Pre-war NYC apartments with timeless style + Classic Six listings under $2M

By CityRealty Staff | From Great Listings Tuesday, October 29, 2024

In an age of sleek, open-plan modernism, prewar apartments offer a refreshing return to the charm of elegant traditional design. While new construction sometimes attempts to evoke this classic style with high ceilings, hardwood floors, generous spaces, and defined rooms, many modern interiors still lack the character, proportions, and detail that mark true pre-war craftsmanship.

Pre-war homes generally refer to apartments completed before World War II. Influenced by classical styles rooted in Europe, these residences often feature intricate woodwork, moldings, fireplaces, beamed ceilings, and other beautifully crafted architectural details that infuse each space with a unique sense of history. For some, this craftsmanship creates a warmth and character that more minimalist designs lack.

65 Central Park West, #10C
$3,695,000

Central Park West | Cooperative | 2 Bedrooms, 3 Baths

65 Central Park West, #10C (Corcoran Group)

From the Listing: One of the most spectacular vantage points overlooking Central Park and the city skyline emanates from this beautiful, high-floor classic 6-room home at 65 Central Park West, one of the Avenue's most highly regarded white-glove co-ops. The building is proximate to all the best of the neighborhood, as well as the epicenter of NYC culture. Oversized windows showcase the panorama of the Park throughout the seasons from both the formal expanse and the primary suite. See floor plan and full details here.

While open-plan layouts offer benefits like abundant natural light and a sense of spaciousness, the traditional design—with defined rooms, such as the ‘Classic Six’—continues to be highly sought after. In today’s world, where homes serve multiple functions for work, study, and relaxation, having distinct rooms provides a welcome sense of order and privacy.

Many of the apartment listings featured below blend pre-war elegance with modern amenities. Since many of the listings are in some of the city's most historic areas, they offer a taste of New York’s architectural legacy along with proximity to the city’s best parks, shopping, dining, and cultural spots.

Classic Six Listings under $2M

138 East 36th Street, #9C
$975,000

Murray Hill | Cooperative | 3 Bedrooms, 3 Baths

138 East 36th Street, #9C (Compass)

From the Listing: Welcome to 9C, a pre-war classic 6 room home of approximately 1500 Square Feet and 3 exposures awaiting renewal by a new owner. Pre-war details abound in this 3 bedroom/ 3 bath, including a wood burning fireplace, 9’ beamed ceilings, original hardwood floors and ample closets. See floor plan and full details here.

955 Lexington Avenue, #5C
$1,000,000 (-16.7%)

Lenox Hill | Cooperative | 2 Bedrooms, 2 Baths

955 Lexington Avenue, #5C (Douglas Elliman Real Estate)

From the Listing: NOW ALLOWING 65% FINANCING! Elegant and timeless, the semi-private landing opens into a well-designed very gracious classic six-room apartment, with a formal living room, library or second bedroom, dining room, kitchen, and staff or home office. Additional features include ten-foot-high beamed ceilings, large windows and beautiful oakwood plank wood floors throughout. See floor plan and full details here.

The Manchester, #4E
$1,295,000 (-7.2%)

Broadway Corridor | Cooperative | 3 Bedrooms, 1.5 Baths

The Manchester, #4E (Compass)

From the Listing: Entering #4E you are greeted by a grand foyer leading to the sun-soaked spacious living room that includes a decorative fireplace. The dining room's quarter-sawn oak paneling is a must-see for lovers of prewar design. With beamed ceilings and two exposures - including a triple window with open treetop views - it retains the grandeur of another time. Throughout the space you’ll notice features such as high ceilings, washer/dryer in unit, a dishwasher, and the tons of windows each room gets. See floor plan and full details here.

520 West 110th Street, #12C
$1,350,000

Broadway Corridor | Condominium | 2 Bedrooms, 1.5 Baths | 1,376 ft²

520 West 110th Street, #12C (Corcoran Group)

From the Listing: Experience Morningside Heights magic at Apt 12C at 520 West 110th Street, a top-floor classic 6 room corner apartment flooded with natural light and open city views in a 1911 Beaux Arts prewar condominium. Answering every prayer for an abundance of original prewar details such as four oversized bay windows, refinished hardwood floors, handsome applied molding, pilastered walls, transomed windowed doors, old-fashioned floor-to-ceiling closets, and high ceilings, this apartment has a playful, hardworking floorplan that surprises and delights with hardy room proportions, double exposures and well thought out entertaining space. See floor plan and full details here.

430 East 57th Street, #8A
$1,395,000

Beekman/Sutton Place | Cooperative | 2 Bedrooms, 2 Baths | 1,690 ft²

430 East 57th Street, #8A (Douglas Elliman Real Estate)

From the Listing: This sprawling 2 bedroom, 2 bath home with formal dining room will please those who appreciate a grand, classic and well-appointed home. Perched up high on the 8th floor, one will delight in the gracious layout. The original Classic 6 configuration has been modernized to eliminate the servant's room and bath to create a huge kitchen ideal for today's lifestyle, while maintaining all of the original prewar elegance. See floor plan and full details here.

122 East 82nd Street, #6B
$1,495,000

Carnegie Hill | Cooperative | 2 Bedrooms, 2 Baths

122 East 82nd Street, #6B (Brown Harris Stevens Residential Sales LLC)

From the Listing: When you enter into this tranquil, generously scaled beautiful Classic 6 Prewar 2 bedroom, 2 bath home, you will be struck by its oversized picture windows looking onto a beautiful tree-lined street from the living room and dining room. This home is a perfect example of the comfort and elegance one would expect from a charming classic 6 room apartment. See floor plan and full details here.

255 West 98th Street, #3A
$1,499,000 (-6.3%)

Riverside Dr./West End Ave. | Cooperative | 2 Bedrooms, 2 Baths

255 West 98th Street, #3A (R New York)

From the Listing: Welcome home to this tastefully renovated classic six on the quiet tree-lined Upper West Side block of 98th Street. The apartment boasts nearly 1400 sq ft adorned with original details such as mahogany paneling in the dining room and original parquet flooring highlighted with inlaid borders that add to the original pre-war charm. See floor plan and full details here.

875 West End Avenue, #6E
$1,650,000 (-4.3%)

Riverside Dr./West End Ave. | Cooperative | 4 Bedrooms, 2 Baths

875 West End Avenue, #6E (Brown Harris Stevens Residential Sales LLC)

From the Listing: Discover the charm and elegance of this gracious corner 4-bedroom residence at the prestigious 875 West End Avenue, designed by architect Rosario Candela. This classic 6-room, now 4 bedrooms, and approximately 1,600 SF. epitomizes sophistication. Apartment 6E boasts sprawling proportions, stunning pre-war details, generous storage, and 3 lovely exposures facing North, West, and South. See floor plan and full details here.

760 West End Avenue, #15E
$1,795,000 (-5.3%)

Riverside Dr./West End Ave. | Cooperative | 3 Bedrooms, 2 Baths

760 West End Avenue, #15E (Coldwell Banker Warburg)

From the Listing: Perched on the 15th floor of a beautiful West End co-op sits a wonderful corner classic six with brilliant south and west views and light. Enjoy direct river views from 6 west-facing windows. The traditional layout with high ceilings, pre-war charm, and details has been tastefully renovated. Enter into a large gallery with oversized closets. The apartment features an oversized eat-in chef's kitchen with a large dining area with streaming light pouring in. See floor plan and full details here.

The Barrington, #2D
$1,895,000

Broadway Corridor | Condominium | 2 Bedrooms, 2 Baths | 1,409 ft²

The Barrington, #2D (Sothebys International Realty)

From the Listing: Experience timeless elegance in this exquisite Classic Six apartment at The Barrington, a pre-war condo on a prime block of the Upper West Side. This captivating pre-war condo offers two bedrooms, two bathroom plus a third flex room, which all seamlessly blend old-world charm with contemporary finishes in a sophisticated urban retreat. See floor plan and full details here.

54 Riverside Drive, #11B
$1,985,000

Riverside Dr./West End Ave. | Cooperative | 3 Bedrooms, 3 Baths

54 Riverside Drive, #11B (Corcoran Group)

From the Listing: SHOWINGS Monday - Thursday 10 am -12 pm and 3 pm -4 pm. Apartment 11B at 54 Riverside Drive is a bright and expansive classic six-room home with wonderful proportions, a gracious layout for entertaining and living, and oblique views of the River and Park. The prime Upper West Side location affords the homeowner every convenience, serenity and beautiful recreation and green space just outside your door. See floor plan and full details here.

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Newly-listed Pre-war Apartments

315 East 68th Street, #5C
$680,000

Lenox Hill | Cooperative | 1 Bedroom, 1 Bath

315 East 68th Street, #5C (Brown Harris Stevens Residential Sales LLC)

From the Listing: Entertain in style in this oversized one-bedroom home. The grand living room features a wood-burning fireplace and western light, while the king-sized bedroom offers tremendous closet space and views west to lovely trees. See floor plan and full details here.

44 Gramercy Park North, #6E
$1,550,000

Gramercy Park | Cooperative | 1 Bedroom, 1 Bath

44 Gramercy Park North, #6E (Compass)

From the Listing: Step into this beautifully renovated one-bedroom apartment and immediately feel at home as you enter the gracious vestibule gallery entry room. This residence seamlessly blends old-world charm with modern conveniences, featuring beamed ceilings, fine moldings, and casement windows in the living room. Original hardwood floors lie beneath the carpet. Key to Gramercy Park included. See floor plan and full details here.

139 West 82nd Street, #3F
$1,695,000

Broadway Corridor | Cooperative | 2 Bedrooms, 2 Baths

139 West 82nd Street, #3F (Corcoran Group)

From the Listing: This spacious two-bedroom, two-bathroom home located at 139 West 82nd Street is an absolute Upper West Side gem. Large living room with oversized windows overlooks a beautiful tree-lined block. This is a great space for entertaining or just enjoying and relaxing. The professional-style open kitchen not only has a window but beautiful high-end finishes, a modern backsplash, stainless appliances including Sub-Zero fridge with Icemaker, Sub-Zero wine fridge, Miele D/W and Wolf oven. See floor plan and full details here.

336 Central Park West, #11F
$2,200,000 (-4.3%)

Central Park West | Cooperative | 3 Bedrooms, 3 Baths

336 Central Park West, #11F (Brown Harris Stevens Residential Sales LLC)

From the Listing: Situated in a prestigious pre-war building located along Central Park West, an exceptional opportunity awaits to transform this six room residence into your dream home. Offering a versatile floor plan, this home can be configured as a 2 bed 3 bath arrangement or the option to include a third bed or dedicated office space for added functionality. See floor plan and full details here.

The Osborne, #10DA
$2,250,000

Midtown West | Cooperative | 2 Bedrooms, 2 Baths

The Osborne, #10DA (Sothebys International Realty)

From the Listing: Elegantly appointed 2 bedroom 2 bath in landmarked full-service well-known building called The Osborne. This traditionally styled classic apartment is fully renovated with custom woodwork and storage throughout. With its elaborate chair rail, crown molding, and 8" baseboard molding, this home exudes attention to detail. The floors are in superb condition and are authentic to the 1885 pedigree. See floor plan and full details here.

41 West 96th Street, #10C
$2,295,000

Central Park West | Cooperative | 4 Bedrooms, 3 Baths

41 West 96th Street, #10C (Compass)

From the Listing: If you’re looking for all the comforts of a real “house” with space, brightness, and character, then you’ll love this rare duplex in one of the Upper West Side’s most treasured areas, an upstairs-downstairs layout with all of the amenities of a supremely located, well-run full-service Prewar building. See floor plan and full details here.

The Saxony, #21
$2,499,000

Riverside Dr./West End Ave. | Cooperative | 4 Bedrooms, 3 Baths | 2,130 ft²

The Saxony, #21 (Compass)

From the Listing: STEP BACK IN TIME to a bygone era when you enter this striking, 8-Room home at the Saxony, Emory Roth’s first residential building constructed at the turn of the century. This grand, 4-Bedroom, convertible 5-bedroom, 3-Bath home has been lovingly maintained by the same family for nearly four decades and is truly an architectural work of art. The gracious layout unfolds beyond the formal entry foyer, which leads to the front entertaining rooms to the right and a long gallery leading to the private, bedroom wing to the left.The high ceilings are punctuated by elegant plaster moldings, beautifully carved classical columns, and stunning woodwork. See floor plan and full details here.

The Woodbury, #3E
$2,500,000

Carnegie Hill | Cooperative | 3 Bedrooms, 2 Baths | 1,668 ft²

The Woodbury, #3E (Douglas Elliman Real Estate)

From the Listing: This bright three-bedroom home in Carnegie Hill is right off Fifth Ave and next door to Central Park. Perfectly situated on a picturesque, tree-lined street the pre-war coop is flanked by architecturally significant buildings. This classic and traditional home opens to a wide gallery hall that leads to a receiving room, conjoining the formal living and dining rooms. See floor plan and full details here.

The Oliver Cromwell, #7DEF
$3,750,000

Central Park West | Cooperative | 4 Bedrooms, 4 Baths

The Oliver Cromwell, #7DEF (Sothebys International Realty)

From the Listing: This newly gut-renovated light-filled triple mint, three bedroom, three-and-a-half bath just off Central Park West is gorgeous and spacious. Enter through a square foyer into a loft-like living and dining room. The contemporary white kitchen, fully renovated with top-of-the-line appliances including a wine fridge, is a happy space in which to cook and talk to friends and family sitting nearby at the breakfast bar. See floor plan and full details here.

360 Central Park West, #2B
$3,850,000 (-3.6%)

Central Park West | Condominium | 3 Bedrooms, 3 Baths | 2,077 ft²

360 Central Park West, #2B (Douglas Elliman Real Estate)

From the Listing: Presenting an exclusive opportunity to reside directly on Central Park with unobstructed and breathtaking park views. Step into elegance at this exclusive residence in the iconic 1929 Rosario Candela building, which has been thoughtfully reimagined by CetraRuddy Architects, this residence perfectly balances historic elegance with modern luxury. See floor plan and full details here.

The Park View, #2A
$4,300,000

East Harlem | Condominium | 3 Bedrooms, 2.5 Baths | 2,282 ft²

The Park View, #2A (Blu Realty Group)

From the Listing: Come home to spectacular Central Park views over Fifth Avenue in this renovated, pre-war Emery Roth designed residence located on Museum Mile. Enjoy the perfect balance of pre-war charm, with a spacious layout, high beamed ceilings and classic details mixed with new world luxury and convenience. With over 40 feet of Fifth Ave frontage, residents will experience the peaceful and serene ambiance of Central Park along with the changing of seasons. See floor plan and full details here.

310 West 72nd Street, #16C
$4,950,000

Riverside Dr./West End Ave. | Cooperative | 4 Bedrooms, 3.5 Baths

310 West 72nd Street, #16C (Brown Harris Stevens Residential Sales LLC)

From the Listing: One-of-a-kind Prewar Penthouse with 10-foot ceilings at 310 West 72nd Street.This rare duplex is a true house, offering elevator access to both the 16th and 17th floors, Southern exposure with open city views from all major rooms, including all four bedrooms. The welcoming entry foyer leads to a loft-like great room with four oversized Marvin windows, soaring ceilings and immaculate hard wood floors. Expansive chef's kitchen with a separate breakfast area offers numerous custom cabinets, stone counters and backsplashes and top of the line appliances. See floor plan and full details here.

50 East 79th Street, #PH21B
$4,995,000

Park/Fifth Ave. to 79th St. | Cooperative | 3 Bedrooms, 3 Baths

50 East 79th Street, #PH21B (Corcoran Group)

From the Listing: A rare opportunity to own a sprawling and sun-filled penthouse apartment with wrap-around terraces and breathtaking Central Park views in a prime Upper East Side location. Upon entry into this special home, guests are greeted through a marble-clad foyer to the three oversized entertaining rooms. With glorious light and two exposures, the expansive 25-foot living room leads onto the widest portion of the terrace, perfect for lounging or dining with a retractable awning. The formal dining room offers two exposures as well, including a stunning Southern view of the Midtown skyline. See floor plan and full details here.

34 West 74th Street, #3C
$6,250,000 (-3.8%)

Central Park West | Cooperative | 3 Bedrooms, 3 Baths

34 West 74th Street, #3C (Sothebys International Realty)

From the Listing: This three-bedroom, three-bath townhouse duplex with three wood burning fireplaces, is gorgeously renovated and has a huge, exquisite, and lush landscaped terrace. A private landing opens to a chic gallery finished in a rich lacquer paint and dividing the public and private spaces of the main floor. The living room has high coffered ceilings, the first of three wood-burning fireplaces, and three sets of floor-to-ceiling wood frame doors, providing access both to the solarium as well as the planted terrace. See floor plan and full details here.

595 West End Avenue, #9A
$7,850,000

Riverside Dr./West End Ave. | Condominium | 6+ Bedrooms, 6+ Baths | 4,950 ft²

595 West End Avenue, #9A (Brown Harris Stevens Residential Sales LLC)

From the Listing: Magnificent high-floor, prewar condominium duplex perched over West End Avenue. This beautifully renovated, palatial 6 bedroom, 6.5 bathroom home offers nearly 5,000 square feet of space spread across two floors and is located in a rare full-service, pre-war condominium. See floor plan and full details here.

910 Fifth Avenue, #1516C
$11,000,000

Park/Fifth Ave. to 79th St. | Cooperative | 4 Bedrooms, 4.5 Baths | 4,000 ft²

910 Fifth Avenue, #1516C (Corcoran Group)

From the Listing: Step inside this immaculate duplex, located on the top floor of Fifth Avenue and 72nd Street. Spanning approx. 4,000 interior square feet; featuring one terrace and two balconies stone was left unturned when designing this bespoke residence. See floor plan and full details here.

The Plaza, #803
$11,600,000

Midtown West | Condominium | 2 Bedrooms, 2.5 Baths | 1,994 ft²

The Plaza, #803 (Compass)

From the Listing: Recognized as the finest and largest two-bedroom layout in the legendary Plaza Private Residences, this extraordinary residence has exceptional views with every grand window framing unobstructed views of Central Park and Uptown Manhattan. Spanning almost 2,000 square feet, enter through a welcoming foyer that leads to an expansive living and dining room, that exudes elegance and sophistication. See floor plan and full details here.

22 East 88th Street, #2AB
$11,950,000

Carnegie Hill | Cooperative | 4 Bedrooms, 6+ Baths | 4,600 ft²

22 East 88th Street, #2AB (Compass)

From the Listing: Rare opportunity to purchase a fully renovated and exceptional 15 into 11 room (4 bedrooms, 6.5 baths, home office, and entertainment room) home perfectly located in the heart of Carnegie Hill. Spanning approximately 4600 sqft, the meticulously designed layout is ideal for hosting large gatherings and contemporary living. Originally 15 rooms, the amount of space and storage throughout this apartment is unparalleled. See floor plan and full details here.

101 Central Park West, #1718G
$12,500,000

Central Park West | Cooperative | 4 Bedrooms, 4.5 Baths

101 Central Park West, #1718G (Compass)

From the Listing: Perfectly located on Central Park and 70th Street, high atop one of New York’s most coveted pre-war cooperatives, 101 Central Park West, is apartment 17/18G. This grandly scaled duplex was beautifully renovated by Alan Wanzenberg, with four bedrooms and four-and-a-half baths, and is ideally configured for gracious living. Flooded with beautiful natural light in every room, the apartment is also unique in that many of the principal rooms feature corner exposures. See floor plan and full details here.

40 East 66th Street, #12B
$18,500,000

Park/Fifth Ave. to 79th St. | Condominium | 6+ Bedrooms, 6+ Baths | 4,913 ft²

40 East 66th Street, #12B (Corcoran Group)

From the Listing: Residence 12B at 40 East 66th Street -Six Bedrooms / Six Baths / Den / Powder Room / 4,913 sqft A Rare Triple-Mint Condo Rosario Candela Building on Madison Avenue with interiors by Jennifer Cohler Mason. This exceptional 6-bedroom residence, situated in a prestigious full-service, white-glove pre-war condominium on Madison Avenue, offers a rare opportunity for discerning buyers. See floor plan and full details here.

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In this article:

⬇ Classic six home for sale on the Upper West SIde

65 Central Park West, #10C
$3,695,000

Classic Six Listings under $2M

138 East 36th Street, #9C
$975,000

955 Lexington Avenue, #5C
$1,000,000 (-16.7%)

The Manchester, #4E
$1,295,000 (-7.2%)

520 West 110th Street, #12C
$1,350,000

430 East 57th Street, #8A
$1,395,000

122 East 82nd Street, #6B
$1,495,000

255 West 98th Street, #3A
$1,499,000 (-6.3%)

875 West End Avenue, #6E
$1,650,000 (-4.3%)

760 West End Avenue, #15E
$1,795,000 (-5.3%)

The Barrington, #2D
$1,895,000

54 Riverside Drive, #11B
$1,985,000

Select which properties are of interest to you:

Newly-listed Pre-war Apartments

315 East 68th Street, #5C
$680,000

44 Gramercy Park North, #6E
$1,550,000

139 West 82nd Street, #3F
$1,695,000

336 Central Park West, #11F
$2,200,000 (-4.3%)

The Osborne, #10DA
$2,250,000

41 West 96th Street, #10C
$2,295,000

The Saxony, #21
$2,499,000

The Woodbury, #3E
$2,500,000

The Oliver Cromwell, #7DEF
$3,750,000

360 Central Park West, #2B
$3,850,000 (-3.6%)

The Park View, #2A
$4,300,000

310 West 72nd Street, #16C
$4,950,000

50 East 79th Street, #PH21B
$4,995,000

34 West 74th Street, #3C
$6,250,000 (-3.8%)

595 West End Avenue, #9A
$7,850,000

910 Fifth Avenue, #1516C
$11,000,000

The Plaza, #803
$11,600,000

22 East 88th Street, #2AB
$11,950,000

101 Central Park West, #1718G
$12,500,000

40 East 66th Street, #12B
$18,500,000

This is your member's center

In this article:

⬇ Classic six home for sale on the Upper West SIde

Classic Six Listings under $2M

Select which properties are of interest to you:

Newly-listed Pre-war Apartments

Select which properties are of interest to you:

Listings in this article

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