1837 W Eddy offers the rare opportunity to own a beautifully maintained brick two-flat in Roscoe Village, while offsetting a large portion of your mortgage! Located on the Friendliest block in Chicago- Eddy Street, blooms with tulips each spring, while block parties and book clubs bring the neighbors together. It's a magical place to call home. You'll enjoy the comfort and charm of the updated owner's duplex-up, with reliable income from a low-maintenance, fully rented unit, below. It's the ideal setup for putting down roots while building equity and enjoying rental income-just as the current owners have. Whether you're house-hacking, expanding your portfolio, or looking for an excellent single family home conversion- you'll be thrilled by the immediate value and long-term potential. This brick, three story rowhome has two units and a full basement. The owner's duplex up (Unit Two) features 2 beds, 2 baths, a spacious living area, in-unit laundry, and private rooftop deck access. Enjoy crown molding, cove-lit ceilings and an in-unit washer and dryer. Unit One is currently rented, featuring a sprawling living room, decorative fireplace, large bedroom and sunny dining room. Both units are rich in character with updates that blend functionality and thoughtful design, including upgraded bathrooms and kitchens with stainless appliances, granite counters, cherry cabinets and lots of sunshine. The basement includes another updated full bath, storage, laundry, and a flex space-ideal for an office or guest suite. A back deck and patio are convenient for grilling and entertaining. The yard and garden is a dream for urban gardeners, and the rooftop deck off the primary bedroom offers a private perch for sunsets or morning coffee. With separate utilities, updated systems, and no HOA fees, this is a true turnkey investment opportunity. You'll appreciate the Instant equity earned by the recent sales in the neighborhood. This impeccably maintained property has seen a comprehensive series of upgrades across both units over the years, making it a move-in ready and low-maintenance investment. Most recently in 2024, Unit 1 received a brand-new high-efficiency Lennox furnace and A/C system (installed by Abt), a Whirlpool microwave, Haier refrigerator, and new garbage disposal. In 2023, new Anderson windows were added in both units (master bedroom in both units and dining room in Unit 2). Unit 2 also received a new sliding door. The upstairs bathroom was fully renovated in 2022. Other key enhancements include new condensate sump pump (2022), updated water heaters for both units (2021), and backflow preventer maintenance and sewer rodding (2020). Exterior upgrades include new front bay window roof and gutter (2021), and slate tile replacement (2019). The basement was updated in 2016. A new roof was installed in 2014 (including tear off of existing material). Unit 2 was fully gut-rehabbed in 2013 just prior to the current owners' move-in. A full list of updates and improvements is found in additional info. Located close (but not too close) to the CTA Brown Line Addison Stop, Trader Joe's, Bartleby's Ice Cream, Hamilton Elementary, and countless beloved restaurants on Roscoe, Southport, and Lincoln Avenue, this property sits at the intersection of charm and convenience. 1837 Eddy delivers the kind of lifestyle and long-term value that rarely comes along. Book your showing today!