Investment - Homes for Sale in Chicago, IL

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  /10

  $110,000

  • 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 $1,500 per month, though they are only making partial payments and may require future eviction or rental enforcement. Easy show making this a straightforward transition for an investor. The property is priced well under market value,

  Damaris Santiago Manage Chicago, Inc.

  6415 S Eberhart Ave, Chicago, IL 60637
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  /32

  $889,000

  • 7 Beds
  • 5 Baths

  3003 N Ashland Ave, Chicago, IL 60657

  Located in the vibrant and highly desirable Lakeview neighborhood of Chicago, this property presents a unique opportunity for both investors and owner-occupiers. It is a 3-flat with a coach house. Currently, the first-floor space is rented as a one-bedroom, one-bathroom residence, Buyers should perform their own due diligence regarding the permitted use of this space. Long-term tenants are in

  Olga Kocherlk Coldwell Banker Realty

  3003 N Ashland Ave, Chicago, IL 60657
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  /12

  $84,900

  • 6 Beds
  • 2 Baths
  • 1,972 Sq Ft

  220 N Lorel Ave, Chicago, IL 60644

  Attention Investors & Developers: This 2-story, 6-bedroom single-family home in the heart of Austin is ready for a complete gut rehab or redevelopment. Located on a spacious lot, this property offers endless potential for the right buyer. With soaring property values in the area, this is an ideal opportunity for a fix-and-flip, rental income, or new construction. Property sold as-is. Bring your

  Jose Juarbe Nelly Corp Realty

  220 N Lorel Ave, Chicago, IL 60644
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  /21

  $948,500

  3141 N Central Park Ave, Chicago, IL 60618

  Hot Avondale Investment Opportunity! Well-maintained solid brick legal 3-flat plus an attic unit, perfectly situated near top restaurants, shops, and public transportation. New HVAC system and ductwork for both a first and second floor. Kitchens and baths remodeled and new appliances added. Newer roof, tuckpointing and back porch! Hardwood floors and many more updates. It is well-suited for an

  Misael Chacon Beycome brokerage realty LLC

  3141 N Central Park Ave, Chicago, IL 60618
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  /22

  $529,900

  • 8 Beds
  • 3 Baths

  1105 S Richmond St, Chicago, IL 60612

  Step Into An Incredible Opportunity In The Heart Of North Lawndale. This Three-Unit Building Has Been Thoughtfully Cared For Over The Years, A Testament To Steady Ownership And Pride. With A Newer Roof And Well-Maintained Spaces Throughout, The Property Stands Ready For Its Next Chapter, Whether That Means Becoming Your First Investment Or A Meaningful Addition To Your Growing Portfolio. Moments

  Gaspar Flores Jr. Su Familia Real Estate Inc

  1105 S Richmond St, Chicago, IL 60612
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  /17

  $840,000

  • 8 Beds
  • 4 Baths

  3823 N Lavergne Ave, Chicago, IL 60641

  Solid brick 4-unit building located near Six Corners. Each unit is about 900 SF and features 2 bedrooms and 1 bathroom. Unfinished basement includes coin operated laundry machines. 3 car garage space is fully rented. Building was remodeled in 2011 and has been consistently maintained. Recent improvements include tuck-pointing on the west side, above second floor windows (2025), tuckpointing on

  Advije Ismaili Advije Ismaili

  3823 N Lavergne Ave, Chicago, IL 60641
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  /2

  $62,250

  • Land

  2655 W Lake St, Chicago, IL 60612

  Prime vacant land available! Multiple parcels offered-purchase individually or combine for a larger footprint. Great potential for development, investment, or custom use. Don't miss this versatile opportunity!

  Steve Horvath CRE Advising, LLC

  2655 W Lake St, Chicago, IL 60612
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  /6

  $199,900

  • 5 Beds
  • 2 Baths

  212 N Leamington Ave, Chicago, IL 60644

  2 flat Graystone in Austin Area with 3 bedrooms on 2nd floor, 2 bedrooms on 1st floor, 5 minutes to I-290 expressway. This is a once in a lifetime investment opportunity. Solid 2 flat would make this a remarkable fix and fip candidate / Come and make an offer and have this be your autumn project! Property is being sold occupied / Please Do not disturb Occupants / being sold in AS IS condition /

  Michael Olszewski Area Wide Realty

  212 N Leamington Ave, Chicago, IL 60644
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  /2

  $249,700

  • 6 Beds
  • 2 Baths

  7236 S Michigan Ave, Chicago, IL 60619

  INVESTOR OPPORTUNITY: Classic Brick Two-Flat Sold AS-IS AS-IS SALE PROPERTY HIGHLIGHTS: Welcome to a solid investment opportunity in Greater Grand Crossing! This classic 1923 brick two-flat offers 6 bedrooms, 2 bathrooms across two spacious 3BD/1BA units, plus a detached brick 2-car garage-all sitting on an extra-large lot with excellent bones and strong rental demand fundamentals. PROPERTY

  Henry Jones Manifest Homes Corporation

  7236 S Michigan Ave, Chicago, IL 60619
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  /21

  $325,000

  • 4 Beds
  • 2 Baths

  9534 S Bishop St, Chicago, IL 60643

  Discover an investment that feels like home in the Washington Heights community of Chicago. This well cared for two flat offers comfort, flexibility, and a great chance to build long term equity. Each unit features two inviting bedrooms plus an office, one bathroom, a generous living room, a separate dining room, and an eat in kitchen. There is plenty of space for tenants or future owners to

  Scott Schoon Keller Williams Preferred Rlty

  9534 S Bishop St, Chicago, IL 60643
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  /10

  $249,999

  • 6 Beds
  • 2 Baths

  3109 W Lexington St, Chicago, IL 60612

  ATTENTION ALL INVESTORS OR REHABBERS! This is your chance to finish off your way and make a big profit. Whole building has been gutted to the studs and cleaned up, basement has been dug out but no floor has been pored yet. New roof was put on in 2020, all new windows in 2019, whole building was tuck pointed, and all the stone has been freshly capped in 2023. Solid building to turn this into a 3

  Martyna Tos Northwest Real Estate Group

  3109 W Lexington St, Chicago, IL 60612
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  /23

  $300,000

  • 5 Beds
  • 2 Baths

  8525 S Saginaw Ave, Chicago, IL 60617

  Two-unit property offering an ideal opportunity for homeowners and investors. One unit is vacant and move-in ready, while the other is occupied, providing rental income. Located in a vibrant neighborhood with easy access to shopping, dining, parks, and excellent schools. Well-maintained with strong long-term investment potential.

  Yuliya Onyshchuk Marblestone Property Group LLC

  8525 S Saginaw Ave, Chicago, IL 60617
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  /35

  $380,000

  • 8 Beds
  • 3 Baths

  1613 S Central Park Ave, Chicago, IL 60623

  Beautiful Legal 3-Flat Greystone in North Lawndale! This charming building blends classic Chicago architecture with modern finishes. The second-floor unit features gleaming hardwood floors, 3 spacious bedrooms, 1 full bath, a large updated kitchen, and separate utilities including its own furnace and water heater. The first-floor unit also showcases hardwood flooring, 2 bedrooms, 1 full bath, and

  Jonathan Gil Equity Realty

  1613 S Central Park Ave, Chicago, IL 60623
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  /4

  $249,900

  • 6 Beds
  • 3 Baths
  • 1,900 Sq Ft

  5130 S Whipple St, Chicago, IL 60632

  ATTENTION INVESTORS!!!***GREAT INVESTMENT OPPPRTUNITY*** THIS PROPERTY OFFER EXCEPTIONAL PONTENTIUAL AT AN UNBEATABLE PRICE***SITUATED IN A PRIME LOCATION*** PROPERTY OFFERS A GREAT FOUNDATION TO BUILD YOUR NEXT SUCCESSFUL PROJECT*** BRING ALL YOUR QUALIFIED BUYERS AND INVESTORS*** PROPERTY WILL NOT LAST***

  Marisela Mayorga Mayorga Realty Inc

  5130 S Whipple St, Chicago, IL 60632
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  /41

  $895,000

  • 6 Beds
  • 5 Baths

  3816 W Montrose Ave, Chicago, IL 60618

  This 3-unit property is fully rented and a great income-producing investment opportunity or perfect for a Live/Work owner! The roof was replaced 2 years ago, and both the 2-bed and the coach house have new electrical. The 1600 Sq. Ft. storefront is currently operating as a catering/restaurant business and is on a long-term, month-to-month rent, so that gives flexibility to the new owner. The

  Lora Vasileva Cedar Realty

  3816 W Montrose Ave, Chicago, IL 60618
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  /2

  $17,000

  • Land
  • 0 Acre

  5214 S Princeton Ave, Chicago, IL 60609

  Exceptional Opportunity for Investors and Home Builders This is a rare chance to purchase a buildable lot in Chicago's Fuller Park neighborhood, just minutes from downtown. In addition to this parcel, the same owners are also offering six other nearby lots, each with its own Property Identification Number (PIN) and separate price. These additional lots are not included in the price of the

  Spasoje Bjelica City Realtor INC.

  5214 S Princeton Ave, Chicago, IL 60609
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  /19

  $479,900

  • Studio
  • 1 Bath
  • 907 Sq Ft

  401 N Wabash Ave Unit 2304, Chicago, IL 60611

  This expansive studio spans over 900 square feet, making it the perfect "pied-a-terre" or investment rental unit. Enjoy breathtaking east-facing views of Lake Michigan, the Chicago River, and iconic city landmarks. The studio is impeccably furnished and fully equipped, featuring a Snaidero-designed kitchen with Miele and Sub-Zero stainless steel appliances. The luxurious bathroom includes a

  James Qiu Kale Realty

  401 N Wabash Ave Unit 2304, Chicago, IL 60611
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  /2

  $14,900

  • Land

  5929 S Loomis Blvd, Chicago, IL 60636

  Development Opportunity in West Englewood! This 25x125 lot is zoned RS-3, allowing for a single family or 2 flat property. This location is ideal for those seeking a strategic investment in a rapidly developing area. A mix of modern and newly renovated homes, with continued growth in the area. The Chicago neighborhood is seeing increasing development and revitalization, making this an excellent

  Ronald Ohr Avenue 1 Realty Group

  5929 S Loomis Blvd, Chicago, IL 60636
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  /20

  $175,000

  • 3 Beds
  • 3 Baths
  • 2,496 Sq Ft

  Unlisted Address

  This custom-built home presents a unique opportunity for buyers seeking a home with plenty of space and potential. Home features three spacious bedrooms, three bathrooms, and an expansive three-car garage, enclosed walk-In porch: The home w entryway that connects directly to the garage, living room, bedrooms, three bathrooms, and a well-appointed kitchen, downstairs to a family room, from there

  Johnnie Martin JMAR Realty Group

  Unlisted Address
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  /39

  $360,000

  • 4 Beds
  • 3 Baths

  1436 N Luna Ave, Chicago, IL 60651

  Chicago two-flat, perfect for investors or owner-occupants! Both units are fully vacant and ready for immediate rental income. Each apartment offers 2 bedrooms and 1 bath, providing comfortable, functional layouts. The property also features a full basement with an additional bedroom and bath, offering extra living space or potential for expansion. This is a fantastic opportunity to add value,

  Frank Montro Keller Williams Preferred Rlty

  1436 N Luna Ave, Chicago, IL 60651
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  /2

  $6,500

  • Land
  • 0 Acre

  Unlisted Address

  Great opportunity to build in West Englewood! This affordable vacant lot is a perfect starting point for new development in a neighborhood seeing continued investment and revitalization. Ideal for builders, developers, or anyone ready to create something new. Buyer responsible for all title fees and due diligence.

  Joan Cox JC Cox Realty

  Unlisted Address
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  /12

  $899,000

  • 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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  /2

  $159,900

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  5352 S Paulina St, Chicago, IL 60609

  Introducing 5352 S Paulina Street, a solid 4-bedroom, 2-bath brick single-family home located in Chicago's New City community. This property offers immediate livability with the opportunity to add significant value through updates and improvements, making it ideal for an owner-occupant or an investor seeking their next portfolio addition. The main level includes two bedrooms (one smaller and

  Cassandra Sneed EXIT Strategy Realty

  5352 S Paulina St, Chicago, IL 60609
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  /2

  $109,000

  • 3 Beds
  • 1.5 Baths
  • 1,582 Sq Ft

  3619 W Lexington St, Chicago, IL 60624

  ATTENTION INVESTORS AND REHABBERS! GREAT INVESTMENT OPPORTUNITY. BEAUTIFUL BRICK GREYSTONE SINGLE FAMILY HOME. THIS PROPERTY NEEDS A COMPLETE REHAB. HOME CONSIST OF 3BED / 1.5BATH. SOLD AS IS. SELLER DOES NOT PROVIDE SURVEY. NO TAX PRORATION TAXES PAID THROUGH 2024 1ST AND 2ND. BUYER MUST TAKE TITLE SUBJECT TO CITY OF CHICAGO BUILDING CASE. CASH ONLY!!! ROOM SIZES ESTIMATED. VACANT, EASY TO SHOW.

  Tiffany Webb Pearson Realty Group

  3619 W Lexington St, Chicago, IL 60624
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  /2

  $19,000

  • Land
  • 0 Acre

  4904 S Princeton Ave, Chicago, IL 60609

  Exceptional Opportunity for Investors and Home Builders This is a rare chance to purchase a buildable lot in Chicago's Fuller Park neighborhood, just minutes from downtown. In addition to this parcel, the same owners are also offering six other nearby lots, each with its own Property Identification Number (PIN) and separate price. These additional lots are not included in the price of the

  Spasoje Bjelica City Realtor INC.

  4904 S Princeton Ave, Chicago, IL 60609
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  /2

  $469,999

  • Land
  • 0.44 Acre
  • $1,068,180 per Acre

  2943 W Madison St, Chicago, IL 60612

  Located just 1.4 miles from the transformative 1901 Development, this property presents outstanding potential for mixed-use investment. Zoned C1-1, it's well-suited for both commercial and residential development. The site offers excellent access to public transportation and is surrounded by a growing range of amenities. With East Garfield Park experiencing rapid revitalization, this is a

  Robert Grilli Jameson Sotheby's Intl Realty

  2943 W Madison St, Chicago, IL 60612
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  /2

  $849,900

  • 7 Beds
  • 3 Baths

  2434 N Lorel Ave, Chicago, IL 60639

  3-flat with full finished basement. Great investment opportunity in great location near public transportation.

  Luis Campoverde RE/MAX Partners

  2434 N Lorel Ave, Chicago, IL 60639
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  /17

  $350,000

  • 2 Beds
  • 2 Baths

  1550 S Blue Island Ave Unit 1210, Chicago, IL 60608

  Pinnacle urban luxury defines this sleek high-rise penthouse. Step into a life of comfort and style at University Station! This split 2-bed, 2-bath corner unit commands breathtaking southeast city skyline views. Natural light floods the open-concept living area and gourmet kitchen. The piece de resistance is the unparalleled deck, offering an expansive outdoor oasis for morning coffee and

  Manuel Godinez RE/MAX Mi Casa

  1550 S Blue Island Ave Unit 1210, Chicago, IL 60608
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  /27

  $499,222

  • 7 Beds
  • 2 Baths

  209 S Albany Ave, Chicago, IL 60612

  Gorgeous Historic Limestone 2-Unit w/basement. Vacant Lot (RT-4) Next door available separate sale! This stunning multi-unit property features a classic limestone exterior and and opportunity to purchase vacant lot next door! Keep it for additional parking and yard space or build another investment property to maximize value. Fully rehabbed in 2020, the building boasts all new mechanics,

  Fade Kashkeesh HomeSmart Realty Group

  209 S Albany Ave, Chicago, IL 60612
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  /46

  $999,999

  6046 W Giddings St, Chicago, IL 60630

  Investment property- Great opportunity. Recent work completed (As of Sept 2025)- Now all 5 units are updated(previously only had 3 updated units)/All 5 rented- actual rent numbers listed. All units have their own utilities & furnace & central A/C. Wide lot. 6 Exterior Parking Spots, 2 Car Garage Spots. Coin Laundry. Tenants Pay Utilities. See comps or request comps for similar cash flow. Lower

  Alex Grandpre EXIT Strategy Realty

  6046 W Giddings St, Chicago, IL 60630
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  /12

  $65,000

  • 3 Beds
  • 1.5 Baths
  • 924 Sq Ft

  6840 S Indiana Ave, Chicago, IL 60637

  Washington Park single family home awaits a savvy investor to turn this diamond in the rough into a beautiful renovation. Single Family home in need of complete renovation. Home features 2 bedrooms on the main level and 1 bedroom in the lower level. 1 bath 2 car garage. A few miles from the new Obama Presidential Library. Turn this home into an investment opportunity and rent it out as a Airbnb

  Tiauna Perkins Byndom Estates Realty Group

  6840 S Indiana Ave, Chicago, IL 60637
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  /2

  $235,000

  • 3 Beds
  • 2 Baths

  14119 S Manistee Ave, Chicago, IL 60633

  Turnkey Investment Opportunity! Part of a single-family portfolio with an average 8 cap rate. This fully renovated, tenant-occupied property is a hassle-free addition to any investor's portfolio. Whether you're an experienced investor or a regular buyer looking for a move-in-ready home, this is a fantastic opportunity to own a well-maintained property with immediate rental income potential.

  Kamil Nowakowski NowEquity Real Estate

  14119 S Manistee Ave, Chicago, IL 60633
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  /2

  $425,000

  • Land
  • 0 Acre

  4600 W Flournoy St, Chicago, IL 60644

  Located in Chicago's growing West Side corridor, 4600 W Flournoy St offers a rare opportunity on a massive 350 x 143.25 ft lot zoned M1-2, allowing for light industrial use, storage, manufacturing, workshops, distribution, labs, tech offices, and certain compatible commercial developments. Just steps from the I-290 Eisenhower Expressway, the property provides excellent access to downtown and

  Anna Sophia Chacon Charles Rutenberg Realty of IL

  4600 W Flournoy St, Chicago, IL 60644
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  /21

  $334,900

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

  21 E 26th St Unit 3, Chicago, IL 60616

  INVESTORS ARE WELCOME...NO RENTAL RESTRICTIONS!!! Experience the best of the South Loop in this Stunning Rock Star Location! This Beautifully Maintained Walk Up that has been Freshened up to Meet 2025 standards-the unit Offers an Expansive Open-Concept Layout featuring 42" Shaker cabinets, Granite Countertops, 2024 Sleek Stainless-Steel Appliances in a kitchen that flows seamlessly into the

  Sonya Lea Berkshire Hathaway HomeServices Chicago

  21 E 26th St Unit 3, Chicago, IL 60616
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  /21

  $229,900

  • 10 Beds
  • 4 Baths

  13513 S Baltimore Ave, Chicago, IL 60633

  Seller willing to cover up to $10,000 in closing costs/credits for buyer. Calling all savvy investors! This is a prime value-add opportunity in the heart of Hegewisch. Located directly across from the Metra station, this commuter-friendly property is a magnet for renters. The property is being sold as-is and will not pass FHA financing, making it ideal for a cash buyer or renovation loan. For the

  Basil Kawash REMAX Legends

  13513 S Baltimore Ave, Chicago, IL 60633
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  /36

  $649,900

  • 4 Beds
  • 2 Baths

  530 N Ashland Ave, Chicago, IL 60622

  EXPERIENCE A RARE & UNIQUE OPPORTUNITY TO ELEVATE YOUR INVESTMENT PORTFOLIO WITH THIS EXPANSIVE MASONRY & FRAME 2-FLAT BUILDING IN THE HIGHLY SOUGHT-AFTER WEST TOWN AREA. THE UNIQUE 6 CAR 12 FEET GARAGE WITH 10 FOOT GARAGE DOOR WITH NEW GARAGE DOOR HAS INFINITE POSSIBILITIES FOR RUNNING A HIGHLY SUCCESSFUL BUSINESS. 1ST APARTMENT BOASTS A 2018 TRANSFORMATION: REMODELED KITCHEN & BATHROOM,

  Katarzyna Kaminska United Real Estate-Chicago

  530 N Ashland Ave, Chicago, IL 60622
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  /15

  $294,999

  • 6 Beds
  • 3 Baths

  9219 S Greenwood Ave, Chicago, IL 60619

  Turnkey 2-Unit Building: Your Next Investment Adventure Awaits! Unlock the door to your dream lifestyle with this stunning 2-unit property! Featuring six spacious bedrooms, 2.5 bathrooms, and a large backyard perfect for summer BBQs, this gem is ideal for multi-generational living, house hacking, or growing your investment portfolio. The first-floor unit offers 2 bedrooms and 1 bath, while the

  Cierra Thurman Keller Williams ONEChicago

  9219 S Greenwood Ave, Chicago, IL 60619
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  /46

  $255,000

  • 6 Beds
  • 2 Baths

  10002 S Torrence Ave, Chicago, IL 60617

  Cash offer or investment loan only, reading about zoning in agent remarks . Huge Price Reduction - Homeowner, House Hacker & Investor's Dream! Welcome to 10002 & 10004 S Torrence Ave, Chicago, IL 60617 - yes, two houses with two separate PINs, right next door to each other! This rare opportunity offers low taxes and an unbeatable location just minutes from major highways and the Indiana border.

  Olga Kaminska Core Realty & Investments Inc.

  10002 S Torrence Ave, Chicago, IL 60617
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  /16

  $619,900

  • 5 Beds
  • 2 Baths

  3326 W Crystal St, Chicago, IL 60651

  Beautiful 2-Unit Brick Building Steps from Humboldt Park Located just steps from vibrant Humboldt Park, this spacious and well-maintained 2-unit brick building offers a fantastic investment opportunity or live-in owner option in one of Chicago's most desirable and rapidly developing neighborhoods. Surrounded by new construction and recent rehabs, this property is ideally situated for long-term

  Michael Sahli Home-Site Realty, Inc.

  3326 W Crystal St, Chicago, IL 60651
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  /21

  $465,000

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

  600 N Kingsbury St Unit 906, Chicago, IL 60654

  An exceptional investment opportunity in the heart of River North, a spacious 2-bedroom, 2-bath home can deliver immediate rental income and the kind of consistent demand investors love. The unit showcases sweeping skyline views through floor-to-ceiling windows and opens onto a generous balcony-an inviting place to pause, breathe, and take in the city. The interior feels warm and elevated with

  Erin Booker Engel & Voelkers Chicago North Shore

  600 N Kingsbury St Unit 906, Chicago, IL 60654

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