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Chicago, IL Multifamily Homes & Duplexes for Sale

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  • /19

    $170,000

    • 4 Beds
    • 2 Baths

    8220 S Wolcott Ave, Chicago, IL 60620

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

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    Laraine Hanson

    Laraine Hanson

    (872) 304-5595

    8220 S Wolcott Ave, Chicago, IL 60620
  • /9

    $390,000

    • 3 Beds
    • 1 Bath

    726 N Troy St, Chicago, IL 60612

    ***Prime ADU opportunity! Ideal for adding a garden unit and potential coach house, offering multiple income streams and strong value-add potential under Chicago's new ADU guidelines.*** Incredible opportunity for homeowners, investors, or developers First floor has been fully gutted - ready for your vision Second floor is currently occupied will be out by end of March. Located in a prime Chicago

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    Araceli Montalvo

    Extreme Realty LLC

    (312) 874-5489

    726 N Troy St, Chicago, IL 60612
  • /18

    $959,000

    • 11 Beds
    • 6 Baths

    1656 W Hollywood Ave, Chicago, IL 60660

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

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    Maria Ortiz

    Kale Realty

    (312) 854-7291

    1656 W Hollywood Ave, Chicago, IL 60660
  • /18

    $133,000

    • 4 Beds
    • 2 Baths

    5538 S Perry Ave, Chicago, IL 60621

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

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    Tamika Marks

    Trademarks & Associates

    (312) 564-5561

    5538 S Perry Ave, Chicago, IL 60621
  • /41

    $1,690,000

    • 6 Beds
    • 6 Baths

    2334 W Medill Ave, Chicago, IL 60647

    Prepare to be captivated by this rare 4-story home with a COACH house located on one of Bucktown's most coveted one-way streets and in Pulaski IB district. This premium location offers high rent potential. Check out the buying power, Estimated 10K for the home and 4K for the coach house rental income of 14K month, that's an estimated 8 cap rate!!! This home is anchored by a custom floating

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    Jennifer Evans Piet

    @properties Christie's International Real Estate

    (872) 253-4482

    2334 W Medill Ave, Chicago, IL 60647
  • /10

    $438,000

    • 8 Beds
    • 4 Baths

    8643 S Exchange Ave, Chicago, IL 60617

    Modern 4-Unit Multi-Family in South Chicago! Beautifully updated 4-unit building featuring spacious 2-bedroom, 1-bath apartments. Each unit offers a modern open-concept kitchen with stainless steel appliances, white shaker cabinets, and stylish backsplash. Enjoy hardwood-style flooring, bright bedrooms with closet space, and updated bathrooms with tiled showers, bathtubs, and stylish vanities.

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    Lisa Magidson

    North Clybourn Group, Inc.

    (872) 312-8247

    8643 S Exchange Ave, Chicago, IL 60617
  • /19

    $195,000

    • 3 Beds
    • 2 Baths

    7847 S Maryland Ave, Chicago, IL 60619

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

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    Laraine Hanson

    Laraine Hanson

    (872) 224-4821

    7847 S Maryland Ave, Chicago, IL 60619
  • /17

    $146,000

    • 1 Bath
    • 600 Sq Ft

    5320 N Sheridan Rd Unit 2110, Chicago, IL 60640

    This rare opportunity to own a well-priced condo in the desirable Metropolitan building in Chicago's vibrant Edgewater neighborhood. This cozy unit features a comfortable layout with plenty of natural light, a full bath, ample storage, and a galley kitchen - perfect for first-time buyers, investors, or anyone looking for an affordable city home. Residents enjoy a full suite of amenities including

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    Cathy Wu

    AiHome Realty Group LLC

    (872) 338-0426

    5320 N Sheridan Rd Unit 2110, Chicago, IL 60640
  • /39

    $350,000

    • 6 Beds
    • 2 Baths

    7214 S Saint Lawrence Ave, Chicago, IL 60619

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

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    Angel Rosales

    PROSALES REALTY

    (872) 278-4411

    7214 S Saint Lawrence Ave, Chicago, IL 60619
  • /11

    $189,900

    • 5 Beds
    • 3 Baths

    6833 S May St, Chicago, IL 60621

    Investor special. Income-producing two-unit property with tenant in place, currently in eviction process. First floor fully remodeled, second-floor is vacant and renovation almost fully complete-finish and increase value and rents. Full unfinished basement with partial bath offers added potential. Recent improvements include new roof and new siding. Separate rear entrance and custom front fence

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    Jose Cortez

    Golden Enterprise Realty Inc

    (773) 389-2870

    6833 S May St, Chicago, IL 60621
  • /31

    $499,999

    • 8 Beds
    • 3 Baths

    830 N Springfield Ave, Chicago, IL 60651

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

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    Jertheus Butts

    Coldwell Banker Realty

    (872) 327-4423

    830 N Springfield Ave, Chicago, IL 60651
  • /34

    $649,900

    • 6 Beds
    • 3 Baths

    7713 W Forest Preserve Ave, Chicago, IL 60634

    3 total units, Brick 2 unit and 5 room coach house. Walking distance to Harlem/ Irving plaza, Hiawatha park, schools and public transportation. Recent improvements include roof apx. 7 yrs, freshly painted 1st floor unit. Other recent improvements include hot water tanks, newer windows and furnace and carpet in coach house. Each unit in main building features 2br and 1 full bath with hardwood

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    Gary Machnik

    Hometown Real Estate

    (773) 974-9711

    7713 W Forest Preserve Ave, Chicago, IL 60634
  • /29

    $289,000

    • 6 Beds
    • 2 Baths

    817 W 54th St, Chicago, IL 60609

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

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    Tamika Marks

    Trademarks & Associates

    (312) 728-8916

    817 W 54th St, Chicago, IL 60609
  • /38

    $877,000

    3100 W 39th Place, Chicago, IL 60632

    Seize the opportunity to own a fully rehabbed, income-generating powerhouse in the heart of Brighton Park. This 6-unit apartment building has been meticulously updated from top to bottom, offering investors a rare, "plug-and-play" asset with immediate strong cash flow. Modern luxury meets high yield. Each of the six spacious units features high-end finishes designed to attract and retain premium

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    Gina Joshi

    Prestige Realty Group

    (872) 295-8007

    3100 W 39th Place, Chicago, IL 60632
  • /19

    $899,000

    • 11 Beds
    • 6 Baths

    646 W 35th St, Chicago, IL 60616

    Rare 4 units building with over 6700 Sq Ft of finished space sitting on 2 full lots. Unique layout with owners flat having extra space. An Addition gives owners unit the size of a SFH at 2275 Sq ft. 2 LRs/Din/2 Kit's, 3BRs, and 2 baths. Finished family room in basement with bar and fireplace. Additional finished space in forward part of basement. 3 car garage plus 2-3 pad parking spaces. HW

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    Evan Peng

    Landmark & Property Group, Inc

    (872) 316-9962

    646 W 35th St, Chicago, IL 60616
  • /8

    $169,000

    • 4 Beds
    • 3 Baths

    7524 S Saint Lawrence Ave, Chicago, IL 60619

    Park Manor opportunity, this is a deal you can't miss. 4 bedroom / 3 full bath 2 flat sitting on a wide 30x124 lot with a big backyard and a brand-new front porch, this property is packed with potential whether you're looking to house hack, expand, or cash flow. The main level and basement are currently set up for duplex-style living, with the basement featuring an additional bedroom, full

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    Mario Zelaya

    eXp Realty

    (773) 897-9873

    7524 S Saint Lawrence Ave, Chicago, IL 60619
  • /24

    $830,000

    • 8 Beds
    • 5 Baths

    5728 N Mcvicker Ave, Chicago, IL 60646

    Beautiful 2-Unit Building in Gladstone Park, Chicago Located in the desirable Gladstone Park neighborhood of Chicago, this well-maintained property offers convenience and comfort just minutes from highways, banks, gas stations, and everyday essentials. The home is within walking distance to Hitch Elementary School, making it ideal for families. This solid building features two identical units

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    Ryan Luu

    Real People Realty

    (872) 328-5143

    5728 N Mcvicker Ave, Chicago, IL 60646
  • /26

    $185,000

    • 4 Beds
    • 2 Baths

    7149 S Wood St, Chicago, IL 60636

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

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    Jertheus Butts

    Coldwell Banker Realty

    (773) 985-3006

    7149 S Wood St, Chicago, IL 60636
  • /41

    $795,000

    • 3 Beds
    • 3 Baths

    4606 N Kelso Ave, Chicago, IL 60630

    Welcome home!! charming CHICAGO two flat in the Mayfair area. You could built your dream home on one lot and you can have an investment next-door. First floor has 2 bedrooms separate dinning and living rm, it also has a laundry-unit , 2nd floor has a 1 bedroom separate dinning and living rm, it also has a laundry unit with a Private Terrance Good size, Both units were remodeled two years ago, a

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    Pedro Rosales

    PROSALES REALTY

    (312) 778-5061

    4606 N Kelso Ave, Chicago, IL 60630
  • /32

    $450,000 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

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    Stephen Taylor

    HomeSmart Realty Group

    (872) 295-7392

    8841 S Muskegon Ave, Chicago, IL 60617
  • /6

    $400,000

    • 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

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    Tammy Jackson

    KM Realty Group, LLC

    (872) 274-4211

    8039 S Marquette Ave, Chicago, IL 60617
  • /38

    $359,900

    • 4 Beds
    • 2 Baths

    1226 W 77th St, Chicago, IL 60620

    This brick 2 flat that has been well-maintained and loved by a long term owner features a full unfinished basement, backyard, and 2-car garage in a convenient location adjacent to a playground. Each unit features central air, updated windows, large bedrooms, formal dining room and newer furnaces. Unit 2 is occupied by a stable tenant, while Unit 1 is vacant and move-in ready with new appliances

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    Chris Weichselbaum

    Fulton Grace Realty

    (312) 778-5767

    1226 W 77th St, Chicago, IL 60620
  • /36

    $349,000 Pre-Foreclosure

    • 7 Beds
    • 3 Baths

    8111 S Muskegon Ave, Chicago, IL 60617

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

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    Israel Valadez

    Realty of America, LLC

    (872) 268-5307

    8111 S Muskegon Ave, Chicago, IL 60617
  • /23

    $1,395,000

    • 7,191 Sq Ft

    6215 N Washtenaw Ave, Chicago, IL 60659

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

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    Syed Hashmi

    Guidance Realty

    (773) 305-6372

    6215 N Washtenaw Ave, Chicago, IL 60659
  • /26

    $6,000,000

    1508 W Farwell Ave, Chicago, IL 60626

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

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    Michael Stangel

    @properties Christie's International Real Estate

    (312) 764-1452

    1508 W Farwell Ave, Chicago, IL 60626
  • /10

    $485,000

    • 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

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    Daisy Neal

    Daisy Neal

    (773) 729-6337

    6728 S Langley Ave, Chicago, IL 60637
  • /83

    $412,000

    • 9 Beds
    • 6 Baths

    6331 S Throop St, Chicago, IL 60636

    PENDING CANCELLATION OF PREVIUOS CONTRACT, BACKUP OFFERS WELCOME. SHORT SALE! Asking price approved by the lender. Well-maintained 4-unit building with all units recently updated. Great opportunity to live in one unit and rent the others, or add to your investment portfolio. Exterior improvements include new windows and some tuckpointing. Each unit features updated kitchens with granite

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    David Hernandez

    Coldwell Banker Realty

    (773) 570-1041

    6331 S Throop St, Chicago, IL 60636
  • /7

    $174,000

    • 6 Beds
    • 2 Baths

    537 W 61st Place, Chicago, IL 60621

    GREAT INVESTMENT OPPORTUNITY both units rented rented first unit rented at 1,400 & 2nd unit for 1,000. 3 bedrooms and a full bath on each unit. Basement is perfect for expanding great potential. Exterior has front porch. Drive by only! Property Sold AS IS!! PLEASE DO NOT DISTURBE TENANTS call or text if you want to schedule a showing 24-48 hours required.

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    Maricela Wilson

    Smart Home Realty

    (872) 335-5650

    537 W 61st Place, Chicago, IL 60621
  • /34

    $680,000 Open Sat 1PM - 3PM

    • 6 Beds
    • 2 Baths

    5309 W Henderson St, Chicago, IL 60641

    Exceptional investment opportunity in desirable Portage Park! Situated on an oversized 3,750 SF lot, this well-maintained 2-flat features two spacious 3-bedroom, 1-bath units with updated kitchens, updated bathrooms, fresh paint, newer flooring, stainless steel appliances, and central HVAC. Major improvements include updated electrical and plumbing in 2015, a brand-new roof in 2024, and all new

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    Timothy Rhoten

    Red Carpet Investment Group In

    (312) 697-7163

    5309 W Henderson St, Chicago, IL 60641
  • /9

    $999,900

    • 6 Beds
    • 5 Baths

    2423 W Moffat St, Chicago, IL 60647

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

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    Edgar R. Guerrero

    REMAX Legends

    (872) 225-1684

    2423 W Moffat St, Chicago, IL 60647
  • /41

    $679,900

    • 7 Beds
    • 3 Baths

    4330 S Langley Ave, Chicago, IL 60653

    Updated in 2025-Move in Ready! Bronzeville 3 flat building with rear parking spaces. Units 2 & 3 apartments are updated with open floor plans and offer hardwood floors, quartz countertops, some kitchen appliances, newer front and back porch! Living rooms are spacious with separate dining rooms. Good sized primary bedrooms with updated bathrooms. Top floor apartment is 3 bedroom and flooded with

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    Lisa Foster

    @properties Christie's International Real Estate

    (773) 341-2641

    4330 S Langley Ave, Chicago, IL 60653
  • /5

    $280,000

    • 7 Beds
    • 2 Baths

    5320 S Carpenter St, Chicago, IL 60609

    A strong value add opportunity for investors in Chicago's New City neighborhood. This multiunit building offers solid income potential with a 4BD/1BA second floor unit and a 3BD/1BA first floor unit, plus a full unfinished basement ideal for future expansion, storage, or additional revenue producing space. The property sits in a rental driven area with ongoing neighborhood improvements, making it

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    Ericka Taylor

    Coldwell Banker Realty

    (872) 253-7422

    5320 S Carpenter St, Chicago, IL 60609
  • /15

    $375,000

    • 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

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    Tammy Jackson

    KM Realty Group, LLC

    (872) 266-3036

    7927 S Langley Ave, Chicago, IL 60619
  • /59

    $650,000

    • 9 Beds
    • 6 Baths

    4507 S Michigan Ave, Chicago, IL 60653

    Listen up. This isn't just another multifamily property. This is 7,100+ square feet of pure cash-flowing potential sitting on one of Chicago's most iconic boulevards. Built in 1898, this 9-bed, 6-bath beauty is a piece of Bronzeville history-and your ticket to serious ROI. Bronzeville crown jewel. We're talking historic architecture, proximity to downtown, and a neighborhood that's been on the

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    DeMarcus Hunter

    Compass

    (773) 300-5697

    4507 S Michigan Ave, Chicago, IL 60653
  • /21

    $284,900

    • 4 Beds
    • 3 Baths

    7512 S Peoria St, Chicago, IL 60620

    Great Opportunity to Own this Brick 2 flat. This Multi Unit offers 2 big bedrooms on each floor. Garden apartment also has a large bedroom and 1 bath. Beautiful hardwood flooring throughout, Freshly painted. New furnace,water heater and some new windows. This 2 flat has been very well maintained. The property is move in read

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    Edna Thompson

    Coldwell Banker Realty

    (312) 561-9801

    7512 S Peoria St, Chicago, IL 60620
  • /13

    $300,000

    • 4 Beds
    • 3 Baths

    6523 S Evans Ave, Chicago, IL 60637

    Prime investment or owner occupant opportunity in the thriving Woodlawn neighborhood! Less than 10 minutes away from Jackson Park Golf Course, the DuSable Black History Museum, and the world renowned Museum of Science and Industry. Well-maintained, multi-unit building (2-Units). Separate utilities (gas and forced air), wrought iron fence, decorative fireplaces. The building offers excellent cash

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    Tanesha Pratt

    Coldwell Banker Realty

    (872) 266-2361

    6523 S Evans Ave, Chicago, IL 60637
  • /21

    $440,000

    • 8 Beds
    • 3 Baths

    6217 S Seeley Ave, Chicago, IL 60636

    Come check out this beautifully updated building in the heart of West Englewood. The top two floors offer 3 bedrooms and 1 bathroom, while the garden unit is equipped with 2 bedrooms and 1 bathroom. The entire building was rehabbed in 2021 and is ready to produce for its next owner. Current tenants are month to month. Furnaces, water heaters, plumbing and electrical all updated in 2021. Two car

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    Darren Allen

    Real Broker LLC

    (773) 300-5880

    6217 S Seeley Ave, Chicago, IL 60636
  • /21

    $560,000

    • 9 Beds
    • 6 Baths

    3518 W Lexington St, Chicago, IL 60624

    Located on the west side of Chicago, 3518 W Lexington presents a strong investment opportunity in a classic multi-family building. This property features three spacious units, each offering 3 bedrooms and 2 bathrooms-an ideal layout for attracting long-term tenants and maximizing rental income. Each unit provides generous living space and functional floor plans designed for comfortable living.

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    Tammy Jackson

    KM Realty Group, LLC

    (773) 923-3138

    3518 W Lexington St, Chicago, IL 60624
  • /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

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    Israel Valadez

    Realty of America, LLC

    (872) 295-7561

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

    $125,000

    • 4 Beds
    • 2 Baths

    6345 S May St, Chicago, IL 60621

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    Tammy Jackson

    KM Realty Group, LLC

    (872) 253-8530

    6345 S May St, Chicago, IL 60621

Showing Results 1 - 40, Page 1 of 18

Why Live in Chicago

Home Trends in Chicago, IL

Housing Trends

Median Sale Price
$377,500
Median Single Family Sale Price
$339,000
Median Townhouse Sale Price
$600,000
Median 2 Bedroom Sale Price
$420,000
Median 1 Bedroom Sale Price
$259,900
Average Price Per Sq Ft
$306
Number of Homes for Sale
3,098
Last 12 months Home Sales
21,222
Months of Supply
1.80
Median List Price
$375,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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