Investment - Homes for Sale in Chicago, IL

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  /40

  $1,100,000

  $99K PRICE DROP

  • 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
• Explore Chicago

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  /19

  $176,000

  $19K PRICE DROP

  • 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

  7847 S Maryland Ave, Chicago, IL 60619
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  /35

  $439,000

  $11K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  1516 S Wabash Ave Unit 1102, Chicago, IL 60605

  Landmark Lofts is an investor-friendly condo association, making this top-floor northeast-corner residence an exceptional opportunity for investors and owner-occupants. Based on estimated market rent for both the residence and deeded heated parking space, the property offers the potential for an upwards-of-6% capitalization rate, subject to buyer verification and operating assumptions. This

  

  Cecil Sabu

  ALLURE Real Estate

  1516 S Wabash Ave Unit 1102, Chicago, IL 60605
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  /23

  $364,990

  $20K PRICE DROP Pending

  • 1 Bed
  • 1 Bath
  • 826 Sq Ft

  420 E Waterside Dr Unit 1802, Chicago, IL 60601

  Experience elevated city living in the heart of Lakeshore East at 420 E Waterside Dr, Unit 1802. This beautifully maintained 1-bedroom, 1-bath residence offers breathtaking south-facing views of the lake, park, and iconic Chicago skyline through expansive floor-to-ceiling windows that fill the home with natural light. The open-concept floor plan is designed for both comfortable everyday living

  

  Cathy Wu

  AiHome Realty Group LLC

  420 E Waterside Dr Unit 1802, Chicago, IL 60601
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  /32

  $169,900

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  4306 N Keystone Ave Unit 303, Chicago, IL 60641

  Fantastic opportunity in the heart of Old Irving Park! This freshly painted, 3rd-floor, 1-bedroom condo features hardwood floors throughout, an open-concept layout, a spacious kitchen with abundant counter space, and a ceramic-tile bathroom. Additional highlights include assigned parking and convenient on-site laundry. Investor-friendly building located on a quiet side street, just minutes from

  

  Ted Krzysztofiak

  RE/MAX City

  4306 N Keystone Ave Unit 303, Chicago, IL 60641
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  /30

  $127,900

  Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 1,116 Sq Ft

  218 N Hamlin Blvd, Chicago, IL 60624

  This is half duplex and has no association fees. The property is in need of TLC and will require some efforts on the buyer to bring the home into acceptable condition. The property is being sold "AS IS" so the buyer will be responsible to due their diligence. The property is in a very attractive location with the park being located across the street and you have a 2 car garage at the rear of the

  

  Otis Lazich

  Capital Investment Realty Group Inc

  218 N Hamlin Blvd, Chicago, IL 60624
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  /19

  $68,900

  $31K PRICE DROP Pending

  • 2 Beds
  • 1 Bath
  • 925 Sq Ft

  6945 S Chappel Ave Unit 3A, Chicago, IL 60649

  Opportunity Just Got More Affordable here! If you've been waiting for the right combination of value, location, and potential, your patience just paid off. With a recent price modification, this condo now offers an even more compelling opportunity to own in one of Chicago's well-established South Shore communities. Featuring a comfortable layout designed for everyday living, this unit offers a

  

  Tamika Marks

  Trademarks & Associates

  6945 S Chappel Ave Unit 3A, Chicago, IL 60649
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  /20

  $329,900

  • 8,302 Sq Ft

  7135 S East End Ave, Chicago, IL 60649

  Six Units. Twelve Bedrooms. One Serious Investment Opportunity. If you've been looking for a multifamily property with size, consistency, and room to create value, 7133-7135 S East End Avenue deserves your attention. This substantial 6-unit building features six 2-bedroom, 1-bath apartments, giving an investor a consistent unit mix throughout the property. Each unit offers a living room, separate

  

  Tamika Marks

  Trademarks & Associates

  7135 S East End Ave, Chicago, IL 60649
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  /31

  $75,000

  • 2 Beds
  • 1 Bath
  • 1,085 Sq Ft

  659 W 116th Place, Chicago, IL 60628

  SELLER HEARD THE MARKET - AND THE PRICE HAS BEEN CORRECTED! You looked. You calculated. Maybe you even said, "I like the opportunity...but the numbers need to make more sense." Message received. The price on this one has been repositioned, creating a fresh opportunity for investors, rehabbers, and buyers who aren't afraid of a project with serious transformation potential. This 2-bedroom, 1-bath

  

  Tamika Marks

  Trademarks & Associates

  659 W 116th Place, Chicago, IL 60628
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  /18

  $860,000

  $99K PRICE DROP

  • 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

  1656 W Hollywood Ave, Chicago, IL 60660
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  /25

  $71,250

  $4K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft

  11519 S Kedzie Ave Unit 57, Merrionette Park, IL 60803

  PRICE IMPROVED - A NEW PRICE MEANS A NEW OPPORTUNITY! If you've been watching 11519 S Kedzie, now is the time to take another look. This 1-bedroom, 1-bath end-unit condo offers a comfortable layout, hardwood floors, and a private balcony-all at a newly improved price designed to get buyers moving. Enjoy the added privacy along with the convenience of an assessment that includes heat and water.

  

  Tamika Marks

  Trademarks & Associates

  11519 S Kedzie Ave Unit 57, Merrionette Park, IL 60803
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  /43

  $385,000

  $15K PRICE DROP

  • 7 Beds
  • 3 Baths

  5219 S Peoria St, Chicago, IL 60609

  Great opportunity in Chicago's Back of the Yards neighborhood! This 2-unit property offers flexibility for both investors and owner-occupants. The first-floor unit features 3 bedrooms and 1 full bath and is currently tenant occupied, providing immediate rental income. The vacant second-floor unit also offers 3 bedrooms and 1 full bath, making it an excellent option to move in while collecting

  

  Elizabeth Goodchild

  Realty of America

  5219 S Peoria St, Chicago, IL 60609
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  /51

  $459,000

  Pending

  • 8 Beds
  • 3 Baths

  1542 S Drake Ave, Chicago, IL 60623

  Great opportunity to own a 3-unit property with investment or owner-occupant potential. The property offers flexibility for investors or buyers looking to live in one unit while generating rental income from the additional units. Located in a neighborhood with continued growth and potential. Sold As-Is where is.

  

  Brandice Hampton

  Baird & Warner

  1542 S Drake Ave, Chicago, IL 60623
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  /6

  $375,000

  $25K PRICE DROP

  • 7 Beds
  • 3 Baths

  8039 S Marquette Ave, Chicago, IL 60617

  Great investment opportunity at 8039 S Marquette! This solid 3-unit building offers strong income potential with each unit featuring its own separate heating system-an attractive benefit for both owners and tenants. The property includes three spacious units with functional layouts and ample natural light. While some updating is needed, this presents the perfect opportunity to add value and

  

  Tammy Jackson

  KM Realty Group, LLC

  8039 S Marquette Ave, Chicago, IL 60617
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  /13

  $399,999

  • 7 Beds
  • 2 Baths

  11025 S King Dr, Chicago, IL 60628

  Well-maintained 2-flat on historic King Drive offering the perfect opportunity to house hack or add a turnkey property to your investment portfolio. Unit 1 features 3 bedrooms, while Unit 2 offers 4 spacious bedrooms. With one unit becoming vacant soon, an owner-occupant can move in. The property features hardwood floors, ceramic-tiled kitchens and baths, fireplaces, individual heat and central

  

  Melanie Miller

  Keller Williams ONEChicago

  11025 S King Dr, Chicago, IL 60628
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  /25

  $349,900

  $10K PRICE DROP Pending

  • 4 Beds
  • 2 Baths

  8213 S Indiana Ave, Chicago, IL 60619

  A PRICE IMPROVEMENT JUST MADE THIS BRICK BEAUTY EVEN MORE ATTRACTIVE! New price and a renewed opportunity! Sometimes the right property circles back around-and this classic brick 2-unit in Chatham is making its encore appearance with even more reason to take another look. If you missed it before, this may be the opportunity you've been waiting for-but don't count on a third chance. Whether you're

  

  Tamika Marks

  Trademarks & Associates

  8213 S Indiana Ave, Chicago, IL 60619
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  /2

  $600,000

  • Land
  • 40,510 Sq Ft
  • $645,161 per Acre

  7016 S East End Ave, Chicago, IL 60649

  Exceptional development opportunity in the heart of South Shore. This expansive 40,453 SF parcel (250' x 163') is zoned RT-4 and offers outstanding potential for a luxury single-family residence, duplex development, or multi-unit residential project. Surrounded by mature trees and positioned on a beautiful residential block, the site is ideally located near the Obama Presidential Center, Lake

  

  Richard Lomax

  Fulton Grace Realty

  7016 S East End Ave, Chicago, IL 60649
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  /30

  $289,999

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

  6500 S Minerva Ave Unit 3N, Chicago, IL 60637

  Welcome to 6500 S. Minerva Avenue, Unit 3N, a spacious 2-bedroom, 2-bathroom condo in Chicago's Woodlawn neighborhood near the University of Chicago, Hyde Park, Jackson Park, Lake Michigan, and the Obama Presidential Center. A deeded parking space, in-unit laundry, private balcony, hardwood flooring, low monthly assessments, and no rental restrictions add exceptional flexibility and value. The

  

  Tina Hollins

  Coldwell Banker Realty

  6500 S Minerva Ave Unit 3N, Chicago, IL 60637
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  /40

  $799,000

  • 5 Beds
  • 2.5 Baths
  • 2,120 Sq Ft

  4104 N Richmond St, Chicago, IL 60618

  A 1910 Classic Reimagined with Scandinavian Style - East Irving Park **MOTIVATED SELLER RELOCATING.** Less than .2 miles from Horner Park and the Chicago River, this home pairs the character of a 1910 build with clean, Swedish-inspired updates. Vintage hardwood floors, light-filled rooms, and a pared-back aesthetic throughout three finished levels. There are plenty of flex options with this

  

  Elizabeth Goodchild

  Realty of America

  4104 N Richmond St, Chicago, IL 60618
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  /38

  $265,000

  • 6 Beds
  • 2 Baths

  6637 S Rhodes Ave, Chicago, IL 60637

  Woodlawn is a vibrant community with historical roots near Lake Michigan and the new Obama Center, featuring numerous new developments. This neighborhood is ideal for both new investments and your future home. Each unit includes 3 bedrooms, a living room, a dining room, and an eat-in kitchen. The enclosed porches provide additional storage space, and each unit is equipped with hookups for washers

  

  Otis Lazich

  Capital Investment Realty Group Inc

  6637 S Rhodes Ave, Chicago, IL 60637
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  /27

  $269,000

  $11K PRICE DROP

  • 6 Beds
  • 3 Baths

  7611 S Green St, Chicago, IL 60620

  Opportunity knocks in the heart of Auburn Gresham! Whether you're an investor looking to expand your portfolio or an owner-occupant ready to build long-term wealth, this solid brick 2-flat offers exceptional value at under $300,000. The spacious first-floor unit duplexes into the basement and features 3 bedrooms and 1 full bathrooms, and 1/2 bathroom providing the feel and functionality of a

  

  Melanie Miller

  Keller Williams ONEChicago

  7611 S Green St, Chicago, IL 60620
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  /34

  $550,000

  Pending

  • 6 Beds
  • 4 Baths

  6144 W School St, Chicago, IL 60634

  Multiple offers received, highest and best due by Sunday 10pm, seller to review the offers Monday morning and make a decision. Exceptional value and an outstanding investment opportunity! This well-maintained, solid 2-unit building with a finished in-law apartment offers generous living space, numerous major updates, and excellent income potential. The first-floor unit features approximately

  

  Kinga Korpacz

  Exit Realty Redefined

  6144 W School St, Chicago, IL 60634
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  /23

  $477,500

  $8K PRICE DROP

  • 9 Beds
  • 3 Baths

  6728 S Langley Ave, Chicago, IL 60637

  6728 S Langley Ave offers a rare blend of historic Chicago architecture and modern lifestyle potential. This stately three unit masonry residence stands with quiet confidence on a treelined West Woodlawn block. Inside, nearly 4,000 square feet of living space unfold across sun filled rooms, tall ceilings, and flexible layouts that invite both comfort and creativity. Each unit is thoughtfully

  

  Daisy Neal

  Daisy Neal

  6728 S Langley Ave, Chicago, IL 60637
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  /23

  $899,900

  • 9 Beds
  • 6 Baths

  6508 S Ingleside Ave, Chicago, IL 60637

  FOR A LIMITED TIME, THE DEVELOPER IS OFFERING A SELLER CONTRIBUTION EQUAL TO TWO POINTS OF THE PURCHASE PRICE THAT BUYERS CAN USE TOWARD AN INTEREST-RATE BUYDOWN. Introducing a stunning newer construction 3-unit building in the heart of Woodlawn-an exceptional, income-producing investment opportunity in one of Chicago's most rapidly evolving neighborhoods. With two units currently rented and Unit

  

  Richard Lomax

  Fulton Grace Realty

  6508 S Ingleside Ave, Chicago, IL 60637
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  /16

  $254,900

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  1133 W Grace St Unit G, Chicago, IL 60613

  Spacious 1-bedroom Lakeview condo near Wrigleyville offering generous room sizes and the conveniences buyers want for Chicago living. The open kitchen features granite countertops, ample cabinetry and stainless steel appliances and flows into a large living area with hardwood floors and plenty of space to relax, entertain or work from home. The oversized bedroom, updated full bath, in-unit washer

  

  Tiana Key

  Redhawk Realty IL

  1133 W Grace St Unit G, Chicago, IL 60613
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  /4

  $299,000

  Pending

  • 7 Beds
  • 2 Baths

  Unlisted Address

  Great investment opportunity in Chicago's Austin neighborhood! This two-unit multifamily property offers excellent potential for investors looking to add value and build equity. The property features two separate units and is located near local amenities, transportation, and neighborhood conveniences. Please reach out for additional details and interior photos.

  

  Brandice Hampton

  Baird & Warner

  Unlisted Address
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  /30

  $125,000

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  2212 E 70th St Unit 1B, Chicago, IL 60649

  Welcome to this beautifully renovated condo, thoughtfully updated in 2024 and nestled in the heart of Chicago's desirable South Shore neighborhood. This move-in-ready home features modern finishes, a functional layout, and a brand-new in-unit washer/dryer combo for added convenience. HOA dues include water and heat, making for easy, low-maintenance living. Ideally located just minutes from Lake

  

  Rafay Qamar

  Real Broker LLC

  2212 E 70th St Unit 1B, Chicago, IL 60649
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  /29

  $195,000

  Pending

  • 3 Beds
  • 2 Baths
  • 704 Sq Ft

  1016 W 57th St, Chicago, IL 60621

  This charming frame 3 bed 2 bath property says...Welcome home! A residence filled with character, comfort, and opportunity. This inviting home combines functional living space with the chance to add your own personal style and enhancements over time. Step inside to find a welcoming living and dining room combination that creates an open and connected atmosphere for everyday living, entertaining,

  

  Tamika Marks

  Trademarks & Associates

  1016 W 57th St, Chicago, IL 60621
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  /21

  $400,000

  $45K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  111 E Chestnut St Unit 30G, Chicago, IL 60611

  Experience elevated city living in this meticulously maintained 1-bedroom, 1-bath condo offering approximately 1,000 square feet of thoughtfully designed living space. Bathed in natural light from floor-to-ceiling west-facing windows, this inviting home features engineered hardwood floors, freshly painted walls, and breathtaking sunset views that can be enjoyed every evening from the comfort of

  

  Victoria Waliczek

  Coldwell Banker Realty

  111 E Chestnut St Unit 30G, Chicago, IL 60611
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  /9

  $999,000

  • 6 Beds
  • 5 Baths

  2423 W Moffat St, Chicago, IL 60647

  GET 2-HOMES FOR THE PRICE OF ONE! Make 1- your Primary home, rent the other ****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

  

  Edgar R. Guerrero

  REMAX Legends

  2423 W Moffat St, Chicago, IL 60647
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  /11

  $149,900

  Pending

  • 4 Beds
  • 2 Baths
  • 1,000 Sq Ft

  7204 S Rhodes Ave, Chicago, IL 60619

  Let's face it....this market has really been a challenge for some buyers when it comes to finding their own place and space in todays market. But we are here to tell you that this very quaint hidden gem is ready for it's new owner. Perfect for a first time home buyer. Even though its a house, it gives you a condo/duplex feel. Few places offer an all-brick, four-bedroom, two-bath home at this

  

  O'Neia Washington

  O W Auction Group LLC

  7204 S Rhodes Ave, Chicago, IL 60619
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  /26

  $5,700,000

  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 mostly remodeled with updated kitchens and bathrooms, offering strong rental appeal and low

  

  Michael Stangel

  @properties Christie's International Real Estate

  1508 W Farwell Ave, Chicago, IL 60626
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  /26

  $274,900

  Pending

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  2930 N Sheridan Rd Unit 702, Chicago, IL 60657

  Welcome home to this 2 bedroom condo, steps from Lake Michigan & garage parking included in the price! Located in the heart of East Lakeview, this full-amenity building has so much to offer, like the amazing 360 degree roof deck views of Chicago & Lake Michigan. This condo features 2 bedrooms, super convenient in-unit washer/dryer, almost floor to ceiling windows that flood the unit with

  

  Patrick Kosnick

  @properties Christie's International Real Estate

  2930 N Sheridan Rd Unit 702, Chicago, IL 60657
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  /29

  $457,900

  Pending

  • 5 Beds
  • 3 Baths

  2416 N Rutherford Ave, Chicago, IL 60707

  Exceptional investment opportunity in the sought-after Montclare neighborhood! This well-maintained legal two-unit building offers the perfect combination of income potential, flexible living arrangements, and long-term value. The first-floor unit features 2 bedrooms and 1 full bathroom and is duplexed to a finished lower level, creating an expansive living space complete with an additional

  

  Izzy Corona

  Premiere Realty Group Inc

  2416 N Rutherford Ave, Chicago, IL 60707
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  /2

  $119,999

  $5K PRICE DROP

  • 4 Beds
  • 2 Baths

  7327 S Kimbark Ave, Chicago, IL 60619

  Great investment opportunity with strong upside potential! This frame two-flat features two units, each offering 2 bedrooms and 1 bathroom, providing solid rental income possibilities. Both units are currently occupied with month-to-month tenants, making this an ideal option for investors looking for immediate cash flow. While the property does require repairs, it presents a fantastic chance to

  

  Conrad Carpenter

  City & Suburbs Realty, Inc.

  7327 S Kimbark Ave, Chicago, IL 60619
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  /7

  $215,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths

  9211 S Clyde Ave, Chicago, IL 60617

  Excellent opportunity to own a solid two unit building in Calumet Heights with tremendous upside for both investors and owner occupants looking to house hack. The first floor features a one bedroom apartment, while the second floor offers a two bedroom layout, each with separate utilities. The full unfinished basement presents the potential to duplex with the first floor, creating additional

  

  Omar Sanchez

  Habloft LLC

  9211 S Clyde Ave, Chicago, IL 60617
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  /25

  $900,000

  $98K PRICE DROP Pending

  • 6,381 Sq Ft

  6044 N Mozart St, Chicago, IL 60659

  Exceptional Investment Opportunity - Legal 5-Unit Building on an Extra-Wide Lot! Don't miss this rare opportunity to own a legal 5-unit apartment building situated on an oversized 66' x 124' lot in the highly desirable West Ridge neighborhood, just steps from Mather Park and Mather High School. All five apartments are located above grade, providing bright and comfortable living spaces. The

  

  Ryan Luu

  Real People Realty

  6044 N Mozart St, Chicago, IL 60659
• 

  

  /15

  $350,000

  $25K PRICE DROP Pending

  • 9 Beds
  • 3 Baths

  7927 S Langley Ave, Chicago, IL 60619

  Exceptional investment opportunity at 7927 S Langley! This maintained multi-unit building features three spacious units, including one oversized 4-bedroom unit and two generous 3-bedroom units-ideal for maximizing rental income or owner-occupant living. Each unit offers ample living space, well-proportioned bedrooms, and functional layouts designed for comfort and convenience. Additionally, each

  

  Tammy Jackson

  KM Realty Group, LLC

  7927 S Langley Ave, Chicago, IL 60619
• 

  /2

  $479,000

  $21K PRICE DROP

  • 4 Beds
  • 2 Baths

  1711 N Austin Ave, Chicago, IL 60639

  - 2-Flat Building in Austin - Perfect for Investors or Owner-Occupants! An excellent investment opportunity awaits in the Austin neighborhood! This property features a spacious 2-flat building, both units are currently occupied. Each unit offers plenty of natural light and spacious layouts. Rental Income $1,600 + $1,600 + $1,450. The full basement provides ample storage or the option for

  

  Bill Eliopoulos

  Cosmos Realty Investors, Inc.

  1711 N Austin Ave, Chicago, IL 60639
• 

  

  /9

  $179,900

  $10K PRICE DROP Pending

  • 5 Beds
  • 2 Baths

  11317 S Edbrooke Ave, Chicago, IL 60628

  Excellent opportunity for investors or owner-occupants! This investor-friendly 2-flat duplex offers the perfect chance to live in one unit while generating income from the other, or maximize cash flow by renting both units. The property is ready for your creative vision with minor cosmetic updates and presents immediate income-producing potential. Conveniently located near parks, schools,

  

  Keynu Chambers-McLoyd

  Coldwell Banker Realty

  11317 S Edbrooke Ave, Chicago, IL 60628

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