Courtesy: @properties Christie's International Real Estate
312-254-0200
Located in the heart of Chicago's sought-after Old Town neighborhood, this classic multi-unit redstone offers incredible space, versatility and investment potential. The top-floor owner's duplex features 3 spacious bedrooms and 3 full baths, providing the perfect blend of comfort and functionality for owner-occupants. The first floor includes 3 bedrooms and 1 bathroom.ideal for rental income or extended family living. The property also includes a full basement offering abundant storage or future expansion possibilities, along with a 2 car garage. Agent Owned
Courtesy: RE/MAX Partners
708-484-2300
Turnkey investment opportunity in the heart of the vibrant South Lawndale neighborhood! This well-maintained and updated 4-unit building is perfect for investors looking to generate strong rental income from day one. Each unit features updated kitchens with granite countertops, offering modern finishes that tenants love. The property has been thoughtfully improved with major updates completed approximately 13 years ago, including tuckpointing, roof, plumbing, and electrical systems-providing peace of mind for years to come. All units are equipped with separate furnaces and hot water tanks, maximizing efficiency and minimizing owner expenses. Whether you're expanding your portfolio or looking for a solid multi-unit investment, this property checks all the boxes. Conveniently located near shopping, dining, public transportation, and easy access to major roadways. Don't miss out on this income-producing property-schedule your showing today before it's gone! *Interior photos will be available soon*
Courtesy: Serene Realty, Inc.
312-650-7940
Investment grade 3-unit brick and stone multi-family building in Chicago's historic Bronzeville neighborhood. This gated 3-flat offers approximately 8 bedrooms and 3 bathrooms across three separate units; ideal for rental portfolio builders, house hackers, and owner-occupants seeking flexible South Side Chicago real estate with immediate cash-flow potential and long-term value-add upside. Each unit provides spacious living quarters, giving the next owner the flexibility to lease all three units for full rental income, occupy one unit while collecting rents to assist or cover the mortgage, or configure the property for a multi-generational living arrangement. Recent capital improvements include a new roof and a completely rebuilt back porch and deck system, reducing near-term repair exposure for incoming investors. The finished walk-out basement adds usable square footage suited for tenant storage, future expansion, or a recreation room, a built-in value-add lever for the next owner. Outside, a fully fenced backyard provides private outdoor space for gatherings, gardening, or tenant amenity appeal. A detached 2.5 car garage offers covered parking and additional storage a premium feature in dense Chicago multi-family inventory. Located in Bronzeville on Chicago's South Side, the property sits minutes from CTA Green Line and Red Line stations, multiple bus routes, and the Dan Ryan Expressway (I-90/94), giving tenants direct access to downtown Chicago, the Illinois Institute of Technology, the University of Chicago, McCormick Place, and the Hyde Park lakefront. Nearby attractions include the Bronzeville Walk of Fame along Martin Luther King Drive and the 31st Street Beach on Lake Michigan. Strong rental demand, established neighborhood fundamentals, and recent infrastructure updates make this Bronzeville 3 flat a compelling addition to any Chicago multi-family portfolio. The property is offered AS-IS, leaving room for investors to add value through cosmetic updates, unit-by-unit renovations, or repositioning. Schedule a private showing to evaluate this Bronzeville investment opportunity. Fully occupied building; 48 hour notice required.
Courtesy: arhome realty
773-775-5500
What an opportunity! A classic brick two-flat with a finished basement and a two-car garage in desirable Avondale neighborhood of Chicago. Ideal for owner-occupants seeking extra space for loved ones or investment potential. This property combines timeless character with numerous modern updates. The first and second floors feature a newer central heating and cooling system for year-round comfort. Two bathrooms-one on the first floor and one on the second-have been updated. The kitchen on the second floor has newer cabinets. An enclosed back porch serves as additional storage space. All windows have been replaced, a newer roof, garage doors, and water heaters. A dream location-close to shops and restaurants, with easy access to I-90. *The house is NOT located in Northwest Side Preservation Ordinance and Block 606*
Courtesy: Suite 527 Realty Group, LLC
630-687-9547
Excellent opportunity to own a spacious income producing 2 unit building in the heart of Auburn Gresham! Investors will appreciate the strong rental potential in the area with separate utilities. The first floor unit is duplexed down to the basement and features 4 bedrooms and 2 full bathrooms with an expansive layout perfect for larger households. The second floor unit offers 3 bedrooms and 1 full bathroom with generous living space and natural light throughout. Outside, enjoy a nice sized backyard ideal for entertaining along with a 2 car garage for added convenience. This versatile property offers multiple living and investment options whether you are looking to house hack, create a multigenerational living setup, or maximize rental income from both units. Conveniently located near schools, parks, public transportation, shopping, and major streets for convenient commuting throughout the city.
Courtesy: Fulton Grace Realty
773-698-6648
Introducing a stunning newer construction 3-unit building in the heart of Woodlawn-an exceptional, income-producing investment opportunity in one of Chicago's most rapidly evolving neighborhoods. With two units currently rented and Unit #3 vacant, this property offers immediate cash flow with the added flexibility for an owner-occupant or premium lease-up. This beautifully designed building features a total of 9 bedrooms and 6 bathrooms, thoughtfully crafted to blend modern sophistication with everyday functionality. Each unit showcases design-forward interiors, including curated kitchens with custom cabinetry, decorative wood panel accents, professional-grade appliances, quartz countertops, and sleek designer backsplashes. Engineered hardwood flooring flows throughout, creating a cohesive and elevated living experience. The spacious primary suites serve as a true retreat, complete with spa-inspired bathrooms featuring oversized frameless glass showers and high-end fixtures. Additional highlights include closet systems, sprinkler systems, and dedicated parking. Perfectly positioned on a picturesque Woodlawn block, this property offers unbeatable access to some of Chicago's most iconic destinations, including the University of Chicago, Jackson Park harbor, the lakefront and beaches. Just moments away, the highly anticipated Obama Presidential Center continues to drive growth and long-term value in the area. Residents will also enjoy proximity to local dining, coffee shops, grocery stores, and the vibrant energy of nearby Hyde Park. Whether you're expanding your portfolio or seeking a turnkey investment with strong rental potential, this is a rare opportunity to own a high-performing asset in a thriving community. Additional offering: 6500-6508 S. Ingleside Ave. is also available, consisting of four (4) luxury, new construction 3-unit buildings featuring spacious 3 bed / 2 bath layouts with condo-quality finishes throughout. The properties may be purchased individually or as a portfolio package of two, three, or all four buildings-presenting a unique opportunity to scale in one of Chicago's most promising submarkets. Contact me today to schedule your private showing!
Courtesy: Coldwell Banker Realty
773-631-8300
***Multiple offers received***Great Investment Opportunity in the desirable Montclare neighborhood! This legal 3 -flat features two spacious 3-bedroom, 1-bath units and one 1-bedroom, 1-bath unit, offering excellent income potential. The property includes a 2-car detached garage with a new floor and a large fenced backyard. Major building improvements include three newer boilers (approximately 5, 3, and 1 year old), three newer water heaters (approximately 5, 3, and 1 year old), separate electrical and gas meters for each unit, and a roof approximately 12 years old. One unit is currently vacant, while the other units are occupied on a month-to-month basis, providing flexibility for investors or owner-occupants. Conveniently located with an elementary school just around the corner. Excellent opportunity to add value and generate strong rental income! Sold As-Is.
Courtesy: Baird & Warner
773-549-1855
Perfect opportunity for all buyers and investors! This multi-unit building in Rogers Park is on the market for the first time in nearly 40 years. The property features four units and a 3-car garage, offering excellent potential for both owner-occupants and investors. The spacious first-floor owner's unit does require updates but is fully habitable and is ideal for a live-in landlord seeking rental income. The second floor includes two 1BR/1BA units, along with a legal 1BR/1BA basement unit with its own private entrance. Hardwood floors run throughout the first and second-floor units. Updates include a newer boiler, water heater and updated circuit breakers. The owner currently pays for heat and cooking gas, while tenants are responsible for electricity (separate panels for each unit). Conveniently located near Loyola University, Clark Bus & Red Line, Metra, Clark Street shops and restaurants, and Lake Michigan. Trust sale and property conveyed as-is.
Courtesy: M Property Group LLC
630-518-4511
OWNER OCCUPIED OPPORTUNITY! This well-maintained 2-unit property offers both immediate income potential and owner-occupant flexibility. One unit is currently occupied, providing steady rental income, while the second vacant unit is ready for a new tenant or owner occupant. This property features a functional layout with bright living areas, generously sized bedrooms, and plenty of potential to make it your own. Don't miss it -- see the potential this property has to offer! **The property taxes do not represent a Homeowner Exemption.** Seller is motivated.
Courtesy: Redfin Corporation
224-699-5002
Attention owner-occupants or investors. Duplex up will be available June 2026. This exceptional two-unit property in the heart of Logan Square represents a Perfect owner-occupancy with rental or premier investment opportunity with both units currently leased and producing income. Entirely rehabbed from the studs in 2019, the residence showcases high-end craftsmanship and gleaming hardwood flooring throughout. Unit 1 offers a spacious layout with three bedrooms and two bathrooms, while Unit 2 is an expansive residence with four bedrooms and three bathrooms. Duplex up with a primary suite on the second level. A standout highlight of the second unit is the stunning third-floor primary suite, which encompasses the entire top level and includes a custom-built walk-in closet installed in 2022. The exterior provides a private fenced yard and a detached two-car garage, offering a rare combination of modern luxury and functional urban living just steps from The 606 trail and the vibrant dining scene of Logan Square.
Courtesy: Realty of America, LLC
708-788-1900
Great opportunity to own a solid brick 2-flat in the highly sought-after Pilsen neighborhood! This property features 2 legal units plus a finished attic offering additional living space with an extra room. In total, the home offers 5 bedrooms and 3 full bathrooms, making it ideal for owner-occupants, multi-generational living, or investors seeking rental income potential. The property also includes a very solid 2-car garage, plus 2 additional exterior parking spaces in the rear, along with a private patio area between the home and garage perfect for outdoor enjoyment. Conveniently located just steps from the Pink Line train with easy access to downtown Chicago, shopping, restaurants, schools, and transportation. This is a fantastic opportunity for a starter home or investment property with great upside potential. Property needs some TLC but offers strong bones and endless possibilities. Property is being sold AS-IS. Don't miss your chance to own in one of Chicago's most vibrant neighborhoods - schedule your showing before it's gone!
Courtesy: YUB Realty Inc
773-716-3799
Excellent opportunity to own a multi-unit property in the highly desirable Logan Square area of Chicago. This solid building offers great potential for investors or owner-occupants looking to build equity in a prime location. Property features 2 units, a finished attic for additional living or storage space, and a 2-car garage. Conveniently located near restaurants, shopping, parks, public transportation, and everything Logan Square has to offer. Property is being sold as-is and priced to reflect condition, making it the perfect value-add opportunity for buyers looking to update and customize to their vision. Great income potential in a sought-after neighborhood with strong long-term growth
Courtesy: Jameson Sotheby's Intl Realty
312-751-0300
Here is your opportunity to purchase a fully updated Courtyard Brick Apartment Building with 4 large units and a 5th non-conforming garden unit. Located on the city's Northwest Side, this Portage Park multi unit investment generates income of $107,894 annually. Rare, L-Shaped All Brick Building on oversized (40ftx133ft). Built in 1921, and freshly updated in 2020, all units feature white shaker cabinets, quartz countertops, new appliances, new paint, refinished floors and subway tiled bathrooms. Ideal for any arm-chair investor, this well-maintained, fully stabilized building is professionally managed for passive income with minimal time or experience required. Centrally located and accessible transportation via Bus/Train and easy access to Kennedy Expressway, nearby Entertainment, Dining & Shopping include Six Corners district, The Patio Theatre and Chicago Park District Portage Park make this area desirable for long-term tenants. Additional revenue can be captured with common laundry room converted to commercial machines + 4 rear exterior parking spaces to lease. Common Area features gated front entry offers residents outdoor seating and grilling, oversized lower level storage units. Central Heat.
Courtesy: @properties Christie's International Real Estate
312-682-8500
One-of-a-kind opportunity to own a former bakery on a tree-lined street in highly sought after Old Irving Park. This two-flat home features a currently leased 2 bedroom/1 bathroom first floor unit, and a 3 bedroom/2-bathroom owner's unit. Long time owner of 20 years has lovingly taken care of the building with several recent improvements: roof 5-9 years, many windows under a year old, owner's unit main floor bathroom renovated, and more. The first-floor unit is impeccably maintained by the tenant whose lease is through March 2028. Be greeted by the 20-foot vaulted ceiling in the second floor owner's unit. The 3 bedroom duplex up has hardwood floors on the main level with a separate living and dining room, in-unit laundry, and back deck that spans the width of the building. Each unit has their own laundry and storage room. Prime location close to 90/94, Blue Line, both Irving Park Metra and Grayland Metra, Smoque BBQ, Backlot Coffee, and more! AS IS
Courtesy: Century 21 S.G.R., Inc.
312-326-2121
Beautifully-maintained 2-story brick building located in a rapidly-developing area of Chicago, conveniently situated near I-94 and just west of the future Obama Presidential Center. This well-kept investment property features two spacious 2-bedroom units, each offering generous living and dining areas with functional layouts. Both kitchens are in good condition and include newer stoves and refrigerators replaced within the past year. The property also offers rear patios and a detached 2-car garage. The building is currently occupied by long-term tenants who have resided in the property for over 4 years, consistently pay rent on time, and take pride in maintaining their units. A solid investment opportunity in an area experiencing continued growth and redevelopment.
Courtesy: Parkvue Realty Corporation
312-788-4040
This two unit traditional style home built in 1920 offers 6 bedrooms and 2 bathrooms with approximately 2250 square feet of living space on a .13 acre lot. The foreclosure deed has been recorded, allowing for shorter closing timelines. Please be advised that this property has code violations from the City of Chicago. These violations would be transferred to the new owner. No Buyer Premium on this property. The buyer has the right to select their own title/closing company. The buyer is responsible for all closing costs in this transaction. It is a criminal offense to trespass on this property. Sold As Is. Seller does not provide survey. Room sizes are estimated and unverified. Xome Auction. *Property not for rent.*
Courtesy: Baird & Warner
773-326-6500
***HIGHEST & BEST OFFERS DUE BY 10AM ON TUESDAY, 5/19*** Legal three-flat with 2-car garage in the heart of Roscoe Village! RS-3 zoning. Situated steps from all that the wonderful Roscoe Village neighborhood has to offer! One 2-bedroom, 1-bathroom apt. One 3-bedroom, 1-bathroom apt. One 1-bedroom, 1-bathroom apt. $61,536 in gross annual rental revenue. The larger first and second floor apartments available 7/1/26 and will generate higher rents. Numerous updates. Also ripe for redevelopment into a large single-family home. Audubon Elementary and Lake View High School.
Courtesy: CL3 Property Management
773-227-2388
Fantastic opportunity to own a fully rented 4 flat with value add possibilities in unbeatable Wicker Park location! Located on beautiful street in East Village Historical District, property is steps to Division St and all Wicker Park restaurants, shops and nightlife. Units are fully occupied and always easy to rent. Front units are 1 bed + den, 1 bath and rear units are 2 bed 1 bath. 2 car garage parking with one spot currently available. Strong addition income through laundry and outside maintenance storage in basement. Keep in current condition and collect rents of $7500+, or update units and increase rents and value significantly. Prime location and opportunity in high demand and walking traffic area.
Courtesy: Jameson Sotheby's Intl Realty
312-751-0300
Excellent investment opportunity in a desirable Northwest Chicago neighborhood. This fully leased, well-maintained building generates $3,500 per month in gross rental income ($42,000 annually), with an estimated net operating income of $26,613.52 and a current cap rate of approximately 5.91%. With only a modest 10% increase in rents, the cap rate would exceed 6.5%, presenting strong upside potential. Additional income is generated from the basement coin laundry (one washer and one dryer), producing approximately $400-$500 annually. Recent improvements include a new roof (2019), new front porch (2019), garden unit remodeled (2018), and Unit 1 remodeled (2020). The property features hardwood floors in the first and second floor units, separate furnaces, and separate electric meters. Units #1 and #2 have tenants paying all utilities, while utilities are included in the rent for the garden unit. The building is fully rented with well-screened, reliable tenants, and units are clean and well-maintained. Additional highlights include easy street parking, outdoor storage sheds, a large fenced yard with a concrete patio, and coin laundry in the basement for supplemental income. Seller makes no representation regarding the legality of the third (garden) unit.
Courtesy: Real Broker, LLC
217-960-8605
Spacious legal 2-unit property offering strong income potential and flexible living arrangements. This move in ready investment features a 3-bedroom, 1-bath unit on the main level along with a 2-bedroom, 1-bath second floor unit. Property also includes an additional finished attic living space with 1 bedroom and 1 bath. Separate gas and electric utilities with 2 meters already in place. Property offers updated finishes, spacious layouts, and a large paved rear area for additional convenience. Great opportunity for investors or owner occupants alike with the potential to add value and maximize rental income. Property will be delivered vacant. Sold as-is.
Courtesy: Baird & Warner
773-697-5555
BEST AND FINAL BY 5PM MONDAY MAY 18TH. Incredible opportunity to increase cash flow as an investor or as an owner-occupant-landlord. A quiet tree lined street steps from Holstein park is home to this duplex up 2 Bed/2 Bath/ 2 Living Space combined with a 3 Bed / 2 Bath duplex down which both include Sun Rooms, in unit laundry, separate HVAC, shared back paved patio, and a shared 2 car garage. Brick home beautifully maintained and full of character. Updates include 3 brand new electric panels and new HVAC. This is the one you have been waiting for.
Courtesy: Compass
312-319-1168
Exceptional mixed-use opportunity in a prime West Town location. Currently the office and workspace of an interior design studio. This unique property blends creative architecture with rare functionality. The building is positioned on a quiet private alley adjacent to the expressway, offering unobstructed skyline views and direct access to a large attached garage-a true rarity for this area. Currently configured as a high-end design studio completed in 1999 with flexible open floor plan, high ceilings, and designer lighting. The layout lends itself perfectly to office, showroom, gallery, or live/work space. Large windows and multiple exposures fill the space with natural light, highlighting the property's modern aesthetic and curated finishes. Conveniently located near the Kennedy Expressway, the Blue Line, and just minutes from downtown, Fulton Market, and the West Loop. Ideal for creative professionals, architects, or developers seeking a one-of-a-kind urban space with privacy, parking, and skyline views.
Courtesy: eXp Realty
888-574-9405
Nestled in North Park, just half a mile from Budlong Wood Elementary School, this meticulously maintained four-unit building offers a unique living experience. Three of the units are two-bedroom, one-bathroom, while the second-floor unit has been transformed into an owner's unit with four bedrooms and two bathrooms. The owner's unit boasts upgraded central HVAC and modern touches, providing a comfortable living space. The remaining units feature radiant heat from new boilers and central air conditioning, ensuring a cozy and energy-efficient environment. The building's roof, replaced within the last decade with a silver coating, adds to its aesthetic appeal. The past three years have seen the building undergo thorough maintenance, ensuring its longevity and appeal. Each unit is equipped with separate gas and electric meters, providing tenants with the convenience of individual control over their utilities. The two-car garage features two separate door openings, offering ample parking space. The gated front entrance and concrete patios surrounding the 30x125 lot size create a secure and inviting atmosphere. It's an excellent option for owner-operators or those considering converting the second-floor unit back into two units, providing flexibility and potential for rental income.
Courtesy: Jakubco Development, Inc
708-744-8617
Amazing Opportunity to acquire a 2 Unit Multi-Family Dwelling Property on Oversized Chicago Lot on a quiet tree lined street in Avondale!!! 1st Floor Unit contains 2 Bedrooms 1 Bath, hardwood floors, formal living and dining rooms and an eat in kitchen with enclosed rear porch. The full unfinished basement has potential to be duplexed down to add additional living space for a combined multi-floor unit. The 2nd Floor unit contains 2 Bedrooms plus a den/office, hardwood floors, formal living room and dining and eat in kitchen. Separate Heating Systems for each unit!!! Cozy and charming rear yard for entertaining and enjoyment!!! Original Woodwork and trim throughout the units. Property has a multitude of potential uses keep as a 2 Flat Investment Property, convert to a Single Family Home or build a new property!!! Sold As-Is!!!!
Courtesy: Area Wide Realty
708-656-3333
Opportunity knocks in the Chatham neighborhood! This classic brick 3-flat is bursting with potential for investors or owner-occupants looking for a rehab project. Each of the three spacious units features 3 bedrooms, 1 bathroom and plenty of natural light. This property also includes a 3 car detached garage and full unfinished basement. The building needs significant work but offers an incredible value for those ready to roll up their sleeves and restore its charm. This is an AS IS sale. No Access due to fire damage. Don't miss this chance to create a strong cash-flowing asset in a desirable neighborhood! Subject to prior offer cancellation.
Chicago is located in Illinois. Chicago, Illinois has a population of 2,742,119. Chicago is less family-centric than the surrounding county with 27.11% of the households containing married families with children. The county average for households married with children is 29.73%.
The median household income in Chicago, Illinois is $65,781. The median household income for the surrounding county is $72,121 compared to the national median of $69,021. The median age of people living in Chicago is 35.1 years.
The average high temperature in July is 83.9 degrees, with an average low temperature in January of 19.2 degrees. The average rainfall is approximately 38.2 inches per year, with 35.1 inches of snow per year.
