Residence 5C at 76 West 85th Street is a rarely available prewar duplex condominium that combines the warmth and charm of the Upper West Side with the character of a loft-style home. Situated within an intimate boutique building moments from Central Park, this thoughtfully designed two-bedroom, two-bath residence offers an efficient and flexible layout, multiple private outdoor spaces, and a unique sense of separation between living areas. The main level features inviting proportions, rich mahogany hardwood floors, and an open living and dining area with approximately 11-foot ceilings and oversized south-facing windows that fill the home with natural light. The open kitchen integrates seamlessly into the living space, offering practical storage and prep capacity while maintaining an easy flow for both everyday living and entertaining. Just beyond the living area, a sunny south-facing planting terrace creates a peaceful outdoor extension of the home, ideal for morning coffee, outdoor dining, or quiet relaxation surrounded by greenery. The duplex configuration thoughtfully separates the bedrooms across two levels, creating privacy and flexibility for guests, work-from-home needs, or creative use. A charming staircase adds architectural character and connects to the upper level, which opens onto an expansive private roof deck — a rare and highly desirable feature in the neighborhood, perfect for entertaining, lounging, or enjoying open city views. Both bathrooms have been well maintained, including recent improvements to the upstairs shower, and the apartment has been carefully upgraded over time. Additional features include a washer/dryer, dishwasher, windowed kitchen, foyer entry, excellent wall space for art, and flexible living arrangements throughout. A movable sound-isolation booth currently incorporated into the apartment presents a unique opportunity for musicians, podcasters, recording artists, or anyone seeking an exceptionally quiet workspace while preserving the versatility of the room itself. Built in the prewar era, this boutique condominium offers a classic residential experience with a live-in superintendent, laundry room, pet-friendly policies, garden access, and low monthly carrying costs. The building’s traditional Upper West Side character complements the home’s comfortable duplex layout and loft-inspired details. Perfectly positioned just off Central Park, 76 West 85th Street places residents moments from some of the neighborhood’s most beloved destinations, including the Museum of Natural History, local cafés and restaurants, neighborhood markets, and multiple subway lines. This is a distinctive opportunity to own a charming duplex home with private outdoor space, architectural character, and condominium flexibility in one of Manhattan’s most enduring neighborhoods.