This grand and luxurious duplex penthouse occupies the top two floors of the historic Whitman Mansion and offers over 9,500 square feet of indoor/outdoor living space with 4 terraces and unobstructed views overlooking Madison Square Park! A private keyed-elevator landing with secured entrance foyer leads to a massive sky-lit great room with high ceilings, wide-plank rift oak floors and brilliant southern light through a wall of Palladian-style windows with multiple french doors opening onto an enchanted park-side terrace. Beyond this magnificent room, you'll find the enormous custom Arclinea chef's kitchen with separate dining area and lounge. Clearly designed for one who loves to cook and entertain, this dream kitchen features a large center-island with open shelving, deep marble countertops, endless custom white lacquer cabinetry, a full Miele appliance suite and an impressive dual temperature-controlled wine refrigerator that is itself a work of art! Completing the floor is a private guest wing featuring three spacious bedrooms with en-suite baths, staff quarters and a large separate laundry room. The luxury continues upstairs where you'll find the palatial primary bedroom suite, a serene sanctuary bathed in light and featuring two separate bathrooms, a large dressing room with floor-to-ceiling closets, a deep soaking tub and two private terraces. In addition, there is a large media room with full bathroom and direct access to an enormous south-facing entertaining terrace with multiple seating areas and spectacular views overlooking the treetops of Madison Square Park and the city skyline beyond including the iconic Flatiron Building and Met Life Clock Tower. Every inch of this immaculate home has been carefully considered with luxury and comfort in mind. Additional amenities include multi-zoned central heating and air-conditioning, a Crestron smart-home system with speakers in all major rooms and a tasteful powder room for guests. Built in 1924 in the Georgian style, the impressive 6-story Whitman Mansion is an architectural gem that is perfectly positioned overlooking Madison Square Park. The boutique 4-unit building offers a full-time doorman, intimate lobby, private locked storage and a key-locked elevator assuring maximum privacy and security. And of course, there's the location, putting you right at the gateway of Downtown, with New York's best restaurants, shopping, Eataly Food Market and Madison Square Park with its dog run and children's playground right at your doorstep. Enjoy the space and privacy of a grand townhouse with the ease and convenience of a full-service luxury building. Truly one-of-a-kind! Shown by appointment.