1,291

Cook County IL Multifamily Homes & Duplexes for Sale

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  • /17

    $325,000

    • 6 Beds
    • 2 Baths

    744 N Long Ave, Chicago, IL 60644

    This 2-unit property in the Austin neighborhood offers a great opportunity for buyers looking to customize a home to their vision. The property features generous space with both an attic and basement that provide potential to expand the current living areas on the top and bottom floors. Each unit has a solid layout, giving you a strong foundation to re-imagine and modernize. Perfect for an

    Asya Muhammad Coldwell Banker Realty

    744 N Long Ave, Chicago, IL 60644
  • /9

    $569,000

    • 3 Beds
    • 3 Baths

    4135 N Monticello Ave, Chicago, IL 60618

    3 flat in Irving Park neighborhood. Tenant on 2nd floor lease expires November 1, 2025. Each floor has one bedroom and den/office and full kitchen. Each floor has back porch room. Each unit separate heat and electric. Near public transportation and Kennedy Exp. Great investment! AS IS condition.

    Terry Young RE/MAX PREMIER

    4135 N Monticello Ave, Chicago, IL 60618
  • /39

    $699,900

    • 8 Beds
    • 7 Baths

    6527 S Drexel Ave, Chicago, IL 60637

    Beautiful 3 unit building, in the heart of Woodlawn. (2) 2bd/2bth and (1) DUPLEX with 4bd/3bth. Completed in 2008, this building has been well maintained. New decks installed 2022, primed and re-painted 2025, tuck pointed and sealed 2025, new stairwell carpet and paint 2025, New water heaters in each unit and more! Full list of improvements available. Premier block in Woodlawn, minutes from

    Jaki Harding Berkshire Hathaway HomeServices Starck Real Estate

    6527 S Drexel Ave, Chicago, IL 60637
  • /15

    $285,000

    • 6 Beds
    • 2 Baths

    8329 S Burnham Ave, Chicago, IL 60617

    Solid South Chicago 2-Flat Spacious bedrooms + eat-in kitchens big enough for a dining table! Super dry basement w/ coin laundry & tenant storage, plus enclosed back porch for totes/holiday decor. CHA voucher tenants in place (both planning to move), with rents currently low-huge upside for an investor ready to raise them! Systems serviced this year + roof in great shape. Off-street parking pad

    chequita dobson Coldwell Banker Realty

    8329 S Burnham Ave, Chicago, IL 60617
  • /25

    $449,900

    • 6 Beds
    • 2 Baths

    5092 W Monroe St, Chicago, IL 60644

    Located in the vibrant Austin neighborhood of Chicago, this 2-unit property is an excellent opportunity for investors or owner-occupants. Each unit features 3 spacious bedrooms and 2 full bathrooms, with beautiful hardwood floors throughout. The kitchens and bathrooms have been recently remodeled, showcasing modern finishes that add a touch of elegance to the space. A full unfinished basement

    Loreal Urso Baird & Warner

    5092 W Monroe St, Chicago, IL 60644
  • /25

    $559,000

    • 6 Beds
    • 3 Baths

    2536 N Austin Ave, Chicago, IL 60639

    Welcome to this beautifully maintained, all-brick two-unit building in Chicago's desirable Belmont Cragin neighborhood. Whether you're an investor seeking steady rental income or looking for the perfect space for multi-generational living, this versatile property checks all the boxes. Step inside to discover two bright and spacious units, each featuring generous living areas, modern finishes, and

    Roberta Ruiz Baird & Warner, Inc.

    2536 N Austin Ave, Chicago, IL 60639
  • /17

    $350,000

    • 5 Beds
    • 3 Baths

    6547 S Drexel Ave, Chicago, IL 60637

    Stunning Woodlawn Greystone - Steps from the University of Chicago! This classic 2-flat blends historic charm with incredible potential. Featuring a spacious layout, fenced backyard, and a solid brick 2-car garage, it's ideal for both living and investment. The first floor is already set up as a single unit, with renovations underway to duplex down-opening the door to a 4-bed, 2-bath dream

    Keona Robinson Real People Realty

    6547 S Drexel Ave, Chicago, IL 60637
  • /31

    $799,000

    • 6 Beds
    • 3 Baths

    4742 N Kedvale Ave, Chicago, IL 60630

    Incredible opportunity to own a fully rehabbed two-flat in the heart of Mayfair! No detail overlooked, featuring hardwood floors, abundant natural light, and open-concept living. Brand-new kitchens with quartz countertops, breakfast bars, and stainless-steel appliances. Modern bathrooms with stylish fixtures and finishes. The duplex-down (rented for $3,000/month) offers 4 beds, 2 baths with

    Kelsey Mayher Jameson Sotheby's Intl Realty

    4742 N Kedvale Ave, Chicago, IL 60630
  • /25

    $1,025,000

    • 12 Beds
    • 4 Baths

    4621 N Monticello Ave, Chicago, IL 60625

    Jumbo Brick 3-Flat plus Garden unit in red hot Albany Park! All four apartments are 3 bedroom/1 bath and have been recently rehabbed. The top three apartments all feature spacious kitchens, updated bathrooms and beautifully refinished hardwood floors throughout the extra-large living room & sunroom, formal dining room and big bedrooms. 1st floor kitchen has newer cabinets with granite

    Dale Todd Core Realty & Investments Inc.

    4621 N Monticello Ave, Chicago, IL 60625
  • /8

    $585,500

    • 4 Beds
    • 4 Baths

    10640 S Walden Pkwy, Chicago, IL 60643

    Well maintained Beverly 4-unit building is just steps from the Metra train station and walking distance of restaurants and shops on Western Avenue. This fully occupied building features (4) 1Bed/1 Bath units, all of which have updates. The units are currently leased at below-market rates to long-term tenants, making this property a stable cash flow investment that will provide long-term financial

    Julie Norris McHugh Development & Construction INC

    10640 S Walden Pkwy, Chicago, IL 60643
  • /22

    $179,900

    • 5 Beds
    • 2 Baths

    2244 S Drake Ave, Chicago, IL 60623

    GREAT INVESTMENT OPPORTUNITY FOR THE SAVVY INVESTOR SOLD IN "AS IS" CONDITION, NO REPAIR CREDIT OFFERED, NO SURVEY OR TERMITE INSPECTION, TAX PRORATIONS 100%, BUYER TO VERIFY ROOM COUNT AND ALL SQ FOOTAGE. PROOF OF FUNDING/PRE-APPROVAL LETTER MUST ACCOMPANY ALL OFFERS.

    Emelin Brown Realty of America, LLC

    2244 S Drake Ave, Chicago, IL 60623
  • /21

    $520,000

    • 5 Beds
    • 2 Baths

    4829 S Champlain Ave, Chicago, IL 60615

    Discover this custom-style brick Georgian two-flat nestled in the heart of historic Bronzeville, Chicago. This well-maintained property features a two-bedroom, one-bath unit on the first floor and a spacious three-bedroom, one-bath unit on the second floor-perfect for investors or owner-occupants seeking rental income. Each unit showcases timeless architectural details, sun-filled living spaces,

    Omor Eguasa Baird & Warner

    4829 S Champlain Ave, Chicago, IL 60615
  • /26

    $799,000

    • 4 Beds
    • 2 Baths

    3080 N Davlin Ct, Chicago, IL 60618

    Incredible Investment Opportunity in Avondale! Located on a rare oversized 30 x 142 Chicago lot, this solid brick 2-flat with a garden unit offers versatility, income potential, and recent updates in one of the city's most vibrant neighborhoods. Each unit-first floor, second floor, and garden-features 2 spacious bedrooms and 1 full bathroom. All units include central air and have separate

    Erin Murphy Coldwell Banker Real Estate Group

    3080 N Davlin Ct, Chicago, IL 60618
  • /44

    $859,900

    • 7 Beds
    • 3 Baths

    4624 N Springfield Ave, Chicago, IL 60625

    Be captivated by this move-in ready, vacant prime Albany Park 3-flat-a rare investment opportunity! This renovated legal 3-flat is a true gem located on a charming tree-lined street in Albany Park, a vibrant neighborhood celebrated for its cultural diversity, thriving local dining scene, walkable streets, and convenient access to top-rated schools, parks, and public transit. Unit 1 and Unit 2

    Maria DelBoccio @properties Christie's International Real Estate

    4624 N Springfield Ave, Chicago, IL 60625
  • /14

    $365,000

    • 7 Beds
    • 3 Baths

    7100 S Prairie Ave, Chicago, IL 60619

    Great "live in" investment opportunity! This sturdy structured 2unit, features a duplex down from the 1st floor to the basement. The duplex unit has 4beds 2baths and the 2nd floor unit has 3beds 1bath. Located 3 blocks from the express way and surrounded by public transportation.

    Perdure Carter Realty of America, LLC

    7100 S Prairie Ave, Chicago, IL 60619
  • /43

    $699,000

    • 4 Beds
    • 2 Baths

    6532 N Ashland Ave, Chicago, IL 60626

    TRADITIONAL BRICK 2 FLAT IN SOUGHT AFTER ROGERS PARK AREA. THIS PROPERTY WAS GUTTED AND COMPLETELY REMODELED FROM TOP TO BOTTOM. EVERYTHING DONE WITH CITY OF CHICAGO PERMITS. ATTENTION TO DETAIL AND AND PROFESSIONAL CRAFTMANSHIP CAN BE SEEN THROUGH OUT THE BUILDING. EVERYTHING IS NEW AND READY FOR ITS NEW OWNERS. PROPERTY FEATURES 2 WELL SIZED BEDRROMS ON EACH LEVEL AND A LARGE LIVING ROOM.

    Al Rodriguez RE/MAX City

    6532 N Ashland Ave, Chicago, IL 60626
  • /26

    $325,000

    • 5 Beds
    • 2 Baths

    2345 S Lawndale Ave, Chicago, IL 60623

    Charming brick two unit building on an extra wide lot in the heart of vibrant Little Village! The building, built in 1875, features 2 stylishly updated apartments. Unit 1 is a 3 bedroom 1 bath with a huge kitchen, stainless steel Whirlpool appliances, granite countertops, blue cabinets, and plenty of space for a dining table or floating island. New wood laminate flooring throughout the spacious

    Kat Barry Compass

    2345 S Lawndale Ave, Chicago, IL 60623
  • /44

    $525,000

    • 6 Beds
    • 4 Baths

    2436 W Fillmore St, Chicago, IL 60612

    Attention Investors!, automatic cash flow opportunity with appreciation potential. This 2 flat offers an excellent ready-to-go rental option or owner occupied investment property! Situated in the blossoming Tri-Taylor area, it's a fantastic addition to your investment portfolio. Both units boast modern updates, featuring 3 bedrooms and 2 bathrooms, along with convenient in-unit laundry. The main

    Dave Johnson City and Field Real Estate

    2436 W Fillmore St, Chicago, IL 60612
  • /34

    $425,000

    • 7 Beds
    • 3 Baths

    1008 Lathrop Ave, Forest Park, IL 60130

    Nestled in the charming community of Forest Park, this well maintained 3-unit building offers a unique investment opportunity or an ideal multi-generational living arrangement. The garden apartment features a cozy 2-bedroom layout, perfect for tenants seeking comfort and convenience. The middle unit boasts a spacious 3-bedroom, 1-bathroom floor plan, providing ample living space for families or

    Lisa Pasquesi @properties Christie's International Real Estate

    1008 Lathrop Ave, Forest Park, IL 60130
  • /41

    $535,000

    • 5 Beds
    • 3 Baths

    5132 N Mango Ave, Chicago, IL 60630

    Welcome to this beautifully maintained 2-flat with in-law suite, nestled on a quiet, tree lined street. This solid brick property has large 2 bedrooms / 1 bath units with heated bonus rooms which could be a terrific den or office. Additionally, there is central air through the entire building. The combined living/dining area can accommodate lots of large furniture pieces. The kitchens have plenty

    Connie Grunwaldt @properties Christie's International Real Estate

    5132 N Mango Ave, Chicago, IL 60630
  • /5

    $200,000

    • 4 Beds
    • 2 Baths

    2817 S Trumbull Ave, Chicago, IL 60623

    This two-unit property is located in the thriving and rapidly developing Little Village neighborhood; one of Chicago's most vibrant and culturally rich areas. With solid bones and a cozy layout, newer first floor furnace and other updates throughout, this property has great potential for rental income or a live-in/lease-out setup. Little Village continues to grow, with new businesses, community

    Erica Esquivel TRP Realty LLC

    2817 S Trumbull Ave, Chicago, IL 60623
  • /2

    $535,000

    • 7 Beds
    • 4 Baths

    18229 Hart Dr, Homewood, IL 60430

    Wonderful investment opportunity for this brick 4-unit building! Always fully rented with (3) 2-bedroom and (1) 1 bedroom units. plus extra income from the coin-op washer/dryer. Tenants pay electric and gas for their apartment. Owners gas bill is very low all year round! Rents are below market and could be higher. Close to shopping, transportation, and Great Homewood Schools! A must see!

    Yvette Phipps Infiniti Properties, Inc.

    18229 Hart Dr, Homewood, IL 60430
  • /17

    $539,000

    • 10 Beds
    • 4 Baths

    5310 S Wolcott Ave, Chicago, IL 60609

    Beautifully 2025 Remodeled 3-Unit Investment Property in great Location! A Rare Opportunity to own a Brick triplex ideal for investors, owner-occupants, or multi-generational living. Unit 3, duplexed up features 4 beds/1.5 bath with 2 living areas, new kitchens (quartz countertops, stainless steel appliances, In unit Washer/Dryer (installed before closing)), new plumbing, new electric, new

    Ali Sana HomeSmart Realty Group

    5310 S Wolcott Ave, Chicago, IL 60609
  • /5

    $298,000

    • 6 Beds
    • 3 Baths

    9043 S Laflin St, Chicago, IL 60620

    Solid 3-unit brick building that is perfect for investors or for someone looking to live Rent-Free. Looking for buyers to bring their own ideas and capitalize on this excellent opportunity to generate income. Each unit features two bedrooms, an enclosed porch that can serve as a bonus room, a living room, and a dining room, all of which are equipped with hardwood flooring throughout. The property

    Jar'neen Towns Towns & Associates

    9043 S Laflin St, Chicago, IL 60620
  • /26

    $200,000

    • 5 Beds
    • 3 Baths

    1239 S Keeler Ave, Chicago, IL 60623

    Discover the potential of this solidly built 3-unit property located in the up-and-coming North Lawndale neighborhood. Each of the three units features 2 bedrooms and 1 bathroom, totaling 6 bedrooms and 3 bathrooms throughout the building. A full basement adds even more flexibility and space for future improvements or storage. This well-maintained property is ideal for investors or

    Nube Lema Real People Realty

    1239 S Keeler Ave, Chicago, IL 60623
  • /8

    $220,000

    • 9 Beds
    • 3 Baths

    Unlisted Address

    Highlights: Brick 2-flat + coach house = 3 full rental units Each unit is 3 bed / 1 bath Separate utilities and hot water heater heaters Washer/dryer in basement Great investment or live-in opportunity

    Dimitris Mellos James Group Properties LLC

    Unlisted Address
  • /10

    $298,000

    • 8 Beds
    • 3 Baths

    7514 S Dante Ave, Chicago, IL 60619

    Discover this updated 2023 multi-unit property that blends style, convenience, and income potential. Featuring beautiful hardwood floors throughout, this building offers two tenant-occupied units for immediate rental income, while the 1st floor unit will be delivered vacant prior to closing making this ideal for an owner-occupant. Located in a prime area near a new clinic, shopping, and

    Tom Sweeney Baird & Warner

    7514 S Dante Ave, Chicago, IL 60619
  • /29

    $524,900 Open Sat 12PM - 2PM

    • 5 Beds
    • 4 Baths

    3159 W Washington Blvd, Chicago, IL 60612

    Welcome to 3159 W Washington Blvd-a virtually turnkey, two-flat built in 2007 that blends modern convenience with classic Chicago charm. The ground-floor unit welcomes you with gleaming hardwood floors, two spacious bedrooms, and a well-appointed bath. Upstairs, your duplex retreat boasts soaring ceilings, skylights flooding the open living space with natural light, three generous bedrooms, and

    Sohail Salahuddin eXp Realty

    3159 W Washington Blvd, Chicago, IL 60612
  • /38

    $495,100

    • 6 Beds
    • 3 Baths

    6424 S Richmond St, Chicago, IL 60629

    MARVELOUS AND ABSOLUTELY STUNNING RENOVATION ON THIS NEWLY TUCKPOINTED BRICK 2-UNIT IN CHICAGO LAWN. MAKE THIS YOUR HOME FOR FINANCIAL INTEGRITY WITH 3 BEDROOMS IN EACH UNIT AND SEPARATE UTILITIES. STEP INTO LUXURY WITH ULTRA MODERN FINISHES AND NEW OPEN CONCEPT DINING AND ISLAND KITCHEN ADORNED WITH WAINSCOTTING AND ENGINEERED WOOD LAMINATE FLOORING. NEW HIGH- END STAINLESS STEEL APPLIANCES:

    James Bohannon Enterprise Realty Power Broker

    6424 S Richmond St, Chicago, IL 60629
  • /46

    $1,695,000 Open Sun 11AM - 1PM

    • 7 Beds
    • 6 Baths

    2528 N Fairfield Ave, Chicago, IL 60647

    Architecturally Striking & Fully Renovated Three-Flat in Prime Logan Square! This is not your average multi-family. Welcome to an amazing full renovation of a legal 3-unit building that perfectly blends modern design with architectural character in the heart of Logan Square. Every detail has been meticulously crafted, showcasing style and quality from top to bottom. The owner's residence spans

    Daniel Merrion Coldwell Banker Realty

    2528 N Fairfield Ave, Chicago, IL 60647
  • /24

    $459,000

    • 5 Beds
    • 2 Baths

    3213 Cuyler Ave, Berwyn, IL 60402

    Awesome investment two-flat in Berwyn! This Investment property has fantastic tenants who take pride in their residences. The 1st floor consists of 3Bed/1Bath unit has been recently updated throughout featuring newer kitchen countertop, new sink & faucet, repainted kitchen cabinetry, upgraded kitchen floor, added front room ceiling lighting, new carpeting, new shower, reglazed tub, new vanity &

    Edward Hall Baird & Warner

    3213 Cuyler Ave, Berwyn, IL 60402
  • /22

    $429,900

    • 6 Beds
    • 2 Baths

    3738 S Hermitage Ave, Chicago, IL 60609

    Ready to move it and very well maintained! This solid brick 2-flat features beautifully refinished hardwood floors, updated kitchens and bathrooms, and separate utilities for each unit. Enjoy the comfort of central air, forced heat, and the convenience of in-unit washer and dryers on both floors. Each unit has it's own mechanicals. A spacious two car garage adds value and ease. Perfect for

    Ryan Grober Jameson Sotheby's Intl Realty

    3738 S Hermitage Ave, Chicago, IL 60609
  • /55

    $420,000

    • 9 Beds
    • 6 Baths

    7825 S Phillips Ave, Chicago, IL 60649

    Welcome to 7825 S Phillips Ave in the revitalized South Shore neighborhood- a prime choice for investors or buyers seeking both lifestyle and income potential. This property is a legal 3-flat, with each spacious unit offering 3 bedrooms and 2 baths. The property's updates include newer windows. A full spacious basement, with a 3-car garage with a driveway which provides secure parking- a rare

    Sergio Hernandez Coldwell Banker Realty

    7825 S Phillips Ave, Chicago, IL 60649
  • /29

    $820,000

    • 10 Beds
    • 3 Baths

    1749 W North Shore Ave, Chicago, IL 60626

    Fantastic Investment Opportunity! Don't miss this solid brick legal 3-flat that combines space, comfort, and strong rental potential. Two of the units feature 4 bedrooms and 1 bath, each with central A/C, while the third unit offers 3 bedrooms and 1 bath-layouts that appeal to a wide range of tenants. This is a must-see property, packed with the amenities renters value most: Two garage parking

    Pabel Reinoso Bright Future Realty

    1749 W North Shore Ave, Chicago, IL 60626
  • /21

    $635,000

    • 6 Beds
    • 3 Baths

    2342 N Kimball Ave, Chicago, IL 60647

    Ideally situated in Chicago's thriving Logan Square neighborhood. This 2 units plus attic apartment building offers excellent potential. The property features two spacious 2-bedroom + den/office units, along with one 1-bedroom attic apartment. All units are well-lit and finished with hardwood floors, with updates completed approximately 15 years ago. Recent improvements include updated siding,

    Mark Kishtow Jameson Commercial

    2342 N Kimball Ave, Chicago, IL 60647
  • /22

    $199,000

    • 6 Beds
    • 2 Baths

    3730 W 140th Place, Robbins, IL 60472

    Looking for a great investment property? Don't miss out on this brick 2 unit! There are two 3 bedroom 1 bathroom units. This can be a desirable set-up for investors and potential tenants. Rent out all 2 units, or live in one unit and rent the out the other to cover your mortgage and expenses. Don't let this one go by because it will not last long! Desirable 218 school district.

    Steve Olszewski Berkshire Hathaway HomeServices Starck Real Estate

    3730 W 140th Place, Robbins, IL 60472
  • /12

    $530,000

    • 6 Beds
    • 3 Baths

    6843 S Cornell Ave, Chicago, IL 60649

    Looking to become a homeowner and an investor at the same time? This classic brick three-flat in Chicago's red-hot South Shore neighborhood is your chance to live for less while your investment grows. Live and Invest in a Prime South Shore Location. Just steps from the beautiful Jackson Park Golf Course, the harbor, and the lakefront, this property puts you right in the heart of everything.

    Wayne Beals Exit Strategy Realty / EMA Management

    6843 S Cornell Ave, Chicago, IL 60649
  • /17

    $410,000

    • 8 Beds
    • 5 Baths

    7220 S Carpenter St, Chicago, IL 60621

    Spacious 3 unit all brick building updated with stainless steel appliances and granite counter tops. 1st and 2nd floor units have hardwood floors. 1st floor unit features 2 bedrooms and 2 baths, including ensuite master bath. 2nd floor unit has 3 bedrooms and 2 baths, including master bath and in-unit laundry. Basement unit has walk-up access with 3 bed rooms, 1 bathroom. Laundry room located in

    Sandra Bennett Village Realty, Inc.

    7220 S Carpenter St, Chicago, IL 60621
  • /43

    $675,000

    • 5 Beds
    • 3 Baths

    3812 S Wallace St, Chicago, IL 60609

    Updated 2-flat in coveted Bridgeport location! Spacious second floor owner's unit features 3 large bedrooms, 2 full baths, and a versatile loft area - ideal for a home office, reading room, or easily converted into a 4th bedroom. The first-floor unit boasts high ceilings, 2 bedrooms, and ample space for a formal dining area. Both units have private balconies, while the expansive party deck in

    Stephanie Rollison @properties Christie's International Real Estate

    3812 S Wallace St, Chicago, IL 60609
  • /23

    $699,500

    • 7 Beds
    • 6 Baths

    3020 W Washington Blvd, Chicago, IL 60612

    This fantastic property features three spacious units, perfect for investors or owner-occupants seeking strong rental income in a quality building. Unit 1, occupied by the owners is 2bed / 2 bath and completely updated. Units 2 is 3 bed/2 bath occupied by long term tenant. Unit 3 is 2 bed/2bath with some upgrades and tenant occupied until mid September. All units include in-unit laundry and

    Elizabeth Avila Baird & Warner

    3020 W Washington Blvd, Chicago, IL 60612

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