1,443

Chicago, IL Homes for Sale under $400,000

Section Image
  • /17

    $319,900

    $30K PRICE DROP
    • 5 Beds
    • 3 Baths

    4319 W Potomac Ave, Chicago, IL 60651

    In the heart of Chicago's West Humboldt Park neighborhood, 4319 W Potomac Ave presents a rare opportunity to own a classic all-brick two-flat building with tremendous potential for income generation or redevelopment. Whether you're a seasoned investor looking to add to your portfolio or a homeowner interested in the benefits of multi-unit living, this property offers strong fundamentals in a

    Fernando Godoy eXp Realty

    4319 W Potomac Ave, Chicago, IL 60651
  • /20

    $334,900

    Pending
    • 4 Beds
    • 1.5 Baths
    • 1,072 Sq Ft

    5641 W Patterson Ave, Chicago, IL 60634

    Step back in time and discover the untapped potential of this spacious 4-bedroom, 1.5-bath home. Brimming with original character, the interior features honey-hued hardwood floors and a charming vintage breakfast nook. The generous floor plan offers a functional flow ready for a modern revival. Located in a prime Chicago pocket close to parks, schools, and transit, this is a rare opportunity to

    Christopher Clark Grandview Realty, LLC

    5641 W Patterson Ave, Chicago, IL 60634
  • /16

    $335,000

    $15K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 950 Sq Ft

    2102 N Laramie Ave, Chicago, IL 60639

    Well-maintained 3-bedroom, 1-bath home offering solid value and key mechanical updates. Major improvements include roof, gutters, and downspouts (2-3 years old) and a new garage (2022). Recent updates provide added peace of mind, including washer (2025), range (2025), sump pump (2024), water heater (2021), dryer (2020), and toilet (2025). Furnace is original but has been professionally maintained

    Michelle Flores Realty of America, LLC

    2102 N Laramie Ave, Chicago, IL 60639
  • /32

    $320,000

    • 2 Beds
    • 1.5 Baths
    • 1,175 Sq Ft

    974 W 35th Place Unit 202, Chicago, IL 60609

    Welcome home to this beautifully maintained 2 bed, 1.5 bath condo in the heart of Bridgeport! Located in a newer construction building just a few blocks from Rate Field, this spacious unit offers the perfect blend of comfort, convenience, and investment potential. Enjoy an open and inviting layout featuring hardwood floors throughout the main living areas, plush carpet in the bedrooms, and

    Helen Bailey Pioneer Realty Group LLC

    974 W 35th Place Unit 202, Chicago, IL 60609
  • /34

    $388,000

    Pending
    • 9 Beds
    • 3 Baths

    9020 S Burley Ave, Chicago, IL 60617

    Welcome to South Chicago at 9020 S. Burley Ave, a well-maintained legal 3-unit building located near Lake Michigan. This fully occupied income-producing property offers an excellent opportunity for investors seeking stable rental income with future upside potential. All three units are currently rented on month-to-month leases, providing immediate cash flow and future flexibility. Each spacious

    Marco Ponce Coldwell Banker Realty

    9020 S Burley Ave, Chicago, IL 60617
  • /22

    $300,000

    • 2 Beds
    • 1 Bath
    • 920 Sq Ft

    1500 W Monroe St Unit 123, Chicago, IL 60607

    There's nothing cookie-cutter about this West Loop timber loft. Warm, inviting, and full of authentic Chicago character, this beautifully updated 2 bed / 1 bath home combines soaring 13' timber ceilings, exposed brick, hardwood floors, and oversized windows that pour natural light into the space throughout the day. The open-concept layout feels both spacious and comfortable, with a cozy gas

    Nicole Mozolewski Baird & Warner

    1500 W Monroe St Unit 123, Chicago, IL 60607
  • /16

    $360,000

    Pending
    • 4 Beds
    • 2 Baths

    6121 S Woodlawn Ave Unit 2, Chicago, IL 60637

    MASSIVE 4-bedroom, 2-bath condominium in beautifully maintained owner-occupied building on the University of Chicago's campus. The open kitchen includes 42" wood cabinets with crown molding, ample cabinet and counter space, AND a butler's pantry for easy prepping and additional storage space. The kitchen connects to the dining area with a chandelier, large living room and a sunlit sunroom. There

    Naja Morris @properties Christie's International Real Estate

    6121 S Woodlawn Ave Unit 2, Chicago, IL 60637
  • /19

    $389,900

    $100K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 3,109 Sq Ft

    5317 S Prairie Ave, Chicago, IL 60615

    Washington Park 3 bedroom & 3.5 bath Greystone with rear brick paver patio and detached 1 car garage. Hardwood floors throughout. Primary bedroom with ensuite bath with dual vanity, separate shower and bathtub. Lower-level features finished basement, full bathroom, laundry room and exterior access. The seller does not provide a survey. Buyer is responsible for both buyer and seller's portion of

    Mera Kordic RE/MAX Premier

    5317 S Prairie Ave, Chicago, IL 60615
  • /27

    $330,000

    Pending
    • 4,512 Sq Ft

    5150 W Ohio St, Chicago, IL 60644

    SELLING AS-IS - CONTRACTOR SPECIAL. A rare opportunity to own a high-yield, all-brick 5-unit investment property. This versatile building features three spacious 2-bedroom units, each offering the potential to convert the sunroom into a third bedroom. These units include large living rooms, separate dining rooms, generous bedrooms, and kitchens with oversized pantries, along with full bathrooms

    Katarzyna Kaminska United Real Estate-Chicago

    5150 W Ohio St, Chicago, IL 60644
  • /19

    $368,900

    • 3 Beds
    • 1 Bath
    • 1,040 Sq Ft

    5804 W 59th St, Chicago, IL 60638

    Hot Garfield Ridge, Priced to sell. Estate Sale being conveyed "AS IS" 3 bedrooms 1 bath, full finished basement, new HVAC, new electric in 2 car garage, Bay window in living room. Very nice home, Make Your Appointment today!

    Natalie Jonas First Rate Realty, Inc.

    5804 W 59th St, Chicago, IL 60638
  • /17

    $380,000

    Pending
    • 5 Beds
    • 2 Baths

    532 N Lawler Ave, Chicago, IL 60644

    Completely remodeled 2-flat in the Austin area of Chicago, finished in 2026. This spacious property features brand-new appliances, modern finishes throughout, and a finished basement providing additional living space. Ideal opportunity for owner-occupants or investors seeking a move-in ready building with strong potential. Property is AS-IS

    Lizzethe Sasco Sasco Realty Group

    532 N Lawler Ave, Chicago, IL 60644
  • /3

    $390,000

    • 5 Beds
    • 4 Baths

    6642 S Evans Ave, Chicago, IL 60637

    Stop by this all brick 4 unit in the booming Woodlawn area! This property comes with a rear coach house over a 2 car garage and a Finished Basement that houses 2 bedrooms. All units feature stainless steel appliances, individual heat and gas, and refinished hardwood floors throughout. It has easy access to public transportation and is close to University of Chicago. Property is being sold As-Is.

    Kaela Clay Hunter's Realty, Inc.

    6642 S Evans Ave, Chicago, IL 60637
  • /22

    $319,900

    • 6 Beds
    • 3 Baths
    • 2,450 Sq Ft

    7634 S Loomis Blvd, Chicago, IL 60620

    LARGE, FRESHLY UPDATED HOUSE WITH 6 GOOD SIZE BEDROOMS AND 3 FULL BATHS. OPEN KITCHEN WITH NEW WHITE CABINETS, BACKSPLASH, GRANITE COUNTERTOPS AND SS APPLIANCES. NEW UPDATED CERAMIC BATHROOMS WITH ELEGANT ACCESSORIES. HARDWOOD FLOORS THROUGHOUT FIRST FLOOR. BASEMENT DUPLEXED TO FIRST FLOOR FOR ADDITIONAL LIVING SPACE. QUIET BLOCK. MAKE IT YOUR HOME BEFORE IS TO LATE.

    Alicja Grzych Chicagoland Brokers, Inc.

    7634 S Loomis Blvd, Chicago, IL 60620
  • /26

    $300,000

    Pending
    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    111 S Morgan St Unit 703, Chicago, IL 60607

    Welcome to your West Loop abode-where sunsets steal the show and city living feels effortlessly elevated. Perched on the 7th floor with coveted west-facing views, this bright and airy 1-bedroom, 1-bath home is perfectly positioned to capture Chicago's golden hour, with warm natural light pouring in each evening. Step out onto your private balcony and take it all in-your own front-row seat to the

    Sarah Ahmed @properties Christie's International Real Estate

    111 S Morgan St Unit 703, Chicago, IL 60607
  • /25

    $394,999

    $5K PRICE DROP Pending
    • 4 Beds
    • 3 Baths

    1701 N Nagle Ave, Chicago, IL 60707

    Solid brick 2-flat in the desirable North Austin/Galewood neighborhood presents an opportunity for experienced investors or rehabbers. Each unit offers 2 bedrooms and 1 bathroom with tandem rear porches. Full walk-out basement. Property is being sold as-is. Building requires repairs and updates and currently has City of Chicago violations to be addressed. Buyer to assume responsibility for any

    Jessica Rivera Berkshire Hathaway HomeServices Chicago

    1701 N Nagle Ave, Chicago, IL 60707
  • /11

    $349,900

    Pending
    • 6 Beds
    • 3 Baths

    329 N Lorel Ave, Chicago, IL 60644

    Austin 2/flat in great condition, newer windows, hot water tank, both units are currently vacant. Each unit offers 3 bedrooms, living room, dining room, bath and kit. This property also features A full finished basement with 3 bedroom , living room, kitchen and bath, Rear concrete slab in place for garage. Separate utilities!!

    Billy Smith A. Vision Realty and Mgmt Co.

    329 N Lorel Ave, Chicago, IL 60644
  • /34

    $349,000

    Pending
    • 4 Beds
    • 2 Baths

    1234 S Millard Ave, Chicago, IL 60623

    Gorgeous 3 level multi-family turnkey income producing home in hot North Lawndale neighborhood. First floor duplexes into finished basement with 2 bedrooms and 1 bathroom on first floor. Basement is finished with 2 additional rooms. Second floor has 3 bedrooms and 1 bathroom. 2026 renovations include new floors, new paint, new appliances, new kitchen cabinets, renovated bathrooms, new roof, new

    Satyanarayan Teeparti Keller Williams Infinity

    1234 S Millard Ave, Chicago, IL 60623
  • /10

    $395,000

    Pending

    8346 S Drexel Ave, Chicago, IL 60619

    TURNKEY 6-UNIT CASH-FLOWING INVESTMENT | SOLID BRICK | CHATHAM Welcome to 8346-48 S Drexel Ave, a rare 6-unit, income-producing brick building in one of Chicago's most consistently performing rental corridors. This is a true multifamily asset designed for immediate cash flow with long-term upside. This well-maintained building features six spacious units with strong rental demand, making it ideal

    Kimberly McClinton Keyed Realty Collective LLC

    8346 S Drexel Ave, Chicago, IL 60619
  • /32

    $389,877

    Pending
    • 6 Beds
    • 3 Baths
    • 2,315 Sq Ft

    5012 S Tripp Ave, Chicago, IL 60632

    Luxury Living with Exceptional Related Living Design Fully renovated and thoughtfully designed, this impressive 6-bedroom, 3-bath residence offers three finished levels of sophisticated living. The beautifully appointed kitchen showcases timeless white shaker cabinetry, quartz countertops, and stainless steel appliances, while all bathrooms have been elegantly updated with modern finishes. Both

    Jose Villasenor Realty of America, LLC

    5012 S Tripp Ave, Chicago, IL 60632
  • /15

    $335,000

    $25K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 1,148 Sq Ft

    1530 S State St Unit 1127, Chicago, IL 60605

    This large, sunny, one bedroom South Loop soft loft is move in ready and packs a variety of features and upgrades. At 1148 square feet, the unit includes a large bedroom with ample space for a king bed, with a jumbo custom closet that can be adjusted to your liking. The sun drenched patio includes 15 foot high walls on either side of the unit, giving the owner total privacy and a full day of

    Scott Fishman Worth Clark Realty

    1530 S State St Unit 1127, Chicago, IL 60605
  • /12

    $349,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,450 Sq Ft

    4944 N Spaulding Ave Unit 3N, Chicago, IL 60625

    Welcome home to this sun-filled, top-floor two bed, two bath home in the heart of Albany Park that checks ALL the boxes... and them some! Step inside and you're greeted by soaring ceilings, exposed brick, and incredible natural light that pours in from both the east and west. The east-facing living room is warm and inviting, complete with a cozy gas fireplace for those cold winter nights, and an

    Jeremy Fisher Compass

    4944 N Spaulding Ave Unit 3N, Chicago, IL 60625
  • /33

    $338,000

    $7K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 900 Sq Ft

    401 E Ontario St Unit 1410, Chicago, IL 60611

    Welcome to elevated city living at 401 E Ontario St - a beautifully positioned 14th-floor corner unit offering both comfort and captivating sunny eastern exposure. This spacious ~900 sq ft residence is flooded with natural light from its desirable east-facing orientation, showcasing airy ambiance throughout the day. As a corner unit, it offers enhanced privacy and additional bay windows, creating

    Derek Morgan USRealty.com, LLP

    401 E Ontario St Unit 1410, Chicago, IL 60611
  • /19

    $310,000

    $15K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    910 W Madison St Unit 605, Chicago, IL 60607

    Exceptionally clean West Loop condo with skyline views, tons of light, hardwood floors and an oversized patio for entertaining. This pristine unit features GE stainless kitchen appliance package, granite counters, oak cabinets, neutral decor, carpet in bedroom, in-unit laundry and a fireplace too! Indoor heating parking for additional 25k!Large storage locker. Secure, video monitored Building!

    Jen Fay Re/Max Premier

    910 W Madison St Unit 605, Chicago, IL 60607
  • /17

    $360,000

    • 2 Beds
    • 1.5 Baths
    • 950 Sq Ft

    2025 S Indiana Ave Unit 209II, Chicago, IL 60616

    Situated in the South Loop Museum Park Campus Area, this condo is inviting, tidy, and Cool! Upgrades abound in this 2-bedroom, 1.5 bath unit. This smart home is filled with surround speakers everywhere, including the spa-like primary bath with Grohe multihead and rain shower. Music lovers' delight! The most spacious outside areas are found in the 2nd-floor condos in this elevated building, and

    Mary Wilson Compass

    2025 S Indiana Ave Unit 209II, Chicago, IL 60616
  • /17

    $315,000

    Pending
    • 1 Bed
    • 1 Bath

    3458 N Janssen Ave Unit H1, Chicago, IL 60657

    Work from home in comfort in this gorgeous and sunny 1 bedroom plus separate den or office with French doors for work from home privacy in the perfect Southport Corridor location! Kitchen boasts newer stainless steel appliances and Quartz counter tops. Separate dining area-perfect for entertaining! King-sized bedroom with custom closet shelving. Refinished hardwood floors throughout, and full

    Heather Hillebrand Baird & Warner

    3458 N Janssen Ave Unit H1, Chicago, IL 60657
  • /21

    $379,000

    $16K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,000 Sq Ft

    6833 N Kedzie Ave Unit 1516, Chicago, IL 60645

    Completely updated by an interior decorator. Everything is new and up-to-date. This almost 2000 sqft 4 bedroom penthouse condo in Winston Towers II feels and lives like a home. There's a front foyer with 2 closets and an accent wall. Greatroom is open to the kitchen and has an island for bar stools and eat-in area. All new appliances including a wine fridg. All the bedrooms are good size and the

    Henry Torn ListWithFreedom.com

    6833 N Kedzie Ave Unit 1516, Chicago, IL 60645
  • /14

    $329,999

    Pending
    • 1 Bed
    • 1 Bath

    873 N Larrabee St Unit 409, Chicago, IL 60610

    Natural light floods in through this spacious west facing 1 bed/ 1 bath, situated in the highly desirable River North neighborhood. The large open living/kitchen space is perfect for entertaining guests including direct access to your private balcony for grilling and chilling when the need arises. Stainless steel appliances, granite counter tops with breakfast bar, 42" cabinets, and a large

    Andrew Frier North Clybourn Group, Inc.

    873 N Larrabee St Unit 409, Chicago, IL 60610
  • /40

    $340,000

    Pending
    • 7 Beds
    • 3 Baths

    6433 S Aberdeen St, Chicago, IL 60621

    Welcome to 6433 S Aberdeen St...your future home. This is a well-maintained multi-unit residence offering flexibility for a variety of living arrangements. Both main levels feature comfortable layouts with 3 bedrooms on each main floor. These units have abundant natural light, creating a warm and inviting atmosphere. The home provides functional living space suitable for both everyday living and

    Mynor Ochoa PROSALES REALTY

    6433 S Aberdeen St, Chicago, IL 60621
  • /23

    $375,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    5142 S Greenwood Ave Unit 2, Chicago, IL 60615

    Light streams into the second-floor unit of this condominium, nestled on a quiet one-way street and overlooking the historic Greenwood Avenue Row Houses. The current owners updated this three-bedroom two-bath unit, resulting in a beautiful combination of a modern vibe with vintage details. Entering the foyer one finds the sun-drenched living room, focused on a fireplace surrounded by built-in

    Susan O'Connor Berkshire Hathaway HomeServices Chicago

    5142 S Greenwood Ave Unit 2, Chicago, IL 60615
  • /43

    $349,900

    $88K PRICE DROP Pending
    • 4 Beds
    • 3.5 Baths
    • 1,846 Sq Ft

    352 E 77th St, Chicago, IL 60619

    Welcome to a stunning residence where luxury, comfort, and thoughtful design come together in every detail. Sunlight fills the home through skylights and a striking atrium with balcony, setting the tone for the bright, open floor plan. Enjoy a warm and inviting atmosphere with a beautiful mix of hardwood floors, plush carpeting, and fireplaces in both the living room and basement-perfect for

    Jose Ruiz JRuiz Realty LLC

    352 E 77th St, Chicago, IL 60619
  • /18

    $315,000

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    1108 E Marquette Rd Unit 207, Chicago, IL 60637

    Experience elevated living in the heart of Woodlawn at 1108 E Marquette Rd, Unit 207; a luxury duplex-up residence surrounded by new development and just minutes from the future Obama Presidential Library, University of Chicago, Jackson Park, and the lakefront. This stunning home features real hardwood floors throughout and an open-concept main level designed for both everyday comfort and stylish

    Whitney Hampton Keller Williams ONEChicago

    1108 E Marquette Rd Unit 207, Chicago, IL 60637
  • /30

    $375,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    6833 N Kedzie Ave Unit 701, Chicago, IL 60645

    For your most discerning buyers, welcome to the most desirable tier in WT2. This "01" unit offers stunning southeast-facing views overlooking the downtown Chicago skyline. Upon entry, you are greeted by beautifully maintained engineered hardwood flooring, custom built-ins, and an expansive open-concept layout filled with natural light. The oversized living and dining areas flow seamlessly to a

    Eliyahu Ben-Zev @properties Christie's International Real Estate

    6833 N Kedzie Ave Unit 701, Chicago, IL 60645
  • /63

    $384,900

    Pending
    • 5 Beds
    • 3 Baths

    1824 S Harding Ave, Chicago, IL 60623

    Fully remodeled 3-unit investment opportunity in Chicago's South Lawndale neighborhood. Solid brick building featuring three updated units with strong income potential and low-maintenance ownership. The property includes two full above-grade units, each offering spacious 2-bedroom, 1-bath layouts with modern finishes, updated kitchens and baths, refreshed flooring, and in-unit laundry in each

    David Sengun HomeSmart Connect LLC

    1824 S Harding Ave, Chicago, IL 60623
  • /31

    $385,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,458 Sq Ft

    1324 W Albion Ave Unit 1E, Chicago, IL 60626

    Bright and spacious vintage 2 bed, 2 bath home in a charming 6-flat building located in East Rogers Park on a quiet, tree lined block with a beautifully landscaped front entry. As you step in, the living room is filled with natural light from large windows and features a gas fireplace with a classic mantel, recently installed and operated by remote control, framed by built in bookshelves. The

    Mark Keppy Baird & Warner

    1324 W Albion Ave Unit 1E, Chicago, IL 60626
  • /32

    $339,000

    Pending
    • 5 Beds
    • 2.5 Baths
    • 1,167 Sq Ft

    8243 S Wabash Ave, Chicago, IL 60619

    Beautiful brick ranch offering 5 bedrooms and 2 1/2 bathrooms with a versatile layout and plenty of living space throughout. The main level features 3 bedrooms and 1 1/2 baths while the fully finished basement includes additional bedrooms and a full bath making it ideal for extended living arrangements, guests, or a home office setup. Enjoy cozy electric fireplaces, brand new stainless steel

    Steve Budzik ICandy Realty LLC

    8243 S Wabash Ave, Chicago, IL 60619
  • /27

    $309,000

    • 2 Beds
    • 2 Baths
    • 1,015 Sq Ft

    5320 N Sheridan Rd Unit 2203, Chicago, IL 60640

    Attention deal seekers! Breathtaking lake view 2b2b condo with huge potential! Long time owned unit with wear and tear presented in its true color. Great open floor plan! Bright living room leading to spacious balcony not to miss the beautiful lake and city view on the east and south! Large bedrooms! Primary bedroom with private bath! Home in decent condition and just need some minor updates - a

    Christy Kui United Real Estate - Chicago

    5320 N Sheridan Rd Unit 2203, Chicago, IL 60640
  • /27

    $329,900

    Pending
    • 4 Beds
    • 1.5 Baths
    • 1,600 Sq Ft

    3444 W 53rd Place, Chicago, IL 60632

    Looking for a clean and well maintained home? This brick raised ranch includes 4 bedrooms, 1 full bath and 1/2 bath in the basement. Clean, Clean, Clean. 2 brdrooms on the main level with 2 additional bedrooms on the 2nd floor. Basement is a great place to enjoy family and or entertaining. Basement is fully finished with ceramic floors and 1/2 bath. Many updates and great features here. Call is a

    Brandon Schuppe Skydan Real Estate Sales, LLC

    3444 W 53rd Place, Chicago, IL 60632
  • /20

    $380,000

    • 7 Beds
    • 3 Baths

    8535 S Morgan St, Chicago, IL 60620

    Excellent opportunity to own a spacious income producing 2 unit building in the heart of Auburn Gresham! Investors will appreciate the strong rental potential in the area with separate utilities. The first floor unit is duplexed down to the basement and features 4 bedrooms and 2 full bathrooms with an expansive layout perfect for larger households. The second floor unit offers 3 bedrooms and 1

    Sherri Jordan Suite 527 Realty Group, LLC

    8535 S Morgan St, Chicago, IL 60620
  • /28

    $315,000

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    5115 N Springfield Ave Unit B, Chicago, IL 60625

    Welcome to this beautifully updated townhouse located in Chicago's highly desirable Northwest Side near the vibrant Albany Park / Irving Park neighborhood! This move-in ready 2-bedroom, 1.5-bath home offers over 1,100 sq ft of functional living space-perfect for first-time buyers looking to purchase a home, savvy investors looking for another rental property under their portfolio, or downsizers

    Lance Ellazar Realty of America, LLC

    5115 N Springfield Ave Unit B, Chicago, IL 60625
  • /19

    $340,000

    • 7 Beds
    • 2 Baths
    • 1,284 Sq Ft

    6740 S Laflin St, Chicago, IL 60636

    Space is the ultimate luxury, and this massive 6-bedroom, 2-bathroom residence delivers it with purpose. Whether you are looking to house a growing family or seeking a strategic investment to build long-term equity, this property is a fortress of opportunity. The main levels offer expansive living areas with a floor plan that maximizes privacy and flow. Below, the fully finished basement expands

    Saul Allen Realty of America, LLC

    6740 S Laflin St, Chicago, IL 60636

Showing Results 241 - 280, Page 7 of 18

How to Buy a Home How to Finance a Home How to Sell a Home