Rare owner-user opportunity in the heart of Hollywood featuring two fully independent, remodeled residences on one lot. Ideal for buyers seeking a primary home with built-in rental income, multigenerational living, or a separate work-from-home space, this legal side-by-side duplex offers the flexibility and privacy rarely found in the current marketplace. The vacant main residence at 1322 N Cherokee Ave is a distinctive 2-bedroom, 2-bath Craftsman highlighted by soaring ceilings, polished concrete floors, a dramatic spiral staircase, private balcony, walk-in closet, and a beautifully secluded backyard with a private patio & seating area. Recent improvements include new carpeting, refrigerator/freezer, dishwasher, chandelier, and fencing. Adjacent, 1320 N Cherokee Ave is a well-appointed 2-bedroom, 1-bath residence currently generating $3,000 per month in rental income, providing immediate supplemental income while maintaining privacy between units. Recent upgrades to 1320 include a new roof, new patio, upgraded electrical panel, new dishwasher, new washer and dryer, and comprehensive A/C reconditioning. Unlike many duplex properties, each residence benefits from its own private driveway (to the left of each unit) and outdoor space, enhancing the feeling of two separate homes while preserving the income-producing advantages of duplex ownership. Situated on a quiet residential street moments from the Hollywood Walk of Fame, Hollywood & Highland, the Hollywood Bowl, world-class dining, entertainment, and transit, the property is further enhanced by desirable RD1.5 zoning, offering future potential for those looking to maximize long-term value. A unique opportunity to enjoy the benefits of homeownership while offsetting expenses with established rental income in one of Los Angeles’ most vibrant and iconic neighborhoods.