Investment - Homes for Sale in Chicago, IL

• 

  

  /2

  $169,000

  • 5 Beds
  • 2 Baths

  531 W 61st Place, Chicago, IL 60621

  Gorgeous, renovated brick two-flat is an investor's dream and guarantees YEARS of cash flow with long term tenants! This is a solid investment that will produce great returns!! Tenants will enjoy living in a quiet neighborhood convenient to The University of Chicago, major highways, public transportation, restaurants, shopping, and Lake Michigan. In-unit features include: Brand New Appliances,

  Dimitris Mellos James Group Properties LLC

  531 W 61st Place, Chicago, IL 60621
• 

  

  

  /19

  $560,000

  • 5 Beds
  • 3 Baths

  4730 S Komensky Ave, Chicago, IL 60632

  Don't miss this stunning two-unit in Archer Heights! Whether you're looking to live in one unit while generating rental income or add a solid investment to your portfolio, this property checks all the boxes. Each unit features 2 spacious bedrooms, a bright living room, a full bathroom, and a beautifully updated kitchen with brand-new appliances, modern cabinetry, and stylish countertops. The

  Jose Arroyo Realty of America, LLC

  4730 S Komensky Ave, Chicago, IL 60632
• 

  

  

  /5

  $155,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft

  731 W 129th Place, Chicago, IL 60628

  **WATERFRONT OPPORTUNITY WITH MAJOR UPSIDE!** Excellent opportunity for an investor, rehabber, or buyer looking to create value without starting from scratch. This 2-bedroom home features a new garage, partially finished basement, waterfront setting, and an oversized 9,000+ sq. ft. lot. The property offers multiple investment strategies and multiple paths to create value. Take the lighter

  Will Ross AXEN Realty

  731 W 129th Place, Chicago, IL 60628
• 

  

  

  /16

  $425,000

  Pending

  • 10 Beds
  • 4 Baths

  849 N Parkside Ave, Chicago, IL 60651

  Legal 4 unit building in the heart of Austin featuring two 3bd/1ba units and two 2bd/1ba units. Each unit offers strong rental potential with updating required. The basement provides the opportunity for two additional units, or a duplex down, which will help maximize rents. This property requires a new roof and exterior repairs. Great investment opportunity. AS-IS Where is.

  Frank Montro Keller Williams Preferred Rlty

  849 N Parkside Ave, Chicago, IL 60651
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  /7

  $175,000

  • 2 Beds
  • 1 Bath
  • 791 Sq Ft

  2415 N Oak Park Ave Unit BE, Chicago, IL 60707

  Well-maintained 2-bedroom condo offering a functional layout in a convenient Chicago location. The unit features hardwood floors throughout, with ceramic tile flooring in the kitchen. The kitchen offers a practical layout with updated appliances and plenty of space for everyday living. Conveniently located near Riis Park, The Brickyard, shopping, dining, public transportation, and other

  Lizzethe Sasco Sasco Realty Group

  2415 N Oak Park Ave Unit BE, Chicago, IL 60707
• 

  

  /8

  $1,050,000

  6837 S Clyde Ave, Chicago, IL 60649

  6837 S Clyde Avenue is an 8-unit multifamily building located near Jackson Park and in close proximity to the Obama Presidential Center. The property features a well-balanced unit mix consisting of two one-bedroom units and six three-bedroom units, supporting broad tenant appeal within the surrounding area experiencing significant public infrastructure investment.

  Brian Mond 33 Realty

  6837 S Clyde Ave, Chicago, IL 60649
• 

  

  /56

  $1,149,000

  $850K PRICE DROP

  827 N Fairfield Ave, Chicago, IL 60622

  Investment opportunity featuring a solid brick 4 unit main building & rehabbed 4 bedroom Coach house. Each unit in the main structure consists of 4 rooms, 2 bedrooms, and 1 bath, Hardwood floors throughout, Updated kitchens and baths & Newer windows. The main building offers common laundry and additional storage. Huge rehabbed 4-bedroom, 1.5-bath duplex-up coach house offering a spacious and

  Arden Fowler CHICAGO HANDSHAKE LLC

  827 N Fairfield Ave, Chicago, IL 60622
• 

  

  /23

  $655,000

  • 4 Beds
  • 2 Baths

  5631 N Parkside Ave, Chicago, IL 60646

  EXCEPTIONAL 2-FLAT | UPDATED UNITS | FLEXIBLE LIVING | INCOME POTENTIAL Beautifully maintained and thoughtfully updated, this versatile 2-flat offers an excellent opportunity for an owner-occupant, multi-generational household, or investor. Situated on a quiet residential street, the property features two, 2-bedroom, 1-bathroom units, each with updated kitchens, modern fixtures, comfortable

  Daniel Nierman 4 Sale Realty Advantage LLC

  5631 N Parkside Ave, Chicago, IL 60646
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  /47

  $450,000

  • 5 Beds
  • 3 Baths

  6524 S Eberhart Ave, Chicago, IL 60637

  Exceptional legal 3-unit greystone in the heart of rapidly growing Woodlawn! This beautifully updated investment property features two spacious 2-bedroom units, each with a bonus room ideal for a home office, den, or flex space, plus a large 1-bedroom garden unit. Additional highlights include on-site coin laundry, a 2-car garage, and a finished enclosed porch. Ideally located just minutes from

  Kushunda Wilks @properties Christie's International Real Estate

  6524 S Eberhart Ave, Chicago, IL 60637
• 

  

  /11

  $279,900

  $10K PRICE DROP

  • 5 Beds
  • 3 Baths

  33 E 119th St, Chicago, IL 60628

  Exceptional opportunity to own a well maintained brick two-unit building in a desirable B3-1 zoned location. This property offers spacious living areas, excellent investment potential, and the flexibility for an owner occupant or investor. Conveniently located near public transportation, schools, parks, shopping, restaurants, and major expressways. A fantastic opportunity to add value and build

  Shady Hamid Coldwell Banker Realty

  33 E 119th St, Chicago, IL 60628
• 

  

  /22

  $1,279,000

  $20K PRICE DROP

  • 8 Beds
  • 3 Baths

  4127 N Ashland Ave, Chicago, IL 60613

  Step into the perfect blend of timeless architectural charm and modern updates with this architecturally significant Greystone two-flat featuring a finished garden-level unit. This meticulously maintained property offers three spacious residences, with the first and second-floor units showcasing impressive 12-foot ceilings that enhance the sense of space and natural light. Situated on an

  Peter Deja Cross County Realty Inc.

  4127 N Ashland Ave, Chicago, IL 60613
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  /39

  $579,000

  New Construction Pending

  • 3 Beds
  • 3 Baths

  6747 S Langley Ave, Chicago, IL 60637

  Built for the next 100 years, not the last. This brand-new two-unit building offers a superior living experience with enhanced comfort and library-quiet interior, enhanced affordability, a low-maintenance lifestyle, and a promising return on investment. Constructed by the renowned Greenline Homes, this brand-new all-electric two-flat delivers. The larger, primary, upstairs unit boasts a dining

  Wayne Beals Exit Strategy Realty / EMA Management

  6747 S Langley Ave, Chicago, IL 60637
• 

  

  /20

  $719,000

  • Land
  • 0 Sq Ft

  1620-32 N Lowell Ave, Chicago, IL 60639

  Attention investors, and business owners - this is a rare commercial opportunity in Chicago's rapidly evolving West Humboldt Park neighborhood. Introducing seven continuous vacant lots located at 1620-1632 N. Lowell Ave., offering outstanding visibility, flexibility, and long-term upside for a commercial or mixed-use project. Zoned B1-1 Neighborhood Shopping District, these properties are

  Juan Espinosa E-Professional Realty

  1620-32 N Lowell Ave, Chicago, IL 60639
• 

  

  /25

  $399,000

  • 3 Beds
  • 1.5 Baths
  • 1,064 Sq Ft

  3451 W 38th St, Chicago, IL 60632

  Welcome to this comfortable, beautiful, move-in-ready detached brick raised ranch house-an excellent opportunity for owner-occupancy or investment. The house features new luxury vinyl flooring and fresh paint throughout. The kitchen boasts new cabinets, sink, countertops, faucet, oven/range, and range hood, adding an elegant touch and making it a chef's dream kitchen. The three spacious bedrooms

  Mary Chen iProperties

  3451 W 38th St, Chicago, IL 60632
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  /37

  $520,000

  $20K PRICE DROP Pending

  • 9 Beds
  • 5 Baths

  6735 S Eberhart Ave, Chicago, IL 60637

  Rare opportunity to own a beautifully renovated condo de-converted multifamily in the heart of Woodlawn. This expansive duplexed two-flat features a 5BD/3BA duplex-up and a 4BD/2BA duplex-down, offering exceptional flexibility for owner-occupants, multigenerational living, or investors. Both units showcase condo-quality finishes, modern kitchens and baths, spacious layouts, and abundant natural

  Deja Blair Blue Door Dave Inc

  6735 S Eberhart Ave, Chicago, IL 60637
• 

  

  /19

  $485,000

  • 2 Beds
  • 2.5 Baths

  2013 W Crystal St Unit 1F, Chicago, IL 60622

  Welcome home to this beautifully updated 2 bed / 2.1 bath duplex-down nestled on a quiet, tree-lined street in the heart of WICKER PARK. Thoughtfully designed for both comfort and entertaining, this exceptional home combines modern finishes with an unbeatable location. The main level features hardwood floors throughout, oversized front-facing windows that flood the space with natural light, and a

  Diana Bryl Lori Bonarek Realty

  2013 W Crystal St Unit 1F, Chicago, IL 60622
• 

  

  /25

  $335,000

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  1250 S Michigan Ave Unit 905, Chicago, IL 60605

  Welcome to home to a meticulously maintained, north facing one bedroom, one bathroom condominium unit with a balcony and a rare bonus room (den)! It is also in the heart of the: South Loop! This bright, open concept unit features gleaming hardwood floors, high ceilings, custom closet cabinetry and expansive floor-to-ceiling windows that fill the unit with natural sunlight all while you gaze out

  Peter Drossos Peter Drossos Real Estate

  1250 S Michigan Ave Unit 905, Chicago, IL 60605
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  /25

  $790,000

  Open Sat 12PM - 2PM

  • 8 Beds
  • 5 Baths

  5759 N Elston Ave, Chicago, IL 60646

  Amazing investment opportunty to own an updated legal 2-flat with a finished English Garden Unit with HIGH ceilings in Jefferson Park. This property offers generous living space, strong rental income, and excellent flexibility for an investor, owner-occupant, or multi-generational household. Both Unit 1 and Unit 2 feature 3 bedrooms and 1.5 bathrooms with thoughtfully redesigned floor plans that

  Karla Mina MPower Residential Brokerage LLC

  5759 N Elston Ave, Chicago, IL 60646
• 

  

  /19

  $379,900

  Pending

  • 8 Beds
  • 3 Baths

  7704 S Carpenter St, Chicago, IL 60620

  Beautiful brick 2 unit offering an excellent opportunity for both owner occupants and investors. Updated throughout, including kitchens, bathrooms, basement, laundry hookups and mechanicals this property combines character, functionality, and income potential. The spacious first floor duplex unit offers 4 bedrooms and 2 bathrooms and is currently tenant occupied, providing immediate rental

  Nikki Boston-Brown Infiniti Properties, Inc.

  7704 S Carpenter St, Chicago, IL 60620
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  /49

  $690,000

  Open Sat 12PM - 2PM

  • 4 Beds
  • 2 Baths

  4836 W Barry Ave, Chicago, IL 60641

  Stunning Brick 2-Unit in Prime Belmont Cragin! Welcome to this beautifully maintained brick 2-unit in the heart of Belmont Cragin! Both units feature kitchens with sleek flat-panel cabinetry, top-of-the-line stainless steel appliances, granite countertops in the first-floor unit, and quartz countertops in the second-floor unit. Each spacious, sun-filled unit offers an open-concept kitchen and

  Lourdes Fernando Keller Williams ONEChicago

  4836 W Barry Ave, Chicago, IL 60641
• 

  

  /22

  $835,000

  New Construction $14K PRICE DROP

  • 9 Beds
  • 6 Baths

  3041 W Flournoy St, Chicago, IL 60612

  Exceptional investment or owner-occupant opportunity with this coming soon new construction three-unit property featuring modern finishes and thoughtful design throughout. Each spacious unit offers 3 bedrooms and 2 full baths. Step inside to find open-concept layouts with abundant natural light, in-unit laundry, and stainless steel appliances in every kitchen. A rear parking pad provides

  Lawrence Dunning Fulton Grace Realty

  3041 W Flournoy St, Chicago, IL 60612
• 

  

  /11

  $278,900

  • 7 Beds
  • 2 Baths

  8025 S Ada St, Chicago, IL 60620

  Well-maintained brick 2-unit building located on a quiet, tree-lined street, offering strong investment potential with stable tenants already in place. The property features a spacious 4-bedroom, 1-bath unit on the second floor and a 3-bedroom, 1-bath unit on the first floor. Both units are currently leased through December 2026, providing immediate and consistent rental income. Current rents

  Latrease Davenport PIP Realty Group

  8025 S Ada St, Chicago, IL 60620
• 

  

  /17

  $725,000

  6841 S Dante Ave, Chicago, IL 60637

  Prime investment opportunity featuring a meticulously maintained, 6-unit multifamily property located just half a mile from the Obama Presidential Center. Each spacious unit offers approximately 1,200 SF of fully remodeled living space, complete with 2 bedrooms, 1 bath, hardwood flooring throughout, high ceilings, separate living and dining rooms, and included kitchen appliances (stove & fridge).

  Suni Karim, CCIM, CMCA SK Properties Group, LLC

  6841 S Dante Ave, Chicago, IL 60637
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  /9

  $299,000

  • 4 Beds
  • 2 Baths

  5427 S Wolcott Ave, Chicago, IL 60609

  Check out this nice 2 unit building. A great investment property, fully rented with a full living room, full dining room ,kitchen and 2 bedroom in each unit and also a walk attic that can be used for storage or bedroom.The Electric and plumbing has been updated recently 6 years ago, also one of the 2 furnaces updated 6 years ago. The property is near public transportation. Set an appointment now!

  Winston Robbins Hometown Real Estate Group LLC

  5427 S Wolcott Ave, Chicago, IL 60609
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  /12

  $859,000

  $40K PRICE DROP

  4035 S Richmond St, Chicago, IL 60632

  BRIGHTON PARK - FOR SALE: 7-unit multifamily property featuring a great unit mix consisting of two (3BD/1BA) units, two (2BD/1BA) units, two (1BD/1BA) units, and one studio unit. The property generates strong rental income and currently grossing $96,420 in annually. All units are equipped with individual furnaces and individual water heaters. Located in the excellent rental market of the Brighton

  Danny Breiter Horvath & Tremblay IL, LLC

  4035 S Richmond St, Chicago, IL 60632
• 

  

  /20

  $155,900

  Pending

  • Studio
  • 1 Bath
  • 520 Sq Ft

  780 S Federal St Unit 201, Chicago, IL 60605

  Welcome to Printer's Row, one of Chicago's most charming and architecturally significant neighborhoods. Located in the iconic brick-and-limestone Printer's Square Condominiums, this bright, south-facing second-floor studio offers an open layout, abundant natural light, generous closet space, and picturesque views of the historic Dearborn Station Clock Tower. The well-maintained building

  Valentina Limov Zograf Realty

  780 S Federal St Unit 201, Chicago, IL 60605
• 

  

  /12

  $375,000

  • 5 Beds
  • 2 Baths

  832 W 33rd St, Chicago, IL 60608

  LOCATION, LOCATION, LOCATION! Prime Bridgeport location! This spacious 2-flat frame building features 5 bedrooms total, with 3 bedrooms on the first floor and 2 bedrooms on the second floor. The property offers a large lot with a generous backyard, living room, formal dining room, full basement, and enclosed back porch. This is a great investment opportunity for an owner-occupant or investor

  Ola Sanni Century 21 S.G.R., Inc.

  832 W 33rd St, Chicago, IL 60608
• 

  

  /57

  $649,000

  Open Sat 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 2,943 Sq Ft

  6148 S Ingleside Ave, Chicago, IL 60637

  Experience bold, sophisticated luxury in the heart of highly sought-after East Woodlawn at 6148 S Ingleside Avenue, an exceptional newly renovated residence where thoughtful design, flexible living and future income potential come together just steps from the University of Chicago. This stunning home delivers an impressive combination of luxury and functionality, including a garage, extended rear

  Michael Applegate Straight-A Realty, LLC

  6148 S Ingleside Ave, Chicago, IL 60637
• 

  

  /17

  $1,450,000

  • 4,575 Sq Ft

  827 S Carpenter St, Chicago, IL 60607

  Rare Little Italy/University Village multifamily investment opportunity at 827 S Carpenter Street. The property features five residential units, approximately 4,575 SF of building area on a 2,500 SF lot, and RT-4 zoning. Ideally located near UIC, Taylor Street, the Illinois Medical District, public transportation, restaurants, and neighborhood amenities. Strong rental history with additional

  William Lundy Brookline Real Estate LLC

  827 S Carpenter St, Chicago, IL 60607
• 

  

  /71

  $415,000

  Pending

  • 5 Beds
  • 2 Baths

  1541 S Tripp Ave, Chicago, IL 60623

  Welcome to this classic brick 2-unit that offers an excellent opportunity for investors, owner-occupants, or buyers looking to add a multi-family property to their portfolio. The existing layout offers a 2-bedroom/1-bath first-floor duplex unit with 2 additional rooms, a bathroom, and kitchen area in the basement. There is also a 2 bedroom/1 bath located on the second-floor unit, creating

  Rashauna Scott Keller Williams ONEChicago

  1541 S Tripp Ave, Chicago, IL 60623
• 

  

  /19

  $99,900

  Pending

  • 4 Beds
  • 3 Baths

  8551 S Ashland Ave, Chicago, IL 60620

  Located on the historic Ashland Ave in sought after Auburn Gresham this mixed use building offers over 2500 sq feet and provides tremendous oppertunity for a buyer who is looking for office space while creating cash flow with the large apartment on the second floor. The building has had some major ticket items completed such as electric, roof, the main level has been framed out and can be the

  Ryan Smith Smith Partners & Associates

  8551 S Ashland Ave, Chicago, IL 60620
• 

  

  /19

  $485,000

  Pending

  • 7 Beds
  • 3 Baths

  7924 S Peoria St, Chicago, IL 60620

  Welcome to 7924 S Peoria St, a fantastic 3 unit building situated in a vibrant neighborhood just minutes from downtown Chicago and public transportation. This well maintained property is perfect for both homeowners and savvy investors looking to capitalize on the thriving rental market. Unit 1 is currently vacant, offering a blank canvas for new owners or tenants to personalize their space. This

  Jerry Goodwin Coldwell Banker Realty

  7924 S Peoria St, Chicago, IL 60620
• 

  

  /27

  $369,000

  Pending

  • 6 Beds
  • 2 Baths

  11440 S Forest Ave, Chicago, IL 60628

  Impressive, fully updated masonry 2-unit building! This spacious property offers two large units, each featuring 3 bedrooms, 1 bathroom, and approximately 9-foot ceilings, providing a bright and open feel throughout. Both units have been extensively remodeled with updated kitchens featuring 42-inch cabinetry, quartz countertops, and stainless steel appliances, along with beautifully updated

  Luke Kotulski Luke Kotulski

  11440 S Forest Ave, Chicago, IL 60628
• 

  

  /19

  $230,000

  • 1 Bed
  • 1 Bath

  2113 W Gladys Ave Unit 2S, Chicago, IL 60612

  Excellent investment opportunity / perfect primary residence / a good starter condo. Situated on a quiet corner lot, the property sits in a highly sought-after, appreciating neighborhood. Newer industrial grade water heater tank. In-unit laundry. Walking distance to United Center, EL, University/Medical Center. Sold as is.

  Benilda Ocampo Homeland Realty, Inc.

  2113 W Gladys Ave Unit 2S, Chicago, IL 60612
• 

  

  /15

  $139,900

  Pending

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  4116 W Congress Pkwy Unit 2, Chicago, IL 60624

  Exceptional turn-key opportunity on Congress Pkwy! This move-in ready 3-bedroom, 2-bathroom condo features a spacious layout with generously sized bedrooms and abundant natural light throughout. Well-maintained and functional, the property offers a seamless floor plan ideal for modern living or portfolio expansion. Fenced deck area in the rear. Currently occupied by a reliable Section 8 tenant,

  Michael Olszewski Area Wide Realty

  4116 W Congress Pkwy Unit 2, Chicago, IL 60624
• 

  /2

  $55,000

  • Land
  • 0 Sq Ft

  6359 S Morgan St, Chicago, IL 60621

  Oversized Corner Lot Ready for Your Vision: Opportunity meets flexibility at 6359 S. Morgan. This expansive 6,968 sq ft corner lot offers the space, visibility, and layout that today's buyers are searching for-whether you're a developer, investor, or future homeowner ready to build from the ground up. Corner positioning provides added frontage, enhanced curb appeal, and more design possibilities.

  Elijah Reese Serene Realty, Inc.

  6359 S Morgan St, Chicago, IL 60621
• 

  

  /16

  $219,000

  Pending

  • 2 Beds
  • 1 Bath

  2514 W North Shore Ave Unit 1, Chicago, IL 60645

  Welcome home to this charming and move-in-ready condo featuring an inviting open floor plan designed for comfortable everyday living and effortless entertaining. The spacious kitchen offers granite countertops, an oversized 8-foot breakfast bar, and plenty of cabinet space, making it the perfect gathering place for family and friends. The marble bathroom features a relaxing Jacuzzi soaking tub

  Joanne Swanson Berkshire Hathaway HomeServices Chicago

  2514 W North Shore Ave Unit 1, Chicago, IL 60645
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  /35

  $674,900

  $25K PRICE DROP

  • 8,028 Sq Ft

  1449 - 51 W Garfield Blvd, Chicago, IL 60636

  SELLER APPROVED $25,000 PRICE REDUCTION EFFECTIVE IMMEDIATELY!!! investment opportunity to acquire a well-maintained six-unit brick apartment building located on Chicago's historic Garfield Boulevard. This legal six-flat features six spacious 2-bedroom, 1-bath apartments comprising approximately 8,028 square feet of living space on a 6,000-square-foot lot. Each apartment offers generous room

  Ronald Branch RLB Realty Group, Inc.

  1449 - 51 W Garfield Blvd, Chicago, IL 60636
• 

  

  /16

  $342,000

  • 5 Beds
  • 2 Baths

  5633 S Peoria St, Chicago, IL 60621

  Great investment opportunity! This spacious two-flat features a 3-bedroom, 1-bath first-floor unit and a 2-bedroom, 1-bath second-floor unit, offering excellent flexibility for investors or owner-occupants. Each unit provides comfortable living space with separate layouts and strong rental potential. The property sits on a generous lot and offers an excellent opportunity to build value.

  Robert Los HomeSmart Connect LLC

  5633 S Peoria St, Chicago, IL 60621
• 

  

  /6

  $1,190,000

  2159 N Laramie Ave, Chicago, IL 60639

  Turnkey multi-unit investment property with strong in-place cash flow. The entire building was gut-rehabbed in 2022, including new electrical, new plumbing, new water lines, new gas lines, a new roof, and new windows, offering peace of mind and minimal future capital expenses. The property consists of five residential units plus additional income from laundry and garage parking. All units are

  Fei Martin Berkshire Hathaway HomeServices Chicago

  2159 N Laramie Ave, Chicago, IL 60639

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