1,443

Chicago, IL Homes for Sale under $400,000

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  • /19

    $400,000

    • 4 Beds
    • 2 Baths

    1833 N Tripp Ave, Chicago, IL 60639

    2-flat packed with opportunity Being sold AS-IS, this property needs some updating and vision, but the upside is undeniable. New roof and gutters in 2026. The 1st-floor unit is duplexed to the basement, offering expanded living space and flexible layout possibilities ideal for an owner-occupant, extended living arrangement, or maximizing rental income potential. With solid bones and endless

    Monica Morales Extreme Realty LLC

    1833 N Tripp Ave, Chicago, IL 60639
  • /29

    $359,900

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft

    6317 N Lowell Ave, Chicago, IL 60646

    Sauganash Park, 2 bedroom, 1 bath ranch! Spacious bedrooms. Hardwood floors. Great Bones! Great deck! Lovely backyard! Full basement. Close to Sauganash trail, Starbucks, Whole Foods! Nice size lot! Estate Sale! Being sold "as is".

    Cheryl Bellavia Baird & Warner

    6317 N Lowell Ave, Chicago, IL 60646
  • /47

    $395,000

    Pending
    • 5 Beds
    • 2 Baths
    • 1,707 Sq Ft

    3041 S Kildare Ave, Chicago, IL 60623

    Rare opportunity to own one of the few homes currently available in the surrounding area. With very limited inventory nearby, this spacious and light-filled classic brick bungalow offers a unique chance for buyers seeking space, character, and flexible living. This beautifully maintained home features 5 bedrooms and 2 full bathrooms, combining the timeless charm of traditional bungalow

    Abiezer Molina Chicagoland Brokers, Inc.

    3041 S Kildare Ave, Chicago, IL 60623
  • /22

    $325,000

    Pending
    • 1 Bed
    • 1 Bath

    849 N Franklin St Unit 1115, Chicago, IL 60610

    **Multiple Offers Received: Highest and Best Due Monday May 18th at 3PM**Perched in one of the most sought-after tiers of the building, this rarely available 1-bedroom concrete loft at 849 N Franklin Unit 1115 offers dramatic 11-foot ceilings, stunning south-facing city views, and an airy, sun-drenched layout in the heart of River North. The open-concept living space blends industrial loft

    Megan Wood Compass

    849 N Franklin St Unit 1115, Chicago, IL 60610
  • /24

    $329,000

    • 1 Bed
    • 1 Bath
    • 820 Sq Ft

    405 N Wabash Ave Unit 3308, Chicago, IL 60611

    Embrace the best of city living in this tastefully renovated 1-bedroom residence at River Plaza. Situated on the 33rd floor, this south-facing unit offers a rare and clear perspective of the Chicago River and the iconic city skyline. Inside, the home features durable wide-plank engineered hardwood floors that run throughout the entire space. The living area is bright and open, supported by

    Haroon Khan Streeterville Realty, LLC

    405 N Wabash Ave Unit 3308, Chicago, IL 60611
  • /11

    $399,000

    • 1 Bed
    • 1 Bath
    • 1,100 Sq Ft

    2000 N Lincoln Park W Unit 312, Chicago, IL 60614

    Exceptional Tier #12 corner residence offering approximately 1,100 sq. ft. of refined living space in one of Lincoln Park's most distinguished vintage buildings. This great home features expansive treetop exposures, abundant natural light, and classic architectural detailing throughout. A grand formal living room anchors the home with oversized windows and original millwork. The separate dining

    Mircea Ciubancan Real People Realty

    2000 N Lincoln Park W Unit 312, Chicago, IL 60614
  • /12

    $395,000

    • 6 Beds
    • 2 Baths

    5518 S Wood St, Chicago, IL 60636

    Income Producing 2 Unit in Prime Chicago Location. Fantastic investment opportunity! This solid brick 2 unit building offers huge 3 bedroom layouts in both units, each featuring hardwood floors, newer windows, and enclosed back porches for added storage and year-round usability. Inside, the units offer generous living and dining spaces with great natural light, tall ceilings, and classic Chicago

    Emily Roman Realty of America, LLC

    5518 S Wood St, Chicago, IL 60636
  • /28

    $375,000

    • 2 Beds
    • 2 Baths

    500 W Superior St Unit 1306, Chicago, IL 60654

    Set high above River North in the iconic Montgomery, this bright, beautifully maintained 2 bed, 2 bath home offers the kind of everyday Chicago life people move here for. Floor to ceiling windows wrap you in light and deliver a living postcard; wide open west, north, and east views with the skyline glowing at sunset and the lake shimmering in the distance. Inside, 10 foot ceilings and a smart

    Ben Cline Keller Williams ONEChicago

    500 W Superior St Unit 1306, Chicago, IL 60654
  • /30

    $399,999

    • 8 Beds
    • 3 Baths

    7813 S East End Ave, Chicago, IL 60649

    Welcome to 7813 S East End Ave, a well-maintained solid brick 2-flat located in the heart of South Shore, just minutes from the lakefront and approximately 3 miles from the Obama Presidential Center. This property features two spacious 3-bedroom units with separate utilities, making it an ideal opportunity for both investors and owner-occupants. Each unit showcases hardwood floors throughout,

    Joshua Mercer Premier Chicago Real Estate

    7813 S East End Ave, Chicago, IL 60649
  • /27

    $309,900

    • 1 Bed
    • 1 Bath
    • 785 Sq Ft

    30 E Huron St Unit 2010, Chicago, IL 60611

    Welcome to this beautifully remodeled condo offering the perfect blend of modern elegance and timeless charm, ideally located in the heart of River North. Designed for effortless city living, this spacious east-facing 1-bedroom, 1-bath residence sits on the 20th floor and is filled with natural light, showcasing breathtaking skyline views of Chicago. The open-concept layout features a

    Salman Hakimzadeh Khoee Kale Realty

    30 E Huron St Unit 2010, Chicago, IL 60611
  • /22

    $379,000

    • 6 Beds
    • 2 Baths

    5737 S Laflin St, Chicago, IL 60636

    Welcome to this well - maintained 2-unit property, perfect for a first-time homebuyer or savvy investor! Each unit features 3 spacious bedrooms and 1 full bathroom. The property underwent renovations in 2024, including a brand-new kitchen with granite countertops. Enjoy year-round comfort with the added forced air with A/C on both floors and in-unit laundry already installed in both units. All

    Silvia Tenesaca Cloud Gate Realty LLC

    5737 S Laflin St, Chicago, IL 60636
  • /14

    $399,900

    $49K PRICE DROP Pending
    • 7,860 Sq Ft

    8211 S Drexel Ave, Chicago, IL 60619

    Six-unit multifamily property located in the Chatham neighborhood on Chicago's South Side. The property consists of three 1-bedroom/1-bath units and three 2-bedroom/1-bath units. Each unit features separate living and dining areas. The building includes a detached four-car garage located at the rear of the property. All units are currently occupied. Tenancy is month-to-month. Current rental rates

    Sarah Ware Ware Realty Group, LLC

    8211 S Drexel Ave, Chicago, IL 60619
  • /16

    $335,000

    Pending
    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    1850 N Clark St Unit 2805, Chicago, IL 60614

    Enjoy truly unobstructed, million-dollar views of Lake Michigan and Lincoln Park from this beautifully renovated, high-floor condo. This spacious east-facing 1-bedroom, 1-bath home is one of the largest layouts in the tier, filled with natural light and designed for both comfort and style. The kitchen has been thoughtfully updated with modern two-tone cabinetry, white quartz countertops,

    Matt Engle Fulton Grace Realty

    1850 N Clark St Unit 2805, Chicago, IL 60614
  • /13

    $345,000

    Pending
    • 5 Beds
    • 3 Baths

    7034 S Hermitage Ave, Chicago, IL 60636

    Great investment opportunity in Englewood! This well-maintained two-unit building features two spacious units, each offering 2 bedrooms and 1 bathroom. Both units have separate utilities and individual meters, providing convenience for owners and tenants. The finished basement, powered by electricity, offers additional living space and can function as a potential in-law suite or extended living

    Myiah Williams EXIT Strategy Realty

    7034 S Hermitage Ave, Chicago, IL 60636
  • /19

    $389,000

    $86K PRICE DROP Pending
    • 9 Beds
    • 4 Baths

    8744 S Saginaw Ave, Chicago, IL 60617

    SOUTH CHICAGO - FOR SALE: Fully rehabbed 3-unit multifamily property located in the South Chicago neighborhood. The property consists of three (3BD/1BA) units, with the top-floor unit featuring an additional attic level that includes an extra bathroom and two rooms-ideal for use as a study and playroom. Recent renovations include a new roof, new windows, and individual furnaces for each unit. The

    Daniel Breiter Horvath & Tremblay IL, LLC

    8744 S Saginaw Ave, Chicago, IL 60617
  • /39

    $395,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,285 Sq Ft

    1111 S Wabash Ave Unit 2501, Chicago, IL 60605

    Welcome to Residence 2501 at 1111 S. Wabash-a beautifully refreshed 2-bedroom + den, 2-bath home perched on the 25th floor, where city and lake views stretch out beyond your private balcony and the energy of the South Loop is right at your doorstep. From the moment you walk in, there's a feeling that just works-clean, modern, and effortlessly comfortable. The open layout is framed by expansive

    Morgan Danuk Legacy Properties, A Sarah Leonard Company, LLC

    1111 S Wabash Ave Unit 2501, Chicago, IL 60605
  • /21

    $399,000

    • Studio
    • 1 Bath
    • 675 Sq Ft

    401 N Wabash Ave Unit 2530, Chicago, IL 60611

    Experience the pinnacle of a luxury pied-a-terre without the hassle of ownership. A highly sought-after investment opportunity, this deluxe king suite at the Trump International Hotel provides immediate income potential when not in personal use. Whether you're visiting for business or leisure, enjoy world-class amenities including state of the art health club overlooking the city, an indoor pool,

    Alexandre Stoykov Compass

    401 N Wabash Ave Unit 2530, Chicago, IL 60611
  • /21

    $354,900

    $45K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    40 E 9th St Unit 1310C, Chicago, IL 60605

    Situated in a prime South Loop location, this spacious 3-bedroom, 2.5-bath residence offers an exceptionally open and wide main living area with beautiful hardwood floors and stunning panoramic views. The kitchen features granite countertops and a full suite of appliances, while the bedrooms are comfortably carpeted. Enjoy the convenience of in-unit laundry and a private balcony. Full-service

    Michael Scola RE/MAX Partners

    40 E 9th St Unit 1310C, Chicago, IL 60605
  • /28

    $349,000

    Pending
    • 1 Bed
    • 1 Bath
    • 860 Sq Ft

    400 E Randolph St Unit 3628, Chicago, IL 60601

    Experience the best of city living in this upgraded 860 sq. ft. one-bedroom residence, offering stunning views of the Chicago skyline, Lakeshore East Park, and Millennium Park. The spacious living room flows seamlessly into a modernized kitchen, while an expansive 18' balcony provides the perfect spot to take in the scenery. The bedroom is generously sized, with ample space for a home office

    Bo Xu Jameson Sotheby's Intl Realty

    400 E Randolph St Unit 3628, Chicago, IL 60601
  • /11

    $324,900

    $10K PRICE INCREASE
    • 3 Beds
    • 1 Bath
    • 1,400 Sq Ft

    3424 W 64th Place, Chicago, IL 60629

    This home offers great value with major updates already completed. It features a new roof, new windows, a new furnace, and a new water heater. The interior has been remodeled and is in decent condition, providing a solid base for any final personal touches. A strong opportunity for buyers looking for a property with essential improvements already done. Property is being sold AS IS.

    Norma Brizuela YUB Realty Inc

    3424 W 64th Place, Chicago, IL 60629
  • /13

    $399,000

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

    1308 W Fillmore St Unit 4, Chicago, IL 60607

    Immaculate top-floor 2 bed / 2 bath condo on a prime Little Italy block, just steps from Taylor Street, Arrigo Park, and ideally located between UIC East Campus and the UIC/Rush Medical District. This light-filled home features an airy open floor plan with soaring ceilings and expansive windows showcasing beautiful tree canopy views. Recently updated with fresh paint and newly refinished solid

    Chris Katsulis THE NAV AGENCY

    1308 W Fillmore St Unit 4, Chicago, IL 60607
  • /11

    $344,999

    $5K PRICE DROP
    • 8 Beds
    • 2 Baths

    12148 S Eggleston Ave, Chicago, IL 60628

    Well-maintained brick 2-flat offering spacious layouts and thoughtful updates throughout. Each unit features updated kitchens and bathrooms, along with dedicated washer and dryer hookups for added convenience.The property includes a versatile oversized 20x30 space ideal for a primary bedroom, additional living area, or recreation room. Major components have been updated, including roof, siding,

    Kayshonna Straughter Blue Door Dave Inc

    12148 S Eggleston Ave, Chicago, IL 60628
  • /34

    $398,500

    Pending
    • 2 Beds
    • 1.5 Baths
    • 948 Sq Ft

    7830 W Berwyn Ave, Chicago, IL 60656

    Welcome to this classic brick Georgian-style home with timeless curb appeal in sought-after Oriole Park! Enjoy quiet, comfortable living without sacrificing city convenience. Lovingly maintained for over 30 years, this bright, south-facing 2BD/1.25 BTH is filled with warmth, character, and opportunity. Step beneath the decorative awning into a welcoming living room anchored by a large picture

    Keith Bjorklund Fulton Grace Realty

    7830 W Berwyn Ave, Chicago, IL 60656
  • /2

    $380,000

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,286 Sq Ft

    175 E Delaware Place Unit 5601, Chicago, IL 60611

    TWO-BEDROOMS FACING WEST WITH NO DIAGONALS AND NEW WHITE APPLIANCES. STORAGE LOCKER, WASHERS AND DRYERS ARE ON THE SAME FLOOR! A SEA OF EXQUSITE LIGHTS AND ARCHITECTURE AWAITS YOU. PRICED TO SELL AND EASY TO SHOW 24/7! CONTRACTORS WILL PROVIDE YOU WITH A FREE ESTIMATE AS TO WHAT IT WILL COST TO RENOVATE IT. FULL AMENITY BUILDING, INCLUDING A FULL SUPER MARKET (POTASH) ON THE 44TH FLOOR.

    Pat Cohen Baird & Warner

    175 E Delaware Place Unit 5601, Chicago, IL 60611
  • /40

    $399,900

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,850 Sq Ft

    11412 S Oakley Ave, Chicago, IL 60643

    Beautiful oversized 3-bedroom, 2.5-bath walk-through Georgian located on a quiet block in Southwest Morgan Park. Fully renovated eight years ago, this light-filled home blends timeless character with thoughtful modern updates, featuring hardwood flooring throughout, a gracious foyer, oak staircase, recessed lighting, and a warm, inviting living room with bay window and fireplace. The eat-in

    Tracey Hill EXIT Strategy Realty

    11412 S Oakley Ave, Chicago, IL 60643
  • /41

    $329,999

    • 5 Beds
    • 3 Baths

    6748 S Wabash Ave, Chicago, IL 60637

    Welcome home to this fully renovated brick residence in Chicago, blending modern style with timeless appeal. Featuring 5 generously sized bedrooms and 3 updated bathrooms, this home provides abundant space for family, guests, and entertaining. Step inside to an inviting living room with an open-concept layout that flows seamlessly into a spacious dining area-perfect for memorable gatherings. The

    Brittany Strale Redfin Corporation

    6748 S Wabash Ave, Chicago, IL 60637
  • /24

    $350,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,632 Sq Ft

    2550 W 112th St Unit 12L, Chicago, IL 60655

    Move-in ready spacious townhome in Maplewood Manor - Beverly/Mount Greenwood. Maplewood Manor townhomes were built in 1991 and are meticulously maintained. Discover this beautifully updated 3-bedroom, 2.5 bath townhome with a two-car detached garage, perfectly situated in the highly desirable Beverly/Mount Greenwood community. Inside you'll find gleaming hardwood flooring, new windows and patio

    Charles Grant Berkshire Hathaway HomeServices Chicago

    2550 W 112th St Unit 12L, Chicago, IL 60655
  • /25

    $350,000

    Pending
    • 7 Beds
    • 4 Baths
    • 1,428 Sq Ft

    2825 N Moody Ave, Chicago, IL 60634

    Investors Dream - Single Family Residence turned into multiple living areas property. This property's unique set up comes from the previous century and is being carried to the present time. 2 levels of living space! First level has 4 bedrooms, 2 baths, and additional living space. Second level has 3 bedrooms, 2 baths, and separate heating system, hot water tank and electric meter. Property needs

    Anna Kawa arhome realty

    2825 N Moody Ave, Chicago, IL 60634
  • /28

    $369,900

    Pending
    • 2 Beds
    • 1 Bath

    1820 N Spaulding Ave Unit 410, Chicago, IL 60647

    Great opportunity to own this corner 2 bed/1 bath condo/artist loft with access to the 606 Trail in Logan Square. Spacious living/dining room combo with large windows that saturate the space with natural light. Beautiful hardwood floors throughout the common areas of the unit. Kitchen contains 42-in. cabinets and stainless steel appliances. Bathroom has a double sink and natural stone tile. Both

    Luminita Ispas Century 21 S.G.R., Inc.

    1820 N Spaulding Ave Unit 410, Chicago, IL 60647
  • /36

    $389,999

    Pending
    • 4 Beds
    • 2 Baths

    7830 S Marshfield Ave, Chicago, IL 60620

    Welcome to 7830 S Marshfield - a completely gut-rehabbed 2-flat that checks every box for a first-time homebuyer looking to house hack or a seasoned investor looking to add a turn-key opportunity to your portfolio. Qualified buyers can take advantage of up to $15,000 in DPA through our preferred lender, a full gift that never has to be repaid! This building has been family-owned for over 50

    Skyler Lemons EXIT Strategy Realty

    7830 S Marshfield Ave, Chicago, IL 60620
  • /24

    $344,888

    Pending
    • 2 Beds
    • 1 Bath

    1524 S Sangamon St Unit 604, Chicago, IL 60608

    Welcome to this bright and spacious 2-bedroom home offering sweeping city views and effortless Chicago living in the heart of University Village. This move-in ready residence has been thoughtfully updated, featuring brand new kitchen appliances, new carpet, recently updated flooring, and fresh paint throughout, creating a clean, modern feel from the moment you walk in. The well-appointed kitchen

    Cory Tanzer Option Premier LLC

    1524 S Sangamon St Unit 604, Chicago, IL 60608
  • /30

    $379,747

    • Studio
    • 1 Bath
    • 942 Sq Ft

    850 N Lake Shore Dr Unit 612, Chicago, IL 60611

    612 is one of only five floor plans that exist in this marvelous building. A 942 sq ft studio that lives like a one bedroom with an office area that is 8X7 and features 10' ceilings, lots of storage and closets, a suite area that holds a king size bed, all new SS Bosch kitchen appliances and new, in-unit Whirlpool washer and dryer. This beautifully renovated historical building, nestled along

    Michael Rosenblum Berkshire Hathaway HomeServices Chicago

    850 N Lake Shore Dr Unit 612, Chicago, IL 60611
  • /21

    $400,000

    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft

    860 N Lake Shore Dr Unit 3-K, Chicago, IL 60611

    Step into this expansive unit and immediately be wowed by sweeping treetop and Lake Michigan views from every room. Located in the building's preferred tier, this unit offers an exceptional perspective that blends natural serenity with city living in one of Ludwig Mies van der Rohe's iconic Glass Houses. This home features refinished terrazzo floors and dramatic floor-to-ceiling windows, with

    Santiago Valdez Compass

    860 N Lake Shore Dr Unit 3-K, Chicago, IL 60611
  • /24

    $374,900

    $24K PRICE DROP Pending
    • 3 Beds
    • 4 Baths
    • 2,900 Sq Ft

    4403 S Prairie Ave, Chicago, IL 60653

    Bronzeville single family home with opportunity abound. This well appointed 3 bedroom 4 full-bath home was rehabbed in 2013 with hardwood floors throughout, modern kitchen and baths, expansive open-concept living/dining areas, full primary suite w/ walk-in-closet, primary bath includes double bowl vanity and whirlpool soaking tub. The large 2nd and 3rd bedrooms afford space for any living

    Shanin Burton Coldwell Banker Realty

    4403 S Prairie Ave, Chicago, IL 60653
  • /27

    $350,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft

    4350 N Broadway St Unit 307, Chicago, IL 60613

    Welcome to Buena Pointe Tower, a boutique elevator building ideally situated in the heart of Buena Park/Uptown. This spacious 2-bedroom, 2-bath condo offers an inviting open-concept layout flooded with natural light. The expansive living and dining room provides excellent flexibility for both everyday living and entertaining, with offers a true dining space. The generously sized primary suite

    Megan Tirpak @properties Christie's International Real Estate

    4350 N Broadway St Unit 307, Chicago, IL 60613
  • /18

    $350,000

    • Studio
    • 1 Bath

    401 N Wabash Ave Unit 2310, Chicago, IL 60611

    Experience the pinnacle of a luxury pied-a-terre without the hassle of ownership. A highly sought-after investment opportunity, this deluxe king suite at the Trump International Hotel provides immediate income potential when not in personal use. Whether you're visiting for business or leisure, enjoy world-class amenities including state of the art health club overlooking the city, an indoor pool,

    Alexandre Stoykov Compass

    401 N Wabash Ave Unit 2310, Chicago, IL 60611
  • /13

    $325,000

    Pending
    • 7 Beds
    • 2 Baths

    4701 W West End Ave, Chicago, IL 60644

    Classic Chicago brick two-flat in the desirable South Austin neighborhood - fully rehabbed in 2016 and perfectly suited for investors or owner-occupants alike. This well-maintained property features two spacious units with a total of 7 bedrooms and 2 bathrooms. The first-floor unit offers a formal living room, separate dining room, updated kitchen, full bathroom, and 3 generously sized bedrooms.

    Juan Espinosa E-Professional Realty

    4701 W West End Ave, Chicago, IL 60644
  • /36

    $329,000

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

    3930 N Pine Grove Ave Unit 1211, Chicago, IL 60613

    Perched on a high floor, this bright and inviting residence offers sweeping city views with glimpses of the lake, enhanced by oversized windows that fill the open living and dining area with natural light, ideal for both everyday living and entertaining. The updated kitchen features sleek cabinetry, modern countertops, and stainless steel appliances, while the spacious bedroom provides a peaceful

    Ben Lalez Compass

    3930 N Pine Grove Ave Unit 1211, Chicago, IL 60613
  • /10

    $300,000

    • 4 Beds
    • 2 Baths
    • 2,100 Sq Ft

    9754 S Harvard Ave, Chicago, IL 60628

    This single family home in the heart of Washington Heights, blends timeless character with thoughtful modern updates, offering four spacious bedrooms, two full baths, and a comfortable master suite. Nestled on a beautiful grasslined street surrounded by longtime homeowner neighbors, the home sits on an oversized lot with a fenced driveway and an attached vacant lot, creating an ideal setting for

    Sonya Enoch Coldwell Banker Realty

    9754 S Harvard Ave, Chicago, IL 60628
  • /48

    $364,900

    • 3 Beds
    • 2 Baths
    • 899 Sq Ft

    10805 S Drake Ave, Chicago, IL 60655

    Beautifully updated brick raised ranch in the heart of sought-after Mount Greenwood! This meticulously maintained home offers 3 bedrooms, 2 full bathrooms, and an inviting layout just steps from top schools. The sun-filled main level features gleaming hardwood floors throughout the spacious living room and bedrooms. The updated kitchen is the true centerpiece of the home, showcasing white

    Meghan Healy Healy Real Estate

    10805 S Drake Ave, Chicago, IL 60655

Showing Results 321 - 360, Page 9 of 18

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