Meticulously maintained and updated, this brick two-flat in sought-after Gladstone/Jefferson Park is perfect for both owners and investors. Each sunny unit offers 2 bedrooms, 1 bath, classic architectural details, and an enclosed porch with access to the yard, basement, and detached garage. Bright, move-in-ready interiors feature hardwood floors, spacious living and dining rooms, decorative fireplaces with built-ins and spacious primary bedrooms with walk-in closets. Both eat-in kitchens are updated with walk-in pantry closets, newer appliances and gas stoves with vented hoods (the 2nd floor was remodeled with quartz counters & maple cabinets). The stylish bathrooms are also redone; the second-floor bath is totally remodeled. Each floor features an enclosed porch/ sunroom, adding versatile space for exercise, a playroom, or whatever suits your lifestyle. An unfinished, dry basement offers great potential for added living space, storage, and a laundry area with double sinks. Outside, enjoy a fenced, landscaped yard with a patio-ideal for relaxing or entertaining. This versatile layout is ideal for multi-generational living or rental income potential and is packed with updates including a newer roof (2021), refinished floors, newer appliances, Pella windows, and much more. Ideally located in sought-after Gladstone Park, it is very close to Hitch Elementary School and under a mile to Taft High School. Enjoy easy expressway access plus Metra train & bus service at the end of the block for effortless commuting. Everyday conveniences are close by, including shopping, dining plus several nearby parks for outdoor recreation. A prime location offering neighborhood charm, amenities and near Chicago public transit. Don't miss this turnkey investment property!