824 S Osceola Ave, Orlando, FL 32801

Under contract-accepting backup offers. Step into timeless elegance with this gorgeous 1925 estate home located on a charming brick-lined street in the highly sought-after Lake Cherokee District. Featuring 5 bedrooms, 4.5 bathrooms, and nearly 3,600 square feet of living space, this character-filled home includes a detached 1,009 SF guest house, a resort-style pool, and countless high-end upgrades throughout. The main home showcases a seamless blend of historic charm and modern luxury with formal living and dining rooms, hardwood floors, high ceilings, and both gas and wood-burning fireplaces. The chef's kitchen is a standout, featuring marble countertops, a commercial-grade 8-burner dual oven gas range, Miele coffee system with external milk container and cup drawer, glass rinser, pasta arm, and two full refrigerators. Upstairs, the primary suite offers a spacious sitting area, renovated en suite bath with dual vanities, walk-in shower, and multiple closets. Three additional bedrooms and two full baths complete the second floor, along with access to a laundry chute, floored attic, and fully insulated attic and crawlspace with closed-cell foam. Downstairs also includes a private office/den, half bath, and a basement equipped with a top-of-the-line sump pump, offering both function and peace of mindespecially since the home sits well above the flood line and has remained untouched by past flooding. Step outside into a true backyard oasis featuring a resort-style pool with wate