4749 N Dover Street Rarely available and meticulously maintained, this turn-key Sheridan Park gem offers an unmatched investment opportunity for savvy buyers and portfolio collectors alike. This premier estate showcases an exceptional pride of ownership, featuring a classic, solid brick 2-flat, a fully finished walk-out garden unit, and a spectacular, detached multi-level brick coach house. Generating four distinct income streams, the property provides incredible financial versatility, allowing a live-in owner or a seasoned investor to maximize immediate rental yields. Every inch of this building reflects an extraordinary attention to care and structural maintenance, making it a truly worry-free asset. The primary building delivers three distinct, high-income living spaces with excellent layouts, generous square footage, and 2 to 3 separate entrances or exits per unit for optimal privacy and safety. The middle and upper units boast airy ceiling heights, spacious bedrooms, beautiful hardwood flooring, upgraded windows, and gourmet kitchens complete with granite countertops and eat-in islands. The sun-drenched upper-floor unit features a three-bedroom, one-bathroom floor plan with bright living areas, a dramatic marble tile fireplace, & custom wet bar. Below it, the middle-floor unit provides an exceptionally functional two-bedroom, two-full-bathroom layout that is perfect for roommates or families seeking extra privacy. The fully finished walk-out lower level houses an in-law garden unit complete with three bedrooms, a private bathroom, open concept kitchen, sunny windows, modern flooring, and contemporary lighting. This level also features a designated shared laundry room for the main building units, accessible via the shared walk-out basement entrance or multiple interior entrances. Enjoy ample storage and workshop space in the basement. Stepping into the backyard reveals a private outdoor oasis that feels completely removed from the bustle of the city. The deep lot is landscaped to include beautiful gardens, a relaxing pergola, pristine swimming pool, an expansive patio for grilling. Tucked away at the rear of this urban sanctuary sits the private, multi-level solid brick coach house. This unique detached structure boasts an open-concept living and dining area, galley-style kitchen with granite countertops, two bedrooms, full bathroom, and basement with its own dedicated, private in-unit laundry. It even features a private patio with a mini garden, making it a highly coveted rental asset. Convenience, accessibility, and vibrant neighborhood amenities are unmatched at this prime location. The property includes ample off-street parking, a rare commodity on a quiet, tree-lined residential street. Commuters will love being just a short distance from major CTA bus routes, Metra, and CTA. Near Red, Purple, Green, & Brown line. Residents will enjoy being steps away from the historic Green Mill jazz club & Chase Park's tennis, athletic field, & playground. Take a short drive to nearby beautiful Montrose Beach or enjoy vibrant dining, shopping, and entertainment just steps away. Character, cash flow, and pristine condition converge perfectly in this unique multi-unit compound.