5459 N Lovejoy Avenue More Than a Two-Flat-A Rare Urban Lifestyle Property! Situated on two contiguous tax parcels totaling approximately 7, 074 sq. ft., with approximately 100 feet of frontage and 150 feet of depth, this exceptional oversized corner property offers space, flexibility, and outdoor living rarely found in Chicago. The first-floor residence (approximately 1, 600 sq. ft.) features three spacious bedrooms, updated flooring, granite finishes, a Jacuzzi tub, and an original fireplace converted from wood-burning to gas. The third bedroom is currently configured as part of a duplex-style layout with the versatile lower level, creating an ideal owner's suite or extended living space. The second-floor residence (approximately 1, 000 sq. ft.) offers two spacious bedrooms, engineered hardwood flooring, granite finishes, abundant natural light, and a private upper-level deck accessed directly from the kitchen. Relax and enjoy panoramic views to the north, east, and west, with views extending toward the south, creating the feeling of being on top of the world. The lower level includes a third kitchen with a center granite island, a full marble bathroom, and separate exterior access, offering outstanding flexibility for entertaining, extended living, hobbies, a home office, or storage. Outdoor living truly sets this property apart. Enjoy an expansive multi-level cedar deck, a second-story view deck, multiple brick paver patios, a pergola entertainment area, an above-ground pool, beautifully landscaped gardens, and five distinct outdoor gathering areas, allowing family and guests to dine, relax, and entertain in multiple spaces at the same time. Additional highlights include approximately 2, 600 sq. ft. of above-grade living space, 5 bedrooms, 3 full bathrooms, roof replaced in 2018, detached two-car garage, and convenient access to CTA, Metra, shopping, restaurants, and Interstates I-90, I-94, and I-294. Whether you're seeking an owner-occupied investment, multigenerational living, or a home designed for entertaining, this rare Jefferson Park property offers a lifestyle that is truly one of a kind. The interior pics were taken by the owner before the property was rented.