Iconic Beekman Art Deco Duplex Penthouse with wraparound Garden Terrace

All showings are by appointment only.

Perched atop one of Beekman and Sutton Place's most distinguished prewar cooperatives, the Penthouse at 444 East 52nd Street is a timeless duplex retreat with an architectural pedigree as rich as its skyline views. Once the home of literary legends F. Scott Fitzgerald and Dorothy Parker, this storied residence offers nearly 3,000 square feet of interior space and an extraordinary 1,400-square-foot wraparound terrace with panoramic views of the Manhattan skyline and East River.

A true garden in the sky, the fully landscaped terrace encircles the entire upper level, featuring multiple seating areas, terracotta tiling, lush greenery, integrated irrigation, ambient lighting, and a built-in audio system-ideal for elegant entertaining or quiet evenings under the stars.

Inside, the 11th floor unfolds with 10-foot ceilings, a wood-burning fireplace, hand-pegged oak floors, and a rare continuity of light and air, with French doors in every room opening onto the terrace. A dramatic 60-foot-long arched gallery creates a natural rhythm between the formal living and dining rooms, perfect for grand entertaining. The stately dining room looks onto the garden terrace, while the windowed chef's kitchen-finished in rich mahogany and granite-offers both craftsmanship and comfort. A powder room with skylight and a flexible staff room (currently used as an office) complete the upper level.

The 10th floor is dedicated to privacy and spaciousness. The expansive primary suite includes two separate windowed bathrooms-a rare prewar luxury-a dressing room, and abundant custom mahogany closets. Two additional bedrooms, one with a second fireplace, each include en-suite baths and generous storage. This level also offers a dedicated laundry area, additional storage, and access via both a private internal staircase and building elevator. PTAC units provide year-round climate control throughout the home.

Built in 1929 by De Pace & Juster, 444 East 52nd Street is a 13-story Art Deco jewel with Gothic and Tudor flourishes, crowned by three striking thunderbird sculptures. Tucked away on a quiet East River cul-de-sac in the prestigious Beekman enclave, the building offers full-time door staff, a live-in resident manager, and a classic white-glove cooperative experience.

Pied-à-terre ownership and pets are welcome.

Flip tax: 1 year of maintenance
Shares: PH: 1,625 / 10B: 240
Financing: 75% permitted