Investment - Homes for Sale in Chicago, IL

• 

  

  

  /22

  $250,000

  Pending

  • 5 Beds
  • 2 Baths

  7728 S Maryland Ave, Chicago, IL 60619

  Great investment opportunity in the desirable Greater Grand Crossing neighborhood! This two-unit building was newly renovated in 2023 and offers excellent potential for both investors and owner-occupants alike. The first-floor unit features 2 bedrooms, while the second-floor unit offers a spacious 3-bedroom layout, providing flexibility and strong rental potential. Whether you're an investor

  Amaiya Smith eXp Realty

  7728 S Maryland Ave, Chicago, IL 60619
• 

  

  

  /12

  $570,000

  • 11 Beds
  • 5 Baths

  1239 S Avers Ave, Chicago, IL 60623

  Exceptional House Hack Opportunity in North Lawndale - 3 Unit Building | 11 Bedrooms | 5 Bathrooms Incredible opportunity to own a cash-flowing 3-unit property with 11 bedrooms and 5 bathrooms located at 1239 S Avers Ave in Chicago's rapidly developing North Lawndale neighborhood. This oversized multi-unit building offers the perfect setup for a house hacker looking to live in one unit while

  Melchor Domantay Second City Real Estate

  1239 S Avers Ave, Chicago, IL 60623
• 

  

  

  /22

  $640,000

  $10K PRICE DROP

  • 7 Beds
  • 1 Bath

  4339 S Indiana Ave, Chicago, IL 60653

  This can be an owner-occupied home in the prime, appealing, historic Chicago neighborhood of Bronzeville, a cultural and historic highlight of Chicago's south side. Centrally located just south of downtown in this revitalized, easily accessible landmark neighborhood, boasts a generous 2-unit building in a beautiful part of town. This exceptional property blends classic Chicago character with all

  Henry Torn ListWithFreedom.com

  4339 S Indiana Ave, Chicago, IL 60653
• 

  

  

  /23

  $1,200,000

  • 9 Beds
  • 3 Baths

  936 N Fairfield Ave, Chicago, IL 60622

  Prime Turnkey Investment Opportunity! Classic Graystone 3-Flat Steps from Wicker Park & Ukrainian Village & Humboldt Park Rare graystone 3-unit offering 1,100+ sq. ft. per apartment, each with 3 true bedrooms-highly desirable in one of Chicago's strongest rental corridors. Long-term tenants are on month-to-month leases, giving buyers the flexibility to update units, raise rents to current market

  Alexandra Garcia Real People Realty

  936 N Fairfield Ave, Chicago, IL 60622
• 

  

  

  /5

  $299,000

  $151K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 820 Sq Ft

  511 W 45th St, Chicago, IL 60609

  Positioned in a highly strategic pocket of the city, 511 W 45th St presents a compelling opportunity for investors and builders looking to capitalize on both location and scale. This property sits on a generously sized lot, offering the kind of flexibility that is increasingly rare-ideal for redevelopment, expansion, or a thoughtfully designed new construction project. What truly sets this site

  Melania Reyes RE/MAX Mi Casa

  511 W 45th St, Chicago, IL 60609
• 

  /2

  $18,000

  $2K PRICE DROP

  • Land
  • 0 Sq Ft

  10 E Ontario St Unit PS515, Chicago, IL 60611

  Convenient, secure parking self-park space in a prime, central River North location! This spot is located on the fifth floor, and is one of the first spots in the private self-park portion of the 10 E Ontario garage. Terrific investment -- one does not need to own a condo here in order to purchase and rent out a spot. This CAN be rented to someone outside of the building. Parking garage is

  Brady Miller Cadence Realty

  10 E Ontario St Unit PS515, Chicago, IL 60611
• 

  

  /3

  $15,000

  • Land
  • 0 Sq Ft

  6507 S Marshfield Ave, Chicago, IL 60636

  Attention builders, developers, and investors! Fantastic opportunity to acquire this 25x123 lot zoned RS-3 in an area experiencing continued residential growth and redevelopment. Perfect opportunity for new construction or long-term investment potential. Conveniently located near schools, parks, public transportation, shopping, and major roadways.Drive by and explore the possibilities this

  Christopher Anthony Keller Williams ONEChicago

  6507 S Marshfield Ave, Chicago, IL 60636
• 

  /2

  $659,000

  $90K PRICE INCREASE

  • Land
  • 0 Sq Ft

  2613-2633 N Cicero Ave, Chicago, IL 60641

  On a busy Cicero Aveneue between Diversy and Fullerton, this 9,375 square foot parcel is available for sale. The land could be developed for a wide variety of retail uses. The site has low taxes for the area with substantial frontage on Cicero Avenue with easy access to bustling Six Corners. Great opportunity for a user or developer. The Belmont Cragin community has benefited from steady growth

  Daniel Hyman Millennium Properties RE, Inc.

  2613-2633 N Cicero Ave, Chicago, IL 60641
• 

  

  /28

  $559,900

  Pending

  • 7 Beds
  • 4 Baths

  2924 S Princeton Ave, Chicago, IL 60616

  Prime investment opportunity in Chicago's sought-after south-side corridor. This well-maintained 4-unit building at 2924 S Princeton Ave offers strong cash flow with upside, just minutes away from vibrant neighborhoods, transit, and everyday conveniences. The property comprises four spacious units totaling 7 bedrooms, 4 bathrooms, and a detached 2.5 car garage. Brick exterior, solid mechanicals,

  Bernardo Casas Duarte Realty Company

  2924 S Princeton Ave, Chicago, IL 60616
• 

  

  /4

  $120,000

  $10K PRICE DROP Pending

  • Land
  • 0 Sq Ft

  6411 S Drexel Ave, Chicago, IL 60637

  Also available: 6415 Drexel (permitted for multi-family), 6413 Drexel (permitted for multi-family), & 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 prime, buildable lot offers a blank canvas for a

  Karen Fedyk Baird & Warner

  6411 S Drexel Ave, Chicago, IL 60637
• 

  

  /13

  $50,000

  Pending

  • 3 Beds
  • 3 Baths
  • 2,000 Sq Ft

  6700 S Crandon Ave Unit 12C, Chicago, IL 60649

  Excellent investment opportunity in the heart of South Shore! This 12th-floor condo features 3 bedrooms and 3 bathrooms with expansive views of the lake. Prime location close to shopping, dining, parks, and transportation. Property requires a full rehab perfect for investors or buyers looking to customize and add value. Bring your vision and transform this space into something special! Sold

  Harry Ventimiglia Keller Williams Preferred Rlty

  6700 S Crandon Ave Unit 12C, Chicago, IL 60649
• 

  

  /47

  $1,175,000

  • 7,200 Sq Ft

  1448 S Rockwell Ave, Chicago, IL 60608

  Located directly across from Cinespace Chicago Film Studios in the rapidly developing Douglas Park neighborhood, this legal 7-unit property presents a rare investment opportunity with strong income potential and owner-occupant flexibility. The property consists of a spacious single-family home plus a well-maintained 6-unit apartment building, blending classic Chicago character with modern updates

  Ronald Ohr Avenue 1 Realty Group

  1448 S Rockwell Ave, Chicago, IL 60608
• 

  

  /44

  $335,000

  Pending

  • 5 Beds
  • 2 Baths

  4912 W Fulton St, Chicago, IL 60644

  Great investment opportunity in the Austin neighborhood! This property needs some TLC and offers strong potential for renovation, rental income, or value-add investment. Buyer and buyer's agent to conduct their own due diligence prior to submitting an offer. Located on Chicago's West Side, the property has convenient access to public transit (CTA Green Line & buses), parks and recreation nearby

  Karolina Bak KOMAR

  4912 W Fulton St, Chicago, IL 60644
• 

  

  /37

  $875,000

  Pending

  • 8 Beds
  • 3 Baths

  3251 W Evergreen Ave, Chicago, IL 60651

  Gorgeous, sun-filled Humboldt Park Greystone 2-Flat with a fully finished garden unit, located at 3251 W Evergreen Ave. This turnkey property seamlessly blends classic Chicago character with modern finishes and strong income potential. Each main unit features 3 spacious bedrooms and 1 full bath, with expansive open-concept living and dining areas, high ceilings, and beautifully finished hardwood

  Luis Chao HomeSmart Connect LLC

  3251 W Evergreen Ave, Chicago, IL 60651
• 

  

  /16

  $629,000

  Pending

  • 6 Beds
  • 2 Baths

  1340 N Rockwell St, Chicago, IL 60622

  2-Unit Investment Opportunity | Humboldt Park / West Wicker Park. Discover the perfect blend of modern upgrades and versatile potential. This two-flat is located at the intersection of Humboldt Park and West Wicker Park. This building is a gem; whether you are looking for a rental property or a spacious "owner's unit". Fully rehabbed in 2013 with significant unit upgrades in 2016. The two units

  Dan Springer Coldwell Banker Realty

  1340 N Rockwell St, Chicago, IL 60622
• 

  

  /12

  $628,000

  • 9 Beds
  • 6 Baths

  3600 S Marshfield Ave, Chicago, IL 60609

  Excellent 3-Unit Investment Opportunity in Prime Chicago Location!Well-maintained multi-unit property ,This solid building features three spacious units, all equipped with central heating and air conditioning.Front 1st Floor: 3 bedrooms, 1 bath Rear 1st Floor: 3 bedrooms, 3 baths 2nd Floor Unit: 3 bedrooms, 2 baths,Additional features include an unfinished basement offering expansion or storage

  Qian Kun Chen Kale Realty

  3600 S Marshfield Ave, Chicago, IL 60609
• 

  

  /11

  $169,900

  $10K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 1,246 Sq Ft

  14450 S Sangamon St, Chicago, IL 60643

  Welcome to this spacious 4-bedroom single-family home offering comfort, functionality, and room to make it your own. The home features a well-designed layout with generous room sizes and a natural flow throughout. The full basement includes a washer and dryer with additional space for storage or future use. Enjoy two parking options with a 2-car garage and side driveway. The fenced backyard

  Kanisha Sanders Keller Williams Infinity

  14450 S Sangamon St, Chicago, IL 60643
• 

  

  /14

  $350,000

  $20K PRICE DROP Pending

  • 2 Beds
  • 2 Baths
  • 1,066 Sq Ft

  235 W Van Buren St Unit 1615, Chicago, IL 60607

  Modern high-rise living in the heart of the Loop! Spacious 2-bed/2-bath with floor-to-ceiling windows, private corner balcony, and sweeping west-facing views of the river and sunsets. Open kitchen features granite counters and stainless appliances flowing into a bright living area. Both bedrooms are fully enclosed with windows, closets, and solar shades. Primary suite with ample storage. In-unit

  Jennifer Wadhwa Jason Mitchell Real Estate IL

  235 W Van Buren St Unit 1615, Chicago, IL 60607
• 

  

  /28

  $325,000

  $45K PRICE DROP

  • 8 Beds
  • 3 Baths

  6240 S Evans Ave, Chicago, IL 60637

  An excellent opportunity for both investors and owner-occupants at this 2-unit property offering immediate usability with value-add potential. The building features spacious units with functional layouts, providing a strong foundation for those looking to make modest cosmetic updates to enhance value, increase rents, or personalize their living space. For owner-occupants, this is a prime

  Asya Muhammad Coldwell Banker Realty

  6240 S Evans Ave, Chicago, IL 60637
• 

  

  /14

  $695,000

  Pending

  • 19 Beds
  • 7 Baths

  6244 S Langley Ave, Chicago, IL 60637

  Fully occupied with long term tenants, this legal 4 unit brick building is a rare investment opportunity in the highly sought after Woodlawn community. Three expansive units feature 4 bedrooms and 2 bathrooms, along with an additional oversized 5th bedroom currently being used for storage, offering incredible flexibility and future potential. The garden unit is equally impressive and uncommon in

  Geraldo Roman Roman Properties, LLC.

  6244 S Langley Ave, Chicago, IL 60637
• 

  

  /15

  $269,000

  • 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
• 

  

  /27

  $375,000

  Pending

  • 9 Beds
  • 4 Baths

  7547 S Union Ave, Chicago, IL 60620

  This charming 4-unit multi-family investment gem in the heart of Auburn Gresham offers immediate income potential and strong upside for savvy buyers seeking cash flow in a revitalizing South Side Chicago neighborhood. Built in 1903 with classic character, this solid brick building totals approximately 4,308 sq ft on a generous 5,040 sq ft lot, featuring three spacious 2-bedroom/1-bath units and

  Juneitha Shambee Juneitha Shambee

  7547 S Union Ave, Chicago, IL 60620
• 

  /2

  $24,900

  Pending

  • Land
  • 0 Sq Ft

  451 W Huron St Unit P125, Chicago, IL 60654

  INDOOR HEATED GARAGE IN ONE OF THE RIVER NORTH'S MOST DESIRABLE AREAS. Perfect opportunity for anyone who lives in the building and needs an additional parking space. Secure 24-hour doorman monitoring for ultimate convenience and peace of mind. Walking distance to Downtown and just minutes from the I-90 and Ohio ramp. Easy access to nightlife, restaurants and shopping. Ideal for personal use or

  Iwona Jankowska HomeSmart Connect LLC

  451 W Huron St Unit P125, Chicago, IL 60654
• 

  

  /7

  $659,000

  Pending

  • 12 Beds
  • 7 Baths

  1531 S Kolin Ave, Chicago, IL 60623

  Amazing investment opportunity! Beautifully rehabbed 4 units building boasting (3) 3bedroom/2bath and (1) 3bedroom/1bath units all with in unit laundry. New kitchens, hardwood flooring, cable pre-wired throughout with security system in place; fully paved parking in rear for four cars! Great opportunity for an investor or owner occupant.

  Oksana Melnchyn Cambridge Realty LLC

  1531 S Kolin Ave, Chicago, IL 60623
• 

  

  /67

  $1,000,000

  $199K 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
• 

  

  /21

  $259,000

  • 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
• 

  

  /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

  $1,169,000

  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
• 

  /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
• 

  

  /12

  $425,000

  $25K PRICE INCREASE Pending

  • 6 Beds
  • 2 Baths

  7754 S Burnham Ave, Chicago, IL 60649

  READY FOR THE PERFECT INVESTMENT OPPORTUNITY? LIVE IN ONE UNIT AND RENT THE OTHER TO PAY THE MORTGAGE! TRUE TURNKEY BUILDING WITH NO WORK LEFT BUT TO MOVE-IN! ALL NEW FLOORING, NEW DOORS, MOLDING, BASE AND HARDWARE. ALL NEW LIGHTING FIXTURES AND OUTLETS. BRAND NEW CENTRAL AC/HEAT WITH SEPARATE SYSTEMS FOR EACH UNIT. EACH UNIT HAS THEIR OWN LAUNDRY ROOM. AND THE EXTERIOR IS FULL TUCKPOINTED WITH A

  John Gutman Gutman Real Estate

  7754 S Burnham Ave, Chicago, IL 60649
• 

  

  /17

  $349,900

  • 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

  Open Sat 1PM - 3PM

  • 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
• 

  

  /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
• 

  

  /8

  $169,000

  • 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
• 

  

  /22

  $825,000

  New Construction

  • 9 Beds
  • 6 Baths

  3119 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

  3119 W Flournoy St, Chicago, IL 60612
• 

  

  /44

  $350,000

  Pending Pre-Foreclosure

  • 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

  • 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
• 

  

  /11

  $210,000

  $20K PRICE DROP Pending

  • 6 Beds
  • 2 Baths

  11437 S Calumet Ave, Chicago, IL 60628

  Turnkey Investment Opportunity - Cash Flow from Day One! Investor Alert! This solid, tenant-occupied 2-story home is already cash flowing and ready to be added to your portfolio. Featuring new windows, brand-new siding and capping, and low property taxes, this is a low-maintenance asset with strong upside potential. The property offers a spacious layout with a large living room, oversized

  Damaris Santiago Manage Chicago, Inc.

  11437 S Calumet Ave, Chicago, IL 60628

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