Investment - Homes for Sale in Chicago, IL

• 

  

  

  /4

  $195,000

  • Land
  • 0 Acre

  5954 S Ashland Ave, Chicago, IL 60636

  Great investment opportunity in Chicago! This land for sale at 5950-54 S Ashland Ave is located in an area with excellent development potential. Zoned C2-2, the property supports a wide range of commercial, retail, and residential uses - ideal for mixed-use development, service-oriented businesses, or income-generating housing. Spanning approximately 123x121 ft, the site offers substantial

  Anna Sophia Chacon Charles Rutenberg Realty of IL

  5954 S Ashland Ave, Chicago, IL 60636
• 

  

  

  /13

  $1,349,000

  4501 W Maypole Ave, Chicago, IL 60624

  This is the kind of opportunity serious investors wait for. 4501 W Maypole Ave is a 13-unit multifamily building that underwent a top-to-bottom renovation in 2023-everything from mechanicals to interiors was rebuilt or replaced, transforming this asset into a modern, low-maintenance cash-flow generator. The building combines the durability of solid construction with the appeal of contemporary

  Marcus Carter Chicagoland Brokers, Inc.

  4501 W Maypole Ave, Chicago, IL 60624
• 

  

  

  /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
• 

  

  

  /15

  $849,900

  • 5 Beds
  • 2 Baths

  4313 W Parker Ave, Chicago, IL 60639

  Set in the heart of Belmont Gardens and near Kelvyn Park, this fully rehabbed 2024 three-unit property blends comfort, convenience, and long-term potential. The building features a well-balanced unit mix: one 2BD/1BA, one 3BD/1BA, and a non-conforming 2BD/1BA garden unit-each with its own electric meter and the everyday luxury of in-unit laundry. A two-car detached garage and a tidy backyard add

  Tyson Schutz The Apartment Source

  4313 W Parker Ave, Chicago, IL 60639
• 

  

  

  /10

  $284,900

  • 10 Beds
  • 3 Baths

  7749 S Muskegon Ave, Chicago, IL 60649

  TIME to make some MONEY on your INVESTMENT - This 3-UNIT Building is already a MONEY MAKER - Very Clean - Well Taken Care of - SECURITY Lights surround the entire exterior - Newer Wooden Porches (2017) - Newer Windows (3rd Floor) - Newer Furnace (1st Floor) - New Patio (2025) - Newer Hot Water Tanks - Very Close to Shopping - Public Transportation -

  Bud Steele Steele Realty Group, Inc.

  7749 S Muskegon Ave, Chicago, IL 60649
• 

  

  /13

  $110,000

  • 4 Beds
  • 2 Baths
  • 1,584 Sq Ft

  8112 S Escanaba Ave, Chicago, IL 60617

  Smart Investment or Ideal Starter Home! Currently Rented and Cashflowing nicely! Welcome to this delightful 4-bedroom, 2 full bath 1.5-story single-family home offering charm, comfort, and opportunity. Nestled in a quiet neighborhood. Whether you're looking to move in and make it your own or capitalize on rental income, this home checks all the boxes. With strong rental potential and a location

  Damaris Santiago Manage Chicago, Inc.

  8112 S Escanaba Ave, Chicago, IL 60617
• 

  

  /6

  $222,000

  • 7 Beds
  • 5 Baths

  864 E 87th Place, Chicago, IL 60619

  ** Prime 2-Unit Investment Opportunity - Oversized Lot! ** Welcome to 864 E 87th Place - a fantastic income-generating property situated on an **oversized lot** offering both space and strong rental potential! This 2-unit building with a duplexed second floor is ideal for investors or owner-occupants seeking to maximize returns. **Property Highlights:** * **Unit 1 (1st Floor):** 3 bedrooms, 2

  Terina Fountain Coldwell Banker Realty

  864 E 87th Place, Chicago, IL 60619
• 

  

  /8

  $140,000

  • 5 Beds
  • 3 Baths
  • 1,743 Sq Ft

  6037 S Racine Ave, Chicago, IL 60636

  Good opportunity to own this single family home with 3 levels of living space. Great for owner occupy or investment. 1st and lower level has 2 bedrooms , kitchen , bath and living room. Attic offers 1 bedrooms , 1 bath and living area .

  Taurino Morales eXp Realty

  6037 S Racine Ave, Chicago, IL 60636
• 

  

  /19

  $759,000

  • 10 Beds
  • 4 Baths

  6402 S Greenwood Ave, Chicago, IL 60637

  RARE WOODLAWN 3-FLAT Greystone with EXCEPTIONAL unit sizes & STABILIZED PREMIUM cash flow. Strategically located just steps from the Obama Presidential Center, slated for its grand opening in June 2026. This is a turn-key, high-performing asset in the heart of one of Chicago's most high-growth corridors. INVESTMENT HIGHLIGHTS: FULLY OCCUPIED: The building is now fully leased, featuring

  Brittany Ramsey Keller Williams ONEChicago

  6402 S Greenwood Ave, Chicago, IL 60637
• 

  

  /12

  $319,000

  • 3,040 Sq Ft

  4530 S Paulina St, Chicago, IL 60609

  Great investment opportunity in a rapidly growing area! This well-maintained 6-unit building offers significant upside potential with all units rented below market rate. Tenants are month-to-month, and each pays their own utilities, reducing overhead costs. The owner has kept up with maintenance, including a new roof installed in 2018. With a little work, this property can be transformed for

  Yomaira Roman Herrera RE/MAX LOYALTY

  4530 S Paulina St, Chicago, IL 60609
• 

  

  /11

  $220,000

  • Studio
  • 1 Bath
  • 545 Sq Ft

  405 N Wabash Ave Unit 1305, Chicago, IL 60611

  Don't compromise on space! This bright, West-facing studio in River North offers a unique layout with the potential to be converted into a Junior 1-Bedroom. Whether you're looking for a chic city base or a savvy investment, this unit delivers. You'll love the layout: The separate sleeping alcove provides natural division, while the additional nook is a "work-from-home" dream. The unit also

  Anthony Garcia Streeterville Realty, LLC

  405 N Wabash Ave Unit 1305, Chicago, IL 60611
• 

  

  /24

  $595,000

  • 3,952 Sq Ft

  8624 S Maryland Ave, Chicago, IL 60619

  Exceptional investment opportunity! This well-maintained 6 unit multi-family property offers a total of 10 bedrooms and 6 bathrooms, making it ideal for both long term and short term rental strategies. Each unit features its own kitchen, living room, and dining area, offering comfortable, fully independent living spaces for tenants or guests. The property is equipped with a 24 hour security

  Harry Ventimiglia Keller Williams Preferred Rlty

  8624 S Maryland Ave, Chicago, IL 60619
• 

  

  /44

  $1,350,000

  • 4 Beds
  • 2 Baths

  2428 N Geneva Terrace, Chicago, IL 60614

  Exceptional opportunity to own a beautifully updated, turnkey 2-flat in prime East Lincoln Park. This Victorian "Chicago Eastlake - Stick Style" building has been meticulously maintained and is part of a rare 60-foot frontage offering with over $271,600 in recent owner-funded improvements across the properties. Each unit features 2 bedrooms and 1 bath with refined finishes throughout, making this

  Dan Spitz eXp Realty

  2428 N Geneva Terrace, Chicago, IL 60614
• 

  /2

  $45,000

  • Land
  • 0 Acre

  8415 S Mackinaw Ave, Chicago, IL 60617

  This lot is ready for you to build your own investment for your future. It comes quicker than you may think. Start now!

  Catherine O'Shea O'Shea Realty, LLC

  8415 S Mackinaw Ave, Chicago, IL 60617
• 

  

  /5

  $735,000

  • 5 Beds
  • 3 Baths

  5600 N Mango Ave, Chicago, IL 60646

  Nice corner well maintained legal 2 flat with additional in law apartment in basement. All are spacious apartments including basement. 1st and 2nd floor units have formal dining rooms. All separate utilities. New furnace and AC units on each apartment. 1ST and 2nd floor have new SS appliances. Coin-operated laundry located in the basement. Good rents make this a great investment.

  Tony Garcia Terra Nova Realty Group Corp

  5600 N Mango Ave, Chicago, IL 60646
• 

  

  /11

  $399,000

  • Land
  • 0 Acre

  5401 W Montrose Ave, Chicago, IL 60641

  Exceptional investment opportunity located at the signalized intersection of Montrose and Long in Chicago's vibrant Portage Park neighborhood. This high-visibility corner property offers approximately 62 feet of frontage on Montrose Avenue with a total lot size of 7,000 SF. Zoned B3-1, this site allows for a wide range of commercial and mixed-use development possibilities. Property was a dry

  David Piotrowski Keller Williams ONEChicago

  5401 W Montrose Ave, Chicago, IL 60641
• 

  

  /33

  $454,999

  • 9 Beds
  • 3 Baths

  1940 N Pulaski Rd, Chicago, IL 60639

  Brick 2 unit in Hermosa Park/ Logan Square Area. Each unit has 3 bedrooms, 1 bathroom, living room & formal dining room. Finished basement has additional 3 Rms,1 full bathroom. Live in or buy as investment property. Close to public transportation & Shopping. Seller wants to sell in AS-IS condition. Property needs updating. Low rents due to long term tenant. Contact agent for details.

  Ramon Alicea Golden Key Realty

  1940 N Pulaski Rd, Chicago, IL 60639
• 

  

  /9

  $249,000

  • 5 Beds
  • 2 Baths

  5444 W Walton St, Chicago, IL 60651

  Solid 2-unit property on a residential block in Chicago offering great space and investment potential. Each unit features comfortable living areas, hardwood flooring, and functional layouts with separate living and dining spaces. Kitchens provide ample cabinet storage and stainless steel appliances, while the updated bathroom features modern tile finishes and fixtures. The property also includes

  Landon Kelly Real Broker, LLC

  5444 W Walton St, Chicago, IL 60651
• 

  

  /15

  $399,999

  • 8 Beds
  • 2 Baths

  1418 S Saint Louis Ave, Chicago, IL 60623

  Great investment opportunity in North Lawndale!!!! This duplex offers strong income potential, along with an assumable 2.75percent FHA loan - subject to lender approval and the owner occupancy requirements. Ideal for buyers looking to maximize cash flow while securing a low interest rate. Perfect for buyers looking to help reduce their mortgage while generating rental income or investors seeking

  Lluviccia Gomez Realty of America, LLC

  1418 S Saint Louis Ave, Chicago, IL 60623
• 

  

  /39

  $599,500

  • 5 Beds
  • 3 Baths

  3936 W Cornelia Ave, Chicago, IL 60618

  WOW!! MUST SEE THIS UNIQUE AND BEAUTIFUL BRICK 2 FLAT BUILDING WITH HIGH CEILING BASEMENT, PARTIALLY FINISHED. INVESTOR OR OWNER-OCCUPIED, GREAT INVESTMENT IN HOT AVONDALE. 2 CAR GARAGE. THE BUILDING NEEDS TLC. PROPERTY SOLD IN "AS IS" CONDITION. CLOSE TO EVERYTHING THAT AVONDALE & LOGAN SQUARE HAVE TO OFFER, RESTAURANTS, COFFEE SHOPS, PARKS, SCHOOLS, GROCERY STORES, TARGET, JEWEL-OSCO AND

  Angel Navarro RE/MAX 10 Lincoln Park

  3936 W Cornelia Ave, Chicago, IL 60618
• 

  

  /20

  $595,000

  • 8 Beds
  • 4 Baths

  523 W 65th Place, Chicago, IL 60621

  4 UNIT--Excellent Investment opportunity in Englewood. This is a LARGE four unit building that has been completely gut renovated!! Perfect for investor or FHA owner occupant. Units include new kitchens, baths, appliances. hardwood floors, central A/C, new roof, new porch, electrical service and a large parking area in the back.

  Anthony Golob Halsted Taylor Real Estate

  523 W 65th Place, Chicago, IL 60621
• 

  /2

  $62,250

  • Land

  2655 W Lake St, Chicago, IL 60612

  Prime vacant land available! Multiple parcels offered-purchase individually or combine for a larger footprint. Great potential for development, investment, or custom use. Don't miss this versatile opportunity!

  Steve Horvath CRE Advising, LLC

  2655 W Lake St, Chicago, IL 60612
• 

  

  /9

  $185,000

  • Studio
  • 1 Bath
  • 600 Sq Ft

  2740 N Pine Grove Ave Unit 19D, Chicago, IL 60614

  Fabulous opportunity to own a unit in a well maintained updated downtown building with newly designed lobby, doorman, indoor parking, strong reserves, low HOA's and no special assessments! Beautiful Lincoln Park building with sought after balcony on 19th floor unit to enjoy views of the Lincoln Park neighborhood and downtown Chicago. Gleaming hardwood floors, updated kitchen with granite extended

  Phil Barone Compass

  2740 N Pine Grove Ave Unit 19D, Chicago, IL 60614
• 

  

  /26

  $325,000

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  200 N Dearborn St Unit 4407, Chicago, IL 60601

  Sky-High Sophistication on the 44th Floor. Discover a rare opportunity to own one of the most desirable corner residences in the heart of downtown Chicago. Soaring high above the city on the 44th floor, this spacious 1-bedroom, 1-bath home offers an exceptional combination of luxury, light, and breathtaking views. Step inside to an open-concept living and dining area framed by floor-to-ceiling

  Alexander Tzallas RE/MAX 10 Lincoln Park

  200 N Dearborn St Unit 4407, Chicago, IL 60601
• 

  

  /10

  $249,999

  • 6 Beds
  • 2 Baths

  3109 W Lexington St, Chicago, IL 60612

  ATTENTION ALL INVESTORS OR REHABBERS! This is your chance to finish off your way and make a big profit. Whole building has been gutted to the studs and cleaned up, basement has been dug out but no floor has been pored yet. New roof was put on in 2020, all new windows in 2019, whole building was tuck pointed, and all the stone has been freshly capped in 2023. Solid building to turn this into a 3

  Martyna Tos Northwest Real Estate Group

  3109 W Lexington St, Chicago, IL 60612
• 

  

  /24

  $145,000

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  474 W 126th St, Chicago, IL 60628

  Great opportunity in the West Pullman community! This classic brick ranch offers 3 bedrooms and 1 full bathroom with vinyl flooring throughout. The home sits on a spacious lot, perfect for a family of any size. The functional living room is adjacent to your eat in kitchen with lots of cabinet space. Generous bedrooms and ample closet space for storage. This single level home provides comfort and

  Anthony Crudup Jason Mitchell Real Estate IL

  474 W 126th St, Chicago, IL 60628
• 

  

  /32

  $449,000

  • 5 Beds
  • 2 Baths

  4555 S Halsted St, Chicago, IL 60609

  New deluxe single family whole house or mother in law/ 2 unit cash flow opportunity. opportunity in Chicago's sought-after Canaryville neighborhood! Ideally positioned on S Halsted St, this classic two-unit property offers unbeatable access to nearby Bridgeport and is just minutes from Guaranteed Rate Field. This well-maintained building features two spacious, move-in-ready units with separate

  Zohaib Khurshid RE/MAX Premier

  4555 S Halsted St, Chicago, IL 60609
• 

  

  /3

  $130,000

  • Land
  • 0 Acre

  6415 S Drexel Ave, Chicago, IL 60637

  This lot already has an approved building permit for a multi-family dwelling! Also available: 6413 Drexel (also permitted for multi-family), 6411 Drexel & 6409 Drexel. Seize a premier development opportunity in the heart of Woodlawn, a high-velocity Chicago neighborhood experiencing a profound renaissance driven by massive institutional investment and the upcoming Obama Presidential Center. This

  Karen Fedyk Baird & Warner

  6415 S Drexel Ave, Chicago, IL 60637
• 

  

  /8

  $550,000

  • 11 Beds
  • 3 Baths

  5134 S Indiana Ave, Chicago, IL 60615

  Located in the sought after Washington Park neighborhood, this multifamily investment property at 5134 S Indiana Avenue presents an excellent opportunity for investors seeking value and upside potential. The property is conveniently situated near the University of Chicago Hospital and in close proximity to the Obama Presidential Library, adding long-term appeal and neighborhood growth potential.

  Ebony Parker Gee Exclusive Realty Group

  5134 S Indiana Ave, Chicago, IL 60615
• 

  

  /5

  $212,000

  • 6 Beds
  • 3 Baths

  415 W 62nd St, Chicago, IL 60621

  Solid two flat. Extra large back yard, Second floor has 4 bedrooms 2 baths , first floor 2 bedrooms 1 bath. Full unfinished basement for extra income potential. Both floors are currently rented. Great for a family or an investment property.

  Eileen Olivier Real People Realty

  415 W 62nd St, Chicago, IL 60621
• 

  

  /10

  $199,900

  • 4 Beds
  • 2 Baths
  • 2,182 Sq Ft

  8618 S Justine St, Chicago, IL 60620

  8618 S Justine is a 4-bedroom, 2-bath duplex offering space, functionality, and key updates throughout. The property features a newer kitchen with modern finishes, beautiful hardwood floors, and updated bathrooms that blend style and comfort. The partially finished basement includes partial walls and offers additional living space, but does require some construction TLC to fully complete. It's a

  Dhereck Gomez 33 Realty

  8618 S Justine St, Chicago, IL 60620
• 

  

  /27

  $225,000

  • 4 Beds
  • 2 Baths

  12025 S Bishop St, Chicago, IL 60643

  Welcome to this beautifully updated frame 2-flat offering strong income, modern comforts, and exceptional outdoor space. Rehabbed in 2021, this well-maintained property features two leased units generating solid rental income. Each unit enjoys its own private back deck/balcony, along with access to a huge back and side yard perfect for entertaining, gardening, or future potential. The property

  Michael Scanlon eXp Realty

  12025 S Bishop St, Chicago, IL 60643
• 

  

  /35

  $380,000

  • 8 Beds
  • 3 Baths

  1613 S Central Park Ave, Chicago, IL 60623

  Beautiful Legal 3-Flat Greystone in North Lawndale! This charming building blends classic Chicago architecture with modern finishes. The second-floor unit features gleaming hardwood floors, 3 spacious bedrooms, 1 full bath, a large updated kitchen, and separate utilities including its own furnace and water heater. The first-floor unit also showcases hardwood flooring, 2 bedrooms, 1 full bath, and

  Jonathan Gil Equity Realty

  1613 S Central Park Ave, Chicago, IL 60623
• 

  /2

  $269,900

  • 5 Beds
  • 3 Baths

  Unlisted Address

  Beautiful two-unit building with additional finished attic for related living! The owner's unit is duplexed down,with 3 beds, 2 baths, upgraded kichen, and family room. The 2nd unit has 2 bds, upgraded bath and each unit has it's own laundry! Wait, there's a finished attic for relatives or guests! The attic is large enough for another bed/ desk/or entertainment room. Quiet street, newer roof,

  MaryAnn Marsh @properties Christie's International Real Estate

  Unlisted Address
• 

  

  /19

  $479,900

  • Studio
  • 1 Bath
  • 907 Sq Ft

  401 N Wabash Ave Unit 2304, Chicago, IL 60611

  This expansive studio spans over 900 square feet, making it the perfect "pied-a-terre" or investment rental unit. Enjoy breathtaking east-facing views of Lake Michigan, the Chicago River, and iconic city landmarks. The studio is impeccably furnished and fully equipped, featuring a Snaidero-designed kitchen with Miele and Sub-Zero stainless steel appliances. The luxurious bathroom includes a

  James Qiu Kale Realty

  401 N Wabash Ave Unit 2304, Chicago, IL 60611
• 

  

  /20

  $455,000

  • 5 Beds
  • 3 Baths

  2841 W 25th St, Chicago, IL 60623

  Excellent opportunity to own a spacious, income-producing two-unit brick building in the heart of South Lawndale (Little Village), Chicago. This well-maintained property offers over 2,300 square feet of living space across two generously sized units, making it ideal for an owner-occupant or an investor seeking strong rental income potential. Each unit features a functional layout with ample

  Nima POURIAN Realistic Realty LLC

  2841 W 25th St, Chicago, IL 60623
• 

  

  /27

  $599,999

  • 6 Beds
  • 4 Baths

  63 E 56th St, Chicago, IL 60637

  Exceptional Greystone opportunity in Chicago's evolving Washington Park community-ideal for investors and owner-occupants seeking versatility and long-term value. This property features a finished basement with a private 1-bedroom, 1-bathroom mother-in-law suite complete with a full kitchen, creating the perfect setup for multi-generational living, guest accommodations, or potential rental

  Dishenda Mock Mock Realty LLC

  63 E 56th St, Chicago, IL 60637
• 

  

  /24

  $137,500

  • 5 Beds
  • 3.5 Baths
  • 1,288 Sq Ft

  7133 S Constance Ave, Chicago, IL 60649

  Don't miss this spacious 5 bedroom, 3.5 bathroom property located in the highly sough after South Shore neighborhood. This home offers exceptional potential for investors, rehabbers, or buyers looking to customize a spacious residence to their own style. Renovation work has begun but is not complete, giving you the flexibility to finish the project as you desire. One bedroom on first floor, 2

  Michael Olszewski Area Wide Realty

  7133 S Constance Ave, Chicago, IL 60649
• 

  /2

  $6,500

  • Land
  • 0 Acre

  Unlisted Address

  Great opportunity to build in West Englewood! This affordable vacant lot is a perfect starting point for new development in a neighborhood seeing continued investment and revitalization. Ideal for builders, developers, or anyone ready to create something new. Buyer responsible for all title fees and due diligence.

  Joan Cox JC Cox Realty

  Unlisted Address
• 

  /2

  $85,000

  • 2 Beds
  • 1 Bath
  • 885 Sq Ft

  20 W 113th Place, Chicago, IL 60628

  LOCATION IS EVERYTHING! REHABBERS/INVESTORS! Excellent investment or rehab opportunity on a quiet residential block in Chicago's Roseland neighborhood. This solid brick 2-bedroom, 1-bath home offers a spacious layout, full basement, and great bones ready for your updates. Perfect for a fix-and-flip, rental, or first-time investor project. Property is sold in "as-is" condition, seller makes no

  Dennis Thomas 1st Union Realty Group

  20 W 113th Place, Chicago, IL 60628

Showing Results 161 - 200, Page 5 of 15