Top Prewar Condos

50 Gramercy Park North occupies the site of the historic Gramercy Park Hotel, originally built in 1925 by Bing & Bing and designed by Robert T. Lyons. The property replaced a house belonging to architect Stanford White, which itself had replaced the birthplace of novelist Edith Wharton. In 2004, developers Ian Schrager and Aby Rosen converted the hotel into a mixed use property with 23 residential units and approximately 180 hotel rooms. The residential interiors were designed by acclaimed British architect John Pawson, while artist and director Julian Schnabel designed the hotel's public spaces in an eclectic style. The building has housed notable figures including writers S.J. Perelman, Edmund Wilson, and Mary McCarthy, and was the site of Humphrey Bogart's 1926 wedding. More recent residents have included Jennifer Aniston, Karl Lagerfeld, and Philadelphia Flyers founder Ed Snider.

The residences range from two to three bedrooms, with many featuring dramatic floor to ceiling windows and ceilings reaching 12 to 18 feet in height. Several units are full floor layouts spanning 75 feet of frontage with unobstructed views of Gramercy Park to the south. Common features include white oak floors, wood burning fireplaces, custom cherry wood cabinetry, and kitchens equipped with Miele and Sub-Zero appliances. Bathrooms are finished in travertine marble with deep soaking tubs, walk in showers, and double basins. Select apartments include private landscaped terraces and sunken great rooms. One listing notes a residence featured in Architectural Digest with interiors by Madeleine Castaing and Mica Ertegun.

Residents enjoy comprehensive hotel style services through the Gramercy Park Hotel, including 24 hour doorman and concierge, housekeeping, room service, butler and valet service, and signing privileges at the hotel's Rose Bar and restaurant Maialino. Additional amenities include valet parking and car wash, access to the David Barton fitness center and spa, pet walking, personal shopping, catering, event planning, and private storage. Each residence comes with a coveted key to Gramercy Park, Manhattan's only private park, established by Samuel Ruggles in the 1830s and accessible exclusively to surrounding residents.

Structured as a co-op with condo rules, the building welcomes pied-à-terre owners, investors, and pets. The brown brick building features a two story limestone base in Renaissance Revival style and sits at the northern tip of Gramercy Park within the Gramercy Park Historic District. The location offers proximity to Union Square and NoMad, with nearby dining institutions including Gramercy Tavern, Eleven Madison Park, Union Square Cafe, Cosme, and Maialino. The neighborhood is surrounded by mid 19th century townhouses and cultural landmarks including the National Arts Club and The Players Club.

The Apple Bank Building at 2112 Broadway stands as one of the Upper West Side's most distinguished landmarks, occupying an entire city block between Broadway and Amsterdam Avenue from 73rd to 74th Streets. Built in 1928 by the renowned architectural firm York & Sawyer in the Italian Renaissance palazzo style, this limestone-clad building originally housed the Central Savings Bank (formerly the German Savings Bank, founded in 1859). The building's four-story banking hall with cast-iron bats designed by Samuel Yellin remains intact at its base, while the top four floors were converted into an exclusive residential condominium in 2006 by Stahl Real Estate.

The building contains 28 unique condominium apartments, each designed by SLCE Architects with completely different layouts and spacious entry galleries. Residences range from 1,200 to over 4,000 square feet, featuring dramatic ceiling heights between 9 and 18 feet. Six apartments are duplexes with private roof terraces ranging from 284 to 461 square feet, while all units boast premium finishes including marble bathrooms with radiant heated floors, high-end appliances, and abundant closet space. The apartments showcase impressive proportions, with living rooms spanning up to 30 feet and some featuring multiple walk-in closets and house-sized laundry rooms.

Building amenities reflect its luxury status, including 24-hour concierge service, a fitness center located within the original bank vault, a pet grooming station, and secure bicycle storage. Notable residents have included NBA player Emeka Okafor and legendary entertainer Harry Belafonte. The building's prime location offers residents easy access to Central Park, Lincoln Center, and excellent public transportation via the nearby 1/2/3 subway lines at the 72nd Street station, though the building does not include a parking garage.

This full-service condominium represents a rare opportunity to live within a designated landmark that commands one of Manhattan's most prominent corner locations, overlooking the attractive Verdi Square Park and its express subway pavilion. The building's conversion preserved its historic grandeur while creating some of the most spacious and uniquely configured apartments on the Upper West Side.

With 354 condominium apartments, the Chelsea Mercantile is one of the largest residential conversions in Chelsea. 

Apartments range from studios to four-bedroom lofts and vary in size from 856 to 3,069 square feet. Many units have exposed brick walls with nine-foot beamed ceilings and walk-in closets. Some penthouses have ceilings that rise between 11 and 13 feet as well as fireplaces, skylights and terraces. All apartments have state-of-the-art wiring and gourmet kitchens with stainless-steel appliances, black granite countertops, cherry wood cabinets and built-in garbage disposals. Master bathrooms have limestone walls and floors, deep soaking tubs and separate stall showers.

Amenities at the Chelsea Mercantile include a 24-hour doorman and concierge, valet and maid service, a fitness center with children’s playroom, an expansive planted roof deck with beautiful city and river views, a garage and a Whole Foods Market on the corner.

Located between West 24^th and 25^th Streets, 252 Seventh Avenue is in the heart of Chelsea. There is very good public transportation in the area and it is convenient to the Flatiron District to the east and Greenwich Village to the south.

Chelsea Atelier is a boutique condominium located at 245 Seventh Avenue in Chelsea, New York City. Originally built in 1911 and converted into residential condominiums in 1997 by Harry Macklowe, the building features 12 stories and 33 residences. It offers a range of amenities including a full-time doorman, on-site superintendent, bike room, and resident storage, with a pet-friendly policy.

The architectural design, crafted by Squires & Wynkoop, showcases a blend of pre-war charm and modern living. The building's façade features a brownstone base with decorative elements, while the upper levels are characterized by beige-brick façades and a distinctive flared top. Residents enjoy proximity to Whole Foods, the High Line, and various dining and transportation options, making it a prime location for urban living.

Apartments in Chelsea Atelier are known for their spacious layouts and high ceilings, with many units featuring in-unit washers and dryers. Notable residences include a three-bedroom duplex penthouse previously owned by fashion designer Thierry Mugler, which sold for $7,890,000 in 2012. Other units range from one to three bedrooms, often showcasing open-concept designs, modern kitchens with high-end appliances, and ample natural light from oversized windows.

In addition to its luxurious living spaces, Chelsea Atelier has attracted notable residents, including fashion designer Reem Acra. The building's intimate setting, with only three apartments per floor, enhances its appeal, providing a unique blend of comfort, style, and convenience in the heart of Chelsea.

521 Park Avenue was designed by William Boring, an American-born architect who studied architecture at the Ecole des Beaux-Arts before returning to New York and joining the firm of McKim, Mead and White. The limestone building has been honored with numerous international design awards, including a gold medal for architecture from the Exposition Universelle in Paris in 1900.

521 Park Avenue was constructed as a cooperative in 1911, converted to a condominium in 1987, and currently has 24 units. The building has a full-time doorman, a live-in superintendent, a fitness center, and private storage that transfers with each unit. It also benefits from a location near Central Park, world-renowned restaurants, and top shopping. Pets, pied-a-terres, and flexible financing are allowed.

The Ansonia, designed by noted architect Paul Duboy, opened in 1904 as a luxury hotel stretching along Broadway between 73th and 74th streets. By the 1970s it was converted into rental apartments (and in 1990, converted into condos) and it is now a designated Landmark on the Upper West Side. It has long been a favorite destination of celebrities.

Most of the 430 apartments retain such original architectural details as glass and mirrored doors with transoms, intricate herringbone hardwood floors and delicate paneling. Still, all units have been fully modernized with new kitchens, renovated bathrooms and sizeable closets.

The Ansonia's staff members include a 24-hour doorman, porters, concierge, and live-in superintendent. Amenities include a garage with 24-hour elevator access, secured storage bins for rent, and a stunning landscaped roof deck. It is in a prime Upper West Side location near Central Park, Riverside Park, the American Museum of Natural History, the Children's Museum of Manhattan, fine dining, and public transportation.

The Clocktower Building at 1 Main Street stands as one of Brooklyn's most iconic residential conversions, commanding a prime DUMBO waterfront location with sweeping views of the Brooklyn Bridge and Manhattan skyline. Originally constructed in 1914 as an industrial facility for packaging magnate Robert Gair, this 12 story landmark was once the tallest reinforced concrete building in the world. The building's distinctive four story clock tower, featuring massive working clocks on each face, has become a defining feature of the Brooklyn waterfront and houses what was once Brooklyn's most expensive apartment listing at $25 million.

Developer David Walentas transformed the historic structure into 124 luxury condominiums in 1998, preserving the building's Industrial Neo-Classical character while creating modern loft living spaces. The conversion has attracted notable residents including Anne Hathaway, Rebecca Minkoff, and German film producer Katharina Trebitsch. Units throughout the building feature the classic DUMBO loft aesthetic with 11 foot plus concrete beamed ceilings, oversized windows, and hardwood floors, while many apartments boast chef's kitchens equipped with high end appliances including Sub-Zero refrigerators and premium European fixtures.

The building offers full service amenities including 24 hour concierge service, a fitness center, and a planted roof deck. Located on a charming cobblestone street directly across from Brooklyn Bridge Park, residents enjoy immediate access to waterfront recreation, the Empire Stores shopping complex, and St. Ann's Warehouse theater. The ground floor houses the popular Bubby's restaurant, while the building's proximity to A/C/F subway lines and NYC Ferry service provides convenient Manhattan access, making it a cornerstone of DUMBO's transformation from industrial district to one of Brooklyn's most desirable neighborhoods.

Berry Street Lofts, located at 55 Berry Street in Williamsburg, Brooklyn, is a historic building originally constructed in 1910 as a knitting factory. It was converted into the first condo loft in the Northside area in 2006 by South Second LLC, with the conversion designed by Karl Fischer. The building features 45 apartments, known for their industrial charm and modern amenities, including 12 to 13-foot ceilings, large multipaned windows, and wide plank wood floors. Residents enjoy a range of amenities such as a 24 hour doorman, a gym, a bicycle room, and a landscaped roof deck. The building also offers private storage and a common garden on the second floor. Penthouse units boast private terraces, providing additional outdoor space. The location is ideal, being close to McCarren Park, the Bedford Avenue L train, and a variety of restaurants, galleries, and boutiques. Apartments in Berry Street Lofts are designed with open kitchens featuring cherry cabinetry, stainless steel appliances, and Sub-Zero refrigerators. Many units include custom features like Murphy beds and walk-in closets, enhancing the flexibility and functionality of the living spaces. The building's recent renovations have upgraded its façade, systems, and windows, ensuring a high standard of living. The building's proximity to cultural and recreational spots, such as the Brooklyn Brewery and East River State Park, makes it a desirable location for those seeking a vibrant urban lifestyle. With its blend of historic architecture and contemporary living, Berry Street Lofts offers a unique residential experience in one of Brooklyn's most sought-after neighborhoods.

Located in the heart of Chelsea, the conversion of the landmarked Cammeyer at 650 Sixth Avenue, which was once the world's largest shoe store, was completed in 2008. It contains 67 apartments.

There are approximately thirteen units on each floor, with three terraced penthouses on the seventh floor. Studios, one-, two- or three-bedroom units emphasize open space. Residences have ceilings that are 10 feet and higher, oversized, energy efficient windows and generous layouts. White is the prominent color in these units, from white fixtures in bathrooms to white wood flooring and white, modern appliances in kitchens.

650 Sixth Avenue amenities include a 24-hour concierge and doorman, an on-site wine cellar and a private gym with state-of-the-art equipment. Apartments also have additional storage space on the same floor. The seventh floor has a common 3,600-square-foot roof deck with stunning open city views and all services are provided by “Quintessentially Concierge Service,” a worldwide company that specializes in providing luxury amenities.

Located on the southwest corner of 20^th Street and Sixth Avenue, 650 Sixth Avenue is in the heart of the Ladies Mile Historic District. It is also a short distance from Madison Square Park, popular retail and dining in the Flatiron District and NoMad, Chelsea nightlife, and the Union Square transportation hub.

The Sweeney Building at 30 Main Street in DUMBO, Brooklyn, is a historic 12-story Neo-Classical Industrial style building constructed in 1916 by the W.H. Sweeney Manufacturing Company, makers of metal kitchenware. Originally designed by Moyer Engineering and Construction Company, the building features an austere concrete façade with distinctive architectural elements including large window openings, rusticated piers, and a projecting cornice. The structure was converted to an 87-unit luxury condominium in 2003 by architect John Fifeld of Fifeld Piaker Elman Architects.

The building's industrial heritage is preserved in its 11-foot ceilings, oversized windows, and robust concrete construction. Notable features include segmental-arch and round-arch windows, and some penthouses feature private rooftop cabanas. The conversion maintained the building's architectural integrity while introducing modern amenities including a 24-hour doorman, live-in superintendent, gym, bike room, storage facilities, and a roof deck.

Situated in a prime DUMBO location, the building offers spectacular views of the Brooklyn Bridge, Manhattan Bridge, East River, and Manhattan skyline. Its position provides easy access to Brooklyn Bridge Park, Jane's Carousel, Empire Stores, and St. Ann's Warehouse. Transportation options are abundant, with multiple subway lines (A/C, F, 2/3, R, and 4/5) and the DUMBO/Brooklyn Bridge Park ferry stop nearby.