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$649,900
5 Beds 3 Baths 12738930 MLS CONTINGENT Status
Classic brick Chicago two-flat offering two spacious 2-bedroom, 1-bath residences plus a finished non-conforming lower level that adds exceptional flexibility and potential. An excellent opportunity for an owner-occupant or investor, the property provides the ability to live in one unit while generating rental income from the other, with the lower level offering additional potential for supplemental income or extended living arrangements, subject to applicable zoning and legal-use requirements. Both conforming units feature generous living and dining spaces, hardwood flooring, abundant natural light, private kitchens, and well-proportioned bedrooms. The upper residence offers a comfortable, open flow with a spacious kitchen, expansive living and dining areas, and additional enclosed porch space. The main-level residence provides equally flexible living space with its own kitchen and private accommodations. The finished basement includes one bedroom, one full bathroom, a full kitchen, and both interior and exterior access. Additional features throughout the property include multiple enclosed porch and bonus spaces, laundry, storage, and plenty of opportunity to update or personalize over time. Outside, the solid brick exterior is complemented by a fenced front yard, mature landscaping, rear patio and green space, creating additional room to enjoy the property beyond the interior. Conveniently located near neighborhood favorites along Kedzie, Irving Park, and Montrose, with easy access to Independence Park, Horner Park, the Brown and Blue Lines, and notable area schools including Lane Tech College Prep, Northside College Prep, and DePaul College Prep. Whether you're looking to house-hack, expand your investment portfolio, or create a flexible multi-generational living arrangement, this two-flat offers space, versatility, and compelling income potential in a well-connected Chicago neighborhood.

4252 N Whipple Street, Chicago

$550,000
9 Beds 6 Baths 12740010 MLS CONTINGENT Status
**Exceptional South Shore 3-flat offering immediate rental income, long-term equity potential, and an outstanding opportunity for an investor OR an owner-occupant looking to HOUSE HACK!** Offered at **$550,000**, this well-maintained brick building features **three jumbo approximately 1,700 SF apartments, each with 3 bedrooms and 2 full bathrooms-9 bedrooms and 6 full baths total.** Each unit offers large living rooms and bedrooms, formal dining rooms, beautiful hardwood floors and generous layouts that are increasingly difficult to find. The building is fully occupied by established, long-term residents who have demonstrated consistent payment history, currently carry **$0 tenant balances**, and take pride in caring for their homes. Current scheduled rent is **$3,912 per month/$46,944 per year**, giving a buyer income from day one, while **all three tenancies are currently month-to-month**, providing valuable future flexibility subject to applicable tenant rights and notice requirements. For a **first-time buyer or owner-occupant**, this is a compelling house-hacking opportunity: live in one of the three large 3-bedroom/2-bath units when legally available while collecting rent from the other two to help offset the cost of ownership. For an investor, the rental-growth potential is substantial. Current rents remain well below the approximately **$2,037/month average identified by the property's rental comparable analysis for similar 3-bedroom apartments within one mile**; at that benchmark, three units would generate approximately **$6,111/month or $73,332/year**, representing approximately **$2,199/month/$26,388 per year of potential additional gross rental income-about 56% above today's scheduled rent roll-if all three units ultimately achieved that benchmark.** Unit 2 currently rents for **$1,287/month**, and a **CHA rent increase to $2,000/month has already been submitted and is pending approval**, which alone would add **$713/month or $8,556/year** if approved. The building was designed with income-property ownership in mind: **tenants pay their own gas, heat and electricity**, each unit has **separate forced-air heating and individual controls**, and the property includes a **full basement with tenant storage, landlord storage, natural-gas basement heat and coin-laundry facilities as reported in the prior listing.** The full basement's size, ceiling height, layout and access may also offer an exciting opportunity to investigate future additional living/income-producing space or a garden/ADU configuration, **subject to City of Chicago approval, zoning, permits and buyer due diligence.** Outside, the property includes a valuable **owned detached 3-car garage**; the prior listing also reported a newer tear-off roof on the main building with a transferable warranty and a **2020 tear-off garage roof**, which buyers should independently verify. The equity story is equally exciting: comparable-market analysis reviewed during the listing process included renovated multifamily product with finished garden space selling in the **$700,000+ range**. Against the **$550,000 asking price**, that illustrates a **$150,000+ gross valuation spread** and the potential opportunity to build substantial equity through thoughtful improvements, increasing below-market rents and maximizing the property's existing space; comparable properties differ and future value is not guaranteed. Located in **South Shore**, one of Chicago's established lakefront communities, the property offers convenient access to the lakefront, beaches, schools, shopping and the recreational and cultural amenities surrounding the neighborhood. Whether you're a seasoned investor seeking a stabilized building with significant room to increase income, or a **first-time owner-occupant who wants to live in a spacious unit while tenants help pay the mortgage**, this property offers something increasingly difficult to find: **a clean and proven rent roll, $46,944 in current annual

7414 S Chappel Avenue, Chicago

$485,000
6 Beds 2 Baths 12732954 MLS ACTIVE Status
** CLASSIC 2-FLAT WITH CHARACTER, FLEXIBILITY & INCOME POTENTIAL ** Whether you are looking for a pure investment, an owner-occupied property with rental income, or a multi-generational living arrangement, this well-cared-for legal 2-flat offers plenty of possibilities. The property retains its vintage character, beginning with its handsome brick front facade and lovely, welcoming covered front porch. Hardwood floors and original baseboard and trim extend throughout both units. The spacious first-floor unit offers 3 bedrooms and 1 bath, while the second-floor unit features 3 bedrooms, 1 bath, plus a den. Both units have been consistently rented over the years and have proven desirable and easy to rent. An especially valuable feature: each unit has its own forced-air furnace and central air conditioning, with separate utilities. ** TENANTS PAY THEIR OWN ELECTRIC, GAS & HEAT ** Numerous important improvements have already been made, including an updated 2nd floor kitchen, updated baths, 2 furnaces (2020), 2 central A/C units (2020), 2 water heaters (2022), overhead sewers (2020), electrical panel (2018), and tuckpointing (2018/2019). Windows have also been replaced over the years. The full basement adds functionality to the property, offering shared laundry with a washer (2026), dryer (2025), and utility sink, plus two separate rooms ideal for dedicated storage and other flexible uses. The property also includes 3 exterior parking spaces, plus a spacious backyard ready for your landscaping and outdoor living ideas. Conveniently located 3 blocks from the CTA Blue Line (Harlem stop) and the Roos Recreation Center and Park District of Forest Park Aquatic Center. A solid, well-maintained property with a history of consistent rental demand. Live in one unit while rental income from the other helps with the expenses of ownership, accommodate extended family, or add an income-producing property to your investment portfolio!

1002 Circle Avenue, Forest Park

$1,199,999
9 Beds 6 Baths 12738856 MLS ACTIVE Status
Location, Livability, Design, and a little bit of Architectural Drama! The question is not only why is it different, rather, come and find out what exactly makes this opportunity unique? This Newly built 3 -story full masonry building is ready for delivery whether you are looking for a spacious home to live in, or for an effortless investment opportunity. 1 The site location is strategic--the property is located just 2 blocks from the elevated train line and not on top of it which makes it close enough, and yet far enough away( Access without the noise) 2. The Architectural design was thought out and improved on to ensure each bedroom, kitchen, living area and bathroom was maximized for functionality and the highest form of livability. 3. The site lines from the extra tall vaulted ceilings with massive front elevation windows, wide open spaces and natural light directed from all sides. 4. The finishes have been thoughtfully curated and intentionally designed to make for a timeless and exceptional living experience rather than conforming to what is trending. 5 Living space matters and so each unit offers a generous 1400 Sq ft floor plan. 6. The outdoor space is proprietary to each floor and spans wide and runs deep coming in at about 14 x 10 for each balcony. 7. There is a 3 car masonry garage to take the guess work out of where to park, and no car needs to settle for an outdoor space come winter! The garage was constructed with a higher load capacity truss system for your potential ideas to do so much more. The property lends itself to the owner/ user with an opportunity to capture $6,000 per month in income from the other two unit, or serves as an ideal investment for an arm chair investor with about $9000.00 per month in income potential. The property is brand new and so there is literally nothing to do but manage it. You can have it all, location, spacious living areas, outdoor space, full masonry structure, 3 car masonry garage and the peace and quiet you want and deserve!

4217 S Indiana Avenue, Chicago

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