Investment - Homes for Sale in Chicago, IL

• 

  

  

  /37

  $749,900

  Pending Pre-Foreclosure

  • 9 Beds
  • 6 Baths

  6835 S Clyde Ave, Chicago, IL 60649

  This is the one you've been waiting for! Welcome to 6835 S. Clyde Avenue, a stunning all-brick 3-flat in the heart of South Shore, just moments from Jackson Park, the lakefront, beaches, marinas, golf courses, Hyde Park, the University of Chicago, and the transformative Obama Presidential Center. Fully gutted and meticulously renovated from top to bottom, this exceptional property showcases

  Jessica Macey Real Broker LLC

  6835 S Clyde Ave, Chicago, IL 60649
• 

  

  

  /34

  $265,000

  • 4 Beds
  • 2 Baths

  331 W 76th St, Chicago, IL 60620

  3 unit fully rehabbed and rented. Excellent investment property. Rent Roll attached and T-12 income statement. Please note unit G was not rented during that period. Broker does not warranty whether unit G is non-conforming will obtain zoning certificate. Showing of one unit Friday August 7th from 10 am to 3:30. Please email listing agent if you are attending.

  Edward Reagan Safe Harbor Realty LLC

  331 W 76th St, Chicago, IL 60620
• 

  

  

  /32

  $465,900

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  330 S Michigan Ave Unit 1601, Chicago, IL 60604

  Exquisite East view 2 bed/2 bath condo, with unobstructed breathtaking shoreline views, Buckingham fountain, Adler Planetarium, Chicago Museum, Grant Park, Millennium Park, Monroe Harbor and much more. New flooring throughout, Open concept layout kitchen with island, fully updated with elegant quartz countertops, gold and marble backsplash, with Viking oven range, island vent hood with charcoal

  Arceli Antonio RE/MAX City

  330 S Michigan Ave Unit 1601, Chicago, IL 60604
• 

  

  

  /13

  $230,000

  • Land
  • 2,613 Sq Ft
  • $3,833,333 per Acre

  2224 W Taylor St, Chicago, IL 60612

  Don't miss out on the opportunity to build in the thriving Tri-Taylor neighborhood! This unique corner lot parcel of land offers the perfect redevelopment potential for retail and or residential use, making it an ideal investment for investors or buyers looking to create their vision of the perfect home from the ground up. Why is This Lot So Exceptional: * Prime location: Situated on bustling

  Yvette DuPree @properties Christie's International Real Estate

  2224 W Taylor St, Chicago, IL 60612
• 

  

  

  /10

  $269,000

  • 5 Beds
  • 2 Baths

  124 W 108th Place, Chicago, IL 60628

  Rare opportunity to own a spacious 2-unit building with incredible income potential in a prime Chicago location ON A HUGE TRIPLE LOT! First time on the market in over a decade, this well-maintained property is perfect for investors or owner-occupants looking to build generational wealth. The first-floor unit offers 2 bedrooms and 1 bathroom, while the second-floor unit features 3 bedrooms and 1

  Eva Diaz ExaRealty LLC

  124 W 108th Place, Chicago, IL 60628
• 

  

  /23

  $550,000

  Open Sun 11:30AM - 12:30PM

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  8 E Randolph St Unit 1505, Chicago, IL 60601

  Welcome to refined city living in the heart of Chicago's Loop. Perfectly positioned among the city's iconic architecture, Millennium Park, the Chicago Riverwalk, world-class dining, premier shopping, acclaimed theaters, and vibrant nightlife, this exceptional residence offers an unparalleled lifestyle with everything just moments from your door. Bathed in natural light through expansive

  Vikki Kokuzian Compass

  8 E Randolph St Unit 1505, Chicago, IL 60601
• 

  

  /34

  $99,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,600 Sq Ft

  7141 S Woodlawn Ave, Chicago, IL 60619

  ***Investor Special - Prime South Shore Opportunity!*** Calling all investors, rehabbers, and visionaries! This 3-bed/1-bath brick single-family home with 2 floors, plus a basement, is a full-renovation project with outstanding upside in the rapidly growing South Shore neighborhood. Located just minutes from the University of Chicago campus, the Obama Presidential Library, Lake Michigan, Metra,

  Luminita Ispas Century 21 S.G.R., Inc.

  7141 S Woodlawn Ave, Chicago, IL 60619
• 

  

  /14

  $1,500,000

  • 10 Beds
  • 5 Baths

  3709 N Bosworth Ave, Chicago, IL 60613

  Situated on a premier, tree-lined street in the highly coveted Blaine School District. Exceptionally rare Lakeview multi-family investment asset presenting an unrivaled turn-key opportunity for either a yield-focused portfolio investor or a live-in owner looking to substantially subsidize their mortgage. Brick 2 flat with a non-conforming basement apartment and a 2-unit coach house in the rear.

  Matthew Mika Compass

  3709 N Bosworth Ave, Chicago, IL 60613
• 

  

  /21

  $494,900

  Pending Pre-Foreclosure

  • 9 Beds
  • 3 Baths

  4513 W West End Ave, Chicago, IL 60624

  Exceptional investment opportunity in the heart of Garfield Park! This oversized brick two-flat was completely gut renovated with permits in 2022, offering modern finishes, updated systems, and excellent income-producing potential. The property features three separate living spaces, each with its own gas and electric service. The first-floor unit offers 3 spacious bedrooms and 1 full bathroom.

  Sherita Owens Keller Williams ONEChicago

  4513 W West End Ave, Chicago, IL 60624
• 

  /2

  $50,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,118 Sq Ft

  10724 S Langley Ave, Chicago, IL 60628

  Historic Row House Located In The Heart Of Beautiful Historic Pullman Neighborhood. This Property Consists Of Main Floor Living, Bedrooms, Bathrooms, And Full Basement. Ideal For Investors Or First Time Home Buyers Looking To Purchase In The Newly Revitalization Area. Property Sold AS-IS. Great Investment Opportunity!

  Renzie Gipson Coldwell Banker Realty

  10724 S Langley Ave, Chicago, IL 60628
• 

  

  /9

  $225,000

  Pending

  • 1 Bed
  • 1 Bath
  • 864 Sq Ft

  3338 N Oriole Ave, Chicago, IL 60634

  Welcome home to this beautifully laid-out ranch. The thoughtfully arranged interior offers an efficient and well-designed floor plan that maximizes every square foot. The inviting living room is accented by a fireplace, the separate dining room is perfect for those gatherings and entertaining, the functional kitchen has a galley style setting that comes in handy for all of your prepping and

  Sonia Zavala Chicagoland Brokers Inc.

  3338 N Oriole Ave, Chicago, IL 60634
• 

  

  /16

  $449,900

  • 4 Beds
  • 3 Baths

  2037 N Tripp Ave, Chicago, IL 60639

  Turnkey investment opportunity in the Hermosa Neighborhood! This fully rented, income-producing property includes a finished 1-bedroom basement apartment, offering three total spaces and immediate cash flow. The top-floor unit features new hardwood flooring throughout, including the bedrooms, a spacious living and dining area, and a newly renovated bathroom. The main-level unit also offers

  Giuseppe Zerillo Zerillo Realty Inc.

  2037 N Tripp Ave, Chicago, IL 60639
• 

  

  /22

  $300,000

  Pending

  • 6 Beds
  • 2 Baths

  7037 S Washtenaw Ave, Chicago, IL 60629

  This classic Chicago-style two-flat offers a rare blend of vintage character and incredible versatility in the heart of the Marquette Park neighborhood. This brick beauty is a standout opportunity whether you are looking for a solid investment property or a spacious multi-generational living arrangement. Each of the two generous units features a functional three-bedroom, one-bathroom layout,

  Cirenio Jimenez Compass

  7037 S Washtenaw Ave, Chicago, IL 60629
• 

  

  /17

  $1,375,000

  Pending

  • 6,864 Sq Ft

  8649 W Foster Ave, Chicago, IL 60656

  Armchair investment. Extra clean & well-maintained brick building. All 6 units are 2-bedroom, 1.5-bath. The association is responsible for landscaping, parking, snow removal, and water. Most apartments are nicely updated and in great condition. Full basement has a laundry room with 2 washers & 2 dryers, a storage cage for each unit, and a large room that can be used for storage for extra income.

  Val Popovic Enterprise Realty Brokers Inc

  8649 W Foster Ave, Chicago, IL 60656
• 

  

  /12

  $599,000

  • Land
  • 16,988 Sq Ft
  • $1,535,897 per Acre

  4401 S Wabash Ave, Chicago, IL 60653

  Development opportunity in the heart of Bronzeville/Grand Boulevard in one of Chicago's most active and rapidly developing neighborhoods. Offering two contiguous vacant parcels totaling more than 17,200 SF on RT-4 Zoning. 4401-4409 S. Wabash Avenue is positioned within a strong growth corridor experiencing significant new residential and mixed-use development, this site presents an exceptional

  Kyle Capone Coldwell Banker Realty

  4401 S Wabash Ave, Chicago, IL 60653
• 

  

  /42

  $875,000

  • 6 Beds
  • 5 Baths

  3816 W Montrose Ave, Chicago, IL 60618

  This 3-unit property is fully rented and a great income-producing investment opportunity or perfect for a Live/Work owner! Lots of recent updates: the roof was replaced 2 years ago, the front windows of the 2-bedroom were replaced in 2025, and both the 2-bed and the coach house have new electrical. The 1600 Sq. Ft. storefront is currently operating as a catering/restaurant business and is on a

  Lora Vasileva Cedar Realty

  3816 W Montrose Ave, Chicago, IL 60618
• 

  /2

  $35,000

  • Land
  • 0 Sq Ft

  801 S Plymouth Ct Unit 201, Chicago, IL 60605

  Incredibly convenient heated garage parking in the heart of Printer's Row. Ideally located just two blocks south of Congress, it is perfect for anyone working or studying in the Loop, with a short walk to universities, the financial district, and major office corridors, making this an ideal solution for nearby residents or commuters. Enjoy the added benefit of an on-site car wash and air hose. No

  Molly Boyd Berkshire Hathaway HomeServices Chicago

  801 S Plymouth Ct Unit 201, Chicago, IL 60605
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  /4

  $30,000

  • Land
  • 0 Sq Ft

  1212 N La Salle Dr Unit 344, Chicago, IL 60610

  MUST BE A UNIT OWNER AT 1212 N LASALLE TO PURCHASE. Prime Gold Coast/ Old Town location. This is an extra large and wide self parking spot that can accommodate a large SUV! On preferred level 3 which is indoors. This spot currently rents at $250/month. Garage is camera monitored 24/7. Easy self park access with fob. Ideal neighborhood. A great investment!

  Debra Flynn Baird & Warner

  1212 N La Salle Dr Unit 344, Chicago, IL 60610
• 

  

  /15

  $550,000

  • 4 Beds
  • 2 Baths

  1630 W Melrose St, Chicago, IL 60657

  Rare redevelopment or investment opportunity in the heart of Lakeview. Solid brick 2-flat featuring two 2-bedroom, 1-bath apartments with long-term tenants currently on month-to-month leases. Rents are below market, offering immediate upside potential for investors or future redevelopment. Property is zoned B1-3 and is being offered exclusively as part of a package sale with the adjacent property

  Robert Munds Jameson Sotheby's Intl Realty

  1630 W Melrose St, Chicago, IL 60657
• 

  

  /25

  $315,000

  Pending

  • 5 Beds
  • 2.5 Baths
  • 1,596 Sq Ft

  4747 W Monroe St, Chicago, IL 60644

  Welcome to 4747 W Monroe St - Your Next Investment Opportunity! This spacious 5-bedroom, 3-bathroom home, is ready for your personal touch. Recently repainted and featuring beautiful hardwood floors throughout, it offers a fully finished basement, updated bathrooms, and sun-filled rooms perfect for living and entertaining. Enjoy the large backyard, two-car garage, and plenty of closet space in

  Melida Orbe Kale Realty

  4747 W Monroe St, Chicago, IL 60644
• 

  

  /18

  $127,000

  • 2 Beds
  • 1 Bath
  • 816 Sq Ft

  12910 S Green St, Chicago, IL 60643

  Great starter brick ranch home or investment property in the West Pullman area with detached 2 car garage. It is currently tenant occupied who is month to month. Home features hardwood floors throughout, an updated ceramic kitchen with stainless steel appliances, 1 full ceramic bath with two bedrooms. The roof was done within the last year, forced central heat, but no central air (an air

  Bahram Irani Baird & Warner

  12910 S Green St, Chicago, IL 60643
• 

  

  /11

  $195,000

  Pending

  • 5 Beds
  • 2 Baths

  9014 S Escanaba Ave, Chicago, IL 60617

  Investment Opportunity. Two unit building with 1- 2 bedroom/1 bath unit & a 3 bedroom/1 bath unit. 2 car garage. Located on a dead end/no outlet street.

  Mercedes Pomales New Chapter Real Estate

  9014 S Escanaba Ave, Chicago, IL 60617
• 

  

  /27

  $440,000

  • 8 Beds
  • 4 Baths

  6923 S Sangamon St, Chicago, IL 60621

  Excellent investment opportunity! Well-maintained 4-unit building featuring four 2-bedroom, 1-bath units on a quiet residential block. Three units are currently occupied, including two Section 8 tenants and one market-rate tenant, providing immediate cash flow. One vacant unit offers the perfect opportunity for an owner-occupant or additional rental income. The occupied units include a stove and

  Frank Montro Keller Williams Preferred Rlty

  6923 S Sangamon St, Chicago, IL 60621
• 

  /2

  $21,500

  Pending Pre-Foreclosure

  • Land
  • 0 Sq Ft

  4004 W Grenshaw St, Chicago, IL 60624

  Don't miss out on the opportunity to own this prime piece of real estate, Zoned RT-4, located at 4004 West Grenshaw Street in Chicago, IL. This property is a vacant land/lot waiting for you to build your dream home or multi-unit investment property. With a lot size of 3,125 sq.ft., the possibilities are endless for what you can create on this spacious canvas. Don't wait to make your mark on this

  Jorge Romero Realty One Group Inc.

  4004 W Grenshaw St, Chicago, IL 60624
• 

  /2

  $230,000

  • 9 Beds
  • 3 Baths

  11932 S Eggleston Ave, Chicago, IL 60628

  Investor opportunity in a rapidly evolving Chicago market. This well-maintained 3-unit building, fully occupied, offers immediate income potential with long-term upside. Tenants in place provide stable cash flow, making this an ideal addition to any portfolio or a strong entry into multifamily investing. Please note: drive-by only at this time-do not disturb occupants. Located in an area

  Pamela Brown Baird & Warner

  11932 S Eggleston Ave, Chicago, IL 60628
• 

  

  /46

  $2,300,000

  Pending

  • 7,506 Sq Ft

  1739 W Gregory St, Chicago, IL 60640

  Andersonville 6-Unit Investment Opportunity - Rarely available in the heart of Andersonville, this well-maintained 6-unit building presents an exceptional opportunity for savvy investors looking to secure a stable, income-generating asset in one of Chicago's most desirable neighborhoods. Each of the six units features a spacious 1200 sq. ft., 2-bedroom, 1-bathroom layout, with in an enclosed,

  Kirby Pearson Pearson Realty Group

  1739 W Gregory St, Chicago, IL 60640
• 

  

  /10

  $208,000

  $21K PRICE DROP

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

  11916 S Stewart Ave, Chicago, IL 60628

  Stunning oversized home offering the perfect combination of space, comfort, and endless possibilities! This beautifully maintained property features 5 spacious bedrooms, 2 full bathrooms, and a fully finished basement designed for comfortable living and entertaining. Bright and inviting throughout, this home offers generous room sizes, abundant natural light, and a warm layout that instantly

  Eva Diaz ExaRealty LLC

  11916 S Stewart Ave, Chicago, IL 60628
• 

  

  /27

  $235,000

  $16K PRICE DROP

  • 5 Beds
  • 1.5 Baths
  • 1,698 Sq Ft

  6909 S Ada St, Chicago, IL 60636

  A Contemporary Brick & Frame 5 Bedroom Split-Level: Reimagined, Updated & Move-In Ready! Invest in a rapidly appreciating neighborhood surrounded by new construction! Located minutes from the Obama Presidential Center, Jackson Park, and the anticipated Quantum Hub, this turnkey home offers three levels of open, modern living space. The Highlights: Designer Kitchen: Premium cabinetry, stone

  M Maeda Kale Realty

  6909 S Ada St, Chicago, IL 60636
• 

  /2

  $15,000

  Pending

  • Land
  • 0 Sq Ft

  7330 S Wood St, Chicago, IL 60636

  Development Opportunity! This 25x125.1 lot is zoned RS-2. 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 invest in an area with great potential for future

  Ronald Ohr Avenue 1 Realty Group

  7330 S Wood St, Chicago, IL 60636
• 

  

  /23

  $275,000

  $25K PRICE DROP

  • 5 Beds
  • 2 Baths

  7707 S Peoria St, Chicago, IL 60620

  Exceptional investment opportunity in Chicago's Auburn Gresham neighborhood! This well-maintained brick two-unit building offers strong cash-flow potential with two long-term tenants currently in place on month-to-month leases, providing flexibility for investors and owner-occupants alike. The first-floor unit includes direct access to the basement, offering potential for a duplex-down

  Adrian Perez Avenue Properties Chicago

  7707 S Peoria St, Chicago, IL 60620
• 

  

  /29

  $390,000

  • 6 Beds
  • 2 Baths

  224 N Lockwood Ave, Chicago, IL 60644

  Excellent opportunity for owner occupied or investment! This well-maintained 2-flat building features currently occupied units, (no leases) where each unit offers spacious layouts and separate utilities. Make use of the additional space in the attic for expansion and the basement. Newer features/items: roofing, siding, fencing and windows (2022); Hot water tanks (2023) and furnaces. Ideal for

  Terry Umecker RE/MAX 10 in the Park

  224 N Lockwood Ave, Chicago, IL 60644
• 

  

  /3

  $695,000

  New Construction

  • 9 Beds
  • 6 Baths

  Chicago, IL 60620

  Simeon Manor Contemporary New Construction in West Chatham Owner-Occupant Buyers Only for one of four 3-unit residential buildings offering three spacious units, each featuring 3 bedrooms and 2 full bathrooms with open-concept layouts. Designed for modern living, each unit includes private outdoor deck space and high-quality finishes throughout. Kitchens feature stainless steel appliances,

  Lydel Blade Village Realty, Inc.

  Chicago, IL 60620
• 

  

  /44

  $819,900

  $20K PRICE DROP

  • 6 Beds
  • 5 Baths

  5632 N Rockwell St, Chicago, IL 60659

  Exceptional investment and owner-occupant opportunity in the highly desirable Arcadia Terrace neighborhood! Situated on a quiet, tree-lined street, this meticulously maintained 2-flat with a finished garden unit offers the perfect combination of strong rental income, modern updates, and comfortable owner living. Just steps from vibrant Lincoln Avenue, residents enjoy easy access to popular

  Kevin Le Le Forever Realty, LLC

  5632 N Rockwell St, Chicago, IL 60659
• 

  

  /34

  $230,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,385 Sq Ft

  3809 W 86th St, Chicago, IL 60652

  Space, potential, and opportunity all come together in this home! Offering far more room than meets the eye, this home features a flexible floor plan with multiple living areas, a spacious kitchen, four bedrooms, two full bathrooms, and a full basement. The property does need repairs and updating, making it an excellent opportunity for a buyer with vision to bring out its full potential. Whether

  Toure Smith Red Pro Realty LLC

  3809 W 86th St, Chicago, IL 60652
• 

  

  /17

  $599,000

  • 8 Beds
  • 4 Baths

  118 N Menard Ave, Chicago, IL 60644

  Solid 4-Unit in Prime Austin Location! Each unit offers 2 bedrooms, 1 bathroom, hardwood floors, and a private basement-ideal for storage and laundry. Separate heating and water heaters for each unit. Tenants pay all utilities. Extra land in front allows for potential future parking expansion. Live in one unit and rent out the others-perfect for owner-occupants or investors. Strong rental market

  Shaheen Pervaiz Exit Strategy Realty

  118 N Menard Ave, Chicago, IL 60644
• 

  

  /23

  $199,000

  • 6 Beds
  • 2 Baths

  8012 S Elizabeth St, Chicago, IL 60620

  Opportunity awaits with this vacant brick 2-unit in Chicago's Historic Auburn Gresham neighborhood! Already taken down to the studs, this property is ready for its next chapter, allowing you to skip the demolition and begin bringing your vision to life. Major exterior improvements have already been completed, including a new roof and tuckpointing, providing a solid foundation for your renovation

  John Warren Forte Properties, Inc.

  8012 S Elizabeth St, Chicago, IL 60620
• 

  

  /32

  $590,000

  $40K PRICE DROP Pending

  7918 S Calumet Ave, Chicago, IL 60619

  Incredible Investment Opportunity! This well-maintained 9-unit multifamily building featuring separate living and dining areas in each unit, offering excellent rental appeal and consistent monthly revenue. Partially renovated, the property in few updated units, refinished hardwood floors, new kitchen countertops, and fresh paint throughout the common areas. Recent improvements include a new roof

  Carlas Gilbert Prince Realty Group LLC

  7918 S Calumet Ave, Chicago, IL 60619
• 

  /2

  $100,000

  • Land
  • 0 Sq Ft

  6625 S Ellis Ave, Chicago, IL 60637

  Attention Developers | 6625 S Ellis Ave | 25x125 Lot | RT-4 Zoning | Woodlawn Proper Positioned in Woodlawn proper, this 25x125 RT-4 parcel offers a compelling construction opportunity in one of Chicago's most strategically evolving neighborhoods. With multi-unit zoning already in place, the site is ideal for contemporary multi-family housing, modern townhomes, or a design-forward rental asset

  Jennifer Bell Fulton Grace Realty

  6625 S Ellis Ave, Chicago, IL 60637
• 

  

  /24

  $625,000

  Pending

  • 7 Beds
  • 5 Baths

  3434 W Potomac Ave, Chicago, IL 60651

  Welcome to 3434 W Potomac Ave, a charming legal 3-unit property nestled in a prime Chicago location. This classic 2-flat features two spacious above-grade units and a legal basement/garden apartment, offering versatile living options. Beautiful Brick Exterior: Timeless curb appeal with original architectural details. Spacious Units: Each above-grade unit boasts generous living spaces, hardwood

  Johnny Phan Baird & Warner

  3434 W Potomac Ave, Chicago, IL 60651
• 

  

  /21

  $178,000

  • 2 Beds
  • 2 Baths
  • 1,350 Sq Ft

  6938 S Dorchester Ave Unit 2, Chicago, IL 60637

  Welcome home to this spacious 2-bedroom, 2-bath condo in the heart of South Shore! Offering approximately 1,350 square feet of living space, this second-floor residence features hardwood floors, a cozy gas fireplace, and an open-concept layout that's perfect for both everyday living and entertaining. The kitchen is equipped with granite countertops, stainless steel appliances, and plenty of

  Emiko Pope Keller Williams Preferred Realty

  6938 S Dorchester Ave Unit 2, Chicago, IL 60637

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