This architecturally striking 4,500-square-foot triplex penthouse loft spans the top floors of a restored Italianate limestone building in the South Tribeca Historic District. Fully gut renovated —with all systems, finishes, and outdoor areas rebuilt—this five-bedroom, four-and-a-half-bathroom home features soaring 25-foot ceilings, dramatic skylights, two private terraces, and a layered interior layout that combines grand entertaining space with comfortable, flexible living. Enter directly via keyed elevator into a 39-foot-long great room with oversized windows, open city views, and a wood-burning fireplace. Oak chevron floors run throughout the entertaining level, connecting to a large chef’s kitchen with adjacent dining room and built-in bar with wine fridges. Off the top floor, a wrap terrace includes a built-in gas grill, multiple seating areas, and panoramic views toward both downtown and uptown. A second outdoor space—currently configured as a netted sports court—is accessible from the middle level. The home’s 5+ bedrooms are spread across all three floors, offering privacy and flexibility. On the second level, the primary suite includes three walk-in closets and a spa bath with steam shower, soaking tub, and radiant heated floors. A separate guest suite, generous secondary bedrooms, and beautifully finished bathrooms are outfitted in custom quartzite stone and brass hardware. A cantilevered brass-and-glass staircase connects all levels and leads up to a sun-drenched lounge room—ideal as a gym, media space, or study—with two exposures and direct terrace access. Additional features include a full laundry room, powder room, oversized walk-in entry closet, and extensive custom built-in closets throughout. The apartment is fully alarmed and monitored with cameras at all entry points and outdoor areas. Smart home upgrades include zoned HVAC with Kumo Cloud app control, full Sonos with in-ceiling speakers (indoor and out), full Lutron lighting, automated blinds, and a whole-house ADT system. All controlled via apps. 45 Warren Street is a five-unit boutique building originally constructed in 1854 and recently restored throughout, including a newly designed lobby, keyed elevator with fob access, virtual doorman, and private locked storage. Located on a quiet, tree-lined block in the heart of Tribeca with immediate access to parks, restaurants, schools, and every major subway line.