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49 West 72nd Street via Gael Georges/The Corcoran Group 49 West 72nd Street via Gael Georges/The Corcoran Group
To look at the Upper East Side, the Upper West Side, and certain downtown neighborhoods, the stately prewar architecture can appear unattainable. Median New York listing prices of $1.9 million for condos and $925K for co-ops (per CityRealty listings) would appear to reinforce that impression. However, a closer look shows that there are bargains to be found in the unlikeliest places. The following listings come in under $1 million and well under the neighborhood median price of similar units.

Uptown Classic
170-West-89th-Street-1 All images of 170 West 89th Street via Rob Socha/The Corcoran Group
170-West-89th-Street-2 Kitchen
170-West-89th-Street-3 Bedroom
Prewar walkup on the Upper West Side is beautifully enhanced with high ceilings, exposed brick walls, baseboard moldings, French doors, and seven windows looking out on open views. Recent upgrades include new hardwood floors, vented washer/dryer, fully renovated bath, and custom cabinetry and new appliances in the open kitchen. The building welcomes pets and offers a bike room and storage. See floor plan and full details here.

Chelsea Chic
261-West-22nd-Street-1 All images of 261 West 22nd Street via Compass
261-West-22nd-Street-2 Foyer and living room
261-West-22nd-Street-3 Kitchen
Classic co-op in an excellent downtown location is rich in prewar details like high ceilings, exposed brick in the bedroom, and hardwood floors throughout. These were carefully preserved in the renovations, which include an updated windowed bath and new Carrera marble backsplash in the eat-in kitchen. Chelsea's best restaurants, nightlife, culture, and transportation are a short walk from the building. See floor plan and full details here.

Exquisite East Side Co-op
520-East-76th-Street-1 All images of The John Jay House via Al Seidman of VHT/The Corcoran Group
520-East-76th-Street-2 Kitchen
520-East-76th-Street-3 Bedroom
Expansive apartment in a full-service building is filled with natural light from wall-to-wall windows. Additional features include expansive living room, dining foyer off the kitchen, and abundant closet space throughout. Amenities and staff include live-in superintendent, laundry room, storage, and furnished roof deck with river views. See floor plan and full details here.

Fantastic Fifth Avenue Home
1400-Fifth-Avenue-1 All images of 1400 on Fifth via Redfin Real Estate
1400-Fifth-Avenue-2 Kitchen
1400-Fifth-Avenue-3 Master bedroom
Stylish apartment on upper Fifth Avenue enjoys open layout, western exposure, and abundant closet space. A tax abatement is in effect until 2030, and amenities include private garden, on-site parking, bike room, storage, and fitness center. Central Park, restaurants, shopping, and transportation are a short walk from the building. See floor plan and full details here.

Heavenly Living in Hell's Kitchen
349-West-44th-Street-1 All images of The Raymond via Gael Georges/The Corcoran Group
349-West-44th-Street-2 Kitchen
349-West-44th-Street-3 Bath
Charming apartment in the heart of Hell's Kitchen is rich in exposed brick, prewar architectural details, and closet space. Building amenities include storage lockers, common laundry rooms, outdoor patio, and the services of a live-in superintendent. The Theater District, Restaurant Row, Central Park, Hudson Yards, and several transportation options are on all sides of the building. See floor plan and full details here.

Downtown Dream
88-Greenwich-Street-1 All images of Greenwich Club via Red Star New York LLC
88-Greenwich-Street-2 Kitchen
88-Greenwich-Street-3 Bedroom
Beautifully laid out apartment in an amenity-rich Financial District building is filled with light from south-facing windows and enhanced with 10' ceilings. The large kitchen offers ample storage and top-of-the-line appliances. The doorman building offers a massive health club, a billiard room, a screening room, a sky deck, and easy access to World Trade Center, World Financial Center, Brookfield Place, the South Street Seaport, Battery Park, and the Fulton Transit Center. See floor plan and full details here.

Yorkville Luxury
514-East-82nd-Street-1 All images of 514 East 82nd Street via Rise Media/The Corcoran Group
514-East-82nd-Street-2 Foyer and living room
514-East-82nd-Street-3 Bedroom
Beautifully laid out apartment in a prime Upper East Side location boasts soaring ceilings, triple exposures, and windows in every room including the kitchen and bath. Both bedrooms have ample closet space, and the master bedroom comfortably accommodates a queen-size bed. The building is conveniently located near top restaurants, shopping, schools, and transportation. See floor plan and full details here.

Rarity in Riverdale
4465-Douglas-Avenue-1 All images of Hayden on Hudson via Robert E. Hill
4465-Douglas-Avenue-2 Kitchen
4465-Douglas-Avenue-3 Bedroom
All windows in this spacious condo overlook the Palisades and the Hudson River, and a private terrace off the open living room is ideal for enjoying them. Additional features include newly renovated kitchen, spacious bedrooms, updated baths, and abundant closet space. Full-service condominium offers 24-hour concierge service, gym, tennis court, seasonal pool, and valet parking. See floor plan and full details here.

Central Park Style
49-West-72nd-Street-1 All images of 49 West 72nd Street via Gael Georges/The Corcoran Group
49-West-72nd-Street-2 Living room
49-West-72nd-Street-3 Bedroom
South-facing corner co-op is rich in prewar details and classic New York views from triple exposures. Additional features include a renovated open kitchen, a large master bedroom with two large closets, and a renovated windowed bath. Central Park, the American Museum of Natural History, the New York Historical Society, and popular Upper West Side dining and shopping are conveniently located nearby. See floor plan and full details here.

Park Avenue Perfection
784-Park-Avenue-1 All images of The Ramondo via Level Group
784-Park-Avenue-2 Kitchen
784-Park-Avenue-3 Bedroom
Located in an Emery Roth-designed cooperative, this stately apartment boasts oversized windows, crown moldings, herringbone hardwood floors, and abundant prewar details. The windowed kitchen is outfitted with custom cabinetry and high-end appliances. The bedroom features southern and eastern exposures, two closets, custom cabinetry, and a built-in desk. See floor plan and full details here.
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