Investment - Homes for Sale in Chicago, IL

• 

  

  

  /15

  $245,000

  $24K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  7518 S Union Ave, Chicago, IL 60620

  Welcome home to this spacious and versatile 4-bedroom, 1.5-bath residence offering plenty of room for comfortable living and exceptional investment potential. The main level features a bright and inviting family room, a formal dining room perfect for entertaining, and a functional layout designed to accommodate a variety of lifestyles. The finished basement adds valuable living space and can be

  Abiturab Mithaiwala Heart My Home Chicago Inc

  7518 S Union Ave, Chicago, IL 60620
• 

  

  

  /67

  $994,500

  $205K PRICE DROP

  • 12 Beds
  • 8 Baths

  5331 S Calumet Ave, Chicago, IL 60615

  Fantastic four-unit, 2007 construction, owner-occupant investment opportunity in appreciating east Washington Park! Unit 4 has been rehabbed to feature modern improvements to be comparable to other new construction (in the area. All four units are 3-bed / 2-bath and three units have in-unit laundry hook-ups. All units have hardwood and tile throughout, modern appliances, gas-forced-heat / central

  Gene Hart 33 Realty

  5331 S Calumet Ave, Chicago, IL 60615
• 

  

  

  /46

  $1,425,000

  Pending

  • 5 Beds
  • 4 Baths

  3431 N Paulina St, Chicago, IL 60657

  Hot West Lakeview/ Roscoe Village neighborhoods this large 2 flat on a tree lined street perfect for investment / or live in one unit and get rental income from other unit. The top duplex up unit has 3 bedroom/2 bath with many updates - newly renovated chef's kitchen with new SS appliances and built-in breakfast banquette. Large cathedral ceilings with skylights and built-ins in the living room.

  Jeffrey Hayes @properties Christies International Real Estate

  3431 N Paulina St, Chicago, IL 60657
• 

  

  

  /21

  $259,000

  Pending

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  974 W 35th Place Unit 407, Chicago, IL 60609

  Exceptional opportunity to own this beautifully maintained 1-bedroom + den/office fourth-floor condo in the heart of Bridgeport's vibrant Art District! Enjoy breathtaking views of the Chicago skyline, including Rate Field and the iconic Willis Tower, right from your private walk-out balcony and bedroom. This spacious unit also features an open-concept floor plan with hardwood floors throughout,

  Margarita Lopez Baird & Warner, Inc.

  974 W 35th Place Unit 407, Chicago, IL 60609
• 

  

  

  /31

  $675,000

  Pending

  • 6 Beds
  • 3 Baths

  4202 N Sacramento Ave, Chicago, IL 60618

  Welcome to this multi-family residence located at 4202 N Sacramento Ave in the Irving Park neighborhood of Chicago. Offering a total of 2,415 square feet across three units, this property is an investor's dream. Garage parking, as well as additional spaces, increases rental opportunities. The building is across the street from Bateman Elementary School. This property also benefits from its

  Erin Galfer Compass

  4202 N Sacramento Ave, Chicago, IL 60618
• 

  

  /13

  $449,000

  • 7 Beds
  • 3 Baths

  7807 S Marquette Ave, Chicago, IL 60649

  Brick, 2-Flat with the basement/garden unit and 2 car garage. It was nicely remodeled and well maintained. Porch was re-build last year. Coin laundry in the basement. Great investment property.

  Stefan Szlembarski IPM Realty, Inc.

  7807 S Marquette Ave, Chicago, IL 60649
• 

  

  /10

  $1,129,000

  $40K PRICE DROP

  1509 N Avers Ave, Chicago, IL 60651

  Triton Realty is proud to present a rehabbed 6-unit multifamily building at 1507 N Avers in Humboldt Park. This center-entrance property offers an excellent investment opportunity in one of Chicago's high-demand rental markets. The building features five legal units plus one non-conforming sixth unit and has been completely updated throughout with modern finishes. Each unit boasts updated

  Alexander Summers Triton Realty Group LLC

  1509 N Avers Ave, Chicago, IL 60651
• 

  

  /23

  $399,900

  Pending

  • 5 Beds
  • 2 Baths
  • 1,800 Sq Ft

  3131 N Major Ave, Chicago, IL 60634

  BRICK LARGE BUNGALOW, WITH FINISHED ATTIC, 5 BRS, 2 BTH. HUGE POTENTIAL FOR BIG INVESTMENT. NEWER ROOF, ORIGINAL HARDWOOD FLOORINGS UNDER THE CARPET, SOME WINDOWS REPLACED. SEPARATE LR/ DR. DECORATIVE FP IN THE LARGE LIVING RM. SPACIOUS FINISHED BASEMENT, WITH BAR, 1 BR AND FULL BATH. 2 CAR GARAGE. SOLD "AS IS" CONDITION. CLOSE TO TRANSPORTATION, GROCERIES, SCHOOLS, MINS DOWNTOWN.

  Arceli Antonio RE/MAX City

  3131 N Major Ave, Chicago, IL 60634
• 

  /2

  $33,000

  • Land
  • 5,662 Sq Ft
  • $253,846 per Acre

  4765 S Shields 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.

  4765 S Shields Ave, Chicago, IL 60609
• 

  

  /3

  $45,000

  • Land
  • 0 Sq Ft

  4402-4 S Shields Ave, Chicago, IL 60609

  Located in an up-and-coming area experiencing significant new construction and redevelopment throughout the neighborhood, this spacious double lot presents an exceptional investment opportunity. The sale includes the adjacent lot at 4404 with a separate PIN number, offering added potential for development or expansion. The neighborhood is home to the 16-acre Fuller Park, featuring a field house,

  Bryan Blackburn EXIT Strategy Realty

  4402-4 S Shields Ave, Chicago, IL 60609
• 

  

  /17

  $329,000

  $21K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,015 Sq Ft

  625 W Jackson Blvd Unit 212, Chicago, IL 60661

  LOFT CONDO IN DESIRABLE WEST LOOP FEATURING BRIGHT OPEN FLOOR PLAN; NEWLY PAINTED; 14 FT. WOOD BEAMED CEILINGS; LR/DR W/GAS FPLC, HARDWOOD FLOORS; CUSTOM KITCHEN W/1-1/4" CHEF GRADE GRANITE COUNTERTOPS, MAPLE CABINETS; 2 NICE SIZE BRS W/NEW CARPETING; BATH W/DOUBLE SINK; NEW HVAC, W/D; BEST OUTDOOR PARKING SPACE INCLUDED. CONVENIENCE STORE, UNION STATION, CTA TRANSP CTR, DINING, KENNEDY

  Julie Schultz Baird & Warner

  625 W Jackson Blvd Unit 212, Chicago, IL 60661
• 

  

  /28

  $650,000

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  433 E 46th Place, Chicago, IL 60653

  Tucked within the historic fabric of Chicago's vibrant Bronzeville neighborhood, these extraordinary rowhomes - originally constructed between 1880 and 1883 - present a rare opportunity to own a true piece of Chicago architectural history completely rebuilt for modern luxury living. Behind the stately brick and stone facade lies an uncompromising, full-scale renovation designed for long-term

  Michelle Browne @properties Christie's International Real Estate

  433 E 46th Place, Chicago, IL 60653
• 

  

  /50

  $1,399,000

  • 6 Beds
  • 4 Baths

  1451 W Berwyn Ave, Chicago, IL 60640

  Exceptional Andersonville, 4,518 Square foot, 3-flat offering timeless vintage charm, EXTRA large floor plans, generous living space, and outstanding investment potential! This classic all-brick building is perfectly suited for investors or owner-occupants. All three units feature SPACIOUS 2-bedroom, 1-bath layouts with sun-filled living rooms, separate formal dining rooms, hardwood floors, crown

  Jamarber Luzaj Area606 Properties, LLC

  1451 W Berwyn Ave, Chicago, IL 60640
• 

  

  /13

  $1,750,000

  Pending

  • 6 Beds
  • 7 Baths

  1442 W Melrose St, Chicago, IL 60657

  Turnkey investment opportunity in fantastic Lakeview location! This is a well maintained 3 unit building with a non-conforming garden unit. Well maintained building features recently updated units with central air/heat, newer kitchens and baths, dishwashers, hardwood floors and outdoor decks. Cathedral ceilings on the 3rd floor. Each unit has its own laundry allowing for premium rents. Tenants

  Barbara Allen Metru Real Estate LLC

  1442 W Melrose St, Chicago, IL 60657
• 

  

  /46

  $965,000

  New Construction

  • 9 Beds
  • 9 Baths

  5809 S Indiana Ave, Chicago, IL 60637

  SIGNIFICANT PRICE IMPROVEMENT!!! Luxury New Construction Triplex in Washington Park | Premier Investment & Owner-Occupant Opportunity A significant price improvement makes this luxury new-construction triplex an exceptional opportunity in one of Chicago's fastest-growing neighborhoods. Combining modern design, upscale finishes, and strong income potential, this property offers outstanding value

  Anita Gee Gee Exclusive Realty Group

  5809 S Indiana Ave, Chicago, IL 60637
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  /8

  $165,000

  $4K PRICE DROP

  • 4 Beds
  • 2 Baths

  7130 S Green St, Chicago, IL 60621

  Prime Investment Opportunity - 2 Unit Apartment Building Discover a solid investment opportunity with this well-maintained two-unit building located at 7130 S Green St in Chicago. Both units are currently occupied, providing immediate cash flow for an owner-occupant or investor. Each unit features 2 bedrooms and 1 bathroom, along with functional living space and straightforward layouts that

  Manuel Gonzalez Realty of America

  7130 S Green St, Chicago, IL 60621
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  /44

  $350,000

  Pending

  • 4 Beds
  • 2 Baths

  1812 S Hamlin Ave, Chicago, IL 60623

  Great opportunity to own a well-maintained 2-unit with bonus room in basement (in-law arrangement).Each unit consist of 2 beds, 1 bath, dinning room, stainless steel appliances and updated kitchen. The home features important infrastructure upgrades including updated electrical, new ductwork, and copper plumbing, providing added peace of mind for the next owner. The interior offers a comfortable

  Diana Balleza Luna Realty Group

  1812 S Hamlin Ave, Chicago, IL 60623
• 

  

  /20

  $599,000

  Pending

  • 8 Beds
  • 3 Baths

  2434 W Pershing Rd, Chicago, IL 60632

  Exceptional opportunity to own a solid brick legal 2-flat with a finished lower-level unit in the highly desirable Brighton Park neighborhood! This well-maintained property offers three spacious levels of living space, each with separate gas and electric utilities, making it ideal for owner-occupants or investors. The first-floor unit features 3 bedrooms with ceiling fans, a bright living room,

  Taurino Morales eXp Realty

  2434 W Pershing Rd, Chicago, IL 60632
• 

  

  /6

  $199,900

  Pending

  • 5 Beds
  • 2 Baths

  212 N Leamington Ave, Chicago, IL 60644

  2 flat Graystone in Austin Area with 3 bedrooms on 2nd floor, 2 bedrooms on 1st floor, 5 minutes to I-290 expressway. This is a once in a lifetime investment opportunity. Solid 2 flat would make this a remarkable fix and fip candidate / Come and make an offer and have this be your Spring project! Property is being sold occupied / Please Do not disturb Occupants / being sold in AS IS condition /

  Michael Olszewski Area Wide Realty

  212 N Leamington Ave, Chicago, IL 60644
• 

  

  /41

  $900,000

  Pending

  • 7 Beds
  • 4 Baths

  3859 N Whipple St, Chicago, IL 60618

  Great Investment Opportunity for New Home Buyers to Have Their Mortgage Paid by Their Renters and live Rent/ Mortgage Free!! 4 Unit Building in a Great Location in Irving Park East!! 3 Units currently rented with One 2 Bed/ 2 Bath Duplex Up Available for Immediate Move in!! Close to the Hi-Way and Public Transportation!! Off Street Parking Available! Each Units Has it's Own In-Unit Washer/ Dryer

  Adam Antonucci Fulton Grace Realty

  3859 N Whipple St, Chicago, IL 60618
• 

  /2

  $28,000

  • Land
  • 0 Sq Ft

  111 E Chestnut St Unit 6A2, Chicago, IL 60611

  Perfect chance to own your own garage spot by the magnificent mile where parking is a premium! You don't have to live in the building to own, use or rent out. Recently painted and new LED lighting installed. Great investment! Currently rented at $300 a month.

  Beverly Fishman Berkshire Hathaway HomeServices Chicago

  111 E Chestnut St Unit 6A2, Chicago, IL 60611
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  /26

  $455,900

  $4K PRICE DROP

  • 7 Beds
  • 4 Baths

  8900 S Normal Ave, Chicago, IL 60620

  Extremely Rare Investment Opportunity in Auburn Gresham! Unlock the potential of this unique multi-parcel property - featuring 2 separate buildings, 2 garages, and 1 vacant lot, all included in one unbeatable package. This income-generating property offers: 3 Residential Units plus a non-conforming unit for additional rental income. Recently renovated interiors with brand-new kitchens, updated

  Lucas Alvarado Jr Ready Properties Inc

  8900 S Normal Ave, Chicago, IL 60620
• 

  

  /43

  $510,000

  Pending

  • 5 Beds
  • 3 Baths

  2705 N Monitor Ave, Chicago, IL 60639

  Located in the sought-after Belmont Cragin neighborhood, this well-maintained multi-unit property offers an incredible opportunity for both owner-occupants and savvy investors alike! Situated in the desirable 60639 area, this versatile building features spacious living arrangements, functional layouts, and excellent income potential. Unit 1 offers 3 generously sized bedrooms, 1 full bathroom, a

  Tarsica Roopchand RE/MAX FUTURE

  2705 N Monitor Ave, Chicago, IL 60639
• 

  

  /64

  $1,350,000

  Pending

  • 8 Beds
  • 5 Baths

  2724 N Marshfield Ave, Chicago, IL 60614

  Fantabulous Lincoln Park double-duplex 2-flat offering an exceptional opportunity for owner-occupants or investors alike. This beautifully maintained property features 8 bedrooms, 5 full bathrooms, incredible outdoor living space, and a coveted 2-car garage. The owner's duplex-up lives like a single-family home, offering 4 bedrooms (3 upstairs and 1 on the main level) and 3 full bathrooms.

  Rusty Schluchter @properties Christie's International Real Estate

  2724 N Marshfield Ave, Chicago, IL 60614
• 

  

  /10

  $399,000

  Pending

  • 5 Beds
  • 3 Baths

  2123 W Cullerton St, Chicago, IL 60608

  Great opportunity to own a solid brick 2-flat in the highly sought-after Pilsen neighborhood! This property features 2 legal units plus a finished attic offering additional living space with an extra room. In total, the home offers 5 bedrooms and 3 full bathrooms, making it ideal for owner-occupants, multi-generational living, or investors seeking rental income potential. The property also

  David Soto Realty of America, LLC

  2123 W Cullerton St, Chicago, IL 60608
• 

  /2

  $129,999

  Pending Pre-Foreclosure

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  7840 S Sawyer Ave, Chicago, IL 60652

  Investment Property. 3 bedroom 1 bath brick Ranch home ready for rehab. NO SURVEY, SOLD AS IS. ESTATE SELL.

  Kimberly Hicks EXIT Strategy Realty

  7840 S Sawyer Ave, Chicago, IL 60652
• 

  

  /21

  $730,000

  New Construction $5K PRICE INCREASE Pending

  • 6 Beds
  • 5 Baths

  5027 S Indiana Ave, Chicago, IL 60615

  Owner-occupied buyers will qualify for 20,000 grant from the Cook County. This gorgeous 2-unit new construction features 4 bedrooms and 3 bathrooms in the duplex down first floor unit with white shaker designer kitchen cabinets, a large peninsula, quartz counters, stainless steel appliances and hardwood floors throughout. The second-floor unit has 2 bedrooms and 2 baths. There is a brand new

  Marika Kakhiani Pedestal Realty LLC

  5027 S Indiana Ave, Chicago, IL 60615
• 

  

  /10

  $395,000

  • 8 Beds
  • 4 Baths

  4318 S Hermitage Ave, Chicago, IL 60609

  Exceptional opportunity to own a solid four-unit building in the heart of Chicago's vibrant Back of the Yards neighborhood. Whether you're an investor seeking strong income potential or an owner-occupant looking to live in one unit while the other three help pay your mortgage, this property offers incredible value and long-term upside. Each of the four units features two bedrooms, one full

  Eva Diaz ExaRealty LLC

  4318 S Hermitage Ave, Chicago, IL 60609
• 

  

  /30

  $499,999

  $50K PRICE DROP

  • 6 Beds
  • 3.5 Baths
  • 1,440 Sq Ft

  1631 N Monticello Ave, Chicago, IL 60647

  Opportunity knocks where Logan Square borders Humboldt Park! This two-level, 5-bedroom, 3.5-bath single-family home sits on a generous double lot (125' x 50') and is being sold strictly as-is. The basement features its own bedroom and full bath, adding flexibility for in-law arrangements or additional living space. Noteworthy updates include a brand-new roof (2024), while the older furnace and

  Ursula Ndou Compass

  1631 N Monticello Ave, Chicago, IL 60647
• 

  

  /4

  $425,000

  • 5 Beds
  • 2 Baths

  4420 W Wilcox St, Chicago, IL 60624

  Beautifully renovated brick two-flat, ideal for owner-occupants or investors alike. Each spacious unit boasts updated kitchens and baths, gleaming hardwood floors, and modern finishes throughout, plus in-unit laundry hookups for everyday convenience. Strong rental income potential makes this a standout investment. Enjoy an unbeatable location just steps from parks, schools, shopping, and dining -

  Elliott Taylor Jr Realty Plus

  4420 W Wilcox St, Chicago, IL 60624
• 

  

  /3

  $34,500

  $5K PRICE INCREASE Pending

  • 3 Beds
  • 1 Bath
  • 1,219 Sq Ft

  Unlisted Address

  OPPORTUNITY KNOCKS!! Come rehab this great property for a wonderful owner occupant home or investment property. Rental rate sin the area are very good. NO INTERIOR SHOWINGS, property needs everything new.

  April Troope TADD Realty

  Unlisted Address
• 

  

  /4

  $225,000

  • Land
  • 0 Sq Ft

  5731-41 S State St, Chicago, IL 60621

  Discover the potential of two adjacent city lots (totaling approx. 8,050 sq ft) located on State Street in the Washington Park community. This property offers a rare chance to build ground-up new construction or develop multi-family housing in a neighborhood seeing steady revitalization. Lot Size: 8,050 sq ft (combined) Location: Easy access to I-94, public transit, shopping, and schools

  Sanina Ellison Re-CHRG Inc

  5731-41 S State St, Chicago, IL 60621
• 

  

  /38

  $1,185,000

  $65K PRICE DROP

  • 8 Beds
  • 5 Baths

  4988 N Elston Ave, Chicago, IL 60630

  First time to market! This extra large Mayfair three-flat is not only in pristine condition, but it also has an amazing two-floor owner's suite complete with a private rooftop deck! These owners did the legwork to change the zoning to "mixed-use" for the most income potential! As a result, the well-appointed garden unit can either be a business or residential unit, but it is perfectly equipped to

  Jennifer Delaney Kale Realty

  4988 N Elston Ave, Chicago, IL 60630
• 

  

  /23

  $650,000

  • 5 Beds
  • 4 Baths

  1132 E 44th St, Chicago, IL 60653

  Value & Location: "Stunning Duplex with Dedicated Property Easement next to Kennicott Park!" Discover an incredible investment or house-hacking opportunity in Chicago's Historic Kenwood neighborhood. Priced to sell, this unique, townhouse-style two-unit building spans multi-level living space. Situated directly across from the scenic Kennicott Park and minutes from DuSable Lake Shore Drive, this

  Henry Torn ListWithFreedom.com

  1132 E 44th St, Chicago, IL 60653
• 

  

  /45

  $495,000

  Pending

  • 6 Beds
  • 4 Baths

  3858 W Ohio St, Chicago, IL 60624

  Solid, fully updated three-unit investment property situated on an oversized double lot. The building consists of three spacious 2-bedroom apartments, each offering a living room, eat-in kitchen, and full bathroom. In addition, the front unit-formerly a storefront-is currently being used as an open space, ideal for conversion into a studio apartment, office, or flexible living/work area. The

  Jorge Luna Luna Realty Group

  3858 W Ohio St, Chicago, IL 60624
• 

  

  /29

  $495,000

  • 4 Beds
  • 3 Baths

  3259 N Neenah Ave, Chicago, IL 60634

  Calling on all investors and contractors! Incredible opportunity in the established community of Schorsch Village! Whether you are looking for a rock-solid investment property, a multi-generational living arrangement, or an ideal opportunity to live in one unit and let the tenants help with your mortgage, this property checks every box. Spacious 2- flat with a full basement is ready for your

  Katherine Shubert City Homes Real Estate, Inc.

  3259 N Neenah Ave, Chicago, IL 60634
• 

  

  /13

  $174,900

  • 4 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  7529 S Emerald Ave, Chicago, IL 60620

  ATTENTION INVESTORS AND SAVVY BUYERS! AMAZING OPPORTUNITY TO ACQUIRE A DIAMOND IN THE ROUGH. THIS DETACHED SINGLE-FAMILY HOME IS READY FOR YOUR REHAB IDEAS. BRING YOUR CONTRACTORS AND VISION TO REALIZE THIS PROPERTY'S TRUE POTENTIAL. EXCELLENT COMMUTER LOCATION WITH QUICK ACCESS TO LOCAL AMENITIES, SCHOOLS, AND TRANSPORTATION. BEING SOLD STRICTLY AS-IS. CONVENTIONAL OR CASH DEALS ONLY. DO NOT

  The Galarza Team Century 21 New Beginnings

  7529 S Emerald Ave, Chicago, IL 60620
• 

  

  /9

  $299,900

  • 3 Beds
  • 2 Baths

  1846 W 23rd St, Chicago, IL 60608

  Come and see this great investment opportunity in the vibrant Pilsen neighborhood! This multi-unit property offers endless potential for both owner occupants and savvy investors alike. Featuring two units, one with 2 bedrooms and the other with 1 bedroom, this property is ready for your vision and personal touch. With a little TLC, you can unlock its full potential and add even more value by

  George Sierra RE/MAX LOYALTY

  1846 W 23rd St, Chicago, IL 60608
• 

  /2

  $29,999

  • Land
  • 0 Sq Ft

  7243 S Vincennes Ave, Chicago, IL 60621

  Unlock your development vision with this 2,602 sq ft vacant lot, zoned RS-3 and ideal for a single-family residence or other multi-family residential use (buyer to verify). Whether you're a builder, investor, or future homeowner, this site offers a perfect blank canvas for your next project. Even better - the owner is willing to sell all 12 adjoining lots as a bundle, offering a rare opportunity

  Anthony Khoshabe United Realty and Development

  7243 S Vincennes Ave, Chicago, IL 60621
• 

  

  /18

  $145,000

  Pending

  • 2 Beds
  • 1 Bath
  • 870 Sq Ft

  9553 S Greenwood Ave, Chicago, IL 60628

  Situated in a well-established community, this property offers an opportunity for investors to own in one of Chicago's most respected and stable South Side neighborhoods. Known for its strong homeownership, well-kept blocks, and longstanding community presence, Pullman/Chatham continues to attract buyers seeking consistency and long-term value. The property benefits from close proximity to the

  Deja Blair Blue Door Dave Inc

  9553 S Greenwood Ave, Chicago, IL 60628

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