Courtesy: Keller Williams ONEChicago
312-216-2422
This meticulously-maintained 4-unit brick building is a gem waiting to be uncovered by savvy investors like you. Each unit boasts a winning combination of space and functionality. The first floors feature generous 2-bedroom layouts, complete with family room, dining room, kitchen, and duplex down to the basement, perfect for maximizing rental income potential. Meanwhile, the second floors offer spacious 3-bedroom residences with a bath, living room, and dining room. Say goodbye to carpet headaches! This building is adorned with a sleek mix of hardwood and tile floors throughout, ensuring durability and easy maintenance for years to come. With current rents below market value, there's ample room for growth. Two units are already occupied with month-to-month leases, while the first and third units presents an ideal opportunity for house hacking or securing new tenants at market rent. Benefit from upgrades including a brand-new back deck in 2023, a fully finished basement in 2021, plumbing and tuckpointing enhancements in 2020, electrical and window replacements in 2017, a roof repair also in 2020, new fence, new concrete. This means less hassle for you and increased appeal for potential renters. Situated in a rapidly evolving Auburn Gresham neighborhood, was selected as one of the priority communities for Chicago's INVEST South/West commercial corridor improvement strategy. The creation of new retail and residential spaces, as well as the renovation of existing buildings to support local businesses and improve the neighborhood's overall vitality. These efforts aim to stimulate economic growth, enhance infrastructure, and foster a vibrant community environment. Don't miss out on this chance to capitalize on a thriving market and unlock the full potential of this investment opportunity. Schedule your viewing today.
Courtesy: Realty of America, LLC
708-788-1900
Great investment opportunity in Avondale! This legal 3-unit building offers endless potential for investors or owner-occupants looking to build equity.Each unit provides generous space and a flexible layout, ideal for rental income or multi-generational living. The property sits on a quiet residential block surrounded by a mix of vintage homes and new development. Enjoy unbeatable convenience near the CTA Blue Line, Belmont, Milwaukee, Kimball and Addison buses, and easy access to the Kennedy Expressway. Just minutes from Avondale's thriving restaurant and cafe scene like Honey Butter Fried Chicken, JoJo's Milk Bar, and Sleeping Village. As well as grocery stores, shopping, and parks like T.J. Maxx, Gap, Nail salons, Aldis, Jewel Osco, Avondale & Athletic Park, and much more!
Courtesy: Compass
312-319-1168
Rare opportunity to house hack in prime Lakeview with this well-maintained 4-unit building consisting of all two-bedroom, one-bathroom apartments. The owner's unit has been completely rehabbed and is ready for its next occupant, featuring high-end, condo-quality finishes, a brand-new kitchen and bathroom, a king-size bedroom, in-unit laundry, new high-end soft-close cabinetry, quartz countertops, and an elevated tile backsplash - creating the ideal setup for an owner-occupant looking to offset their mortgage. For investors, the owner's unit offers strong rental potential on its own, with projected rents of $3,200+ per month, leading to a projected cap rate of 7%. All units feature central heating and air conditioning. Three units have private outdoor space. Two units feature in-unit laundry with free common laundry in the basement for the others. The building sits on a south-facing corner lot, which provides an abundance of natural light as well as a wide building footprint that is evident in the large bedroom sizes. Additional features include a two-car garage and dedicated storage space for each unit, all located just steps from CTA transit, the Lakefront Trail, parks, restaurants, and everything Lakeview has to offer.
Courtesy: eXp Realty
888-574-9405
HUGE, legal 4-unit property on an extra-wide lot, now ready for new ownership. Originally built in 2009 as individual condos, this building offers significantly larger units than most 3-4 flats in the area-giving it a clear competitive edge. All four apartments feature spacious 3-bedroom/2-bath layouts with stainless steel appliances, granite countertops, marble baths, fireplaces, and in-unit washer/dryers. The top three units have refinished hardwood floors throughout, while the lower level features newer wood plank vinyl flooring. Major updates include two hot water tanks (2020/21) and three new A/C units (2024/25). The fully gated rear parking lot allows for ample, secure parking spaces. Ideal as a long-term investment or owner-occupant opportunity-live in one unit while tenants help cover your mortgage. Conveniently located near the Metra, Red Line, and Green Line.
Courtesy: Trademarks & Associates
773-306-0352
Presenting an opportunity to create the next chapter for this classic brick 2 unit in Chatham! Whether you're looking to expand your portfolio, create a multi-generational living setup, or explore owner-occupant possibilities, this property offers flexibility, space, and long-term potential all in one address. Each unit features 2 bedrooms and 1 bath, including one bedroom with a generously sized walk-in closet, along with formal dining rooms and hardwood floors that add timeless character throughout. The property has been well maintained over the years, offering a solid foundation while leaving room for a little sprucing up and your personal updates to truly make it shine. The basement has separate ingress/egress and is partially finished with a kitchen, large bath, and 1 bedroom making it ideal for related living... the possibilities here are wide open. Outside, enjoy a manicured rear yard, wrought iron fencing, and a 2-car garage that adds everyday convenience. Long-term occupants are currently in place, providing immediate income potential, with room for future rental growth. Located in Chicago's Chatham area, this property offers convenient access to neighborhood parks, local dining, shopping options, public transportation, and major thoroughfares including I-94 and nearby CTA and Metra connections for commuting ease. Residents also enjoy proximity to Tuley Park, the Whitney Young Library branch, and the bustling 79th Street corridor filled with everyday conveniences. Properties offering this kind of space, versatility, and upside do not come along every day-especially with classic brick construction and income potential already in place. Bring your vision, your ideas, and your finishing touches before someone else does!
Courtesy: Equity Market Realty Inc.
773-743-7700
Large legal 4 unit brick building in desirable Belmont Cragin. Building is updated with individual central heat/ac, separate water tanks for each unit, copper plumbing and updated electric. Spacious apartments with high ceilings. Large basement with 2 exits. Laundry room, large backyard and 3 car garage plus side apron. Tenants pay all utilities except water. Very well maintained building.
Courtesy: New Chapter Real Estate
219-227-8454
Investment Opportunity. Two unit building with 1- 2 bedroom/1 bath unit & a 3 bedroom/1 bath unit. 2 car garage. Located on a dead end/no outlet street.
Courtesy: EXIT Strategy Realty
312-554-5478
Prime Investment Opportunity---Renovated Multi-Unit Gem Offering Flexible Income or Spacious Family Residence. Beautifully updated multi-unit building featuring two spacious apartments and a large garden unit, ideal for savvy investors seeking high cap rates or for a large extended family with all this space. 3 bedroom upper unit--1200SF, 2 bedroom lower unit--1000SF, and garden unit with 3 multi-purpose rooms. Three full bathrooms throughout. Property Highlights: Fully renovated with high-quality finishes throughout. All new windows and brand new appliances. Modern can lighting, designer neutral paint, and upgraded flooring. Newly refinished front and rear staircases. Secure 6-foot wood privacy fence in front. Separate back porches for both main units plus a spacious 25x25 backyard perfect for grilling and outdoor enjoyment. Kitchens & Baths--- Granite countertops, white shaker-style cabinets, and deep double-bowl sinks. Stainless steel appliances (stove, microwave, refrigerator) Bathrooms feature marble tile, vanities, and tub/shower combinations (garden unit has a large walk-in shower) Mechanicals & Systems---Separate forced-air heating for each uni. Two 100-amp electrical services plus a 100-amp common panel. This turnkey property offers excellent income potential with modern updates, desirable layouts, and strong tenant appeal.Perfect for investors looking to maximize returns or a large extended family looking for space. Included is a newer two car garage plus a wood security fence in front. Current taxes are very low. RIGHT next to Nash Elementary, very close to Ronald McNair Elementary School. 12 minute walk to the Lake-Cicero Green Line L, RAPID access east and west. Close to lots of shopping and restaurants. Easy access to Chicago Avenue, North Avenue, and 290. 6 minute drive to I-290
Courtesy: Coldwell Banker Realty
773-451-1200
Stunning 2022 construction three-flat in the heart of West Woodlawn - one of Chicago's most exciting South Side neighborhoods experiencing rapid growth and new development. Built on all sides with durable Hardie board fiber cement siding for enhanced curb appeal and long-term exterior protection. Each of the three units features 3 beds/2 baths with a true master suite layout, walk-in shower, custom closets, and generously sized bedrooms. Laminate flooring throughout. Kitchens feature 42-inch shaker cabinetry, Calacatta quartz countertops, 36-inch undermount stainless steel sink, and full stainless steel appliance package including refrigerator, dishwasher, stove & microwave. Spa-inspired bathrooms with sleek vanities and glass-enclosed showers. In-unit washer/dryer in every unit. Top-floor unit boasts soaring volume ceilings in the living room and master bedroom. Building features 600-amp electrical service, high-efficiency 50-gallon water heater, sump pump, and ejector pump. Three-car parking pad in rear. Located on a block surrounded by multiple new construction projects. Ideal for owner-occupant or investor. A must see!
Courtesy: Fulton Grace Realty
773-698-6648
BRAND NEW CONSTRUCTION 3 Unit on an oversized lot. Each luxury simplex is an oversized 3 bedroom, 2 bathroom Condo Quality Unit; each features a beautiful 1,500 sq ft open floorplan, each kitchen with high-end stainless steel appliances, quartz counters, and in-unit laundry. Extra insulation for noise reduction between floors and from the outside. Unbeatable location walking distance to the CTA Green Line station and two blocks from Washington Park. Fully Rented at $8,400/month. Developed by Woodlawn's premier New Construction builder, this home is ready for immediate occupancy and comes with a one-year builder warranty. This is an opportunity to own a trophy investment property in a rapidly appreciating neighborhood. Schedule a private showing today to experience the exceptional craftsmanship and modern design firsthand.
Courtesy: United Real Estate-Chicago
630-748-4660
Updated Property Featuring A Duplex 1st Floor Unit That Has Spacious Rooms & 2-Bathrooms. The Building Also Features Forced Air Heat & Air Conditioning. Nothing To Do But Move-In. Strong cash-flow opportunity in Chicago's West Side. This 2-flat Greystone multi-unit features 8 bedrooms across two spacious units - a 4BD/2BA on the first floor and a 4BD/1BA on the second - totaling 14 rooms. Rehabbed in 2021 with forced air heat already in place. Both units leased with tenants paying electric and gas, keeping operating costs lean. Secured alley parking on-site. Move-in ready - collect rent from day one.
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: Exit Strategy Realty / EMA Management
312-767-0572
Tired of high energy bills? Live better. This renewably powered building offers a superior home, enhanced affordability, and a promising return on investment. It's ready for occupancy! Constructed by the renowned Greenline Homes, this brand-new all-electric two-flat delivers on comfort, low maintenance, affordability, and lifestyle. The larger, primary, upstairs unit boasts a dining room-sized private rear balcony, an expansive great room with 10-foot ceilings, and seamless indoor-outdoor living. The stunning backyard level first-floor rear unit provides a generous one-bedroom retreat, perfect for multi-generational living or an owner occupant seeking high-value rental income to improve affordability. Additionally, it's ADA accessible, featuring a zero-threshold bath. Enjoy designer-coordinated custom cabinetry, beautiful quartz countertops, and chef's choice induction cooking in a home engineered for the next 100 years, not the last. Triple-pane windows and an enhanced building envelope ensure optimal thermal comfort, while a fully paid-for solar PV system results in ultra-low utility costs without compromising style. From the premium Hardi Board exterior to the EV-READY 2.5-car ADA garage and gated intercom security, every detail is meticulously crafted for effortless, low-maintenance living. High-quality appliances like Frigidaire Gallery, Mitsubishi HVAC, and an EPA Air Quality Plus Certification cater to your lifestyle and wellness. Transform your experience into a healthier, wealthier, and far more comfortable home-your best life begins here. This building has been third-party certified, and performance verifications, including the HERS Score, are available for review.
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: Keller Williams Preferred Rlty
708-798-1111
Fully renovated all-brick 2-unit building! This fully vacant property features a spacious 3-bedroom, 2-bath duplex-down unit and a beautifully updated 2-bedroom, 1-bath second-floor unit. Both units offer hardwood flooring throughout, updated kitchens and bathrooms, modern finishes, private rear porch/deck space, and updated heating and central A/C systems. Property also includes a garage for added convenience and storage. Move-in ready with stylish upgrades throughout, this is an excellent opportunity for both owner-occupants and investors. Live in one unit and rent out the other, or maximize cash flow with both units fully available. Conveniently located near downtown, expressways, public transportation, restaurants, and ongoing area development. Turnkey investment opportunity!
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: S Hansen Realty Inc.
773-477-4455
Brand new rehab in hot upcoming area! Complete new plumbing, electric, roof, hvac ( central air units will be installed prior to closing); this building was gutted to the studs. Brand New Appliances. 3 car garage is in original but working condition.
Courtesy: Baird & Warner, Inc.
708-697-5900
Excellent opportunity to own a move in ready two-flat in prime McKinley Park location! Perfect for owner-occupants or investors, this well maintained property offers incredible flexibility and strong rental potential. Live in one unit while renting out the other to generate income or add a solid investment property to your portfolio. Enjoy being minutes away from McKinley Park, coffee shops, dining, shopping, entertainment and surrounding neighborhood amenities. Conveniently located just a block and a half from the Orange Line, public transportation, major expressways, providing easy access to downtown. UPDATES INCLUDE: Brand New roof and gutters on property and garage (May 2026), First floor forced air heating and water heater (6 years old), sump pump (1 year old) Second Floor: Forced air heating (10 years old), water heater (1 year old). Sold As Is.
Courtesy: Coldwell Banker Realty
708-352-4840
Legal 2-flat with garden unit in a desirable Chicago neighborhood offering incredible flexibility and strong income potential! The first-floor unit is exceptionally spacious, featuring 3 generously sized bedrooms, a full bathroom, and hardwood flooring throughout the bedrooms and family room, creating a warm and inviting feel. The kitchen stands out with custom-designed tile finishes, adding character and style. The layout offers oversized rooms and an open, comfortable flow rarely found, along with multiple oversized closets providing exceptional storage throughout. The second-floor unit includes 2 bedrooms and 1 bath with huge closets, hardwood flooring, and stainless steel appliances. The finished basement features a premium garden unit with 2 additional bedrooms, 1 bathroom, a cozy fireplace, and its own separate entrance. Both main units also offer separate entrances, adding privacy and flexibility for owners or tenants. This is a very solid, well-built property with multiple access points. A brand new roof (2025) adds peace of mind, and the 2.5-car detached garage provides ample parking and storage. Enjoy a park directly across the street along with beautiful city views toward downtown Chicago. Conveniently located near downtown, major highways, public transportation, Midway Airport, shopping, and dining-and just a short 2-minute walk to Target, Pete's Market, and Aldi-this is an excellent opportunity for both homeowners and investors. Schedule your showing today!
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: @properties Christie's International Real Estate
773-472-0200
Historic charm, proven income potential, and an unbeatable Logan Square location! This legal 2-flat offers quiet residential living just steps from the 606, the Blue Line, and the neighborhood's best dining and nightlife. Currently operating a revenue-generating Airbnb in one unit, this property is perfect for investors, owner-occupants, or a visionary buyer. The 2-bed/1-bath first floor features classic vintage character, while the 1-bed/1-bath second-floor "retro pad" showcases preserved mid-century details, including original 1952 Geneva cabinets. Enjoy a gated yard, fresh landscaping, and a detached 2-car garage. Major mechanical and exterior updates including HVAC, plumbing, electrical, and porch are already complete. Looking to create your dream space? The seller has architectural drawings available for the right buyer ready to transform this property into a custom luxury home. A rare, highly flexible opportunity in the heart of Logan Square. Sold AS-IS.
Courtesy: RE/MAX Premier
773-966-5962
***Multiple Offers Received: Highest and Best Due Thursday 5/21 at 9AM***A fantastic opportunity to own a move-in ready investment property in Chicago's Belmont Cragin neighborhood! This well-maintained 2-flat features spacious 2-bedroom, 2-bathroom units on each level, offering bright and sun-filled living rooms, formal dining rooms, cozy kitchens with pantry space, and enclosed rear porches ideal for additional storage. The finished basement includes an in-law arrangement complete with a full bathroom and summer kitchen, providing added flexibility and living space. Outside, enjoy a spacious, low-maintenance yard with a paver patio and a 2-car garage. Property improvements include updated electrical and central heating. While there is currently no A/C condenser installed, existing connections are already in place. Conveniently located near shopping, restaurants, parks, schools, and public transportation, this is an excellent opportunity for both owner-occupants and investors alike.
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.
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.
