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While New York's skyline and streetscapes are transformed by soaring, amenity-rich new construction, that is not to say that the prewar buildings of yesteryear have been consigned to the past. Homes in these buildings still regularly rank among the city's top sales and contracts, and their rich history and occasional status as New York City Landmarks are two things even the most ambitious new condo can't provide. Moreover, the expansive proportions and clearly divided floor plans of prewar apartments are experiencing a new appreciation following months of living, working, learning, exercising, and relaxing at home. Below, see a selection of gorgeous listings in some of New York's most attractive buildings.

In this article:

280 West 11th Street
280 West 11th Street West Village
The Towers of the Waldorf Astoria, 303 Park Avenue
The Towers of the Waldorf Astoria, 303 Park Avenue Midtown East
The Sherry Netherland, 781 Fifth Avenue
The Sherry Netherland, 781 Fifth Avenue Park/Fifth Ave. to 79th St.
36 Gramercy Park East
36 Gramercy Park East Gramercy Park
The Cary Building, 89 Reade Street
The Cary Building, 89 Reade Street Tribeca
145-West-80th-Street-01 All images of 145 West 80th Street via Elegran
Upper West Side co-ops
From the Listing: Rare opportunity to purchase a place steps from Central Park and the Museum of Natural History! This stunning lofty studio apartment features original prewar detail from 1890, beautiful 9-foot double-door entry, wood-burning fireplace, south facing windows with stained glass detail, and 12+ foot ceilings. The home has been updated throughout without compromising on the pre-war charm. The apartment features through the wall AC, basement storage, bike room, laundry in building, resident handyman, built-in bookcase, open-kitchen plan, renovated kitchen and bathroom, wood shutters, loft bedroom, and great storage space. See floor plan and full details here.

371-West-120th-Street-01 All images of The Gracemore via Brown Harris Stevens
Harlem co-ops
From the Listing: Beautiful and Sunny four-bedroom coop apartment with wonderful views of Morningside Park! The central feature of this sunny apartment is the fully-renovated large open kitchen complete with stacked Bosch washer and dryer, stainless steel appliances and generous counter space and cabinetry. There is recessed lighting throughout the unit and a perfect gallery hallway to hang all your art and pictures. The apartment is already wired and ready for Verizon FIOS. The building has a community room that can be rented by the shareholders, and there is also a common outdoor space for the shareholders to enjoy.

HDFC income requirements apply at 120% of the Area Media Income (AMI): One resident can make up to $100,320, two residents: $114,600; three up to $128,880 and four residents up to $143,160. Primary residence only.
See floor plan and full details here.

147-Lafayette-Street-01 All images of 147 Lafayette Street via Douglas Elliman
Fort Greene coops
Brooklyn co-ops
From the Listing: This top-floor two-bedroom offers the perfect mix of original prewar detail (hardwood floors, doors with transom windows above, casement windows, cake topping moldings and decorative fireplace) and modern updates, such as a tastefully upgraded kitchen with stainless steel appliances (including combo washer/dryer), white solid surface countertops, beautiful blue cabinetry and sleek light fixtures. The lovely bathroom boasts a new medicine cabinet, vanity and skylight. Both bedrooms face north and overlook the co-op's quiet garden. See floor plan and full details here.

26-East-10th-Street-01 All images of The Beaucaire via Sotheby's International Realty
Greenwich Village co-ops
From the Listing: Welcome to unit 3G, a graceful one-bedroom, one-bathroom home located in prime Greenwich Village. This exceptional home has been beautifully renovated displaying the perfect blend of pre-war charm with modern touches. Enter into a large foyer and arrive at the inviting living room with its high ceilings, crown moldings, wonderful light from the large window and a wood-burning fireplace with a carved mantel. The living room features French doors that open to the kitchen as well as an ornate Juliet balcony overlooking picturesque 10th Street. Separate from the living room is an ample sized eat-in-kitchen with granite countertops, state-of-the-art stainless-steel appliances and a windowed dining nook for casual meals. See floor plan and full details here.

199-Prince-Street-01 All images of 199 Prince Street via Brown Harris Stevens
Soho condos
From the Listing: Find your happy place in this bright and airy top-floor 2-bedroom, 1-bath condo with everything you need in an apartment. Eat in a stylish chef's kitchen with professional appliances, dishwasher, washer dryer. Exposed brick walls, hardwood floors, high ceilings and HVAC system are some of the key features you will enjoy. See floor plan and full details here.

50-East-10th-Street-01 All images of 50 East 10th Street via Compass
Greenwich Village co-ops
From the Listing: Apartment 7J is a beautifully maintained move-in ready one bedroom in one of the most desirable prewar co-op buildings in prime Greenwich Village. With approximately 1,050 square feet, one and one half bathrooms, high beamed ceilings and stunning mahogany-stained hardwood floors, 7J is a spacious home with bright and open northern views overlooking 10th Street. Enter through the gracious foyer with multiple closets and then into the expansive living/dining area with beautiful casement windows, through-wall A/C and the original fireplace mantel. The windowed kitchen features ample counter space and storage and an adjacent half bathroom. The oversized bedroom has a walk-in closet, en-suite bathroom, and through-wall A/C. See floor plan and full details here.

2109-Broadway-01 All images of The Ansonia via Sotheby's International Realty
Upper West Side condos
From the Listing: Rarely available, fully renovated, penthouse living in this 2-bedroom, 1-bathroom sun-filled sanctuary in the iconic Ansonia condominium. Enjoy incredible river and city views through stunning arched windows and an impressive over-sized living/dining room, perfect for entertaining. This special apartment also features incredible prewar detail, a windowed chef's eat-in kitchen, 10-foot soaring ceilings, hard wood floors and plenty of closets. The Ansonia is in a great Upper West Side location, with close proximity to Central Park, Riverside Park, and a variety of upscale shops and restaurants. See floor plan and full details here.

180-West-58th-Street-01 All images of The Alwyn Court via Brown Harris Stevens
Midtown West co-ops
From the Listing: Once part of a 14-room home, this rarely available over-sized two-bedroom home echoes scale and elegance of yesteryears. It boasts 11-foot ceilings and south and west exposures that span across the front of this iconic jewel. 9D evokes Alwyn's storied past with a 30-foot x 18-foot parlor room, anchored by an understated wood-burning fireplace! This home is in pristine condition with accented walls filled with bookcases and massive walls for one's art collection. The Bauhaus-inspired kitchen celebrates a Sub-Zero, Viking, and Miele appliances. Both sun-filled bedrooms boast 18 feet of room! McQuay HVAC in the living room. See floor plan and full details here.

1235-Park-Avenue-01 All images of 1235 Park Avenue via Sotheby's International Realty
Park Avenue co-ops
From the Listing: Enter this perfectly renovated Park Avenue condo through the elegant arched foyer into the light filled living room with prewar details and grand proportions. Crown molding and hardwood flooring are some of the special highlights of this beautiful home. The state-of-the-art eat-in chef's kitchen, with an adjacent dining/multi-purpose room, features custom cabinetry, a four-burner Wolf cooktop, a Miele oven and microwave, a Bosch dishwasher, along with both a Sub-Zero refrigerator and wine refrigerator. The private bedroom wing features a spacious primary suite with a large walk-in closet and a renovated en suite oversized bathroom with two separate sinks and radiant floor heating. The second bedroom is large enough for 2 twin or a king bed, complete with ample closet space, along with an adjacent full bath. See floor plan and full details here.

89-Reade-Street-01 All images of The Cary Building via Nest Seekers
Tribeca condos
From the Listing: A stunning Tribeca condo nestled in the landmarked, 19th century Cary Building, the world-renowned Leopoldo Rosati-designed 2-bedroom/3-bathroom home is a seamless blend of contemporary elegance and prewar charm. Features of this 1,617-square-foot apartment include 11' high ceilings, gorgeous wide-plank oak floors, original restored cast-iron columns, exposed brick accent walls, a convenient in-home washer/dryer, a bonus accessory space, and a thoughtful split-wing layout. The semi-open kitchen is accessed via a pair of pocket doors and is equipped with dark stone countertops and backsplashes, endless custom cabinetry with under-cabinet lighting, a pass-through bar, and collection of fully integrated Bosch and Liebherr appliances including under-counter wine fridge. See floor plan and full details here.

36-Gramercy-Park-East-01 All images of 36 Gramercy Park East via Sotheby's International Realty
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Gramercy Park co-ops
From the Listing: Investor only. Tenant in place. A gracious 2-bedroom home with 2 full bathrooms features a sun-filled living room with a decorative fireplace and bay windows, windowed kitchen with granite countertops, washer and dryer, handcrafted ceiling moldings, classic herringbone floors, and high ceilings throughout. This pre-war beauty is enhanced by the breathtaking views of Gramercy Park from every room. The building offers 24-hour doorman and concierge, bicycle storage, and a key to access Gramercy Park, the private park in the city. See floor plan and full details here.

1-Wall-Street-01 All images of One Wall Street via Compass
Financial District condos
From the Listing: Residence 2514 is a spacious three-bedroom, two-bathroom home featuring a large foyer with space for a home office, ample closet space, and natural light. The seamless floor plan is entirely unique within the building and has stunning eastern views of the sunrise. The building's one-of-a-kind residences maintain the integrity and sprawling character of the 1930s scale, boasting ceiling heights over ten feet throughout and wide-plank French Oak hardwood floors. The kitchen, designed by Harry Macklowe himself, provides seamless technology coupled with classic elegance. See floor plan and full details here.

1-West-72nd-Street-01 All images of The Dakota via Warburg Realty Partnership
Central Park West co-ops
From the Listing: An apartment that can be best described as a work of art has come to market in the famed Dakota. This 2/3-bedroom apartment is adorned with 14-foot ceilings, 9.5-foot arched windows and prewar details only belonging to this famed building. The apartment has been renovated to perfection and tastefully appointed. The home has been meticulously restored to showcase its historic character and detail while, at the same time, a mint renovation provides all modern updates and conveniences. The refinishing of the woodwork has been widely recognized as among the very best in the building; original wood flooring; 4 working fireplaces; 10-foot doors, three bathrooms all in stone by the celebrated late architect, Margaret Helfand; kitchen cabinets updated but modeled on Dakota originals and top of the line appliances all complete this masterpiece. See floor plan and full details here.

300-Central-Park-West-01 All images of The Eldorado via Warburg Realty Partnership
Central Park West co-ops
From the Listing: Perched high above the park and reservoir with birds eye views sits this one-of-a-kind six-room apartment with most gracious dimensions and classic layout. Sophisticated and understated, with light streaming in all day long, this apartment is perfect for entertaining as well as quiet times at home watching the park from your windows. Living room, primary bedroom and en-suite bath all have windows directly on the Park, while the kitchen and office have beautiful western views and sunsets. See floor plan and full details here.

781-Fifth-Avenue-01 All images of The Sherry Netherland via Douglas Elliman
Fifth Avenue co-ops
From the Listing: Live above Gotham in this Art Deco work of art! This spectacular 4-room high floor aerie is perched atop the iconic Sherry Netherland Hotel on Fifth Ave and boasts expansive views of Central Park and the Manhattan skyline. The large corner living room features open north and west vistas and features a unique dining solarium with 270-degree views and its one-of-king wrap around terrace. The adjacent sunny and spacious primary suite with northern and eastern exposure includes a dressing area and tremendous onyx bath. A pristine chef's kitchen with built-in banquette for casual dining completes this exquisite home. See floor plan and full details here.

303-Park-Avenue-01 All images of The Towers of the Waldorf Astoria via Douglas Elliman
Park Avenue condos
From the Listing: Own a piece of history at The Towers of the Waldorf Astoria! Residence 3610 is a 1,705-square-foot corner two-bedroom, two-and-a-half-bath home which offers a split bedroom layout with open eastern views and a dramatic view of the Chrysler Building to the south. All interiors have been artfully designed by AD100 Designer Jean-Louis Deniot. One accesses the residence via traditional key or programmable keyless entry system, and the home will have a fully integrated Concierge Closet - a unique and secure portal for the private delivery of packages, dry cleaning, and room service 24-hours a day. The corner living and dining area is flooded with southern light and offers Chrysler Building views to the south. See floor plan and full details here.

183-185-West-4th-Street-01 All images of 183-185 West 4th Street via Sotheby's International Realty
Greenwich Village townhouses
From the Listing: First time on the market in 22 years! There are a pair of little houses in the West Village that have always intrigued passers-by: 183 and 185 West 4th Street. Industrialist and art collector Armand Hammer made the place his home in the bohemian Greenwich Village of the 1920s. Today, masterfully restored by renowned architectural team Fairfax & Sammons, these two historic structures have been combined to create a singularly magical retreat. In the neotraditional mode, the home welcomes you into the elegance of an earlier age, completely updated to 21st century standards. The Fairfax & Sammons signature style is evident in every room, on every surface, and everywhere the eye falls is a delight. See floor plan and full details here.

171-West-71st-Street-01 All images of The Dorilton via Sotheby's International Realty
Upper West Side apartments
Upper West Side penthouses
From the Listing: Built in 1902 and designed by the New York-based architectural firm of Janes & Leo for real estate developer Hamilton M. Weed, the grand and beautiful Dorilton was constructed in the Beaux-Arts style and is rightfully regarded as an architectural tour de force. This unique duplex residence was recently renovated by designer Alan Wanzenberg and features exceptional original moldings and architectural details, stunning herringbone wood floors, and a wonderfully flexible floorplan for gracious entertaining and comfortable family living. The large angled corner living room is anchored around an elaborate, marble-mantled decorative fireplace and picture windows facing south and west. See floor plan and full details here.

285 Central Park West
285-Central-Park-West-01 All images of The St. Urban via Corcoran
Central Park West co-ops
Upper West Side apartments
From the Listing: This enormous and exquisite five-bedroom and four-bathroom home with roughly 3,750 square feet and nearly 11-foot ceilings is a rare example of sheer size and turn-of-the-century elegance. This massive volume of space is further pronounced by sweeping Central Park and Reservoir views from picturesque oversized windows. Upon entering the apartment, a gracious gallery inescapably draws you to the immense living room that is warmed with restored prewar details and an ornamental fireplace. Coved ceilings, huge mahogany doors, stunning French doors and classic mouldings effortlessly flow between rooms. The vast formal dining room offers plenty of room to entertain guests while the separate bedroom wings offer considerable options for privacy. See floor plan and full details here.

280-West-11th-Street-01 All images of 280 West 11th Street via Brown Harris Stevens
West Village townhouses
Village townhouses
From the Listing: 280 West 11th Street is an elegant 25.67-foot-wide Federal townhome located on beautiful West 11th Street between West 4th Street and Bleecker Street. This six story home is now vacant and waiting for your creativity and imagination to create a grand mansion overlooking a massive garden. Originally built as of one of nine houses in 1818 for clothing merchant Aaron Henry, the home was redesigned by Emilio Levy in 1929 for C. Rosenthal and famed artist, pacifist, and feminist Anita Parkhurst Wilcox. With nearly 8,000 square feet of living space, eight wood burning fireplaces, and being part of an exclusive private garden club, this home presents a very rare opportunity in the West Village. See floor plan and full details here.

145-Central-Park-West-01 All images of The San Remo via Warburg Realty Partnership
Central Park West apartments
From the Listing: First offering of an Impeccably renovated 5,000-square-foot 10 (was 13) room home in the iconic San Remo. Enormous rooms, brilliant light, French doors opening onto the Park. Now configured as three bedrooms, four bathrooms and a powder room, plus a room-sized, fully built-out dressing room, this is the most glamorous and livable apartment available today on Central Park West. See floor plan and full details here.

Would you like to tour any of these properties?
Just complete the info below.
  1. Select which properties are of interest to you:

Or call us at (212) 755-5544
Would you like to tour any of these properties?