An extraordinary opportunity to own one of Hoboken's most historically significant residences, seamlessly blending timeless brownstone elegance with modern luxury. This distinguished home is part of the city's rich heritage, having been purchased by Frank Sinatra for his parents in the 1940s, adding a remarkable provenance that few properties can claim. Offered for sale is a fully gut-renovated owner's duplex paired with a renovated one-bedroom garden apartment, creating a unique opportunity for multigenerational living, guests, a private home office, au pair quarters, or supplemental rental income. Every inch of this exceptional duplex condo has been thoughtfully redesigned while preserving the timeless character and architectural integrity that define Hoboken's iconic brownstones. The owner's duplex showcases soaring ceilings of nearly 12 feet on the parlor level, exquisite custom millwork, wide-plank hardwood flooring, oversized windows, and designer lighting throughout. Designed for both elegant entertaining and comfortable everyday living, the parlor level features a gracious living room anchored by a beautiful fireplace that flows seamlessly into a formal dining room before opening into the spectacular chef's kitchen. Designed to impress, the kitchen is the true heart of the home, featuring custom cabinetry that reaches to the to the ceiling and provides additional storage while highlighting the volume of the space, premium Wolf and Sub-Zero appliances, abundant storage, and an oversized quartz waterfall island that serves as a stunning centerpiece. An additional walk-in storage room discreetly located behind the kitchen provides exceptional pantry and storage space rarely found in brownstone living. Just beyond the kitchen, a thoughtfully designed mudroom offers everyday convenience while providing direct access to the expansive private backyard, creating a seamless transition between indoor and outdoor living. The second floor of the duplex offers three generously proportioned bedroom suites, each featuring its own beautifully appointed en suite bathroom. The luxurious primary suite serves as a true retreat, highlighted by a spa-inspired bathroom featuring a dual vanity with marble countertops, brass hardware, porcelain tiled walls, and a sizable walk-in closet. Both residences are thoughtfully appointed with their own in-unit washer and dryer, offering exceptional convenience and privacy for owners and guests alike. Each home is equipped with its own central heating and air conditioning system, while the owner's duplex is further enhanced by a premium high-velocity HVAC system that delivers efficient, whisper-quiet climate control while preserving the home's timeless architectural character. Outside, the expansive private backyard offers a rare urban oasis, providing ample space for outdoor dining, entertaining, gardening, or simply relaxing in complete privacy. Perfectly situated in one of Hoboken's most coveted blocks, just moments from Washington Street, parks, restaurants, boutique shopping, the waterfront, and direct transportation to Manhattan, this truly one-of-a-kind residence represents far more than a luxury condo. Rental parking two blocks away.