Investment - Homes for Sale in Chicago, IL

• 

  

  

  /18

  $133,000

  • 4 Beds
  • 2 Baths

  5538 S Perry Ave, Chicago, IL 60621

  This frame 2-unit just became an even better opportunity! Featuring 2 bedrooms and 1 bath in each unit, this property offers space, flexibility, and the chance to create something special. Yes-it needs creativity and vision to bring it back to full potential, but for the forward-thinking buyer, this is where opportunity meets upside. Each unit offers a functional layout with well-proportioned

  

  Tamika Marks

  Trademarks & Associates

  (312) 564-5561

  5538 S Perry Ave, Chicago, IL 60621
• Explore Chicago

• 

  

  

  /16

  $189,000

  • Studio
  • 1 Bath
  • 550 Sq Ft

  1540 N Lasalle Dr Unit 907, Chicago, IL 60610

  Welcome to this beautifully upgraded 9th-floor studio offering stunning west-facing views and floor-to-ceiling windows that flood the space with natural light. Located in one of Old Town's most desirable pockets, this unit combines style, comfort, and unbeatable convenience. The open layout features a modern kitchen, generous living/sleeping area, and a wall of windows showcasing fabulous

  

  Crystal Banks

  Landstar Realty Group, Inc.

  (872) 302-2947

  1540 N Lasalle Dr Unit 907, Chicago, IL 60610
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  /19

  $195,000

  • 3 Beds
  • 2 Baths

  7847 S Maryland Ave, Chicago, IL 60619

  Perfectly positioned in a residential neighborhood, use as an apartment upstairs with a business below, or, transform the current commercial space in to residential. Flexible building perfect for investment or personal use. Current use is a condo rental upstairs, hair salon and office (with separate hallway entrance) on first floor. Renters are on a month-to-month, both are long time tenants.

  

  Laraine Hanson

  Laraine Hanson

  (872) 224-4821

  7847 S Maryland Ave, Chicago, IL 60619
• 

  

  

  /33

  $630,000

  • 4 Beds
  • 2 Baths

  5546 N Austin Ave, Chicago, IL 60630

  Meticulously maintained and updated, this brick two-flat in sought-after Gladstone/Jefferson Park is perfect for both owners and investors. Each sunny unit offers 2 bedrooms, 1 bath, classic architectural details, and an enclosed porch with access to the yard, basement, and detached garage. Bright, move-in-ready interiors feature hardwood floors, spacious living and dining rooms, decorative

  

  Gayle Stellas

  Baird & Warner

  (872) 278-1465

  5546 N Austin Ave, Chicago, IL 60630
• 

  

  

  /19

  $170,000

  • 4 Beds
  • 2 Baths

  8220 S Wolcott Ave, Chicago, IL 60620

  Fantastic opportunity in Auburn Gresham! Bring your design ideas to this modestly updated 2-unit property. Well cared for and filled with charming vintage details, the building offers great natural light and excellent curb appeal. The basement includes a small mechanical area only. The spacious backyard is perfect for gardening or outdoor entertaining-add fencing for privacy or convert the space

  

  Laraine Hanson

  Laraine Hanson

  (872) 304-5595

  8220 S Wolcott Ave, Chicago, IL 60620
• 

  

  /17

  $183,000

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  238 W 31st St Unit 4W, Chicago, IL 60616

  **Motivated Owner, Priced to Sell** Investor Goldmine or Perfect First Home. This 3-bedroom condo near IIT and Bridgeport is packed with potential and ready for your personal touch. Whether you're a first-time buyer looking to stop renting or an investor eyeing strong returns, this property checks all the boxes: NO RENT CAP and AIRBNB FRIENDLY Building (Rare Find these days) and unbeatable access

  

  Mario Zelaya

  eXp Realty

  (773) 900-5783

  238 W 31st St Unit 4W, Chicago, IL 60616
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  /9

  $390,000

  • 3 Beds
  • 1 Bath

  726 N Troy St, Chicago, IL 60612

  Incredible opportunity for homeowners, investors, or developers First floor has been fully gutted - ready for your vision Second floor is currently occupied will be out by end of March. Located in a prime Chicago neighborhood with great potential Whether you're looking to customize your dream space or add to your investment portfolio, this property offers endless possibilities. Showings begin on

  

  Araceli Montalvo

  Extreme Realty LLC

  (312) 874-5489

  726 N Troy St, Chicago, IL 60612
• 

  

  /18

  $959,000

  • 11 Beds
  • 6 Baths

  1656 W Hollywood Ave, Chicago, IL 60660

  This remarkable building features a unique floor layout, with ample bedrooms and bathrooms. The property consists of two apartments, each with garden and in-law units. It offers plenty of storage space, a separate utility room, and a laundry area, along with rear parking availability. This property has great potential for investment and is conveniently located near shopping areas, restaurants,

  

  Maria Ortiz

  Kale Realty

  (312) 854-7291

  1656 W Hollywood Ave, Chicago, IL 60660
• 

  

  /39

  $350,000

  • 6 Beds
  • 2 Baths

  7214 S Saint Lawrence Ave, Chicago, IL 60619

  ***Buyer Agents Read Broker Remarks***Click on the virtual tour and step into a beautifully reimagined, oversized brick two flat nestled in the heart of Chicago's historic Greater Grand Crossing neighborhood. Fully renovated in 2023, this majestic property blends timeless Chicago architecture with modern craftsmanship and thoughtful design. The building offers high efficiency heating and cooling

  

  Angel Rosales

  PROSALES REALTY

  (872) 278-4411

  7214 S Saint Lawrence Ave, Chicago, IL 60619
• 

  

  /17

  $160,000

  • 1 Bed
  • 1 Bath
  • 620 Sq Ft

  3057 N Narragansett Ave Unit 9, Chicago, IL 60634

  Bright and inviting one bedroom condominium located in Chicago's desirable Dunning neighborhood offering an excellent opportunity for both homeowners and investors. This spacious third floor unit features beautiful hardwood floors, a large sun filled living room, and a comfortable bedroom with generous closet space. The updated kitchen includes granite countertops, stainless steel appliances,

  

  Omar Sanchez

  Habloft LLC

  (872) 324-1903

  3057 N Narragansett Ave Unit 9, Chicago, IL 60634
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  /2

  $174,900

  • 4 Beds
  • 1 Bath
  • 1,134 Sq Ft

  8845 S Carpenter St, Chicago, IL 60620

  Welcome to 8845 S Carpenter St in the heart of Auburn Gresham - a well-maintained 4-bedroom Chicago bungalow offering immediate cash flow and future equity potential. This property is being sold As-Is, presenting a turnkey investment for landlords or an excellent opportunity for owner-occupants looking to build wealth through real estate. Inside you'll find generous living and dining rooms, a

  

  Reginald Patterson

  eXp Realty

  (872) 282-2078

  8845 S Carpenter St, Chicago, IL 60620
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  /2

  $25,000

  • Land
  • 0 Acre

  13431 S Houston Ave, Chicago, IL 60633

  Prime 37.5 x125 lot on the main street of East 130th in Hegewisch. Offering exceptional visibility and location. Whether you're planning to build your home or are seeking an investment opportunity, this parcel is ready for your vision. Close to Interstate, CTA Bus, Mann Park, Grissom and the South Shore train!! Endless potential!

  

  Michelle McManus

  @properties Christie's International Real Estate

  (312) 818-5371

  13431 S Houston Ave, Chicago, IL 60633
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  /36

  $349,000 Pre-Foreclosure

  • 7 Beds
  • 3 Baths

  8111 S Muskegon Ave, Chicago, IL 60617

  Ideally located just moments from Lake Shore Drive, Rainbow Beach, and the Metra, this Brick three-unit building presents an excellent investment opportunity in the desirable South Shore neighborhood. The property features a spacious three-bedroom, one-bath unit along with two well-appointed two-bedroom, one-bath units. Ample rear parking includes six tandem spaces, adding convenience and strong

  

  Israel Valadez

  Realty of America, LLC

  (872) 268-5307

  8111 S Muskegon Ave, Chicago, IL 60617
• 

  

  /17

  $585,000

  • 11 Beds
  • 3 Baths

  3410 W Walnut St, Chicago, IL 60624

  Don't miss this solid 3-unit Greystone situated on a full lot with three parking spaces, offering an excellent opportunity for investors seeking a fully rented, income-producing property. The building has been freshly painted, the rear porch has been updated to meet current code, and the top-floor unit features an updated bathroom. Additional improvements include a fairly new roof, a fully fenced

  

  Kristen Roussev

  Village Realty, Inc.

  (872) 327-3886

  3410 W Walnut St, Chicago, IL 60624
• 

  

  /23

  $1,395,000

  • 7,191 Sq Ft

  6215 N Washtenaw Ave, Chicago, IL 60659

  Impressive 8-unit property, above grade 6 units and featuring two additional basement apartments for added income potential. Each of the six main units offers 2 bedrooms, a large living room, a separate dining area, and a partly enclosed back porch ideal for additional storage. The basement includes one 2-bedroom and one 1-bedroom apartment. Each unit has separate central heating, and there are 6

  

  Syed Hashmi

  Guidance Realty

  (773) 305-6372

  6215 N Washtenaw Ave, Chicago, IL 60659
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  /26

  $6,000,000

  1508 W Farwell Ave, Chicago, IL 60626

  COURT YARD BUILDING! 22-Unit Apartment Building with 22 Parking Spaces - Prime Rogers Park Location. Exceptional investment opportunity in the heart of Rogers Park! This solid brick 22-unit multi-family building includes a rare 22 adjacent parking spaces, all included in the sale. The property has been remodeled with updated kitchens and bathrooms, offering strong rental appeal and low

  

  Michael Stangel

  @properties Christie?s International Real Estate

  (312) 764-1452

  1508 W Farwell Ave, Chicago, IL 60626
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  /5

  $110,000

  • 3 Beds
  • 1 Bath
  • 1,125 Sq Ft

  8025 S Loomis Blvd, Chicago, IL 60620

  Calling all investors! This well-kept 3-bedroom, 1-bath raised ranch brick home is ready for your finishing touches. Located on a quiet block, this property offers great potential and long-term value. Please note that the home is being sold with the current tenant in place, and the tenant is not currently paying rent. Additionally, the garage was damaged in a fire. This is a drive-by-only

  

  Tameka Lewis-Madkins

  Keller Williams Preferred Rlty

  (872) 326-4980

  8025 S Loomis Blvd, Chicago, IL 60620
• 

  

  /47

  $1,350,000

  • 9 Beds
  • 4 Baths

  3115 N Oakley Ave, Chicago, IL 60618

  Stunning Three-Unit Investment Opportunity in the Heart of Roscoe Village. Experience the perfect blend of vintage character and modern reliability with this solidly built, professionally managed three-unit building. Situated in the highly sought-after Roscoe Village neighborhood, this property offers a rare "turn-key" opportunity for savvy investors or owner-occupants looking for a high-yield

  

  Kara Moll

  Keller Williams ONEChicago

  (872) 331-4423

  3115 N Oakley Ave, Chicago, IL 60618
• 

  

  /7

  $174,000

  • 6 Beds
  • 2 Baths

  537 W 61st Place, Chicago, IL 60621

  GREAT INVESTMENT OPPORTUNITY. FIRST FLOOR VACANT. upstairs unit rented for 1,000 looking to rent first floor unit for $1,450 3 bedrooms and a full bath on each unit. Basement is perfect for expanding great potential. Exterior has front porch. Property Sold AS IS!! SCHEDULE YOUR SHOWING PLEASE DO NOT DISTURBE TENANT UPSTAIRS!

  

  Maricela Wilson

  Smart Home Realty

  (312) 948-9641

  537 W 61st Place, Chicago, IL 60621
• 

  

  /9

  $999,900

  • 6 Beds
  • 5 Baths

  2423 W Moffat St, Chicago, IL 60647

  ****Investor or Value-Add Opportunity in Prime Logan Square** Excellent opportunity for investors, developers, or DIY buyers in the heart of **Logan Square**, one of Chicago's most sought-after neighborhoods. This **solid multi-family property with a coach house** sits on a generous lot and offers significant potential for renovation, repositioning, or long-term investment. The property may

  

  Edgar R. Guerrero

  REMAX Legends

  (872) 225-1684

  2423 W Moffat St, Chicago, IL 60647
• 

  

  /13

  $248,000

  • 2 Beds
  • 1 Bath

  6711 N Lakewood Ave Unit 2N, Chicago, IL 60626

  A very decent tenant has a lease through 05/30, 2026, at 2,000/month, offering reliable and stable cash flow. Whether you're looking for an excellent investment opportunity or a future primary residence, this unit offers both comfort and unbeatable convenience in a high-demand area. Beautifully updated second-floor condo in a bright corner building, ideally located just steps from the Sheridan

  

  Safwan Patel

  YOUMU VENTURES LLC

  (872) 241-2655

  6711 N Lakewood Ave Unit 2N, Chicago, IL 60626
• 

  /2

  $40,000

  • Land
  • 0 Acre

  1654 S Christiana Ave, Chicago, IL 60623

  Can't find it! Build it. **Prime Investment Opportunity: Vacant Multi-Family Lot** Seize the chance to own a vacant lot zoned for multi-family use in a rapidly developing area! The block and surrounding neighborhood are experiencing a dynamic transformation, with multiple rehab projects and new developments underway. The multi-family zoning provides excellent flexibility for a variety of

  

  LaToya Moore

  Baird & Warner

  (872) 327-6366

  1654 S Christiana Ave, Chicago, IL 60623
• 

  

  /29

  $239,000

  • 5 Beds
  • 2 Baths
  • 3,050 Sq Ft

  503 W 81st St, Chicago, IL 60620

  Welcome to this beautifully updated 5-bedroom, 2-bathroom home offering comfort, functionality, and incredible value! Step inside to discover a bright and inviting layout designed to accommodate both everyday living and growing households. With five spacious bedrooms, there's plenty of room for family, guests, a home office, or creative space. The full bathroom has been tastefully renovated with

  

  Miguel Perea

  Open Path Realty

  (872) 246-7202

  503 W 81st St, Chicago, IL 60620
• 

  

  /3

  $29,000

  • Land
  • 0 Acre

  2917 E 130th St, Chicago, IL 60633

  Prime 25x125 lot on the main street of East 130th in Hegewisch. Offering exceptional visibility and location. Whether you're planning to build your home or are seeking an investment opportunity, this parcel is ready for your vision. Close to Interstate, CTA Bus, Mann Park, Grissom and the South Shore train!! Endless potential!

  

  Michelle McManus

  @properties Christie's International Real Estate

  (312) 874-5652

  2917 E 130th St, Chicago, IL 60633
• 

  

  /4

  $549,000

  4355 W Le Moyne St, Chicago, IL 60651

  Exceptional investment opportunity in the heart of Humboldt Park! This solid 5-unit building at 4355 W Le Moyne St is a rare find for investors, developers, or savvy buyers looking to add value. The property is currently fully vacant, offering a blank slate to design, renovate, and maximize rental income or pursue a condo conversion. The building requires renovation, but its strong bones and

  

  Israel Valadez

  Realty of America, LLC

  (872) 295-7561

  4355 W Le Moyne St, Chicago, IL 60651
• 

  

  /10

  $100,000

  • 3 Beds
  • 1 Bath
  • 3,720 Sq Ft

  7927 S Colfax Ave, Chicago, IL 60617

  This is a priced-to-sell-now investment, ready for your design! Featuring a larger lot than the standard city lot, a spacious yard, and a fully fenced property with a garage. Located on a lovely block with similar homes, this is a great opportunity. Sold as-is, no survey, no termite inspection. Proof of funds or a bank-qualified letter must be submitted with all contract offers. Buyer to verify

  

  Tammy Jackson

  KM Realty Group, LLC

  (872) 221-6919

  7927 S Colfax Ave, Chicago, IL 60617
• 

  /2

  $575,000

  • 7 Beds
  • 4 Baths

  4250 W Haddon Ave, Chicago, IL 60651

  Attention investors & savvy buyers! Welcome to 4250 W Haddon Ave, a prime investment opportunity in the heart of Humboldt Park, one of Chicago's most dynamic and rapidly appreciating neighborhoods. This cash-flowing, solid-brick 4-unit property is a rare gem, offering not one but two distinct buildings on one lot-a classic 2-unit building in the front and a charming 2-unit brick coach house in

  

  Pedro Castaneda

  Compass

  (312) 728-3146

  4250 W Haddon Ave, Chicago, IL 60651
• 

  /2

  $400,000

  • 7 Beds
  • 3 Baths

  8039 S Marquette Ave, Chicago, IL 60617

  If you're looking for investment property you found it! This 3 unit building is very spacious and has a number of updates.

  

  Tammy Jackson

  KM Realty Group, LLC

  (312) 374-6643

  8039 S Marquette Ave, Chicago, IL 60617
• 

  

  /5

  $499,999

  • 8 Beds
  • 3 Baths

  830 N Springfield Ave, Chicago, IL 60651

  Rare Investment Opportunity with Adjacent Lot in Humboldt Park! Don't miss this rare opportunity to own a solid 3-unit building plus the adjacent lot at 828 N Springfield in the rapidly growing Humboldt Park area. This versatile property is ideal for investors or owner-occupants looking to build equity while generating strong rental income. The building features three spacious units, including

  

  Jertheus Butts

  Coldwell Banker Realty

  (872) 327-4423

  830 N Springfield Ave, Chicago, IL 60651
• 

  

  /6

  $139,999

  • 5 Beds
  • 2 Baths

  Unlisted Address

  Great opportunity awaits with this versatile 2-unit property in Englewood. Good property for investors or owner-occupants looking for a solid rehab project! This classic two-flat offers a 3-bedroom, 1-bath unit on the second floor and a 2-bedroom, 1-bath unit on the first floor, with the option to duplex down into the unfinished basement to add extra bedrooms and bathrooms. Whether you're looking

  

  Conrad Carpenter

  City & Suburbs Realty, Inc.

  (872) 266-8351

  Unlisted Address
• 

  

  /29

  $289,000

  • 6 Beds
  • 2 Baths

  817 W 54th St, Chicago, IL 60609

  Solid Brick Two-Unit Income Property in New City! This well-maintained building features two spacious 3-bedroom units, each offering a bright living room, formal dining room, and full bath. Updated mechanicals and separate heating systems mean tenants pay all utilities-a smart setup for investors or owner-occupants seeking added income. The full open basement currently serves as the laundry and

  

  Tamika Marks

  Trademarks & Associates

  (312) 728-8916

  817 W 54th St, Chicago, IL 60609
• 

  

  /32

  $475,000

  • 6 Beds
  • 4 Baths

  4923 W Concord Place, Chicago, IL 60639

  Nestled in the up-and-coming North Austin neighborhood of Chicago, 4923 W Concord Pl is an outstanding investment opportunity that's ready to deliver both immediate cash flow and long-term potential. This solid 3-unit property has been recently updated and is perfect for savvy investors looking to grow their portfolio in a neighborhood that's on the rise. Each unit offers ample living space and

  

  Pedro Castaneda

  Compass

  (773) 923-3439

  4923 W Concord Place, Chicago, IL 60639
• 

  

  /59

  $449,900

  • 4 Beds
  • 3.5 Baths
  • 2,100 Sq Ft

  1622 S Central Park Ave, Chicago, IL 60623

  Stunning Turnkey Gem in Chicago's Emerging North Lawndale Neighborhood ****Welcome to this beautifully reimagined single-family home, now available in Chicago's rapidly growing North Lawndale neighborhood. Thoughtfully renovated while preserving its charming 1920s vintage character, this distinctive residence offers a rare blend of historic charm and modern luxury-making it a true turnkey

  

  Edgar R. Guerrero

  REMAX Legends

  (872) 326-1526

  1622 S Central Park Ave, Chicago, IL 60623
• 

  

  /31

  $500,000

  • 4 Beds
  • 3 Baths

  2948 N Narragansett Ave, Chicago, IL 60634

  Presenting an exceptional opportunity in Chicago's Montclare neighborhood, this fully updated two-unit residential building blends investment stability with modern, luxury living. Originally constructed in 1920, the property has undergone comprehensive renovations including newer kitchens, baths, flooring, paint, and fixtures, resulting in a low effective age of just 20 years and a

  

  Cecil Sabu

  ALLURE Real Estate

  (312) 874-6303

  2948 N Narragansett Ave, Chicago, IL 60634
• 

  

  /14

  $305,000

  • 6 Beds
  • 2 Baths

  3511 W Van Buren St, Chicago, IL 60624

  This classic greystone two-flat presents a strong investment opportunity in the rapidly improving West Side of Chicago. Situated on a quiet residential street, the property features two spacious three-bedroom units, each offering large rooms, walk-in closets, and excellent layout potential. This is an ideal value-add opportunity for investors or rehabbers looking to build equity. The second-floor

  

  Allan McLeod-Smith

  Smith and Jones Realty, LLC

  (872) 309-2582

  3511 W Van Buren St, Chicago, IL 60624
• 

  

  /26

  $192,500

  • 4 Beds
  • 2 Baths

  7149 S Wood St, Chicago, IL 60636

  Solid as-is opportunity with no seller repairs-perfect for the savvy buyer seeking a smart investment. Featuring 2 spacious 2-bedroom units, currently occupied by family tenants on a month-to-month basis. With a little sweat equity, this property has strong potential to generate steady cash flow for either an investor or an owner-occupant. We're seeking serious, qualified buyers only-cash or bank

  

  Jertheus Butts

  Coldwell Banker Realty

  (773) 985-3006

  7149 S Wood St, Chicago, IL 60636
• 

  

  /3

  $70,000

  • Land
  • 0 Acre

  847 N Homan Ave, Chicago, IL 60651

  Prime Buildable Lot in Hot Humboldt Park! Fantastic opportunity to own vacant land in the thriving Humboldt Park neighborhood. Zoned RS-3, this lot is ideal for building a spacious single-family home or a multi-unit investment property. Surrounded by new construction and beautifully rehabbed homes, the area continues to grow in value. Sold as-is. No disclosures or survey provided. Whether you're

  

  Ericka Taylor

  Coldwell Banker Realty

  (773) 345-7911

  847 N Homan Ave, Chicago, IL 60651
• 

  

  /17

  $489,900

  • 7 Beds
  • 3 Baths

  7924 S Peoria St, Chicago, IL 60620

  Welcome to 7924 S Peoria St, a fantastic 3 unit building situated in a vibrant neighborhood just minutes from downtown Chicago and public transportation. This well maintained property is perfect for both homeowners and savvy investors looking to capitalize on the thriving rental market. Unit 1 is currently vacant, offering a blank canvas for new owners or tenants to personalize their space. This

  

  Jerry Goodwin

  Coldwell Banker Realty

  (872) 253-8929

  7924 S Peoria St, Chicago, IL 60620
• 

  

  /15

  $375,000

  • 3 Beds
  • 3 Baths

  2457 W Adams St, Chicago, IL 60612

  Take advantage of this great investment opportunity to acquire this attached 2-unit all brick building in emerging near west side. This building has a 2 bed/1.5 bath duplex down and 1 bed/1 bath on the 2nd floor. Both units with central heat, hardwood floors, tall ceilings, recessed lighting, back porch/deck, and large back yard. The building can live as a single family home or Airbnb due to it's

  

  Armando Chacon

  Century 21 S.G.R., Inc.

  (872) 282-4813

  2457 W Adams St, Chicago, IL 60612
• 

  

  /18

  $349,900

  • 7 Beds
  • 2 Baths

  3906 W Flournoy St, Chicago, IL 60624

  Welcome to 3906 W Flournoy St, a solid brick 2-unit building that perfectly blends comfort and versatility in the heart of West Garfield Park, Chicago. This remarkable property presents an incredible opportunity for savvy investors or families seeking a multigenerational living arrangement. The first-floor unit is a cozy retreat featuring 3 spacious bedrooms and a full bath, thoughtfully designed

  

  Jerry Goodwin

  Coldwell Banker Realty

  (872) 326-9921

  3906 W Flournoy St, Chicago, IL 60624

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