This completely modernized historic residence offers the rare combination of luxury downtown living and built-in income potential with a DETACHED IN-LAW SUITE and sitting on a rare QUARTER ACRE LOT. Just steps from Lake Eola Park and a one-minute walk to beautiful Lake Cherokee. The main home has been thoughtfully renovated throughout, blending modern upgrades with preserved historic charm and character. Inside, you’ll find a renovated kitchen, two spacious bedrooms, and a versatile flex space on the main level—ideal for a home office, studio, or additional living area. Upstairs, the expansive primary suite features a generous walk-in closet. Additionally, you'll find 2 more bedrooms that open to a private deck overlooking the backyard. A standout feature of the property is the 750 sqft DETACHED IN-LAW SUITE, complete with one bedroom, one bathroom, a living area, and a full kitchen. Currently generating $1,900+ per month, it offers excellent income potential or flexibility for multi-generational living. Additional highlights include a 3-CAR GARAGE, NEW ROOF (installed May 2025) with a transferable 7-year warranty, and a rare ¼-acre downtown lot—providing ample space for a large swimming pool and expanded outdoor living. The outdoor space has been recently enhanced with a NEWLY INSTALLED DECK, custom pavers, and a fireplace, creating an ideal setting for entertaining or relaxing year-round. Situated on South Eola Drive in one of Downtown Orlando’s premier residential neighborhoods, this home offers walkable access to Lake Eola’s Sunday farmers market, dining, and cultural attractions—while being surrounded by tree-lined streets, historic architecture, and strong long-term appreciation. A truly unique opportunity to own a move-in-ready downtown home with income potential, space, and an unbeatable location!