Two homes on over an acre of land sit high on the ridge overlooking beautiful Lake Starr and within earshot of the soothing sounds of Bok Tower's singing carillon. Welcome to 836 S Lake Starr Blvd in Lake Wales, FL, a unique multi-structure property nestled on a serene piece of Central Florida highland. Surrounded by large parcels that preserve privacy and peace, this one-of-a-kind property offers not one, but three separate living quarters, making it the perfect project for handy homeowners, extended families, or anyone with a vision to restore and reimagine. The main residence, built in 1936, showcases timeless architectural character with a traditional layout that includes two bedrooms, one bathroom, a formal dining room, family room, spacious kitchen, and an enclosed Florida room. Original hardwood floors, vintage trim work, and large windows provide a strong canvas for transformation, offering incredible potential to create a cherished primary residence filled with historic charm. Next to the main house sits a detached two-story building that features two separate one-bedroom, one-bath living quarters-one on the ground level and one upstairs-each with its own kitchen and living area, ideal for in-laws, guests, or family members seeking their own private space. In addition to the living areas, the property includes a large workshop with ample room for tools and projects, a screened cook shed perfect for weekend barbecues and entertaining, multiple outbuildings for storage or hobbies, and a stone firepit courtyard framed by mature landscaping that adds rustic appeal. Perched high on the Lake Wales Ridge, the property enjoys breezes, elevated views, and a countryside atmosphere that is increasingly rare in Florida, yet it remains close to the very best of Lake Wales. From the gardens, trails, and daily concerts at Bok Tower to fishing and boating on nearby lakes, golf at Lake Wales Country Club or multiple other surrounding courses, and the convenience of schools, shopping, and healthcare at AdventHealth Lake Wales, this location combines small-town charm with Central Florida accessibility. Just an hour to both Orlando and Tampa, world-class entertainment, airports, and beaches are also within easy reach. This is a cash-only purchase due to the condition, but for the right buyer with vision, determination, and creativity, it is a golden opportunity to create something truly special. Whether you envision a multi-generational homestead, a private family compound, or a legacy property to be enjoyed for decades to come, this is the kind of place that, once brought back to life, will become a generational treasure. Come explore 836 S Lake Starr Blvd today and bring your contractor, your sketchbook, and your dreams-fortune favors the brave, schedule your appointment today!