Investment - Homes for Sale in Chicago, IL

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  /35

  $479,900

  $5K PRICE DROP Pending

  • 6 Beds
  • 2 Baths

  4351 W Maypole Ave, Chicago, IL 60624

  Renovated Greystone 2-Unit Building with Value-Add Potential in West Garfield Park. Welcome to 4351 W Maypole Ave, a beautifully rehabbed multi-family Greystone nestled on a well-maintained, pride-filled block in Chicago's rapidly growing West Garfield Park neighborhood. This turnkey 2-unit property offers the perfect blend of modern updates, classic Chicago charm, and additional upside with a

  

  Edgar R. Guerrero

  REMAX Legends

  4351 W Maypole Ave, Chicago, IL 60624
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  /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

  4355 W Le Moyne St, Chicago, IL 60651
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  /2

  $295,000

  • 7 Beds
  • 2 Baths

  427 N Lawndale Ave, Chicago, IL 60624

  Discover an outstanding investment or owner-occupant opportunity with this beautifully updated brick two-flat nestled on a quiet, tree-lined dead-end street in the heart of Humboldt Park. Perfectly positioned just steps from the Garfield Park Conservatory, this well-maintained property combines strong rental potential with an unbeatable location. Each spacious unit offers generous living space,

  

  Rafay Qamar

  Real Broker LLC

  427 N Lawndale Ave, Chicago, IL 60624
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  /18

  $1,299,000

  • 4 Beds
  • 5 Baths

  2127 N Winchester Ave, Chicago, IL 60614

  Exceptional investment opportunity in Chicago's Bucktown neighborhood. This fully rented three-unit walkup offers strong income potential and modern finishes throughout, making it an ideal addition to any investor's portfolio. The property consists of two 1-bedroom, 1-bathroom units and a spacious 2-bedroom, 2.5-bathroom duplex owner's unit. All three apartments feature stone countertops,

  

  Erik Schwab

  Corcoran Urban Real Estate

  2127 N Winchester Ave, Chicago, IL 60614
• 

  

  

  /12

  $99,000

  Pending

  • 4 Beds
  • 2 Baths

  9737 S Prairie Ave, Chicago, IL 60628

  Attention Buy-and-Hold Investors-Your Next Project Starts Here! Some properties are looking for a fresh coat of paint, this one is looking for a fresh start. Welcome to 9737 S Prairie Ave, a classic brick 2-flat offering the kind of opportunity that experienced investors are always searching for. Each unit features 2 bedrooms and 1 full bath, providing a functional layout ready to be completely

  

  Tamika Marks

  Trademarks & Associates

  9737 S Prairie Ave, Chicago, IL 60628
• 

  

  /23

  $930,000

  Pending

  • 9 Beds
  • 6 Baths

  6500 S Ingleside Ave, Chicago, IL 60637

  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 #3 vacant, this property offers immediate cash flow with the added flexibility for an owner-occupant or premium lease-up. This beautifully designed building

  

  Richard Lomax

  Fulton Grace Realty

  6500 S Ingleside Ave, Chicago, IL 60637
• 

  

  /22

  $195,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,150 Sq Ft

  5353 S Princeton Ave, Chicago, IL 60609

  Welcome to 5353 S Princeton Ave: this home offers comfort, character, and room to make it your own. Whether you're a first-time homebuyer, downsizing, or looking for your next investment, this property presents an excellent opportunity. Inside, you'll find a functional layout with comfortable living spaces, generous natural light, and an inviting feel. The lower level provides additional flexible

  

  Vikky Kaufman

  Coldwell Banker Realty

  5353 S Princeton Ave, Chicago, IL 60609
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  /12

  $849,000

  • 14,841 Sq Ft

  5410 S Indiana Ave, Chicago, IL 60615

  Nestled in the heart of Chicago's rapidly growing Washington Park neighborhood, this fully occupied, six-unit building offers a blend of stable cash flow and exceptional future potential. Located near the University of Chicago and the expansive Washington Park, this property is positioned to benefit from the area's ongoing development, including the future Obama Presidential Center. With property

  

  Paul Frischer

  Berkshire Hathaway HomeServices Chicago

  5410 S Indiana Ave, Chicago, IL 60615
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  /32

  $450,000

  Pending Pre-Foreclosure

  • 8 Beds
  • 3 Baths

  8841 S Muskegon Ave, Chicago, IL 60617

  Step into a standout investment opportunity with this 3-unit building perfect for investors or owner occupants! Completely rehabbed in 2023, this property offers the perfect mix of modern upgrades and strong income potential including all-new electrical and plumbing systems, stylish kitchens and bathrooms, stainless steel appliances, and classic hardwood flooring throughout. The building includes

  

  Stephen Taylor

  HomeSmart Realty Group

  8841 S Muskegon Ave, Chicago, IL 60617
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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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  /35

  $199,000

  $11K PRICE DROP Pending

  • 3 Beds
  • 2 Baths
  • 939 Sq Ft

  2910 E 138th Place, Chicago, IL 60633

  Welcome to Burnham's one of a kind home, set on 1.4 acres of land! This property features 3 bedrooms, 2 bathrooms and a 2 car garage. Full basement features extra space for personalization, Walk-out access to a spacious backyard. The living room, dining room, and bedrooms showcase beautiful hardwood flooring. Large driveway for more parking. This property offers a perfect blend of space,

  

  Veronica Luna

  Realty of America, LLC

  2910 E 138th Place, Chicago, IL 60633
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  /25

  $360,000

  • 4 Beds
  • 2 Baths

  8213 S Indiana Ave, Chicago, IL 60619

  Back on the Market! This Brick Beauty isn't Ready to Say Goodbye Just Yet! Sometimes the right opportunity circles back around... and this classic brick 2-unit in Chatham is making an encore appearance! If you missed it the first time, here's your second chance-but don't assume it'll wait around for a third. Whether you're looking to expand your investment portfolio, create a multi-generational

  

  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
• 

  

  /23

  $930,000

  • 9 Beds
  • 6 Baths

  6506 S Ingleside Ave, Chicago, IL 60637

  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 #3 vacant, this property offers immediate cash flow with the added flexibility for an owner-occupant or premium lease-up. This beautifully designed building

  

  Richard Lomax

  Fulton Grace Realty

  6506 S Ingleside Ave, Chicago, IL 60637
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  /24

  $79,900

  • 6 Beds
  • 2 Baths

  4224 W Maypole Ave, Chicago, IL 60624

  EXPERIENCED Investor opportunity in West Garfield Park! This solid brick 2-flat REQUIRES A FULL REHAB and offers excellent value-add potential with two spacious units, each featuring 3 bedrooms, 1 bathroom, separate living and dining rooms, and a functional floor plan. The property is being sold as-is and presents an opportunity for full renovation and long-term investment in a neighborhood

  

  Tiana Key

  Redhawk Realty IL

  4224 W Maypole Ave, Chicago, IL 60624
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  /11

  $249,999

  Pending

  • 2 Beds
  • 1 Bath

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

  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 Red Line, Loyola University, and the lakefront! This 2-bedroom, 1-bath unit features hardwood floors throughout,

  

  Safwan Patel

  YOUMU VENTURES LLC

  6711 N Lakewood Ave Unit 2N, Chicago, IL 60626
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  /35

  $180,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,581 Sq Ft

  401 E 91st St, Chicago, IL 60619

  Welcome to 401 E. 91st Street, Chicago, IL, a well-maintained home offering comfort, functionality, and tremendous potential. This inviting residence features 2 spacious bedrooms, 2.5 bathrooms, a versatile den that can serve as a home office, guest room, or additional living space, and an open-concept layout that creates a bright and welcoming atmosphere. Offering approximately 1,581 square feet

  

  Jertheus Butts

  Coldwell Banker Realty

  401 E 91st St, Chicago, IL 60619
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  /27

  $280,000

  Pending

  • 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 2 full bathrooms, providing the feel and functionality of a single-family home.

  

  Melanie Miller/ Eunique Gill

  Keller Williams ONEChicago

  7611 S Green St, Chicago, IL 60620
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  /34

  $550,000

  • 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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  /22

  $480,000

  $5K PRICE DROP Pending

  • 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 threeunit masonry residence stands with quiet confidence on a treelined West Woodlawn block. Inside, nearly 4,000 square feet of living space unfold across sunfilled 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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  /36

  $449,000

  $31K PRICE DROP

  • 4 Beds
  • 2 Baths

  3504 S Maplewood Ave, Chicago, IL 60632

  This charming two-unit building at 3504 S. Maplewood St. offers an excellent investment or owner-occupied opportunity, featuring two spacious units each with two bedrooms and one bathroom. Both units have been fully updated with new kitchens, fresh paint, and new appliances, providing modern comfort and move-in readiness. The property also includes a two-car garage and a large backyard, perfect

  

  Evan Peng

  Landmark Property Group Realty, LLC

  3504 S Maplewood Ave, Chicago, IL 60632
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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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  /41

  $270,000

  Pending

  • 5 Beds
  • 2 Baths

  7118 S Aberdeen St, Chicago, IL 60621

  Don't miss this fantastic opportunity to own a well-maintained Chicago 2-flat that's perfect for an owner-occupant or investor. The spacious first-floor owner's unit is duplexed to the basement, providing expanded living space ideal for entertaining, a recreation room, home office, or additional living area. The second-floor unit features generously sized bedrooms and a comfortable layout ready

  

  Omar Sanchez

  Habloft LLC

  7118 S Aberdeen St, Chicago, IL 60621
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  /21

  $445,000

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

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

  Look No Further!! Parking is included in the price, AND the sellers are offering a generous $10K buyer credit at closing that can be used toward closing costs or the installation of an in-unit washer and dryer, making this an incredible opportunity for buyers seeking both value and flexibility. Experience elevated city living in this meticulously maintained 1-bedroom, 1-bath condo offering

  

  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
• 

  

  /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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  /44

  $479,000

  $8K PRICE DROP Pending

  • 5 Beds
  • 3 Baths

  1400 N Lawndale Ave, Chicago, IL 60651

  Welcome to this beautifully remodeled multi-unit residence situated on a corner lot in the vibrant Humboldt Park neighborhood. Operating at an 8.5% cap rate, each unit has been thoughtfully updated with modern amenities, offering the perfect blend of comfort and convenience. All units feature modern updates including granite counters and stainless steel appliances in every unit, ceramic tile

  

  Rafay Qamar

  Real Broker LLC

  1400 N Lawndale Ave, Chicago, IL 60651
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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
• 

  

  /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
• 

  

  /36

  $365,000

  Pending

  • 6 Beds
  • 3 Baths

  7807 S Evans Ave, Chicago, IL 60619

  Don't miss this beautifully renovated two-unit property offering modern finishes, spacious floor plans, and excellent income potential. The first-floor duplex-down unit features 4 spacious bedrooms and 2 full bathrooms, creating the perfect layout for a large family or premium rental. This stunning unit boasts granite countertops, stainless steel appliances, hardwood flooring throughout the main

  

  Tammy Jackson

  KM Realty Group, LLC

  7807 S Evans Ave, Chicago, IL 60619
• 

  /2

  $124,999

  • 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
• 

  

  /11

  $585,900

  • 9 Beds
  • 6 Baths

  8106 S Langley Ave, Chicago, IL 60619

  THIS BEAUTIFUL THREE-UNIT BRICK BUILDING PRESENTS A RARE INVESTMENT OPPORTUNITY IN THE HIGHLY SOUGHT-AFTER CHATHAM COMMUNITY. CURRENTLY, TWO UNITS ARE OCCUPIED WITH LEASES. THE BUILDING BOASTS THREE EXPANSIVE UNITS, EACH FEATURING THREE BEDROOMS AND TWO BATHROOMS. EACH UNIT INCLUDES STAINLESS KITCHEN APPLIANCES AND WASHER-DRYERS. THE GARDEN UNIT IS EQUALLY IMPRESSIVE, OFFERING THREE SPACIOUS

  

  Robin Saka

  Stages Real Estate LLC

  8106 S Langley Ave, Chicago, IL 60619
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  /13

  $185,000

  Pending

  • 1 Bed
  • 1 Bath

  1348 W Estes Ave Unit 1S, Chicago, IL 60626

  PERFECT FOR HOMEOWNERS OR INVESTORS! Freshly painted throughout with just-restained hardwood floors, this 1 bed, 1 bath condo shines bright with natural light and an open layout. Cozy up by the gas fireplace in the separate living room, and enjoy the dining room's elegant crown molding and tray ceiling, a beautiful spot for entertaining off the kitchen. All stainless appliances complete the

  

  Mark Miles

  Spot Real Estate

  1348 W Estes Ave Unit 1S, Chicago, IL 60626
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  /7

  $240,000

  • 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
• 

  

  /38

  $71,250

  Pending

  • 4 Beds
  • 2 Baths

  5538 S Perry Ave, Chicago, IL 60621

  Step on up...don't be shy! This frame 2-unit is looking for its next owner, and thanks to a recent price improvement, the invitation just got a lot more attractive. Whether you're searching for a property with potential, a place to make your own, or an opportunity to add value through thoughtful updates, this could be the one that earns a spot at the top of your list. Featuring 2 bedrooms and 1

  

  Tamika Marks

  Trademarks & Associates

  5538 S Perry Ave, Chicago, IL 60621
• 

  

  /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

  • 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

  $489,000

  $11K 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

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