Discover this exquisite property nestled in the heart of Historic Kenwood, offering a beautifully updated main home and a versatile detached structure with both an In Law Suite and a second floor apartment. As you approach the home from the one way brick street, youll be greeted by freshly landscaped grounds, new sod, and planted palms. The expansive driveway accommodates multiple vehicles, with additional street parking available for guests. Upon entering the main house, you'll be blown away to see 10 foot ceilings and original heart pine flooring, which enhances the home's timeless elegance. The spacious living room features a wood burning fireplace, creating a cozy focal point that seamlessly flows into the formal dining room. The dining area offers ample space for large gatherings and an elegant brass chandelier suspended on a chain provides customizable lighting to suit any dining arrangement. The kitchen has been thoughtfully updated with modern amenities, including high end appliances, custom wood cabinetry, quartz countertops, and sophisticated brass fixtures. The large pantry offers generous storage space, as well as access to a "hidden" attic area with over 300 square feet of climate controlled storage space, complete with new carpeting and lighting. The main house also features two well appointed bedrooms, each with its own updated en suite bathroom, finished to the highest standards. The interior laundry area conveniently leads to the backyard, where youll find a beautifully designed deck, low maintenance artificial turf, and a charming gazebo with a paver seating area, perfect for relaxation or entertaining. The detached rear building offers incredible flexibility, featuring a first floor In Law Suite with two bedrooms and one bathroomideal for extended family or use as a home office. The second floor houses a fully independent two bedroom, one bath apartment with a separate address and utility meter, providing a unique opportunity for rental income or additional privacy. This rare property offers a truly exceptional lifestyle, with the added bonus of being just steps away from Downtown, Central Avenue, and the serene Seminole Park. Schedule your private showing today and experience this one of a kind home that beautifully combines historical charm, modern updates, and an unbeatable location.