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6122 W Leland Avenue, Chicago
$695,000
6 Beds ⋅ 3 Baths ⋅ 12664676 MLS ⋅ CLOSED Status
Welcome to this meticulously maintained two-unit brick building in one of Chicago's most sought-after Northwest Side neighborhoods. Located on a peaceful cul-de-sac this home offers the perfect mix of comfort, convenience, and community. Both units are freshly painted, sparkling clean, and move-in ready, featuring beautiful hardwood floors throughout the first and second levels, central HVAC, and impressive updates. The first-floor kitchen boasts all-new countertops and backsplash, while both bathrooms have been renovated with heated floors. A brand-new roof was installed in the spring of 2024, hot water heaters were replaced in 2020, and the building is equipped with two Generac generators for reliable backup power. Additional highlights include a convenient enclosed back porch and custom built-ins for extra storage, a dedicated laundry room, ample storage space throughout the building, and a detached 2-car garage with extra cabinetry. The lower level offers excellent potential for an in-law suite or additional living space. Ideally situated for both owner-occupants and investors, this property is just minutes from the Jefferson Park Blue Line and Metra stations, easy access to the 90/94 expressway, HIP shopping center, Ridgemoor Country Club, and Wilbur Wright College. Excellent schools, parks, and neighborhood amenities are all right at your doorstep just a half-block from Dunham Park with its tennis courts, playgrounds, and recreation. This is a rare opportunity to own a well-cared-for, updated two-flat in a highly desirable Jefferson Park location. Don't miss out - schedule your showing today!

6122 W Leland Avenue, Chicago

2918 S Wells Street, Chicago
$690,000
8 Beds ⋅ 4 Baths ⋅ 12671601 MLS ⋅ CLOSED Status
Exceptional investment opportunity in Chicago's sought-after Armour Square neighborhood. This solid brick 4-unit building features four residential units spread across two stories, offering a total of 8 bedrooms and 4 full bathrooms. With strong income-producing potential in an area known for consistent rental demand, this property is an excellent addition to any investment portfolio. Select units feature high ceilings and hardwood flooring, adding character and appeal for tenants. The location is a major advantage, placing residents within easy reach of some of Bridgeport's most popular destinations, including Maria's Packaged Goods & Community Bar, Bridgeport Coffeehouse, Antique Taco, and Bridgeport Art Center. Public transportation, nearby expressways, and close proximity to Chinatown and Rate Field provide added convenience and broad tenant appeal. Combining a desirable location, classic brick construction, and strong rental potential, this Armour Square multifamily property presents an outstanding opportunity for investors looking to grow their portfolio in one of Chicago's most established and accessible neighborhoods. Schedule your showing today.

2918 S Wells Street, Chicago

5318 S Kenneth Avenue, Chicago
$682,500
7 Beds ⋅ 7 Baths ⋅ 12629821 MLS ⋅ CLOSED Status
PASSED ALL CITY INSPECTIONS! COME AND APPLY FINANCING LIVE IN ONE AND RENT OTHER TWO UNITS. FHA CONVENTIONAL APPROVED BUILDING! Recently completed updates and a complete transformation make this turn-key 3-unit building feel almost brand new and completely move-in ready. Major improvements include a brand-new electrical system (2026), first floor furnace and A/C (2024), all new copper plumbing throughout all three units (2025), new heating pipes (2025), new decks for the first and second floor units, and a new thermostat on the second floor. The building has also been freshly painted throughout, including the decks, and all units feature new fire-rated front doors. New electrical smoke and carbon monoxide detectors were installed in 2025, offering added safety and peace of mind. This building offers great rental income potential and flexibility for both investors and owner-occupants.7 Bedrooms, 7 baths. The owner's duplex is a standout, featuring 3 bedrooms, 3 bathrooms, and over 2,400 square feet across two spacious levels with two separate entrances. The second and third floor units each offer oversized 2 bed / 2 bath layouts with more than 1,200 square feet of living space, giving tenants the comfort and feel of newer construction. The finished English basement with 7-foot ceilings adds versatile extra living space, ideal for an in-law arrangement, recreation area, or extended living setup. Building comes with 3 parking spaces. Located just minutes from Midway International Airport and within walking distance to the CTA Orange Line, this property offers the perfect combination of modern updates, spacious layouts, and commuter-friendly convenience.

5318 S Kenneth Avenue, Chicago

5615 N Rockwell Street, Chicago
$680,000
6 Beds ⋅ 3 Baths ⋅ 12731385 MLS ⋅ CLOSED Status
Located in the sought-after Arcadia Terrace neighborhood, this well-maintained oversized 2-flat offers an excellent opportunity for homeowners and investors alike. The property features two spacious units, each offering 3 bedrooms and 1 full bath, along with large living rooms, separate dining rooms, generously sized kitchens, and beautiful hardwood flooring. The partially finished basement provides additional usable space and includes a half bath, along with two sets of washers and dryers for added convenience. Outside, enjoy a private backyard with dedicated areas for gardening, relaxing, and entertaining. Situated on a quiet, tree-lined street just steps from vibrant Lincoln Avenue, this property offers the perfect combination of tranquility and convenience. Residents can easily access popular restaurants, cafes, shopping, and CTA transportation, making this an attractive location for both owner-occupants and tenants. With spacious units, desirable neighborhood amenities, and strong income-producing potential, this Arcadia Terrace 2-flat is an opportunity not to be missed.

5615 N Rockwell Street, Chicago

6641 S Evans Avenue, Chicago
$680,000
5 Beds ⋅ 4 Baths ⋅ 12735540 MLS ⋅ CLOSED Status
Introducing the second and final two-unit residence at Deux on Evans. With the first residence already under contract, this is the remaining opportunity to own within this distinctive new construction development in West Woodlawn. Qualified buyers automatically receive a $20,000 grant that may be applied toward eligible closing costs and qualifying funds needed to purchase the home. Qualified buyers may also be eligible for up to $70,000 through the City of Chicago's grant programs, creating an extraordinary opportunity to make new construction homeownership a reality. Designed for those who want more from their home, Deux on Evans brings together contemporary architecture, sophisticated living, flexibility, and long-term opportunity. Bold modern architecture and expansive windows create a striking first impression. Inside, soaring ceilings, wide-plank flooring, oversized windows, and an open-concept design fill the residence with natural light while creating an effortless flow for everyday living and entertaining. At the heart of the home, the designer kitchen makes a statement with rich wood-toned cabinetry, quartz countertops, dramatic pendant lighting, premium appliances, and an oversized island designed to bring family and friends together. Clean architectural lines and thoughtfully curated finishes continue throughout the residence, delivering a sophisticated aesthetic that feels both modern and timeless. What makes this property especially compelling is the beautifully appointed garden residence. This separate living space provides exceptional flexibility and the potential to generate supplemental income while building long-term wealth. Consider it for a traditional rental, furnished executive residence, corporate housing, or other permitted rental use, subject to applicable laws and regulations. The location further expands the possibilities. Proximity to the University of Chicago makes the additional residence particularly appealing for professors, physicians, researchers, graduate students, medical professionals, visiting families, executives, consultants, and professionals in Chicago on temporary assignments. Beyond the property, West Woodlawn continues to benefit from significant investment and transformation. Enjoy convenient access to the University of Chicago, the Obama Presidential Center, Jackson Park, the Museum of Science and Industry, the South Shore lakefront, golf, neighborhood restaurants, parks, and transportation. Deux on Evans offers something increasingly difficult to find in Chicago: new construction that delivers an elevated lifestyle today with the flexibility to create financial opportunity for tomorrow. The first residence is already under contract. Now, only one remains. Luxury without compromise. Opportunity without limits. Welcome home to Deux on Evans.

6641 S Evans Avenue, Chicago

6500 S Dorchester Avenue, Chicago
$680,000
9 Beds ⋅ 6 Baths ⋅ 12687847 MLS ⋅ CLOSED Status
Rarely does an opportunity like this come along at this price point. Priced at $665,000, this 3-unit sits just steps from the future Obama Presidential Center and near the rapidly transforming 63rd Street corridor. The $800M Woodlawn Central development, an 8-acre mixed-use project, is expected to bring a hotel, theater, technology center, retail, restaurants, residential towers, and a vertical farm to the neighborhood. Each unit features a generously sized primary bedroom with en-suite bath, a private balcony, and a cozy fireplace in the living room. With two units vacant, you have immediate flexibility to set market rents or design your ideal living setup. This property offers a clear value-add opportunity for buyers looking to build equity in a rapidly appreciating market. Live in one unit while generating rental income from the others, or hold as a long-term investment in one of Chicago's most closely watched growth corridors. Each unit has its own PIN, offering a potential path to future condo conversion. Gated rear parking for three vehicles and tenant-paid utilities add to the appeal. Conveniently located near Mt. Carmel High School and the Metra line. Sold as-is.

6500 S Dorchester Avenue, Chicago

2507 W Walton Street, Chicago
$675,000
6 Beds ⋅ 3 Baths ⋅ 12699656 MLS ⋅ CLOSED Status
All brick 2 unit building with 2-Bedrm/1-Bath high Garden apartment in sought- after Ukrainian Village neighborhood. Each of 3 units has individual furnace, hot water tank and central A/C. Garden unit does not have central A/C. Tenants pay their own utilities. The property features: top two 2-Bedrm/ 1-Bath apartments have a large eat-in kitchens w/ Stainless Steel appliances, dishwasher, and walk-in pantry, grand Living/ Family Rm and hardwood floors throughout. Each apartment has also convenient in- unit washer & dryer and storage area. Both top units have attached enclosed back porches. Some updates were done to kitchens and baths in 2019-2020. Recent improvements include: Roof redone (2020). All windows were replaced new (Appx.2018). New brick firewall (Appx.2019-2020). Newer Hot Water tanks (all 3 high efficiency tanks replaced between 2023-2025). Situated on regular lot 25' x 125. 2-car garage brings additional income. Total gross annual income roughly 64,200. An additional $400 per month generated from 2 spots in garage to outside people. Low owner's expenses: water & trash bill combined about $230 every 2 months. $ 64200 gross yearly Income less $12059 expenses. 7.20% CAP!

2507 W Walton Street, Chicago

1311 W Columbia Avenue, Chicago
$670,000
4 Beds ⋅ 3 Baths ⋅ 12738203 MLS ⋅ CLOSED Status
This is the 2-flat you've been looking for! This spacious building offers an incredible opportunity for an owner-occupant or investor in a prime location. The first-floor duplex-down unit features 3 bedrooms, and 2 full bathrooms, a chef's kitchen overlooking the backyard, formal living room and separate dining. As you go to the lower level, you will be surprised by 8-ft ceilings and even more living space with a family room and bar area, perfect for entertaining. The top-floor unit is largely in its original condition but offers a fantastic floor plan, rare 9.5-ft ceilings, 1 bedroom, 1 bathroom, a formal living room, and a separate dining room. The layout provides the opportunity to create a second bedroom and add value. Additional highlights include a 2.5-car garage and a desirable location only blocks from the lake and the beach, Loyola University, public transportation, shopping, dining, and more. Whether you're looking to house-hack, generate rental income, or create a multi-generational living arrangement, this property offers tremendous flexibility and potential. Extra-wide and longer lot. Property is being sold AS-IS.

1311 W Columbia Avenue, Chicago

5723 N Talman Avenue, Chicago
$670,000
9 Beds ⋅ 4 Baths ⋅ 12678994 MLS ⋅ CLOSED Status
Come check out this legal 2-unit plus an additional garden unit in ARCADIA TERRACE - Well-maintained and nicely updated all brick 3units have 9 beds 3.5 baths with spacious layouts! Each unit offers 3 bedrooms and 1 bath, featuring extra-large living rooms, formal dining rooms, and generous kitchen space. Fully finished basement with 3 bedrooms and 1 bath, offering great additional living space or income potential. Major updates include: basement finished (2017), second-floor rehab (2020), new 3-furnace system (2024), and updated central air systems for added comfort. Enjoy a private fenced yard with gate, providing up to 2 additional exterior parking spaces, plus a 2-car brick garage. Currently tenant-occupied with long-term tenants at below-market rents, offering strong upside potential. Perfect for an owner-occupant or investor. Property is being sold as-is.

5723 N Talman Avenue, Chicago

2846 N Elston Avenue, Chicago
$670,000
4 Beds ⋅ 2 Baths ⋅ 12661529 MLS ⋅ CLOSED Status
Located in the heart of Avondale, this well-maintained 2-flat with a non-conforming garden unit offers an ideal blend of investment potential and owner-occupant appeal. Just steps from popular coffee shops, craft breweries, restaurants, and multiple grocery options, the location continues to attract strong tenant demand. The spacious first-floor unit features soaring 10-foot ceilings and an open layout, while the second-floor unit includes the convenience of an in-unit washer and dryer. Each unit offers its own three-season room, and the property features a beautifully landscaped patio and detached two-car garage. Major improvements completed within the last three years include newer HVAC systems for all units, updated electrical, new front and rear exterior doors, refreshed kitchen flooring on the first floor, updated countertops on the second floor, and patio landscaping enhancements. A rare opportunity to own a versatile, income-producing property in one of Chicago's most sought-after neighborhoods.

2846 N Elston Avenue, Chicago

4054 W Oakdale Avenue, Chicago
$665,000
6 Beds ⋅ 2 Baths ⋅ 12732459 MLS ⋅ CLOSED Status
Must see this well maintained X-Large 2 unit building in Avondale/Belmont Gardens area. Both units are spacious 3 bedroom units that feel like a single family home not an apartment. Original details can be found throughout the property, including beautiful wood trim, hardwood floors, stained-glass windows, vintage doors, decorative fireplaces, and other timeless architectural features. Updated windows add modern comfort while preserving the buildings classic character. Full unfinished basement provides potential for additional storage or future expansion with front and rear exits, subject to applicable approvals. This is an excellent opportunity for an owner-occupant, multigenerational household, or investor. Live in one unit while generating rental income from the other unit or makes a great investment property. Enjoy everything Avondale has to offer, with convenient access to Milwaukee Avenue, neighborhood restaurants, shopping, public transportation, the CTA Blue Line, and the Kennedy Expressway. Rents are way below market due to long term tenant.

4054 W Oakdale Avenue, Chicago

732 N Pine Avenue, Chicago
$658,000
6 Beds ⋅ 5 Baths ⋅ 12610274 MLS ⋅ CLOSED Status
OWNER-OCCUPIED BUYERS ONLY! QUALIFIES FOR 20,000 GRANT FROM THE COUNTY. ANOTHER PROJECT BY AN AWARD WINNING DEVELOPER - GT ALTERNATIVES LLC. This gorgeous 2 unit new construction is expected to be completed in June, 2026 and will feature 4 bedrooms and 3 bathrooms in the duplex down first floor unit with white shaker designer kitchen cabinets, a large peninsula, quartz counters, stainless steel appliances and hardwood floors throughout. The second floor unit will have 2 bedrooms and 2 baths. Pictures are taken from another property built by the same developer. There will be a brand new 2-car garage, 2-story back porch, and much more. Great investment opportunity. The property will have CONCRETE/BRICK STEPS AND STEEL RAILING!

732 N Pine Avenue, Chicago

4252 N Whipple Street, Chicago
$655,000
5 Beds ⋅ 3 Baths ⋅ 12738930 MLS ⋅ CLOSED 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

3008 N Clybourn Avenue, Chicago
$652,000
6 Beds ⋅ 4 Baths ⋅ 12739841 MLS ⋅ CLOSED Status
Endless possibilities await at this classic two-unit property in the highly desirable location. Featuring a spacious duplex-up and duplex-down configuration, this building offers an outstanding opportunity for investors, rehabbers, or owner-occupants looking to build equity in one of Chicago's most sought-after neighborhoods. Both units offer generous living space and the convenience of in-unit laundry, providing an excellent foundation for a renovation or value-add project. With strong bones and an ideal layout, this property is ready for your vision. Renovate and maximize rental income, create stunning owner-occupied living with additional rental revenue, or update both units for long-term investment potential. Located in an unbeatable location, you'll enjoy easy access to restaurants, coffee shops, grocery stores, parks, entertainment, public transportation, and major expressways. Just minutes from Roscoe Village, Lakeview, Bucktown, and the Southport Corridor, the neighborhood continues to attract homeowners and renters alike, making this an exceptional investment opportunity.

3008 N Clybourn Avenue, Chicago

4552 N Lockwood Avenue, Chicago
$650,000
6 Beds ⋅ 4 Baths ⋅ 12736543 MLS ⋅ CLOSED Status
Located in Chicago's Portage Park neighborhood just south of Lawrence Avenue, this brick two-flat offers a solid investment or owner-occupant opportunity. Unit #1 spans the main level with 3 bedrooms and 1.5 baths, while Unit #2 occupies the second floor with 3 bedrooms and 1.5 baths of its own. A full, partially finished basement adds valuable extra space for storage and a detached 2-car garage round out the practical features. The brick exterior offers durability and classic two-flat character. Just steps from the Jefferson Park Transit Center - with CTA Blue Line, Metra, and bus access - and close to the neighborhood's shops, restaurants, and everyday conveniences along Lawrence Avenue, this property offers strong appeal for tenants and owners alike.

4552 N Lockwood Avenue, Chicago

2304 N Monitor Avenue, Chicago
$650,000
8 Beds ⋅ 3 Baths ⋅ 12723505 MLS ⋅ CLOSED Status
Exceptional 3-Unit Investment Opportunity in Belmont Cragin! Whether you're looking to live in one unit while generating rental income from the others or expand your investment portfolio, this property offers outstanding value and long-term potential. This well-maintained 3-unit building features 8 total bedrooms and 3 full bathrooms, along with a full-size attic offering excellent potential for expansion into additional living space. Recent updates provide peace of mind, including a new roof (2024), central air in the second-floor unit (2023), and newer stainless steel appliances throughout. The property does not experience flooding, thanks to a professionally installed reservoir system, jet/backflow protection, and a backup sump pump designed to help prevent water intrusion. Additional features include a 2.5-car garage, ample storage, and a location convenient to parks, schools, shopping, restaurants, public transportation, and major expressways. A rare opportunity to own a solid income-producing property in one of Chicago's most sought-after neighborhoods. Schedule your showing today!

2304 N Monitor Avenue, Chicago

3505 W Le Moyne Street, Chicago
$650,000
7 Beds ⋅ 5 Baths ⋅ 12690577 MLS ⋅ CLOSED Status
Do not miss an opportunity to own a beautifully TURNKEY brick legal 2 Flat plus nonconforming garden unit in hot Humboldt Park! Completely renovated with a rear addition in 2019 by the previous owner, both above-grade units offer wide plank hardwood floors, soaring 10' ceilings, large primary suites, two bathrooms, granite countertops with breakfast bar seating, 42" cabinets, stainless steel appliances, in unit laundry, and open concept living. The lower level unit offers 7' ceilings with a functional floor plan, vinyl plank flooring, updated kitchen, and private washer and dryer. Outside you'll find a smaller back porch, sizable yard space, and a large parking pad for 3 cars. The building features copper water lines, 200 amp electrical service, HVAC with Central AC in each unit, vinyl windows, separate utilities, and recently maintained roof. Amazing location within walking distance to Humboldt Park, the 606 trail, coffee shops and other shops/restaurants on North Avenue.

3505 W Le Moyne Street, Chicago

1101 N Lawndale Avenue, Chicago
$649,900
6 Beds ⋅ 3 Baths ⋅ 12726748 MLS ⋅ CLOSED Status
Welcome to 1101 N Lawndale, a newer construction two-flat built in late 2023 that gives you income and a place to live all in one. The first floor is a duplex down unit with 4 bedrooms and 2 bathrooms, currently rented at $3,000 a month, so you have a tenant helping cover your mortgage from day one. The second floor is a 2 bed, 1 bath simplex, ready for you to move right in and live above your investment, or rent it out too if you'd rather hold the whole building. Both units are filled with natural light, a real perk of the corner lot position and the thoughtful newer build. You get the clean lines, efficiency, and low maintenance of construction that's barely two years old, including tankless water heaters for endless hot water and lower utility costs. The seller has an assumable FHA loan at a 5.175 interest rate. For a qualified buyer, that's a chance to step into a rate well below what's out there today. The setup outside is just as strong. This sits on an oversized Chicago lot on a rare cul-de-sac, a quiet pocket you don't find often in the city. There are three exterior parking spaces plus a two-car garage, and the garage comes with two Level 2 EV chargers already installed, ready for whatever you or your tenants drive. The area is on the move, with plenty of new construction coming in nearby, so you're buying into a neighborhood that's still growing.

1101 N Lawndale Avenue, Chicago



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