Experience the perfect combination of historic charm, modern updates, and vibrant community living with this 5-bedroom, 2-bathroom lakefront home located in the heart of Orlando's sought-after Hourglass District. This unique property, with its original hardwood flooring and partial wraparound porch, offers breathtaking views of the Hourglass-shaped lake while being surrounded by one of the city's most eclectic and walkable neighborhoods. Currently configured as a single-family home, this property offers incredible flexibility with two kitchens, two separate entrances, and the potential to easily convert into an income-producing duplex or multi-generational living space. The first floor features a spacious living room, dining room, two bedrooms, and an updated kitchen. Upstairs, you'll find a large primary bedroom with its own kitchen, plus two additional bedrooms, providing privacy and versatility. Step outside onto the screened-in back porch or the private lakefront deck to take in stunning water views, perfect for relaxing or entertaining. For added convenience and a RARE find, the home features a basement with approximately 900 sq. ft. of additional storage, a laundry room, or the potential for a bonus room or workshop. Updates ensuring peace of mind include a new roof (2019), new A/C (2024), new water heater (2020), and updated plumbing, as well as over $20k in landscaping the front and backyard. Located just a short walk to Hourglass Park, where you can enjoy fishing off of the dock, or simply relax on the park benches and take in the scenery. This home is also steps away from the Hourglass District's diverse culinary and entertainment scene. Enjoy local favorites like Johnny's Fillin' Station and an array of bars, breweries, live music venues, and shops?all in a bike-friendly, community-oriented area. Whether you're looking for a forever home or a smart investment opportunity, this one-of-a-kind property offers it all: lakefront living, historic character, and the best of Orlando's vibrant lifestyle. Come see it for yourself and schedule your private showing today!