First time to market! This extra large Mayfair three-flat is not only in pristine condition, but it also has an amazing two-floor owner's suite complete with a private rooftop deck! These owners did the legwork to change the zoning to "mixed-use" for the most income potential! As a result, the well-appointed garden unit can either be a business or residential unit, but it is perfectly equipped to be residential with its own private entrance! The elevated first floor unit boasts stunning original woodwork and hardwoods, three bedrooms, two full bathrooms, and an all stainless steel kitchen. The second floor unit is a duplex-up owner's suite, offering the perfect arrangement for an owner-occupied investment property or a high-income rental unit. The second floor unit has potential for four bedrooms, with one bedroom currently serving as the owners' closet. The top floor family room/potential bedroom has it's own private entrance off the beautifully maintained rear stairwell, as well as a charming spiral staircase from the bedroom below. The real star of the show is the gorgeous, private roof deck with unobstructed, West-facing views! All three units have dishwashers, central air, and dedicated laundry downstairs, but the top-floor suite also has in-unit laundry in the upstairs bathroom. There is additional storage with easy access on the top floor for holiday decor, camping gear, etc. Every inch of this property has been exceptionally maintained by the lifetime owners, including weekly landscaping. Red brick exterior, well-preserved woodwork, updated windows, updated kitchens and baths, newer roof from 2018, a fenced yard, and an extra tall 2-car garage off the extra-wide alley. There's so much charm, quality, and history in this fantastic property! These longtime live-in landlords are ready for their next chapter, and now it's your turn to live in a one-of-a-kind property with the best bones! Easy access to the Metra, Foster & Lawrence buses, 90/94, and close to Target, Starbucks, L.A. Fitness, Gompers Park, forest preserves, and more! See the video walk-through of the owner's suite!