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Renowned photographer Annie Leibowitz and classic seven living room at The Brentmore, 88 Central Park West, #5N Renowned photographer Annie Leibowitz and classic seven living room at The Brentmore, 88 Central Park West, #5N
Celebrity photographer Annie Leibovitz has put her apartment in The Brentmore on the market for $8.6 million, just over nine years after purchasing it for $11.25 million in 2014. Her initial intention was to be closer to her daughters' school, leading to a significant renovation that retained elegant features like high ceilings, oak floors, and decorative moldings. However, as an empty nester who now lives and works downtown, she finds the apartment too large, and the listing broker, Deborah Kern, mentioned to The New York Times that the apartment is attractively "priced to sell," though it may result in a financial loss for Ms. Leibovitz.

Located within a prewar cooperative designed by Schwartz & Gross, Ms. Leibovitz's apartment shares a building with notable residents such as movie star Robert DeNiro, musician Paul Simon, producer Lorne Michaels, and stage actress Joan Copeland. With only 37 units spanning 12 floors, residents enjoy exceptional privacy, while its prime location on Central Park West offers a front-row seat to the Macy's Thanksgiving Day Parade and close proximity to Lincoln Center, Central Park, and fine dining options on the Upper West Side.

The Brentmore, #5N (Corcoran Group)

To complement Ms. Leibovitz's apartment listing, we revisited classic five, six, and seven apartments currently available in the market. Also below is a brief overview of these iconic New York City home layouts.

Classic Five

Some things can sound self-explanatory in the New York real estate lexicon, but a bit of clarification may be in order. In classic fives, “classic” refers to the prewar era in which they were popularized, and “five” refers to the rooms this floor plan must include: a living room, a formal dining room, a kitchen, and two equitably sized bedrooms. These are often confused with the “Edwardian five,” which have the same number of rooms but were designed with a single adult and live-in servant in mind; as a result, one bedroom is significantly larger than the other in such units.
875 West End Avenue #7C floor plan Classic five floor plan via Brown Harris Stevens

Classic Six

Classic six apartments offer the same rooms as classic fives, but with the addition of a maid’s room, typically located near the kitchen and with an en suite bath. While those without live-in staff can certainly use this as a third bedroom, it must be noted that this one often has significantly less space and privacy than the full-size bedrooms. This space would also work well as a home office, gym, media room, artist’s studio, or whatever else the buyer can dream up.
447-East-57th-Street-01 Classic six floor plan via Douglas Elliman

Classic Seven

Classic seven apartments have been described as classic sixes with an extra bedroom: They feature a living room, formal dining room, three equitably sized bedrooms (which makes this model a good fit for families with children), and a maid’s room with en suite bath.
1020-Park-Avenue-01 Classic seven floor plan via Compass
As a result of the era in which they were built, classic five through seven apartments are often rich in architectural details from the time, including high ceilings, gracious foyers, hardwood floors, eye-catching moldings, well-proportioned rooms, and, for some lucky owners, wood-burning fireplaces and private outdoor space.

Classic layouts such as these are most frequently found in prewar cooperatives in established neighborhoods like the Upper East Side and Upper West Side. Newer construction has mostly abandoned these traditional models in favor of an open plan that makes for an airier atmosphere and more natural light; however, after months of families trying to live, work, and study in one apartment, apartments with clearly divided rooms might experience a new appreciation. Some modern condos have tried to present a contemporary take on these layouts, but there's no substitute for these timeless units.

A full, sortable list of classic five, six, and seven apartments may be found below. We also take a look at some price-improved options on the market today.

Price-Improved Classic Four & Five Listings

315 Riverside Drive, #10D (Corcoran Group)

Westwind, #11A (Corcoran Group)

Price-Improved Classic Six Listings

15 West 81st Street, #8D (Douglas Elliman Real Estate)

285 Riverside Drive, #11G (Douglas Elliman Real Estate)

419 East 57th Street, #EM (Sothebys International Realty)

1070 Park Avenue, #11D (Berkshire Hathaway HomeServices New York Properties)

The Adamston, #11B (Compass)

179 East 70th Street, #2B (Corcoran Group)

50 Plaza Street East, #6C (Corcoran Group)

Beekman Terrace, #4F (Corcoran Group)

Price-Improved Classic Seven Listings

52 Riverside Drive, #7A (Sothebys International Realty)

1035 Park Avenue, #4A (Sothebys International Realty)

170 East 79th Street, #13B (Douglas Elliman Real Estate)

955 Park Avenue, #7E (Corcoran Group)

Amele Hall, #27 (Brown Harris Stevens Residential Sales LLC)
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