Under contract-accepting backup offers. Stunning completely remodeled, historic Mediterranean home and guest house in the heart of Downtown Orlando’s desirable Lake Cherokee neighborhood! This unique luxury residence, built in 1925 and meticulously updated, spans 4,722 SF and is surrounded by majestic live oaks, offering a perfect blend of timeless craftsmanship and modern elegance. The foyer opens to the formal living room with a fireplace. The living room flows into a separate formal dining room with a fireplace both with original hardwood floors and high ceiling. The sunroom and large open space kitchen, casual dining, and family room have handcrafted tile flooring with hardwood inlay. The kitchen/family room has cypress beams, custom arched window, and Palladian-style French doors that flood the space with natural light and open to a brick terrace. The terrace is beautifully landscaped with an Old Florida array of plants and trees. The gourmet chef's kitchen is a culinary dream, featuring new quartz countertops, Zellige backsplash tiles, distressed walnut-stained cabinets, and high-end stainless steel appliances, including a Subzero wine refrigerator, Dacor gas cooktop and oven Bosch dishwasher and Sharp under-counter microwave. There is also a walk-in pantry. The custom-made stove hood with crown molding is the elegant focal point of the kitchen. The powder room has British wallpaper reminiscent of the famous palms décor in the Beverly Hills Hotel and The Colony in Palm Beach with a custom vanity, granite, and sink. This home has a floor plan that is perfect for entertaining on a large or intimate scale. The main house includes three bedrooms and two and a half bathrooms. There is a fully detached charming guest house- full bathroom, and kitchenette. Enjoy modern conveniences with an elevator, electrical systems 2023, and multiple water heaters. New Carrier AC (handler and condenser) first floor 2025. New commercial-grade AC capacitor 2025. Ducts replaced 2020. Roof installed in 2020, Office/ bonus room roof replaced 2025. Guest house roof coating 2025. Three new water heaters and Pex pipes installed in the basement 2023. Exterior of the home re-painted 2024. Epoxy garage floors, and custom-built cabinets in the primary suite. There is a separate laundry room on the second floor. The second-story bedrooms and the large office have lovely views overlooking Cherokee Park. Most interiors have been freshly repainted, and custom shutters enhance the primary suite's appeal. The primary bath has dual vanities with new counters and fixtures. Three garages and ample parking. A screened breezeway from the garage to the kitchen/family room provides protection from the elements. A lovingly maintained home. Perfectly situated between Lake Cherokee and Lake Davis, and just across from Cherokee Park, this home is ideally located for morning walks or evening strolls around the lakes. Experience unparalleled living in one of Orlando’s most sought-after neighborhoods, where every detail has been carefully selected and quality crafted for the ultimate luxury lifestyle! Walk to Dr. Phillips Performing Arts Center, Thornton Park restaurants and shopping, and close to all major roads.