Rare opportunity in one of Lakeland's most desirable neighborhoods! Located within walking distance to beautiful Lake Hollingsworth and Florida Southern College, this Frank Lloyd Wright-inspired property offers a unique blend of character, versatility, and modern updates on nearly half an acre. Step inside the main residence featuring 3 bedrooms, 2 bathrooms, and 1,941 square feet of living space. The split-bedroom floor plan provides privacy, while two spacious living areas offer plenty of room for entertaining, relaxing, or working from home. A cozy gas fireplace adds warmth and charm, and large windows bring in natural light while showcasing the expansive backyard. One of the standout features of this property is the detached 1-bedroom, 1-bath guest house built in 2017. Complete with granite countertops, shaker-style cabinetry, and accessible design features, it is perfect for multigenerational living, visiting guests, a private office, or potential rental income. Outside, you'll find a detached workshop/storage building offering ample space for hobbies, tools, and additional storage. Key upgrades offer added peace of mind, including new flooring (2025), a new roof (2023), an updated HVAC system (2020), a gas water heater (2020), multiple plumbing improvements across both homes, and additional interior enhancements throughout. Whether you're looking for a primary residence, a property with income-producing potential, or a home near one of Lakeland's most iconic destinations, this property offers flexibility and opportunity in a location that's hard to beat. Schedule your private showing today and discover everything 926 Hollingsworth Road has to offer.