Investment - Homes for Sale in Chicago, IL

• 

  

  

  /56

  $1,149,000

  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
• 

  

  

  /27

  $330,000

  • 4,512 Sq Ft

  5150 W Ohio St, Chicago, IL 60644

  SELLING AS-IS - CONTRACTOR SPECIAL. A rare opportunity to own a high-yield, all-brick 5-unit investment property. This versatile building features three spacious 2-bedroom units, each offering the potential to convert the sunroom into a third bedroom. These units include large living rooms, separate dining rooms, generous bedrooms, and kitchens with oversized pantries, along with full bathrooms

  Katarzyna Kaminska United Real Estate-Chicago

  5150 W Ohio St, Chicago, IL 60644
• 

  

  

  /6

  $16,900

  • Land
  • 0 Sq Ft

  9314 S University Ave, Chicago, IL 60619

  Prime South Side Chicago property located on S University Ave with excellent access to major roads, public transportation, and nearby amenities. Property offers strong potential for redevelopment, new construction, or long-term investment. Conveniently situated near schools, shopping, and neighborhood services. Zoned for residential use with opportunity for value-add strategies. Sold as-is. Ideal

  Kathleen Bak Gates and Gables Realty

  9314 S University Ave, Chicago, IL 60619
• 

  

  

  /43

  $799,900

  • 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
• 

  

  

  /40

  $1,199,000

  • 4 Beds
  • 4 Baths

  1024 W 18th Place, Chicago, IL 60608

  Welcome to this rare double lot gem in the heart of Pilsen-featuring two updated units with exceptional versatility and strong investment potential. This well-maintained property blends modern upgrades with the charm and energy of one of Chicago's most vibrant neighborhoods. A brand-new roof was installed in June 2025. Each unit offers its own distinct style, making it ideal for multigenerational

  Lizette Esparza Smart Home Realty

  1024 W 18th Place, Chicago, IL 60608
• 

  /2

  $625,000

  • 5 Beds
  • 3 Baths

  1346 N Lawndale Ave, Chicago, IL 60651

  Beautiful all-brick legal two-flat in the West Humboldt Park neighborhood. Both units feature spacious rooms and tall ceilings that create an open, airy feel. The first-floor unit offers a large living room, formal dining room, two generous bedrooms, and a full bath, with original hardwood floors believed to be preserved under the carpet. The second-floor unit includes three bedrooms, updated

  Maria Garcia REMAX Legends

  1346 N Lawndale Ave, Chicago, IL 60651
• 

  

  /3

  $199,900

  • 6 Beds
  • 2 Baths

  8328 S Baker Ave, Chicago, IL 60617

  Discover the possibilities in this charming twostory twoflat, complete with a partially finished basement and a walkup attic that opens the door to the possibility of additional living space. The home sits minutes from Lake Shore Drive, with the Metra just blocks away for effortless commuting to downtown. Whether you're seeking an investment property or a multigenerational living setup, this

  Rigoberto Garcia Grinker & Garcia Real Estate

  8328 S Baker Ave, Chicago, IL 60617
• 

  

  /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

  $385,000

  • 4 Beds
  • 3 Baths

  4505 S Union Ave, Chicago, IL 60609

  An exceptional opportunity awaits in the highly sought-after Canaryville neighborhood. This well-located property is within walking distance of public transportation, including bus lines along Halsted Avenue, and offers convenient access to the I-90 Expressway. Residents will also appreciate the proximity to parks, schools, and shopping destinations. Situated on a double lot, this unique 2-flat

  Marcelo Damian Keller Williams ONEChicago

  4505 S Union Ave, Chicago, IL 60609
• 

  

  /22

  $449,000

  • 6 Beds
  • 2 Baths

  5256 S Carpenter St, Chicago, IL 60609

  Welcome to 5256 S Carpenter, a beautifully reimagined two-unit home where modern comfort, long term durability, and smart investing come together. Every inch of this property has been thoughtfully redesigned with brand new finishes, giving you the rare chance to own a turnkey building with zero updates needed. Inside each unit, you'll find sleek quartz countertops, rich hardwood flooring

  Sherry Davis Epique Realty Inc

  5256 S Carpenter St, Chicago, IL 60609
• 

  /2

  $410,000

  • 10 Beds
  • 4 Baths

  4535 S Honore St, Chicago, IL 60609

  Investment opportunity in Back of the Yards! This solid 4-unit building at 4535 S Honore offers strong value-add potential with below-market rents, perfect for an investor looking to increase cash flow. Each unit provides functional layouts with steady tenant demand in a growing area. Bring your ideas and unlock the upside through rent increases and light improvements. Don't miss this chance to

  Mark Madera First In Realty, Inc.

  4535 S Honore St, Chicago, IL 60609
• 

  

  /29

  $799,000

  • 10 Beds
  • 3 Baths

  1749 W North Shore Ave, Chicago, IL 60626

  Fantastic Investment Opportunity! Don't miss this solid brick legal 3-flat that combines space, comfort, and strong rental potential. Two of the units feature 4 bedrooms and 1 bath, each with central A/C, while the third unit offers 3 bedrooms and 1 bath-layouts that appeal to a wide range of tenants. This is a must-see property, packed with the amenities renters value most: Two garage parking

  Pabel Reinoso Bright Future Realty

  1749 W North Shore Ave, Chicago, IL 60626
• 

  

  /17

  $185,000

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

  1729 E 67th St Unit 2E, Chicago, IL 60649

  Charming 2-Bedroom Condo in the Heart of Jackson Park - Prime Location Near the Future Obama Library! Welcome to 1729 E 67th St #2E, an inviting and beautifully maintained 2-bedroom, 1.5-bathroom condo located in the highly sought-after Jackson Park neighborhood of Chicago. This bright and spacious unit offers the perfect blend of modern amenities, classic charm, and unbeatable convenience,

  Oscar Estrada eXp Realty

  1729 E 67th St Unit 2E, Chicago, IL 60649
• 

  /2

  $125,000

  • 4 Beds
  • 2 Baths
  • 1,701 Sq Ft

  639 E 90th Place, Chicago, IL 60619

  Excellent investment opportunity on this single family home nested in the beautiful Chatham community! Property is in need of a little TLC to reach its full potential. Was a turnkey property recently until storm damaged the roof. Sold AS IS. Short Sale

  Dexter Harper Coldwell Banker Realty

  639 E 90th Place, Chicago, IL 60619
• 

  /2

  $19,000

  • Land
  • 2,613 Sq Ft
  • $316,667 per Acre

  5018 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.

  5018 S Princeton Ave, Chicago, IL 60609
• 

  /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
• 

  

  /25

  $599,000

  7611 S Essex Ave, Chicago, IL 60649

  6-unit investment opportunity at 7609 S Essex Ave with in-place income and immediate upside. Five units are currently occupied, providing steady cash flow, while the vacant unit offers a clear path to increase revenue. The building features large units with spacious bedrooms and functional layouts that support strong tenant demand. Opportunity for experienced investors to reposition, improve, and

  Yuliya Onyshchuk Marblestone Property Group LLC

  7611 S Essex Ave, Chicago, IL 60649
• 

  

  /3

  $500,000

  • 5 Beds
  • 2 Baths
  • 3,248 Sq Ft

  3328 W Warren Blvd, Chicago, IL 60624

  Own a Rare Piece of Chicago History Don't miss this incredible opportunity to restore a true architectural gem. This massive Romanesque Revival Greystone, built circa 1890 by renowned architect Charles Weary, sits on an extra-wide 35' x 125' lot in red-hot East Garfield Park. Rich in character and potential, this rarely available historic mansion offers the perfect canvas for your vision.

  Cynthia Grunst-Bednarz Baird & Warner

  3328 W Warren Blvd, Chicago, IL 60624
• 

  

  /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
• 

  

  /39

  $1,100,000

  • 6 Beds
  • 3 Baths

  2329 N Sacramento Ave, Chicago, IL 60647

  This prime Logan Square investment opportunity at 2329 N Sacramento Ave features three fully rented units and with recent capital improvements designed for long-term durability. The property is anchored by a 12-year-old built-up rubber bituminized roof that receives annual inspections and was refreshed with a silver coating four years ago. All windows were replaced within the last 20 years with

  Samantha Swaney GC Realty and Development

  2329 N Sacramento Ave, Chicago, IL 60647
• 

  

  /26

  $415,000

  • 6 Beds
  • 3 Baths

  3828 S Honore St, Chicago, IL 60609

  Great investment opportunity in the growing neighbood of McKinley Park! This multi-unit property features 3 Legal units with a total of 6 bedrooms and 3 baths, plus a finished attic, and 2 car garage. Live in one unit and rent the others for additional income. Conveniently located just minutes from Bridgeport, Pilsen, Chinatown. Easy access to trains, buses, highways, schools, partks, shopping,

  Guadalpe Rosales Duarte Realty Company

  3828 S Honore St, Chicago, IL 60609
• 

  /2

  $27,000

  • Land
  • 0 Sq Ft

  1245 S Kolin Ave, Chicago, IL 60623

  Attention builders and developers! Prime RT-4 zoned vacant lot (25 125 / 3,125 sq ft) ready for new construction in Chicago's North Lawndale neighborhood. RT-4 zoning allows strong potential for multi-unit residential development, making this an attractive opportunity for builders and investors. Conveniently located near neighborhood amenities, schools, and recreation including Franklin Park,

  Shams POURIAN Realistic Realty LLC

  1245 S Kolin Ave, Chicago, IL 60623
• 

  

  /26

  $400,000

  • 6 Beds
  • 2 Baths

  7227 S Michigan Ave, Chicago, IL 60619

  Turnkey Investment Opportunity - Fully Updated 2-Unit Building in Chatham/Park Manor Welcome to 7227 Michigan Ave-an exceptional opportunity to own a newly updated, income-producing building in the sought-after Chatham/Park Manor neighborhood. This well-maintained property features three spacious 3-bedroom, 1-bathroom apartments, making it ideal for investors seeking strong rental income or

  Colleen Berg Berg Properties

  7227 S Michigan Ave, Chicago, IL 60619
• 

  

  /27

  $249,999

  • 7 Beds
  • 4 Baths

  237 W 114th St, Chicago, IL 60628

  Spacious 2-Unit Duplex - Great Investment or Owner-Occupant Opportunity Well-maintained 2-unit duplex property featuring: 1st Floor: 4 bed / 1 bath currently vacant & used for storage .w/ den 2nd Floor: 3 bed / 1 bath currently vacant and move-in ready w/ den unfinished attic unfinished debasement w : washer & dryer hookups , new boiler fenced backyard , private driveway & parking Homeowners &

  Misael Chacon Beycome brokerage realty LLC

  237 W 114th St, Chicago, IL 60628
• 

  

  /21

  $750,000

  • 1 Bed
  • 2 Baths
  • 1,223 Sq Ft

  401 N Wabash Ave Unit 1842, Chicago, IL 60611

  Stunning views from this Luxurious investment at the Trump International Hotel. Take this opportunity to own this preferred Large 1 bedroom, 2 bathroom hotel suite that showcases in-demand views of iconic buildings in the City, signature views of Lake Michigan and the Chicago River, floor to ceiling windows, 11ft ceilings. Impeccably finished throughout. Enjoy 5 star Diamond rate amenities and

  Margaret Baczkowski @properties Christie's International Real Estate

  401 N Wabash Ave Unit 1842, Chicago, IL 60611
• 

  

  /24

  $120,000

  • 5 Beds
  • 2 Baths

  5556 S Princeton Ave, Chicago, IL 60621

  Attention Investors and Rehabbers! This solid 2-unit in Englewood offers significant potential for investors or buyers looking to renovate and add value. Each unit provides great potential for rental income or make it your own. Live in one and rent out the other. Located in a residential neighborhood with access to local amenities, schools, and public transportation, this property is ideal for

  Anthony Disano Parkvue Realty Corporation

  5556 S Princeton Ave, Chicago, IL 60621
• 

  

  /17

  $475,000

  • 12 Beds
  • 6 Baths

  5718 S Green St, Chicago, IL 60621

  Beautiful grey stone rarely available , this is a great investment, 4 large unit , new roof , property in good shape and ready to move in with a little elbow grease, tall full basement , all individual heat back yard parking available , front units was made into SRO but can be easily de-convert ,great location , walk to Kennedy king college , just off the i 94 new electrical panel , some new

  Leroy Viamille Mills Realty Inc

  5718 S Green St, Chicago, IL 60621
• 

  

  /51

  $1,199,000

  • 9 Beds
  • 7 Baths

  1013 W 18th Place, Chicago, IL 60608

  Rare 2023 Gut-Renovated Compound in the Heart of Pilsen! This stunning three-unit property offers a sophisticated "house-hack" or high-yield investment opportunity just steps from the coveted 18th Street corridor. The expansive front residence lives like a luxury single-family home, boasting an open-concept 4BR/3BA floor plan anchored by a Chef's kitchen with quartz counters, custom backsplash,

  Salvador Gonzalez RE/MAX Mi Casa

  1013 W 18th Place, Chicago, IL 60608
• 

  

  /25

  $1,690,000

  • 22,546 Sq Ft

  5636 W Division St, Chicago, IL 60651

  This 33-unit mixed-use property, a bank-owned asset in Chicago's thriving North Austin neighborhood, presents an attractive investment opportunity in a historic urban setting. Constructed in 1925, the elegant terracotta building features 7 commercial storefronts, 20 one-bedroom/one-bathroom apartments, and 6 two-bedroom/one-bathroom apartments, creating a diverse and stable revenue stream. The

  David Geary Geary's Realty LLC

  5636 W Division St, Chicago, IL 60651
• 

  /2

  $87,500

  • 4 Beds
  • 1 Bath
  • 1,292 Sq Ft

  12014 S Normal Ave, Chicago, IL 60628

  Charming 4-Bedroom Home - Move-In Ready or Prime Investment Opportunity! Welcome to this inviting 4-bedroom, 1-bath home that's perfect for first-time buyers, savvy investors, or anyone looking for a fresh start. Nestled in a friendly neighborhood and just steps from local parks and playgrounds, this property offers both comfort and convenience. With property taxes under $2,000 annually, it's as

  Damaris Santiago Manage Chicago, Inc.

  12014 S Normal Ave, Chicago, IL 60628
• 

  

  /15

  $395,000 Open Sun 12PM - 2PM

  • 6 Beds
  • 2 Baths

  5518 S Wood St, Chicago, IL 60636

  Income Producing 2 Unit in Prime Chicago Location. Fantastic investment opportunity! This solid brick 2 unit building offers huge 3 bedroom layouts in both units, each featuring hardwood floors, newer windows, and enclosed back porches for added storage and year-round usability. Inside, the units offer generous living and dining spaces with great natural light, tall ceilings, and classic Chicago

  Emily Roman Realty of America, LLC

  5518 S Wood St, Chicago, IL 60636
• 

  /2

  $8,000

  • Land
  • 0 Sq Ft

  4918 W Monroe St, Chicago, IL 60644

  Vacant Land. Great investment opportunity. Property is being sold as-is; no repairs will be made by seller.No survey is provided by seller. Buyer is responsible for city requirements if applicable. Buyer will need to take pending city violations if applies. CASH BUYERS FOR THIS LOT. PLEASE PROVIDE PROOF OF FUNDS WITH ALL OFFERS

  Lorenzo Pate Nuline Properties, Inc.

  4918 W Monroe St, Chicago, IL 60644
• 

  

  /20

  $450,000

  • 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

  Shams POURIAN Realistic Realty LLC

  2841 W 25th St, Chicago, IL 60623
• 

  

  /57

  $525,000

  • 6 Beds
  • 3 Baths

  5032 S Kolin Ave, Chicago, IL 60632

  Welcome to this beautiful brick 2 flat building. With 4 leves of living spaces perfect investment opportunity. Frist floor is 2 bedrooms 1 full bathroom and duplex to finished basement with one bedroom and a living room. second floor with beautiful hardwood floor and the whole apartment is being fresh painted . And full finished attic with one bedroom, living room, bathroom perfect for in Laws. 3

  Jose Aparicio New Hope Realty Group, Inc.

  5032 S Kolin Ave, Chicago, IL 60632
• 

  

  /22

  $465,000

  • 4 Beds
  • 3 Baths

  6911 N Ridge Blvd, Chicago, IL 60645

  Excellent investment opportunity in Rogers Park! Rarely available legal 2-unit in a well-maintained townhouse complex. A true investor's dream - rental income can cover the mortgage and generate positive cash flow. The top-floor unit features 3 bedrooms, 1.5 baths, two levels, fresh updates, and hardwood floors throughout, living like a single-family home. The first-floor unit is a 1-bedroom,

  Than Zual Real People Realty

  6911 N Ridge Blvd, Chicago, IL 60645
• 

  

  /38

  $1,000,000

  • 6 Beds
  • 4 Baths

  4615 N Keystone Ave, Chicago, IL 60630

  Gorgeous 4 Flat Building in Albany Park offers a fantastic investment opportunity! The units include two - 2 bedroom, 1 full bath and two - 1 bedroom, 1 full bath and all units have a gorgeous screened in porch. One of the first floor units is vacant and is completely remodeled with a 4 season room! The Building also offers original beautiful wood molding throughout, 4 storage rooms available,

  Natalie O'Donnell Baird & Warner

  4615 N Keystone Ave, Chicago, IL 60630
• 

  

  /18

  $350,000

  • Studio
  • 1 Bath

  401 N Wabash Ave Unit 2310, Chicago, IL 60611

  Experience the pinnacle of a luxury pied-a-terre without the hassle of ownership. A highly sought-after investment opportunity, this deluxe king suite at the Trump International Hotel provides immediate income potential when not in personal use. Whether you're visiting for business or leisure, enjoy world-class amenities including state of the art health club overlooking the city, an indoor pool,

  Alexandre Stoykov Compass

  401 N Wabash Ave Unit 2310, Chicago, IL 60611
• 

  

  /13

  $325,000

  • 7 Beds
  • 2 Baths

  4701 W West End Ave, Chicago, IL 60644

  Classic Chicago brick two-flat in the desirable South Austin neighborhood - fully rehabbed in 2016 and perfectly suited for investors or owner-occupants alike. This well-maintained property features two spacious units with a total of 7 bedrooms and 2 bathrooms. The first-floor unit offers a formal living room, separate dining room, updated kitchen, full bathroom, and 3 generously sized bedrooms.

  Juan Espinosa E-Professional Realty

  4701 W West End Ave, Chicago, IL 60644
• 

  /2

  $125,000

  • Land
  • 4,791 Sq Ft
  • $1,136,364 per Acre

  3153 W Madison St, Chicago, IL 60612

  East Garfield Park Development Opportunity! Prime vacant lot near Madison Street and Kedzie Avenue, ready for your vision. Build your dream home or investment property in this up-and-coming Chicago neighborhood. Close proximity to public transportation and easy access to downtown. Don't miss this chance to be part of the East Garfield Park transformation! Nearby Attractions: The Hatchery The

  Arleatha Kelly Arleatha Kelly

  3153 W Madison St, Chicago, IL 60612
• 

  

  /29

  $480,000

  • 6 Beds
  • 5 Baths

  Unlisted Address

  "Investors $3,950 Monthly Rent Potential - wake up, because this property is jumping off the market! Welcome to 7305 S Sangamon, a fully rebuilt, cashflow powerhouse that's ready to make your portfolio smile. Step inside and look at these finishes - porcelain tile from floor to ceiling, sleek modern kitchens, spastyle bathrooms with Bluetooth speakers, and a duplexed unit that takes your rent

  Mandy Newman RE/MAX 10

  Unlisted Address

Showing Results 121 - 160, Page 4 of 15