Investment - Homes for Sale in Chicago, IL

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  /14

  $99,750

  Pending

  • 5 Beds
  • 2 Baths
  • 920 Sq Ft

  5242 S Sangamon St, Chicago, IL 60609

  Spacious 4-bedroom, 2-bathroom, two story frame home located in the New City neighborhood. This property features a full finished basement and a 2-car garage, offering plenty of space and functionality. It is conveniently situated near schools, shopping, and public transportation. Room sizes and counts are estimates. No surveys nor disclosures will be provided. Great investment opportunity--add

  Michael Olszewski Area Wide Realty

  5242 S Sangamon St, Chicago, IL 60609
• 

  

  

  /21

  $125,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,450 Sq Ft

  6536 S Rhodes Ave, Chicago, IL 60637

  Excellent Investment or Owner-Occupant Opportunity in Woodlawn! Well-priced 2 bed / 1.5 bath classic Chicago Bungalow on a 3,660 sq ft lot. This home features a timeless stone facade, original details, and solid structure-perfect for renovation. Unfinished attic with stair access offers potential for a large primary suite. Full unfinished basement with half bath adds opportunity to expand living

  Denise Foote Baird & Warner

  6536 S Rhodes Ave, Chicago, IL 60637
• 

  

  

  /21

  $99,000

  Pending

  • 4 Beds
  • 2 Baths

  11612 S Lafayette Ave, Chicago, IL 60628

  Excellent investment opportunity! This 2-flat sits on a large lot and offers unlimited potential for investors, rehabbers, or owner-occupants looking to build equity. Property is being sold AS-IS. Conveniently located just minutes from the Dan Ryan Expressway (I-94) and I-57, providing easy access for commuters. Spacious lot offers additional possibilities. Don't miss this chance to add value to

  Jaime Birks eXp Realty

  11612 S Lafayette Ave, Chicago, IL 60628
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  /53

  $595,000

  Pending

  • 6 Beds
  • 4 Baths

  6025 N Sacramento Ave, Chicago, IL 60659

  Desirable Mid-Century Modern solid brick 2-flat offering 3,236 sq ft of living space on a wide 35' x 124' lot available on a tree lined street surrounded by single family homes in West Ridge. Rare opportunity for investors & owner occupants looking to live in one of the units & generate income from the other. The 1st floor unit has 4-spacious bedrooms, all w/good closet space, the 2nd floor unit

  Linda Heinen Baird & Warner

  6025 N Sacramento Ave, Chicago, IL 60659
• 

  

  

  /10

  $279,900

  $5K PRICE DROP

  • 10 Beds
  • 3 Baths

  7749 S Muskegon Ave Unit MRD12521789, 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 Unit MRD12521789, Chicago, IL 60649
• 

  

  /13

  $95,000

  $25K PRICE DROP

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

  8112 S Escanaba Ave, Chicago, IL 60617

  Smart Investment or Ideal Starter Home! Currently Rented and Cash flowing 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
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  /32

  $129,900

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  4800 S Chicago Beach Dr Unit 1503S, Chicago, IL 60615

  Luxury living awaits at The Newport, one of Hyde Park's premier full-amenity buildings. This spacious 1-bedroom, 1-bathroom condo offers an incredible opportunity to add your personal touches while enjoying exceptional building amenities and an unbeatable location. Step inside to discover a bright, expansive living space featuring a dramatic wall of windows that fills the home with natural light.

  Kelly Klaff RE/MAX 10

  4800 S Chicago Beach Dr Unit 1503S, Chicago, IL 60615
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  /34

  $799,926

  1206 W 83rd St, Chicago, IL 60620

  UNRIVALED 25-UNIT VALUE-ADD OPPORTUNITY IN THE HEART OF AUBURN GRESHAM Strike while the market is hot with this massive brick mixed-use powerhouse located at 1206-1210 W 83rd St. Positioned as the most competitive investment in the 60620 zip code, this asset is priced for a high-octane liquidation at just $799,000. This is a rare chance to secure a scale-level project at approximately $32,000 per

  Pete Chrysanthou Prime Real Estate Group Inc

  1206 W 83rd St, Chicago, IL 60620
• 

  

  /3

  $175,000

  • 4 Beds
  • 2 Baths
  • 1,667 Sq Ft

  320 W 111th Place, Chicago, IL 60628

  Excellent Investment Opportunity or Owner-Occupant! Welcome to 320 W. 111th Place, a well-maintained two-unit frame building in Chicago's Roseland neighborhood. Each unit features 2 bedrooms and 1 full bathroom with functional floor plans and excellent potential for customization. Major exterior improvements have already been completed, including a newer roof, updated siding, and an updated

  Nickolas Katsoulos Property Outlet Group LLC

  320 W 111th Place, Chicago, IL 60628
• 

  

  /30

  $425,000

  Pending

  • 3 Beds
  • 2 Baths

  1451 S Halsted St Unit 3B, Chicago, IL 60607

  Most three-bedroom condos promise space but deliver a glorified den. This one is the exception. Welcome to this beautifully updated 3-bedroom, 2-bath residence in the heart of University Village, offering three true bedrooms, an open and airy layout, and an unbeatable location just steps from the University of Illinois Chicago (UIC). Whether you're searching for your next home or a high-demand

  Brian Moon Keller Williams ONEChicago

  1451 S Halsted St Unit 3B, Chicago, IL 60607
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  /12

  $100,000

  $10K PRICE DROP Pending

  • 2 Beds
  • 1 Bath
  • 836 Sq Ft

  1629 S Karlov Ave, Chicago, IL 60623

  GREAT INVESTMENT OPPORTUNITY- SOLID BONES, SPACIOUS 2 BEDROOM 1 BATH, FULL BASEMENT. JUST WAITING FOR YOUR TOUCHES. DO NOT MISS THIS ONE! AS-IS

  Tami Sparks Better Homes & Gardens Real Estate

  1629 S Karlov Ave, Chicago, IL 60623
• 

  

  /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
• 

  

  /17

  $220,000

  • 6 Beds
  • 3 Baths

  2859 S Homan Ave, Chicago, IL 60623

  Great Little Village 2-unit investment opportunity in a convenient Chicago location close to shopping, dining, schools, and public transportation. Ideal for owner-occupant or investor-live in one unit and rent the other, or add to your rental portfolio. Includes a 2-car garage and strong income potential. Schedule your showing today!

  Cynthia Chavez Keller Williams Infinity

  2859 S Homan Ave, Chicago, IL 60623
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  /3

  $670,000

  Open House 8/20

  • 14 Beds
  • 6 Baths

  1513 E 93rd St, Chicago, IL 60619

  Great for investors or owner-occupants who want built-in rental income.Turnkey and smoke-free 4-unit investment in Chicago! Fully rehabbed in 2022 with two 4BR/2BA and two 3BR/1BA units, all with private W/D, HVAC, and stainless appliances. New electrical, plumbing, windows & floors throughout. Ample space and storage in the basement; potential duplex down for the 1st-floor units. Minutes to

  Donna White AXEN Realty LLC

  1513 E 93rd St, Chicago, IL 60619
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  /2

  $459,000

  • Studio
  • 1 Bath
  • 918 Sq Ft

  401 N Wabash Ave Unit 2140, Chicago, IL 60611

  Live at the pinnacle of Chicago luxury. This meticulously furnished residence in one of the city's most iconic five-star buildings offers a refined turnkey lifestyle. The chef's kitchen is a study in form and function, featuring sleek Snaidero cabinetry and a full suite of Miele and Sub-Zero stainless steel appliances. As an owner, you'll enjoy the privileges of Trump Hotel's five-star

  James Qiu Kale Realty

  401 N Wabash Ave Unit 2140, Chicago, IL 60611
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  /7

  $475,000

  $25K PRICE DROP

  • 9 Beds
  • 3 Baths

  9133 S Essex Ave, Chicago, IL 60617

  Fully occupied 3-unit investment property offering strong rental potential in Chicago. Rehabbed in 2020, this well-maintained building features three spacious units, each offering 3 bedrooms and 1 bathroom. Interior highlights include hardwood flooring throughout and on-site laundry for tenant convenience. Exterior features include a fenced yard, providing additional outdoor space and privacy.

  Samantha Swaney GC Realty and Development

  9133 S Essex Ave, Chicago, IL 60617
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  /26

  $400,000

  • 2 Beds
  • 1 Bath

  869 N La Salle Dr Unit 2, Chicago, IL 60610

  **Leased through July 31, 2027. $2906 per month** Rare opportunity to own in Chicago's Near North neighborhood at an unbeatable value with exceptionally low monthly assessments. This cozy unit offers a unique blend of city living and a private home feel, facing Moody Bible's park with no obstructing buildings. Perfectly situated near popular Gold Coast, Old Town, and River North landmarks, it's

  Michael Saladino Keller Williams ONEChicago

  869 N La Salle Dr Unit 2, Chicago, IL 60610
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  /2

  $290,000

  • 1 Bed
  • 1 Bath
  • 729 Sq Ft

  545 N Dearborn St Unit W3005, Chicago, IL 60654

  Exceptional investment opportunity in the heart of River North! Perched on the 30th floor, this beautifully renovated junior one-bedroom residence at 545 N. Dearborn offers stunning city views, an efficient and functional floor plan, and a highly desirable downtown location. Completely renovated in 2018, the unit showcases modern finishes and thoughtful updates throughout, making it an attractive

  Justin Penn Keller Williams ONEChicago

  545 N Dearborn St Unit W3005, Chicago, IL 60654
• 

  

  /27

  $400,000

  Pending

  • 8 Beds
  • 4 Baths

  2233 S Trumbull Ave, Chicago, IL 60623

  **Prime 4-unit apartment investment in Little Village** This solid 2-story building in Little Village is a powerhouse for any real estate portfolio. Unlike many properties in the area, this building features 4 full apartment units all located on the 1st and 2nd floors, offering premium above-grade living for every tenant. Unit highlights: Uniform layouts: 4 units feature a consistent 2-bedroom,

  Patricia Arboleda Century 21 S.G.R., Inc.

  2233 S Trumbull Ave, Chicago, IL 60623
• 

  

  /92

  $719,000

  Pending

  • 8 Beds
  • 4 Baths

  5433 W Melrose St, Chicago, IL 60641

  BELMONT CRAGIN / PORTAGE PARK! Legal 2-flat with a nonconforming garden apartment and a 2-car detached garage. Excellent investment opportunity in the desirable Belmont Cragin/Portage Park neighborhood. This attractive 21/2-story brick building also offers the potential for one additional outdoor parking space. The property features approximately 2,800 square feet of above-grade living area, with

  Victor Lopez Coldwell Banker Realty

  5433 W Melrose St, Chicago, IL 60641
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  /42

  $1,050,000

  6751 S Chappel Ave, Chicago, IL 60649

  Priced to Sell! Prime investment opportunity in the highly desirable South Shore neighborhood of Chicago, just steps from DuSable Lake Shore Drive. This well positioned 20 unit residential building offers strong income potential in a location known for steady rental demand and convenient access to the lakefront, transportation, and neighborhood amenities. The property consists of twenty (20)

  Michael Olszewski Area Wide Realty

  6751 S Chappel Ave, Chicago, IL 60649
• 

  

  /27

  $699,900

  • 8 Beds
  • 3 Baths

  5038 N Harding Ave, Chicago, IL 60625

  Great investment opportunity !! Legal 3 flat located on quite cul-de-sac in sought after Albany Park, known for its strong rental market. Featuring 3 spacious unit. 1st and 2nd floor offers 3 bedrooms and 1 bath and garden apartment features 2 bedrooms and 1 bath. All units with separate utilities and HVAC system including first and second floor with central AC. Tenants are on a month to month

  Harris Ali Sky High Real Estate Inc.

  5038 N Harding Ave, Chicago, IL 60625
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  /32

  $540,000

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  4738 N Springfield Ave, Chicago, IL 60625

  Not every home offers this much character and this much room to grow. This charming turn of the century farmhouse blends timeless architectural details with the space and flexibility today's buyers are looking for. Soaring ceilings, abundant natural light, and a seamless flow between the living room, dining room, kitchen, and family room create a layout that feels both warm and functional.

  Brian Moon Keller Williams ONEChicago

  4738 N Springfield Ave, Chicago, IL 60625
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  /11

  $2,275,000

  $140K PRICE DROP

  4150 S Western Ave, Chicago, IL 60609

  BUY IN BULK AND SAVE. SEE CONDO SALES IN THE AREA. HUGE UPSIDE POTENTIAL! SELL OFF ONE BY ONE, CREATE THE HOA AND HAVE RECURRING INCOME! Exceptional investment opportunity in the heart of Bridgeport! This offering consists of 10 residential units located within four side-by-side newer-construction, four-story mixed-use buildings in one of Chicago's most sought-after and rapidly growing

  Jim Mantas The Leading Realtors Corp.

  4150 S Western Ave, Chicago, IL 60609
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  /44

  $275,000

  Pending

  • 7 Beds
  • 3 Baths

  5542 S Paulina St, Chicago, IL 60636

  ***MULTIPLE OFFERS RECEIVED*** Highest and best offers due by Tuesday at 9 am. Unlock the potential of this exceptional income-producing property! This spacious 2-unit building with non-confoming basement unit offers a total of 7 bedrooms and 3 bathrooms, making it an outstanding opportunity for investors or owner-occupants seeking additional rental income. The partially finished basement

  Jean Walker Redfin Corporation

  5542 S Paulina St, Chicago, IL 60636
• 

  

  /43

  $989,900

  New Construction

  • 6 Beds
  • 7 Baths

  2849 W Monroe St, Chicago, IL 60612

  **Exceptional New Construction 3-Unit Investment Opportunity!** Don't miss this beautifully newly constructed brick and Hardie siding 3-unit building, designed with modern finishes, spacious layouts, and outstanding income potential. Whether you're an investor looking for a turnkey rental property or an owner-occupant seeking additional rental income, this property is ready for immediate

  Neelam Dwivedi RAJ Realty & Investment Co.

  2849 W Monroe St, Chicago, IL 60612
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  /36

  $520,000

  • 1 Bed
  • 1.5 Baths
  • 938 Sq Ft

  401 N Wabash Ave Unit 39E, Chicago, IL 60611

  Experience life within one of Chicago's most iconic architectural landmarks. Residence 39E at Trump Tower Chicago offers a sophisticated living experience designed by renowned architect Adrian Smith, whose work has shaped skylines around the world. This pristine 1-bedroom, 1.5-bath residence features soaring 10-foot ceilings and dramatic floor-to-ceiling windows showcasing breathtaking city

  Chezi Rafaeli Coldwell Banker Realty

  401 N Wabash Ave Unit 39E, Chicago, IL 60611
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  /2

  $25,000

  • Land
  • 0 Sq Ft

  7259 S Harvard Ave, Chicago, IL 60621

  Build your dream home on this spacious, 0.5-acre residential lot in the Greater Grand Crossing neighborhood. The land is flat and cleared, making it ready for construction. City water and sewer available at the street. Don't miss out on this prime spot for investment to create the perfect home!

  Rockeya Wilson Berkshire Hathaway HomeServices Chicago

  7259 S Harvard Ave, Chicago, IL 60621
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  /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
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  /59

  $699,900

  Pending

  • 9 Beds
  • 5 Baths

  3819 S Wabash Ave, Chicago, IL 60653

  Well-maintained legal 4-unit in the heart of Historic Bronzeville, offering strong in-place cash flow with clear value-add upside. The building features an ideal mix of a spacious 3BR/1BA, a large 4BR/2BA, and two comfortable 1BR/1BA units. Several offer updated kitchens and baths showcasing quartz counters, stainless steel appliances, and hardwood/vinyl flooring, plus in-unit laundry in both

  Christian Castro Keller Williams ONEChicago

  3819 S Wabash Ave, Chicago, IL 60653
• 

  

  /33

  $299,500

  • 10 Beds
  • 3 Baths

  1512 S Sawyer Ave, Chicago, IL 60623

  Investor opportunity! Solid-brick multi-family building featuring 2 oversized residential units, an occupied income-producing garden apartment, detached 2-car garage, separate utilities, and a full basement with exterior access. Offering significant value-add potential, this property is ideal for investors seeking a rehab project, BRRRR strategy, long-term hold, or owner-occupants looking to

  Sidney Martin Century 21 S.G.R., Inc.

  1512 S Sawyer Ave, Chicago, IL 60623
• 

  

  /18

  $200,000

  • Land
  • 0 Sq Ft

  5100 S Francisco Ave, Chicago, IL 60632

  Exceptional development opportunity featuring a double residential vacant lot at 5100 S Francisco Ave in Chicago! This vacant lot offers an opportunity for builders, developers, and investors to bring their vision to life. With generous frontage to 51st ST, the property is well-suited for residential investment development zoned as RS-3 (subject to zoning and City approvals). Ideally located on

  Miguel Sanchez Ruiz Realty, Inc.

  5100 S Francisco Ave, Chicago, IL 60632
• 

  

  /27

  $239,000

  $10K PRICE DROP Pending

  • 5 Beds
  • 3 Baths

  10305 S Avenue J, Chicago, IL 60617

  Early American Investment Property. Three Units Building. 2-2 bedrooms units and 1-1 bedroom unit. Separate utilities for each apartment, some freshly painted rooms, some need work getting ready for new owner final touches. Sold as is! Full basement, newer windows, spacious back yard and 2 car garages with space for 3 cars. Call for a free pass to see!

  Pastora Sanchez Central Realty-Kralj & Sanchez

  10305 S Avenue J, Chicago, IL 60617
• 

  

  /5

  $734,900

  $10K PRICE DROP

  • 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
• 

  

  /6

  $5,100,000

  Pre-Foreclosure

  Unlisted Address

  Exceptional opportunity to acquire a large multifamily asset featuring approximately 38 beds and positioned for shared housing, student housing, workforce housing, co-living, or short-term rental strategies. Located within close proximity to the University of Chicago and other major educational, healthcare, and employment centers, this asset presents a unique opportunity for investors seeking to

  Yolanda Jeffries Lux Life Realty LLC

  Unlisted Address
• 

  

  /10

  $100,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 714 Sq Ft

  6415 S Eberhart Ave, Chicago, IL 60637

  Excellent investment opportunity in the rapidly appreciating Woodlawn neighborhood. This 3-bedroom frame home is currently occupied with market-rate tenants paying $1,000 per month, Easy show making this a straightforward transition for an investor. The property is priced well under market value, offering substantial upside for a buyer willing to apply a little administrative and property

  Damaris Santiago Manage Chicago, Inc.

  6415 S Eberhart Ave, Chicago, IL 60637
• 

  /2

  $180,000

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths

  4937 S Hoyne Ave, Chicago, IL 60609

  Great investment opportunity! Check out this 2-unit building located at 4937 S Hoyne Ave in Chicago. The property is in need of TLC and repairs and is being sold strictly as-is. Each unit offers a functional layout with a living room, 2 bedrooms, a full bathroom, and a kitchen. The property also features a yard and a 2-car garage.

  Luis Ortiz RE/MAX Partners

  4937 S Hoyne Ave, Chicago, IL 60609
• 

  

  /19

  $540,000

  • 5 Beds
  • 3 Baths

  2322 N Kenneth Ave, Chicago, IL 60639

  Exceptional investment opportunity or perfect owner-occupant property in Chicago's sought-after Hermosa neighborhood! This property is a beautiful, sun-filled brick 2-flat in Chicago's desirable Hermosa neighborhood! This meticulously maintained property has been lovingly cared for by the same owner for over 40 years and truly reflects pride of ownership. The first-floor unit features 2 bedrooms

  Viviana Fernandini Coldwell Banker Realty

  2322 N Kenneth Ave, Chicago, IL 60639
• 

  

  /36

  $159,999

  Pending

  • 6 Beds
  • 3 Baths

  1935 S Christiana Ave, Chicago, IL 60623

  Exceptional opportunity to acquire this attached Chicago two-flat in one of the city's fastest-evolving neighborhoods. Perfectly positioned in the heart of North Lawndale, this property offers an outstanding combination of location, scale, and long-term upside for investors, owner-occupants, and developers alike. Situated just moments from the CTA Pink Line, Ogden Avenue, and the thriving Little

  Alejandro Trujillo RE/MAX Premier

  1935 S Christiana Ave, Chicago, IL 60623
• 

  

  /18

  $284,900

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

  4601 S Leclaire Ave, Chicago, IL 60638

  Welcome to 4601 S. Leclaire Ave, a fantastic opportunity for homeowners and investors alike! This 4-bedroom, 2-bath home sits on a desirable corner lot and features a detached 2-car garage, offering plenty of space and curb appeal. While the property needs some TLC, it offers incredible potential to be transformed into a beautiful family home or a strong investment. Located in a Chicago Mobility

  Caden Wakim GenStone Realty

  4601 S Leclaire Ave, Chicago, IL 60638

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