Upper East Side apartment buildings from across the Jacqueline Kennedy Onasiss Reservoir

Generations of wealth and success concentrate on New York’s Upper East Side, especially along Park, Madison and Fifth Avenues. This real-life Monopoly board is home to some of the world’s most prime real estate, yet just a few blocks to the east you can still find a hidden gem. The Upper East Side has something for everyone.

The Upper East Side (UES) refers to everything from 60th to 96th Streets and also from Fifth Avenue to the East River. Aside from the occasional church and the many world-famous museums along Fifth – including the Metropolitan Museum of Art, the Guggenheim Museum, and the Smithsonian Design Museum, among others – Fifth and Park Avenues are comprised entirely of residential homes, while Madison consists mostly of boutique shopping, fine dining, and entertainment. Most of these apartment buildings have been around for a century or more. Expect to find pre-wars in prime UES.

The character of the neighborhood changes to the east of Lexington Avenue. Expect mostly post-wars and condos between Lexington and York Avenue. No matter where you are on the UES, you are sure to find convenient access to schools, transportation, restaurants, stores, plenty of G-rated entertainment, and a distinct residential vibe.

Carnegie Hill

Once Manhattan’s premier residential neighborhood, Carnegie Hill was named for the mansion that Andrew Carnegie built on 91st Street and Fifth Avenue in 1901. The neighborhood is bordered by 86th Street to the south; 96th Street to the north; Lexington Avenue to the east; and Fifth Avenue to the west.

Carnegie Hill is coveted for its convenience to many of the city’s elite private schools, as well as its close proximity to Central Park, the Jacqueline Kennedy Onassis Reservoir, and Museum Mile on Fifth Avenue. (Today, even Andrew Carnegie’s former mansion is home to a museum: the Cooper-Hewitt, National Design Museum, a branch of the Smithsonian Institution.)

Carnegie Hill may lack nightlife and excitement, but that’s exactly why many choose to call it home.

Yorkville (East End)

Opposite Carnegie Hill, to its east, is another neighborhood with rich residential character, but one with more affordable real estate. That neighborhood is called Yorkville (or East End) and it lies east of Second Avenue; south of 96th Street; north of 79th Street; and west of the East River. Its name comes from York Avenue and also from East End Avenue, which is home to the most prestigious addresses in the area.

Homes on East End Avenue offer stunning river views, access to Carl Schurz Park, easy access to FDR Drive, and most importantly, privacy. The relatively remote location and lack of tourist attractions are East End’s main draw. The rest of Yorkville offers many of the same benefits as East End, but at more affordable prices. It is the perfect place to find a starter home or a large home on a budget.

Yorkville is home to more nightlife than the rest of the Upper East Side, most of which can be found along Second Avenue. It is also convenient to transportation thanks to the Second Avenue Subway.

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