Arts masterpiece, constructed between 1803 and 1812, is the oldest city hall still in use in the United States. City Hall’s elegant marble façade and grand staircases are symbols of New York City’s storied governance. Beyond its architectural splendor, the building also represents the city’s evolution through changing political landscapes and civic ambitions.

5. The Bowne House
Address: 37-01 Bowne Street, Flushing, NY 11354
Contact: +1 718-359-0528
Website: bownehouse.org
Dating back to 1661, the Bowne House is an exquisite example of a Dutch Colonial structure. Home of the Bowne family, it embodies the rich cultural tapestry of Queens and stands as a testament to early American ingenuity. Today, it operates as a museum, offering insights into the lives of its early inhabitants and the historical context surrounding its enduring presence.

6. Old Stone House
Address: 336 3rd Street, Brooklyn, NY 11215
Contact: +1 718-768-3195
Website: theoldstonehouse.org
Built in 1699, the Old Stone House has witnessed pivotal moments, including its involvement in the Battle of Brooklyn during the Revolutionary War. This quaint, sturdy structure has been restored to reflect its original charm. As a cultural and educational center, it provides a vibrant forum for community activities while heralding its historical significance.

7. King’s College
Address: 11A West 116th Street, New York, NY 10026
Contact: +1 212-998-3700
Website: columbia.edu
Founded in 1754, King’s College, now known as Columbia University, boasts iconic structures that embody its collegiate heritage. While the main campus relocated, the foundations of its historical roots remain a source of fascination. These buildings reflect not only the educational pursuits of the past but also the evolution of academic architecture in shaping future generations.

8. The Jefferson Market Library
Address: 425 6th Avenue, New York, NY 10011
Contact: +1 212-243-4334
Website: nypl.org
Initially constructed as a courthouse in 1877, this Victorian Gothic marvel was repurposed in 1967 into a public library. Its striking clock tower and intricate brickwork make it one of Greenwich Village’s most beloved structures. The library’s dual function as a literary resource and a historical landmark encapsulates the dynamic nature of urban infrastructure.

9. The Met Cloisters
Address: 99 Margaret Corbin Drive, Fort Tryon Park, New York, NY 10040
Contact: +1 212-923-3700
Website: metmuseum.org
This branch of The Metropolitan Museum of Art opened in 1938, designed to resemble a medieval European monastery. While not among the oldest in the raw sense, the Cloisters themselves incorporate architectural elements from various 12th to 15th-century structures in Europe. It offers a unique juxtaposition to the modernity of Manhattan, illustrating how history and art can coalesce splendidly.

10. The Woolworth Building
Address: 233 Broadway, New York, NY 10279
Contact: +1 212-560-2600
Website: woolworthbuilding.com
Constructed in 1913, the Woolworth Building was once the tallest building in the world. A stunning example of Gothic Revival architecture, its intricate façade is a visual feast that captures the imagination. This skyscraper symbolizes the ambitions of the American Dream, encapsulating the spirit of the early 20th century while still dominating the skyline with its majestic presence.

The allure of these buildings goes well beyond their physical attributes; they serve as custodians of stories, encapsulating the ebb and flow of time within New York City. Each structure offers a window into the past, providing insights into the culture, architecture, and aspirations of its era, making every visit a journey through the rich tapestry of history that has shaped one of the world’s most dynamic cities.

Categorized in:

Buildings,

Last Update: February 12, 2026