Classic Chicago Bungalow with Modern Space & Style in the Heart of Portage Park. Welcome to 5319 W Cullom, a stunning, expanded Chicago bungalow located in the vibrant and sought-after Portage Park neighborhood. With a full second-story addition, this spacious and meticulously maintained home offers the perfect blend of classic charm and modern living-ideal for buyers who love city life but crave more room to grow. Step inside to discover beautiful hardwood floors throughout, abundant natural light, and a thoughtfully designed layout, offering 4 bedrooms, 4 full baths, and generous living space across all three levels. The main floor includes a bright and airy living room, a separate formal dining room, and a sun-filled eat-in kitchen with a breakfast area and adjoining sunroom-perfect for morning coffee. The main level also features a full bath and bedroom, perfect for guests, an in-law setup, or a home office. Upstairs, the second-floor addition boasts 3 spacious bedrooms, 2 full baths, and a laundry area, including a luxurious primary suite with a walk-in closet and an elegant en suite bath featuring a soaking tub and separate shower. Skylights and thoughtful design create a bright and open feel throughout. The finished lower level is ideal for multigenerational living or long-term guests, offering a second full kitchen, 5th bedroom/workout room, full bath, walk-in closet, second laundry area, and private exterior access. Outside, enjoy your own urban oasis-a beautifully landscaped yard with a sun deck, perfect for relaxing or entertaining. A 2.5-car garage adds ample parking and storage. This home offers excellent flood control and a 200-AMP service. With too many recent upgrades to list, this home truly shines. All the space you've been looking for-without sacrificing location. Just steps from Portage Park, popular coffee shops, local restaurants, farmers markets, and charming Chicago architecture, you'll love the walkability and community vibe. Convenient access to the expressway, Metra, and Jefferson Park transit hub makes commuting a breeze-whether you're headed downtown or to the suburbs. If you've outgrown your current space but aren't ready to leave city living behind, this is your opportunity to move into one of Chicago's most dynamic neighborhoods. Spacious, stylish, and move-in ready, this is the one you've been waiting for.