Welcome to your slice of Orlando's downtown charm! Nestled in the heart of Delaney Park within the esteemed Lake Cherokee Historic District, this exceptional property offers a unique chance to own a piece of history. Situated on an oversized .38 acre lot, complete with a guest house and pool, this residence is a true gem. The main house, spanning 1,892 square feet, features 3 bedrooms and 2 bathrooms, exuding charm and character at every turn. Step into the spacious living room, seamlessly connected to a welcoming foyer, adorned with beautiful wood floors, a brick fireplace, coffered ceilings, and crown moldings, creating an inviting ambiance. Entertain in style in the formal dining room, complete with a plate rail, leading to the stunning Butler's pantry, offering both style and functionality. A family room opens to the enclosed, air-conditioned porch, providing a perfect spot to unwind while overlooking the backyard oasis, complete with a sparkling pool and lush landscaping. The separate guest house, spanning 801 square feet, offers a master suite separate from the common area, a spacious living space with kitchen cabinets and sink, a full-size fridge, and an enclosed laundry area with washer and dryer included, ensuring ultimate convenience and privacy. With two driveways on the property, the options are limitless. Utilize both units personally, keep both units rented for maximum income potential, or explore the option of living in the main house while renting out the guest house to offset the mortgage. This property offers endless opportunities for customization and financial flexibility. Experience the vibrant downtown Orlando lifestyle at its finest, with close proximity to the park, playground and tennis courts at Delaney Park, Lake Davis, Lake Cherokee, Orlando Health/Winnie Palmer, SODO, Thornton Park, Dr. Phillips Performing Arts Center and an array of local attractions and amenities. Zoned for highly sought-after Blankner K-8 and Boone High School, this home presents an unparalleled opportunity for both luxury living and investment potential. Don't miss your chance to own this exquisite property in one of Orlando's most desirable neighborhoods.