Brimming with timeless cottage bungalow charm, this exceptional downtown Livermore property offers the perfect blend of historic character, modern updates, and outstanding versatility. Ideally located just moments from the vibrant downtown district, the property features a beautifully renovated 973± sq. ft. main residence and a newer constructed 633± sq. ft. detached ADU, completed in 2023. The inviting 2-bedroom, 2-bathroom main home was thoughtfully renovated in 2023 with a new roof, windows, HVAC system, electrical, plumbing, cabinetry, and appliances, while preserving the warmth and character of its original 1948 oak hardwood floors. Since purchasing, the current owner has invested in additional enhancements, including recessed lighting, updated kitchen and bathroom hardware, professionally refreshed landscaping, a custom redwood deck, new concrete entertaining areas, synthetic turf, backyard irrigation, and custom Hunter Douglas shades. Equally charming, the detached 1-bedroom, 1-bathroom ADU features soaring ceilings, abundant natural light, an open-concept design, indoor laundry, and an owned 2,000-watt solar system. Additional improvements include updated hardware, Hunter Douglas shades, and a beautifully finished private yard with contemporary concrete pavers and synthetic turf. Designed for both privacy and flexibility, each residence enjoys its own private fenced yard, creating two distinct outdoor retreats. The main home is accessed from R Street, while the ADU enjoys its own entrance from 2nd Street and even has its own separate mailing address, offering exceptional independence for extended family, guests, a home office, or rental income. Both homes are also equipped with alarm systems for added peace of mind. Just blocks from Livermore's acclaimed restaurants, boutique shopping, wineries, the weekly farmers market, and year-round community events, this turnkey property is a rare opportunity to own two beautifully appointed cottage-style homes in one of downtown's most desirable locations.