Investment - Homes for Sale in Chicago, IL

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  /26

  $625,000

  • 1 Bed
  • 2 Baths
  • 1,220 Sq Ft

  401 N Wabash Ave Unit 2138, Chicago, IL 60611

  Experience elevated city living in this exceptionally spacious deluxe king 1-bedroom, 2-bath residence within one of Chicago's most prestigious addresses. Offered fully furnished with sophisticated designer furnishings, this elegant home features stunning Southeast skyline and river views with timeless finishes throughout. Generous living and dining spaces provide the perfect setting for both

  Allie Cipra Coldwell Banker Realty

  401 N Wabash Ave Unit 2138, Chicago, IL 60611
• 

  

  

  /39

  $419,000

  • 9 Beds
  • 6 Baths

  7918 S Greenwood Ave, Chicago, IL 60619

  Excellent investment opportunity! This well-maintained, three-unit building was constructed in 2007. Each unit offers 3 bedrooms and 2 full bathrooms with a master suite. Units 1 and 2 are currently occupied by month-to-month tenants, Unit 3 is vacant features stainless steel appliances, including a stove, refrigerator, dishwasher, and microwave, to be installed before closing. Each tenant pays

  Frank Montro Keller Williams Preferred Rlty

  7918 S Greenwood Ave, Chicago, IL 60619
• 

  

  

  /33

  $669,000

  • 7 Beds
  • 3 Baths

  5922 N Melvina Ave, Chicago, IL 60646

  Vintage Rosedale Park 2-Flat in Highly Desirable Norwood Park East! Step into timeless Chicago charm with this extra-large vintage 2-flat located in the far North West side. Rich in character and architectural detail, this well-maintained property offers spacious living areas, classic craftsmanship, and incredible versatility for both owner-occupants and investors. Each unit features sun-filled

  Juan Espinosa E-Professional Realty

  5922 N Melvina Ave, Chicago, IL 60646
• 

  

  /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
• 

  

  

  /21

  $495,000

  Open Sun 12PM - 2PM

  • 2 Beds
  • 2 Baths

  2231 N Lister Ave Unit D, Chicago, IL 60614

  Bright and full of charm, this 2-bedroom, 2-bath townhome is ideally located between vibrant Bucktown and Lincoln Park. The home features a spacious open-concept floor plan with soaring ceilings and an abundance of natural light. On the main level, you'll find an in-unit washer and dryer, generous closet space, and a stylish kitchen outfitted with wood cabinetry, granite countertops, and

  Chris McGary eXp Realty

  2231 N Lister Ave Unit D, Chicago, IL 60614
• 

  /2

  $19,000

  • Land
  • 0 Sq Ft

  5238 S Princeton Ave, Chicago, IL 60609

  Exceptional Opportunity for Investors and Home Builders This is a rare chance to purchase a buildable lot in Chicago's Fuller Park neighborhood, just minutes from downtown. In addition to this parcel, the same owners are also offering six other nearby lots, each with its own Property Identification Number (PIN) and separate price. These additional lots are not included in the price of the

  Spasoje Bjelica City Realtor INC.

  5238 S Princeton Ave, Chicago, IL 60609
• 

  

  /15

  $410,000

  • 5 Beds
  • 2 Baths

  2746 W 47th St, Chicago, IL 60632

  Exceptional turn-key investment opportunity in the heart of Brighton Park! Both units are currently tenant occupied, providing immediate rental income. The front unit features 2 bedrooms and 1 bath, while the rear unit offers 3 bedrooms, 1 bath, and in-unit washer & dryer. Ideal for investors seeking a stabilized asset with excellent long-term upside. Positioned along the highly desirable 47th

  Ana Osorio eXp Realty

  2746 W 47th St, Chicago, IL 60632
• 

  

  /13

  $399,900

  • 6 Beds
  • 3 Baths

  5200 S Lorel Ave, Chicago, IL 60638

  LOOK NO FURTHER! This property presents an excellent investment opportunity. This legal 2-unit building offers strong income potential and exceptional versatility. Each unit features spacious layouts filled with natural light. Unit 1 includes 2 bedrooms, 1 bath, and an eat-in kitchen. Unit 2 offers 3 bedrooms, 1 bath, and an updated kitchen. The property also features a fully finished attic,

  George Sierra RE/MAX LOYALTY

  5200 S Lorel Ave, Chicago, IL 60638
• 

  

  /15

  $225,000

  • 1 Bed
  • 1 Bath

  1660 N La Salle Dr Unit 210, Chicago, IL 60614

  Calling all investors and buyers looking to create a space of their own! This 1Bed/1Bath condo presents a prime renovation opportunity in a coveted Old Town building. Located on the second floor, the condo offers a generous layout and is ready for a complete transformation. Bring your contractor and design ideas to renovate the space to your personal style or create an investment property in one

  Stephen Missirlian eXp Realty

  1660 N La Salle Dr Unit 210, Chicago, IL 60614
• 

  

  /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
• 

  

  /23

  $1,050,000

  Pending

  • 4 Beds
  • 3 Baths

  2044 N Larrabee St, Chicago, IL 60614

  Rarely available Lincoln Park 2-flat in the highly sought-after Lincoln Elementary and Lincoln Park High School districts, ideally located near Oz Park, shopping, restaurants, transportation, and the lakefront. This versatile property is perfect for owner-occupancy or as an investment opportunity. The duplex features 3 bedrooms on the same level, a bath on each floor, hardwood floors throughout,

  John Irwin Baird & Warner

  2044 N Larrabee St, Chicago, IL 60614
• 

  

  /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
• 

  /2

  $199,000

  $11K PRICE DROP Pending

  • 3 Beds
  • 1.5 Baths
  • 1,190 Sq Ft

  14119 S Manistee Ave, Chicago, IL 60633

  Welcome to this solid brick 3-bedroom, 1-bath single-family home located in the heart of Burnham. This property offers a great opportunity for investors looking to add to their portfolio or buyers searching for an affordable place to call home. Featuring a spacious layout, a detached 2-car garage, and strong long-term potential, this home is ready for your personal touches or next investment

  Dhereck Gomez 33 Realty

  14119 S Manistee Ave, Chicago, IL 60633
• 

  

  /47

  $450,000

  Open Sat 12PM - 2PM

  • 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

  $289,900

  • 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
• 

  

  /18

  $329,000

  • 5 Beds
  • 3 Baths

  5539 S Wolcott Ave, Chicago, IL 60636

  Don't miss this beautifully rehabbed 2-unit brownstone in the West Englewood area-perfect as an investment opportunity or owner-occupied home! Building recently tuck-pointed. Each unit offers updated kitchens with pantry storage, enclosed back porches ideal for entertaining, and a spacious fenced backyard ready for gardening, grilling, or family fun. Bring your most selective buyers-this property

  Jimmy Oliver Priority Plus Realty

  5539 S Wolcott Ave, Chicago, IL 60636
• 

  

  /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
• 

  

  /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
• 

  

  /43

  $799,900

  Pending

  • 10 Beds
  • 7 Baths

  2044 W Birchwood Ave, Chicago, IL 60645

  Multiple offers received. Seller requests Highest & Best by Thursday. All showings must be completed prior to the deadline. Sight-unseen offers will be considered. Fully renovated and upgraded 3-flat in prime Rogers Park location featuring true 3-bedroom layouts and 2 full bathrooms per unit-an extremely rare configuration for the area. Each unit offers updated kitchens with modern cabinetry and

  Anel Bonfil HomeSmart Connect LLC

  2044 W Birchwood Ave, Chicago, IL 60645
• 

  

  /10

  $395,000

  Pending

  8346 S Drexel Ave, Chicago, IL 60619

  TURNKEY 6-UNIT CASH-FLOWING INVESTMENT | SOLID BRICK | CHATHAM Welcome to 8346-48 S Drexel Ave, a rare 6-unit, income-producing brick building in one of Chicago's most consistently performing rental corridors. This is a true multifamily asset designed for immediate cash flow with long-term upside. This well-maintained building features six spacious units with strong rental demand, making it ideal

  Kimberly McClinton Keyed Realty Collective LLC

  8346 S Drexel Ave, Chicago, IL 60619
• 

  

  /22

  $559,000

  $10K PRICE DROP Pending

  • 9 Beds
  • 5 Baths

  4140 W Wilcox St, Chicago, IL 60624

  Turnkey 3-unit multifamily property for sale in West Garfield Park featuring modern updates, spacious layouts, and strong investment potential. This brick building includes 9 bedrooms, 3 full bathrooms, and 2 half bathrooms, Perfect for an owner-occupant or investor. Live in one unit and let the other two cover your mortgage, or rent all units for strong cash flow. Each unit offers updated

  Khayyan Valentine Century 21 IMPACT

  4140 W Wilcox St, Chicago, IL 60624
• 

  

  /37

  $520,000

  $20K PRICE DROP

  • 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
• 

  /2

  $10,000

  Pending

  • Land
  • 0 Sq Ft

  5918 S Peoria St, Chicago, IL 60621

  Development Opportunity! This 25x125 lot is zoned RS-3, allowing for a single family or 2 flat property. This location is ideal for those seeking a strategic investment in a rapidly developing area. A mix of modern and newly renovated homes, with continued growth in the area. The Chicago neighborhood is seeing increasing development and revitalization, making this an excellent opportunity to

  Ronald Ohr Avenue 1 Realty Group

  5918 S Peoria St, Chicago, IL 60621
• 

  

  /50

  $679,900

  New Construction

  • 6 Beds
  • 3 Baths

  1051 N Springfield Ave, Chicago, IL 60651

  Don't miss out on this gorgeous 2 unit 1 year old newer construction on a double lot with one PIN. Possibility to potentially add another structure or coach house later.First floor unit featuring 4 spacious bedrooms and 2 bathrooms in the down duplex. The 2nd floor features 2 bedrooms and 1 bath. Both units have designer shaker kitchen cabinets, a large peninsula, quartz countertops, stainless

  Ed Kress Executive Realty Group LLC

  1051 N Springfield Ave, Chicago, IL 60651
• 

  

  /27

  $100,000

  Pending

  • 5 Beds
  • 3 Baths
  • 1,200 Sq Ft

  316 W 107th St, Chicago, IL 60628

  Located in the hotter than hot roseland community this spacious two story home offers an expansive floor plan and tons of upside, renovate and add value while your equity builds or renovate and rent while having a passive investment there is no wrong way to look at the potential this home has! Having a wide lot with a side drive is desirable and rare in this area, as you walk into the home you

  Ryan Smith Re/Max Premier

  316 W 107th St, Chicago, IL 60628
• 

  

  /21

  $899,000

  Pending

  • 3 Beds
  • 3 Baths
  • 2,700 Sq Ft

  161 E Chicago Ave Unit 40DE, Chicago, IL 60611

  Rare opportunity with this property! Enjoy incredible views from this high-floor DE combination unit with desirable south and west exposures, filling the home with natural light throughout the day. The flexible split floor plan offers endless possibilities. Currently configured as one expansive residence, it can also be converted back to its original layout as a large studio (D unit) and a

  Caroline Druker Baird & Warner

  161 E Chicago Ave Unit 40DE, Chicago, IL 60611
• 

  

  /40

  $500,000

  $50K PRICE DROP Pending

  • 3 Beds
  • 3 Baths
  • 3,318 Sq Ft

  3659 S Union Ave, Chicago, IL 60609

  ** Tremendous potential in this Bridgeport Gem ** Originally was a pharmacy on the first floor, Dr office on the 2nd floor, apartment on the 2nd floor ** 5 car garage ** 1st floor boasts 15' ceilings ** could be a great 2 or 3 flat or reimagined as a magnificent sfh** separate entrances front and back ** Over 3200 SQ FT ** Great bones ** Corner lot ** light and bright from every direction ** Full

  Craig Doherty @properties Christies International Real Estate

  3659 S Union Ave, Chicago, IL 60609
• 

  

  /6

  $10,000

  • Land
  • 3,049 Sq Ft
  • $142,857 per Acre

  5935 S Carpenter St, Chicago, IL 60621

  Opportunity awaits! Zoned RS-3, this residential lot offers the perfect canvas for a custom single-family home or a strategic investment in one of Chicago's evolving South Side communities. Conveniently located near Kennedy-King College, Englewood Square shopping, neighborhood schools, parks, and public transportation, residents will enjoy easy access to the CTA Green Line and I-94 for a seamless

  J. Alday Realty of America, LLC

  5935 S Carpenter St, Chicago, IL 60621
• 

  

  /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
• 

  

  /43

  $599,900

  $15K PRICE DROP Pending

  • 5 Beds
  • 4 Baths

  4450 N Mango Ave, Chicago, IL 60630

  Exceptional investment opportunity on the border of Jefferson/Portage Park! This beautifully maintained and updated brick 2-flat with an additional finished garden apartment offers incredible flexibility for investors and owner-occupants alike. The spacious first-floor unit features 2 bedrooms plus a versatile den that can easily serve as a third bedroom or home office, a large sun-filled living

  Alexander Kasten Coldwell Banker Realty

  4450 N Mango Ave, Chicago, IL 60630
• 

  

  /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
• 

  /2

  $40,000

  • Land
  • 0 Sq Ft

  1518 S Homan Ave, Chicago, IL 60623

  Prime vacant lot ready for new construction or long-term investment. Motivated seller offering owner financing and willing to collaborate on the right project. Bring your plans and explore creative possibilities.

  Bridget Johnson House of Real Estate

  1518 S Homan Ave, Chicago, IL 60623
• 

  

  /17

  $86,000

  Pending

  • 5 Beds
  • 2 Baths

  6606 S Carpenter St, Chicago, IL 60621

  Perfect for Investors or Rehabbers. Here's an opportunity to fix and flip or grow your own portfolio. First Floor 2 Bedrooms and Second Floor 3 Bedrooms. Property needs a lot of work but will be a good investment/flip. SOLD AS-IS!!! This property can be purchased as a package with neighboring vacant lots 6608 S Carpenter (MLS#12574191); 6610 S Carpenter (MLS#12572766) for a total price of

  LaDeana Hilley LaDeana Hilley

  6606 S Carpenter St, Chicago, IL 60621
• 

  

  /50

  $1,049,000

  $201K PRICE DROP

  • 7 Beds
  • 5 Baths

  5412 N Western Ave, Chicago, IL 60625

  Exceptional opportunity to own a beautifully updated brick 2-flat with a finished in-law suite in one of Chicago's most sought-after neighborhoods. Freshly painted and thoughtfully remodeled, this turnkey property is ideal for an owner-occupant or an investor seeking outstanding short- or long-term rental potential. The spacious top-floor residence features 3 bedrooms, 2 bathrooms, a formal

  Ray Mandel Compass

  5412 N Western Ave, Chicago, IL 60625
• 

  

  /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
• 

  

  /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
• 

  

  /21

  $155,900

  • 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
• 

  

  /14

  $185,000

  Pending

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  3900 N Lake Shore Dr Unit 9B, Chicago, IL 60613

  Breathtaking million-dollar south views of the lake, the drive and the city from this spacious lake front stunner. Worry-free with these recent upgrades: GE AC - 2023 bedroom / 2024 living space, 2024 Samsung Refrigerator with beverage center, 2023 Bathroom gut-remodel, 2025 Bosch 500 series dishwasher, & 2026 paint throughout. The open floor plan with real hardwood flooring is great for

  Nina McDaniel Baird & Warner

  3900 N Lake Shore Dr Unit 9B, Chicago, IL 60613
• 

  

  /12

  $375,000

  • 9 Beds
  • 6 Baths

  1116 S California Ave, Chicago, IL 60612

  This exceptional investment opportunity is ideally located just steps away from beautiful Douglas Park. Situated close to the vibrant Tri-Taylor and Illinois Medical District neighborhoods, this property is perfectly positioned in one of Chicago's rapidly developing areas, surrounded by ongoing growth and redevelopment. Surrounded by nearby public transportation options and quick access to the

  Mariusz Misiewicz HomeSmart Connect LLC

  1116 S California Ave, Chicago, IL 60612
• 

  

  /22

  $699,900

  Pending

  • 9 Beds
  • 5 Baths

  2149 W 18th Place, Chicago, IL 60608

  Legal updated brick/frame 4-unit in a strong Pilsen location, with an additional 5th garden-level space featuring a kitchenette and bath. The property also includes a 2-car garage, expandable attic storage, and three full levels of usable space. Excellent location between two Pink Line CTA stops, near a cul-de-sac block, school/park, Harrison Park, and the National Museum of Mexican Art just a

  Phil Buoscio Keller Williams ONEChicago

  2149 W 18th Place, Chicago, IL 60608

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