5-bedroom apartment for sale in Midtown South-Flatiron-Union Square

Penthouse Jewel with an Expansive Private Rooftop Oasis A truly exceptional Flatiron residence, this rare, five bedroom, duplex combines approximately 5,000 square feet of exquisitely renovated interiors with an extraordinary private rooftop oasis. Arrive by key-locked elevator directly into a private foyer on the lower level, which opens to an impressive 40-foot-wide corner living room. Designed for both grand entertaining and comfortable everyday living, this level features soaring proportions, abundant natural light, and beautifully preserved architectural loft details. The open chef's kitchen is appointed with custom cabinetry, premium stone countertops, and top-of-the-line integrated appliances, including a Thermador six-burner gas range, Sub-Zero refrigerator and freezer, Bosch dishwasher, and Wolf microwave. A generous island provides seating for four, while the adjacent dining area comfortably accommodates twelve guests. The southern wing of this floor offers a spacious den and three bedrooms, including a secondary primary suite with a walk-in closet and large en-suite bath. A second full bathroom with tub and an oversized laundry room provide additional convenience. A powder room completes this level of the home. A dramatic floating staircase leads to the upper level, where a spectacular skylit great room awaits. Centered around a large gas fireplace, this extraordinary entertaining space features floor-to-ceiling sliding glass doors that open directly onto an enormous, meticulously landscaped private terrace. The expansive two-level outdoor oasis is a rare urban retreat, thoughtfully designed for seamless indoor-outdoor living and entertaining. Multiple seating and dining areas provide the perfect setting for intimate gatherings or large-scale entertaining, all framed by iconic Manhattan views, including the Empire State and MetLife Buildings. Back inside, a second skylit kitchen and wet bar make entertaining effortless, whether hosting indoors or taking the celebration outside. The luxurious primary suite is privately positioned beyond the great room and features an oversized walk-in closet and spa-inspired en-suite bath with dual sinks, a separate shower, and a deep soaking tub. An adjacent bedroom, currently configured as a home office, can easily serve as a fifth bedroom. A full bathroom with shower across the hall also functions as a convenient guest powder room. The magnificent loft has been comprehensively renovated with central air and modern infrastructure while thoughtfully preserving its pre-war character, including original architectural details and exposed brick. Located on a picturesque, tree-lined block between Park Avenue South and Broadway, 40 East 19th Street is a boutique, pre-war co-op offering key-locked elevator access directly into the residence, with a video intercom for security and convenience. Set in the heart of the coveted Flatiron neighborhood, this home is moments from Union Square Park, Madison Square Park, and Gramercy Park, with an exceptional selection of Michelin-starred restaurants, luxury shopping, and convenient transportation options nearby, including the 4/5/6, N/Q/R/W, and L subway lines. A rare combination of scale, privacy, character, views and spectacular outdoor space, this one-of-a-kind penthouse offers an extraordinary opportunity. Contact us today to arrange your private showing. Maintenance: $12,911.67/month $154,940.04/year before abatement $11,488/month $137,853/year including the co-op/condo abatement for primary residents