Covered in lush ivy and overflowing with storybook charm, this iconic brick two-flat in Historic Edgewater Glen is unlike anything you have ever seen. Situated on an oversized fifty-foot-wide lot with an expansive side yard and backyard, the home blends timeless Chicago architecture with beautifully curated interiors, abundant natural light, and incredible outdoor living spaces. Inside, sun-filled rooms showcase original hardwood floors, crown molding, and a warm, collected aesthetic that perfectly complements the home's historic character. Both residences offer gracious living and dining spaces, three bedrooms, and thoughtfully updated kitchens and bathrooms. This home offers incredible flexibility for rental income, multi-generational living, guest accommodations, or conversion to a single-family home. Outdoor living is truly exceptional and rarely found in the city. A sprawling side yard and beautifully landscaped backyard create a private oasis ideal for entertaining on the expansive patio, gardening, dining al fresco, or simply relaxing beneath the mature landscaping and shade sails. The home's exterior gives the property a romantic presence that feels transported from another era while remaining distinctly Chicago. Additional features include central air conditioning, two-car garage, an unfinished basement with laundry, and abundant storage space offering endless practical functionality and future potential. Nestled on one of Edgewater Glen's most picturesque tree-lined streets, this special home is moments from Andersonville, the lakefront, Whole Foods, neighborhood cafes, parks, restaurants,the Chicago Transit Authority Red Line , Metra ,and within the highly acclaimed Peirce Elementary School boundaries.