Welcome to this Lovingly Maintained Gladstone Park Gem! Owned and cherished by the same owner-occupant for over 20 years, this two-flat at 5426 N Lovejoy shines with true pride of ownership and consistent, thoughtful updates throughout. Featuring two units with 2 bedrooms and 1 bathroom, and an additional 1 bedroom, 1 bathroom unit (non conforming) in the basement, it’s the perfect opportunity for an investor or an owner-occupant seeking a move-in-ready home with built-in income. You’ll be greeted by a gorgeous front porch, the perfect spot for your morning coffee. Both the first and second floors offer 2 bedrooms and 1 bathroom with bright, functional layouts. The first-floor unit includes a versatile bonus space, ideal as an office, sitting room, or additional sleeping area, along with a charming wood-burning fireplace. The finished basement features a 1-bedroom, 1-bathroom in-law suite (non-conforming), offering excellent flexibility for extended family. Enjoy immediate cash flow, with the first floor recently renting for $2,160/month (currently owner-occupied) and the second floor at $1,975/month. This building has been lovingly maintained with numerous mechanical updates over the years, including new electric and copper plumbing throughout all three units. Units 1 and 2 feature updated can lighting in the kitchens, with Unit 2 also updated in the dining area. The first- and second-floor hardwood floors have both been recently refinished. Additional conveniences include shared basement laundry for all occupants and a sump pump/flood control system for added peace of mind during rainy months. Located in a quiet, tree-lined section of the neighborhood, you’re just minutes from the Blue Line, Metra, and I-90/94 – a true commuter’s dream. Don’t miss this rare find, where long-term pride of ownership meets modern rental demand!