3,962

Chicago, IL Homes for Sale under $400,000

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  • /26

    $275,000

    $25K PRICE DROP Pending
    • Studio
    • 1 Bath
    • 650 Sq Ft

    450 E Waterside Dr Unit 707, Chicago, IL 60601

    Welcome to this rarely available luxury studio, where floor-to-ceiling windows flood the space with natural light by day and showcase dazzling city lights by night. Step outside to your private recessed balcony-perfect for morning coffee, daytime emails & calls, or evening relaxation. This highly sought-after residence lives like a gated community in the ultra-exclusive New Eastside neighborhood,

    Alexandre Stoykov Compass

    450 E Waterside Dr Unit 707, Chicago, IL 60601
  • /36

    $394,999

    $5K PRICE DROP Pending Pre-Foreclosure
    • 4 Beds
    • 3 Baths

    1701 N Nagle Ave, Chicago, IL 60707

    Conveniently located near the Galewood Metra station, restaurants, and WonderWorks Children's Museum. This 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 plus a full walk-out basement. Property requires repairs and updates and is being sold strictly

    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
  • /37

    $344,999

    Pending
    • 2 Beds
    • 2 Baths
    • 980 Sq Ft

    1151 W 14th Place Unit 131, Chicago, IL 60608

    Bright, warm, and inviting, this two-bedroom, two-bathroom soft loft blends an airy aesthetic with refined ambiance and distinctive architectural character. Enter through a private, gated walkway onto an expansive patio surrounded by lush landscaping. Floor-to-ceiling windows flood the interior with natural light, creating a seamless indoor-outdoor flow. The living space is anchored by a

    Cory Tanzer Option Premier LLC

    1151 W 14th Place Unit 131, Chicago, IL 60608
  • /21

    $161,000

    • 2 Beds
    • 1 Bath
    • 969 Sq Ft

    423 W 96th Place, Chicago, IL 60628

    Spacious brick 2-bedroom home with tons of potential! Features a full basement and detached 2-car garage. Bring your decorating ideas and unlock the value this property has to offer. Being sold in as is condition / No survey nor disclosures. Please see agent remarks for offer submission instructions. This property is subject to a 3-Day First Look Period. Seller will negotiate offers after the

    Michael Olszewski Area Wide Realty

    423 W 96th Place, Chicago, IL 60628
  • /30

    $359,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    8155 S Wabash Ave, Chicago, IL 60619

    One-of-a-kind, rarely available Georgian resting on an oversized lot, nestled in the heart of Chatham! This beautifully rehabbed home offers 2,000sf of thoughtfully designed living space, featuring an open, spacious floor plan filled with natural light. The interior showcases gleaming hardwood floors, recessed lighting, a stunning eat-in kitchen featuring quartz countertops, 42" cabinetry, and

    Rachel Ruffin Executive Realty Group LLC

    8155 S Wabash Ave, Chicago, IL 60619
  • /22

    $380,000

    Pending
    • 2 Beds
    • 1 Bath
    • 950 Sq Ft

    2152 W Ainslie St Unit 2, Chicago, IL 60625

    Sunny, charming, well-maintained condo in the heart of Lincoln Square. The open kitchen has plentiful cabinets, granite countertops, and newer appliances. It opens to the sunny, south-facing living space with lovely hardwood floors throughout. Primary bedroom is spacious with a walk-in closet. Second bedroom, perfect for a home office, has a large closet and exits to the generous outdoor deck

    Karrin Algas @properties Christie's International Real Estate

    2152 W Ainslie St Unit 2, Chicago, IL 60625
  • /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
  • /8

    $389,999

    $10K PRICE DROP Pending
    • 5 Beds
    • 2 Baths

    906 W 36th St, Chicago, IL 60609

    THIS 2 BRICK FLAT IS SITUATED ON A QUIET STREET OVERLOOKING DONOVAN PARK, NEAR THE NEW LEXINGTON HOMES, IT'S A DYNAMIC BRIDGEPORT AREA. NOTHING COULD COMPARE TO THIS LOCATION. BRING YOUR IDEAS TO TURN THIS INTO YOUR DREAM HOME + INCOME,.

    Qian Kun Chen Kale Realty

    906 W 36th St, Chicago, IL 60609
  • /11

    $130,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 966 Sq Ft

    1208 W 51st St, Chicago, IL 60609

    This is single family for investors. Offers 3 bedrooms and 2 baths, needs some updating. Full unfinished basement- Close to shopping and I-94- tenant in place on month to month and love to stay. Don't wait before it's gone!!! Make an offer today. Showings need at least 24 hour notice.

    Rogelio Morales Su Familia Real Estate Inc

    1208 W 51st St, Chicago, IL 60609
  • /13

    $389,900

    Pending
    • 6 Beds
    • 3 Baths

    5200 S Lorel Ave, Chicago, IL 60638

    ** Highest and Best Due by 5pm Today Monday 5/4** LOOK NO FURTHER! This property presents an excellent investment opportunity. This legal 2-unit building offers strong income potential and exceptional versatility. Each unit features spacious layouts filled with natural light. Unit 1 includes 2 bedrooms, 1 bath, and an eat-in kitchen. Unit 2 offers 3 bedrooms, 1 bath, and an updated kitchen. The

    George Sierra RE/MAX LOYALTY

    5200 S Lorel Ave, Chicago, IL 60638
  • /15

    $219,700

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths

    928 N Parkside Ave, Chicago, IL 60651

    All-brick 2-unit on the Chicago West Side. Two stories with unfinished basement and 1-car garage. Original character throughout - bay windows, archways, generous room sizes. Both units vacant and delivered at closing. Property sold in AS-IS condition; seller will not make repairs. Ideal for investors or rehabbers looking to add value. Renovation financing available - FHA 203(k) and HomeStyle

    Henry Jones Manifest Homes Corporation

    928 N Parkside Ave, Chicago, IL 60651
  • /12

    $179,000

    Pending
    • 1 Bed
    • 1 Bath
    • 850 Sq Ft

    7141 N Kedzie Ave Unit 1105, Chicago, IL 60645

    Wake up to spectacular sunrises and abundant natural light in this bright east and south-facing condo at Winston Towers #5! Step onto your private balcony and enjoy morning coffee while taking in skyline views of downtown Chicago. This beautifully maintained unit features a stylish kitchen with crisp white and light-gray cabinetry, elegant Corian countertops, and stainless-steel appliances. The

    Nha Le Century 21 Circle

    7141 N Kedzie Ave Unit 1105, Chicago, IL 60645
  • /7

    $375,000

    • 6 Beds
    • 3 Baths

    3949 W Monroe St, Chicago, IL 60624

    Wow!!! Beautiful red brick 2 unit with updated 3 bedrooms 1 bath in each unit. Huge eat in kitchens with newer cabinets. Beautiful vinyl plank flooring throughout both units. Tenants pay all utilities. Ready for new owners!!!

    Dale Talsma Crosstown Realtors, Inc.

    3949 W Monroe St, Chicago, IL 60624
  • /24

    $249,000

    $26K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,260 Sq Ft

    6712 S Evans Ave, Chicago, IL 60637

    Welcome to this spectacularly renovated 4-bedroom, 2-bath home in the heart of West Woodlawn, beautifully updated in 2019 with clean finishes and a highly practical floor plan. Step inside to find new flooring throughout, a spacious living room filled with natural light, and a separate dining area that flows seamlessly into a stunning kitchen featuring custom cabinetry, granite countertops, and

    Carly Trinley Listing Leaders Northwest, Inc

    6712 S Evans Ave, Chicago, IL 60637
  • /20

    $349,900

    Pending
    • 3 Beds
    • 2 Baths

    6213 W Newport Ave, Chicago, IL 60634

    A RARE OPPORTUNITY TO OWN A LEGAL TWO-FLAT THAT FUNCTIONS EQUALLY WELL AS A SPACIOUS SINGLE-FAMILY HOME. THIS 10-ROOM PROPERTY OFFERS FLEXIBLE LIVING ARRANGEMENTS ACROSS TWO FLOORS. THE MAIN LEVEL FEATURES TWO BEDROOMS, A LIVING ROOM, FORMAL DINING ROOM, AND A KITCHEN WITH AN EATING AREA AND A GENEROUS WALK-IN PANTRY. UPSTAIRS, THE SECOND-FLOOR APARTMENT INCLUDES A BEDROOM, TWO SITTING AREAS, A

    Michael Lohens RE/MAX Properties Northwest

    6213 W Newport Ave, Chicago, IL 60634
  • /33

    $330,000

    $15K 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
  • /32

    $209,999

    • 3 Beds
    • 2 Baths
    • 1,401 Sq Ft

    6823 S Dorchester Ave Unit 2, Chicago, IL 60637

    Welcome to this beautifully maintained 3-bedroom, 2-bath condominium offering the perfect combination of modern comfort, convenience, and long-term value. Built in 2007, this spacious residence features approximately 1,400 square feet of thoughtfully designed living space with an open-concept layout ideal for everyday living and entertaining. The inviting living and dining areas are accented by

    Nicole Blow HomeSmart Realty Group

    6823 S Dorchester Ave Unit 2, Chicago, IL 60637
  • /38

    $325,000

    Pending
    • 1 Bed
    • 1 Bath

    30 E Huron St Unit 5501, Chicago, IL 60611

    Absolutely Breathtaking City & Lake Views from the 55th Floor from this Upgraded 1 Bedroom, 1 Bathroom at 30 E Huron! One of the Best River North Locations on Tree Lined Street. Rarely Available 1 Bedroom with IN-UNIT Laundry (Hookup in Place -- Machine Not Installed Currently). Truly Unique 1 Bedroom with Glass Wall Showing Off Panoramic Views from Your Bedroom Through to Your Living Room - NOT

    Lauren Shimmon Baird & Warner

    30 E Huron St Unit 5501, Chicago, IL 60611

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