3,962

Chicago, IL Homes for Sale under $400,000

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  • /36

    $249,000

    Pending
    • 8 Beds
    • 2 Baths

    7524 S Ellis Ave, Chicago, IL 60619

    Excellent cash-flowing investment opportunity on Chicago's South Side. This legal 2-unit property features two incredibly spacious units, each with 4 bedrooms and 1 bathroom, making it highly attractive for strong rental demand. Previously updated with modern finishes throughout, the units include 42-inch espresso kitchen cabinets, granite countertops, and stylish glass/stone backsplashes.

    Dan Nelson Compass

    7524 S Ellis Ave, Chicago, IL 60619
  • /5

    $148,000

    Pending
    • 4 Beds
    • 2 Baths

    912 N Trumbull Ave, Chicago, IL 60651

    Ready to own a classic Dutch Colonial home? This spacious property is full of character and potential, featuring a distinctive gambrel roof and timeless brick exterior. The home requires a full renovation, making it an excellent opportunity for investors, rehabbers, or buyers looking to customize their dream home from the ground up. With generous living space and room to add value, the

    Lizbeth Flores Realty of America, LLC

    912 N Trumbull Ave, Chicago, IL 60651
  • /17

    $387,000

    Pending
    • 2 Beds
    • 1 Bath

    4939 N Wolcott Ave Unit 1A, Chicago, IL 60640

    Welcome home to this well-maintained brick building on a tree-lined street in the Wolcott Gardens area of Ravenswood. This warm and inviting raised first floor unit features generous room sizes, courtyard views, cute dining space, and courtyard views all in a walkable and convenient bustling location. A spacious entry leads you through a well-appointed dining space to an updated kitchen with new

    Caroline Kuby Baird & Warner

    4939 N Wolcott Ave Unit 1A, Chicago, IL 60640
  • /22

    $210,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    3001 S Michigan Ave Unit 2202, Chicago, IL 60616

    What a beauty! This recently remodeled oversized southeast corner 2-bedroom, 2-bathroom residence is flooded with natural light and showcases spectacular panoramic lake and City views!! The open-concept floor plan features a beautifully updated granite kitchen with a full-height backsplash, breakfast bar, fresh paint, new flooring, and contemporary light fixtures throughout. The expansive living

    Susan Dickman Berkshire Hathaway HomeServices Chicago

    3001 S Michigan Ave Unit 2202, Chicago, IL 60616
  • /35

    $179,900

    • 3 Beds
    • 2 Baths
    • 1,000 Sq Ft

    6411 S Bishop St, Chicago, IL 60636

    Solid two story home with 3 bedrooms and 2 baths and a great value add opportunity. The kitchen is spacious, well lit and offers excellent storage. The living room flows seamlessly into the dining room. The home has been freshly painted and the main level is move-in ready. The main level includes 2 bedrooms and a bathroom. The second-level features one large bedroom, a full bathroom, living room

    Blanca Casillas Luna Realty Group

    6411 S Bishop St, Chicago, IL 60636
  • /45

    $315,000

    • 8 Beds
    • 3 Baths

    8601 S Kingston Ave, Chicago, IL 60617

    HUGE 5 BED 2 BATH HOUSE PLUS 3 BED 1 BATH BRICK COACH HOUSE WITH 2 CAR ATTACHED GARAGE! BOTH HAVE JUST BEEN REFREASHED AND ARE MOVE IN READY. COVETED CORNER LOT WITH EASY STREET SIDE ACCESS TO THE COACH HOUSE. FRONT HOUSE BASEMENT IS ROUGHED IN FOR AN IN-LAW SUITE/KITCHEN (FORMALLY THIS WAS USED AS 3 UNITS). BOTH BUILDINGS HAVE LARGE SPACIOUS ATTICS AWAITING YOUR CREATIVE IDEAS. LOW TAX -

    Joseph Konney Top Care Realty LLC

    8601 S Kingston Ave, Chicago, IL 60617
  • /3

    $150,000

    Pending
    • 8 Beds
    • 4 Baths

    4939 S Paulina St, Chicago, IL 60609

    Highly distressed 4-unit building in Back of the Yards offered AS-IS as a court-approved short sale. Severe neglect throughout - major rehabilitation required. Interior access unavailable due to active tenant occupancy and ongoing legal proceedings. All four units occupied by non-paying occupants. Buyer assumes all tenant-related liabilities. Seller makes no representations on interior condition,

    Carlos Ramirez RE/MAX LOYALTY

    4939 S Paulina St, Chicago, IL 60609
  • /14

    $221,500

    Pending
    • 3 Beds
    • 1 Bath
    • 1,452 Sq Ft

    6641 S University Ave, Chicago, IL 60637

    East Woodlawn is moving... and this one sits right in the middle of it. With a little sweat equity, the potential is endless. 3 beds, 1 bath... with plumbing already in place for an additional full bathroom in the basement-built-in upside from day one. Solid brick bungalow on a quiet, tree-lined block. Major updates already handled: new plumbing (2024), new electrical (2024), new roof and gutters

    Darius Young eXp Realty

    6641 S University Ave, Chicago, IL 60637
  • /11

    $149,000

    $16K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,246 Sq Ft

    8616 S Emerald Ave, Chicago, IL 60620

    .Short Sale - Subject to Third-Party Approval Welcome to 8616 S Emerald Ave, where modern living meets contemporary style in this newly renovated single-family home! Short sale - third-party approval required with any offer, so don't miss this opportunity. Step into a home bathed in natural light, showcasing fresh updates throughout. From sleek engineered hardwood flooring to soft, plush

    Sherri Washington TADD Realty

    8616 S Emerald Ave, Chicago, IL 60620
  • /13

    $275,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath

    1446 E 56th St Unit 3, Chicago, IL 60637

    Fabulous building in the Golden Rectangle area of Hyde Park. In unit washer and dryer! This sundrenched condo features a unique skylight and beautiful natural light throughout. The open floor plan highlights natural woodwork, including a custom-built hutch, a decorative fireplace, and a barn door in the living room/second bedroom. The kitchen offers ample counter and cabinet space and opens to a

    Joanne Bullen Ultimate Realty Group LLC

    1446 E 56th St Unit 3, Chicago, IL 60637
  • /24

    $399,900

    • 5 Beds
    • 3 Baths

    4924 W Congress Pkwy, Chicago, IL 60644

    Welcome to this stunning single-family home where no expense has been spared! Perfect for a large or multi-generational family, this home offers a spacious and thoughtfully designed layout with high-end finishes throughout. The main level features a huge gourmet kitchen complete with quartz countertops, a large island, stainless steel appliances, and plenty of cabinet space-perfect for

    Araceli Munoz Realty of America, LLC

    4924 W Congress Pkwy, Chicago, IL 60644
  • /68

    $355,000

    Pre-Foreclosure
    • 5 Beds
    • 3 Baths
    • 2,400 Sq Ft

    8421 S Scottsdale Ave, Chicago, IL 60652

    STEP INTO COMFORT AND STYLE IN THIS SPACIOUS 5 BEDROOM, 3 BATH TWO-STORY HOME. MAIN LEVEL OFFERS 2 BEDROOM, LIVINGROOM, DININGROOM, KITCHEN, BATH AND LAUNDRY ROOM. SECOND FLOOR ADDITION WAS BUILTED ON 2023 WITH A NICE MASTER BEDROOM WITH WALKING CLOSEDT AND MASTER BATH. PLUS TWO EXTRA BEDROOMS WITH A BATH. 2 FURNACE AND 2 A/C'S. FIRST FLOOR FURNACE WAS JUST REPLACED ON 2025. 2 CAR GARAGE WITH A

    Gloria Ulloa RE/MAX 1st Service

    8421 S Scottsdale Ave, Chicago, IL 60652
  • /8

    $249,900

    • 4 Beds
    • 2 Baths

    2251 S Kildare Ave, Chicago, IL 60623

    Solid 2-unit opportunity in Chicago's South Lawndale neighborhood. Both units offer spacious layouts with separate living areas, creating flexibility for owner-occupants, investors. Large lot and functional layout make this an excellent opportunity to build equity or generate rental income. Conveniently located near parks, schools, neighborhood dining, public transportation, and major commuter

    Kirby Pearson Pearson Realty Group

    2251 S Kildare Ave, Chicago, IL 60623
  • /6

    $225,000

    Open Sat 11AM - 2PM Pre-Foreclosure
    • 1 Bed
    • 1 Bath
    • 864 Sq Ft

    3338 N Oriole Ave, Chicago, IL 60634

    Welcome home to this beautifully laid-out ranch. The thoughtfully arranged interior offers an efficient and well-designed floor plan that maximizes every square foot. The inviting living room is accented by a fireplace, the separate dining room is perfect for those gatherings and entertaining, the functional kitchen has a galley style setting that comes in handy for all of your prepping and

    Sonia Zavala Chicagoland Brokers Inc.

    3338 N Oriole Ave, Chicago, IL 60634
  • /14

    $220,000

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft

    3440 N Lake Shore Dr Unit 17F, Chicago, IL 60657

    Bright and spacious 1-bedroom, 1-bathroom condo with a private covered balcony showcasing beautiful west-facing views, ideally located in the heart of Lakeview East. Just steps from the lakefront trail, Belmont Harbor, Wrigley Field, neighborhood shops, restaurants, and endless entertainment, this home offers the best of city living. The expansive living and dining area is filled with natural

    Jeffrey Lowe Compass

    3440 N Lake Shore Dr Unit 17F, Chicago, IL 60657
  • /12

    $180,000

    Pending
    • 1 Bed
    • 1 Bath
    • 900 Sq Ft

    801 S Plymouth Ct Unit 604, Chicago, IL 60605

    Location, Location & Location! Spacious 1 bedroom /1 bath condo located in Dearborn Park with a small-town feel and just steps from Millennium Parks and everything Downtown Chicago has to offer. One of larger 1 bedroom layout, ample storage throughout with walk in closet plus entry closet and additional storage locker in building. Monthly assessment covers cable, high speed internet and Wifi.

    David Zhou American International Realty

    801 S Plymouth Ct Unit 604, Chicago, IL 60605
  • /28

    $239,000

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    910 N Lake Shore Dr Unit 2518, Chicago, IL 60611

    Spacious, one bedroom with, stunning, panoramic, high floor cityscape views and views of Oak Street Beach, Lake Michigan, and Lake Shore Drive from this iconic Mies van der Rohe high-rise, nestled in the heart of Streeterville. Mies enthusiasts will love the original, sought after Republic Steel kitchen cabinets. Real hardwood floors throughout the main living areas. Ideally located steps away

    Peggy Quinn Berkshire Hathaway HomeServices Chicago

    910 N Lake Shore Dr Unit 2518, Chicago, IL 60611
  • /18

    $295,000

    • 5 Beds
    • 2 Baths
    • 2,197 Sq Ft

    8420 S Carpenter St, Chicago, IL 60620

    Welcome to 8420 S.Carpenter, a Chicago style brick bungalow. This home features 5-bedroom, 2-bath -combines modern luxury with classic Chicago charm. Step inside to an open-concept kitchen featuring extended cabinetry, modern matte back finishes, and a creative flow into the living and dining area-combo. Additional space for kitchen table and bar stools. This home offers three spacious bedrooms

    Shenika Banks Kale Realty

    8420 S Carpenter St, Chicago, IL 60620
  • /6

    $115,000

    $104K PRICE DROP
    • 5 Beds
    • 2 Baths

    6454 S Winchester Ave, Chicago, IL 60636

    INVESTOR SPECIAL!! Money is to be made with this building. Building is ready to finish up, owner started making some repair. Beautiful wrought iron gate with second story balcony. Two separate units make for good rentals. Full walkout basement, possible garden apartment. Great location, close to many gas stations, retail and grocery stores, and restaurants. Cash offers only.

    Herbert Edwards Berkshire Hathaway HomeServices Chicago

    6454 S Winchester Ave, Chicago, IL 60636
  • /32

    $389,000

    • 1 Bed
    • 1.5 Baths
    • 980 Sq Ft

    50 E Bellevue Place Unit 1506, Chicago, IL 60611

    Don't miss this one! Oversized 1-bedroom, 1.5-bath condo situated on sought-after Bellevue Place in the center of the prestigious Gold Coast. The beautifully updated Ice White kitchen by Valcucine offers generous cabinet space, sleek stainless steel countertops, and premium stainless steel appliances, including a Miele cooktop, oven, and dishwasher, along with a Liebherr refrigerator/freezer.

    Leopoldo Gutierrez Redfin Corporation

    50 E Bellevue Place Unit 1506, Chicago, IL 60611
  • /19

    $175,500

    • 1 Bed
    • 1.5 Baths
    • 1,200 Sq Ft

    6301 N Sheridan Rd Unit 20K, Chicago, IL 60660

    Come enjoy this bright, highly desired, extra large, stunning, corner unit property! This open floor plan unit has unobstructed amazing lake and city views from both the bedroom and living room, a lot of storage, open kitchen design, half bath, and a spacious bedroom with double closets, private full bathroom and a breath taking view!The shoreline towers has plenty amenities including 24 hour

    Jaghik Arzoumanian Marzol Realty Group, Inc.

    6301 N Sheridan Rd Unit 20K, Chicago, IL 60660
  • /21

    $279,000

    $41K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    8425 S Marshfield Ave, Chicago, IL 60620

    Beautifully updated 4-bedroom, 2.5-bath brick raised ranch featuring gleaming hardwood floors throughout and a warm, inviting layout designed for comfortable living and entertaining. The spacious living room showcases elegant vaulted ceilings and detailed crown molding, creating an open and sophisticated atmosphere filled with natural light. The stunning kitchen is equipped with stainless steel

    Lateefah Neal NTS Realty Group, LLC

    8425 S Marshfield Ave, Chicago, IL 60620
  • /34

    $305,000

    • 1 Bed
    • 1 Bath
    • 854 Sq Ft

    811 W 15th Place Unit 804, Chicago, IL 60608

    Penthouse Views Without the Penthouse Price The skyline is your backdrop. The terrace is your escape. The location gives you the best of city living and neighborhood charm. Perched on one of the highest floors in University Village, this freshly painted residence offers sweeping panoramic views of the Chicago skyline that few homes in this price range can match. From sunrise over the city to the

    Cory Tanzer Option Premier LLC

    811 W 15th Place Unit 804, Chicago, IL 60608
  • /18

    $289,000

    • 1 Bed
    • 1 Bath

    400 E Randolph St Unit 1812, Chicago, IL 60601

    Welcome home to this beautifully renovated junior 1-bedroom gem in one of Lakeshore East's premier buildings! Enjoy stunning views from this high-floor unit and take advantage of some of the best amenities in the area. This updated, move-in ready condo overlooks the signature geodesic dome that houses the indoor pool, and offers lovely open sweeping views of Lakeshore East Park and all the

    Brady Miller Cadence Realty

    400 E Randolph St Unit 1812, Chicago, IL 60601
  • /22

    $289,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    6430 W Belle Plaine Ave Unit 209, Chicago, IL 60634

    Welcome home to this clean well-maintained 2-bedroom, 2-bath condominium offering a spacious, functional floor plan and comfortable everyday living. The bright, inviting living room features a large sliding glass door that opens to a private balcony an ideal spot to relax and enjoy fresh air and tree lined views. The kitchen offers ample cabinet storage and is equipped with a brand-new

    Mary Reilly @properties Christie's International Real Estate

    6430 W Belle Plaine Ave Unit 209, Chicago, IL 60634
  • /25

    $315,000

    Open Sat 12PM - 2PM
    • 5 Beds
    • 2.5 Baths
    • 1,596 Sq Ft

    4747 W Monroe St, Chicago, IL 60644

    Welcome to 4747 W Monroe St - Your Next Investment Opportunity! This spacious 5-bedroom, 3-bathroom home, is ready for your personal touch. Recently repainted and featuring beautiful hardwood floors throughout, it offers a fully finished basement, updated bathrooms, and sun-filled rooms perfect for living and entertaining. Enjoy the large backyard, two-car garage, and plenty of closet space in

    Melida Orbe Kale Realty

    4747 W Monroe St, Chicago, IL 60644
  • /23

    $229,900

    Pending
    • 3 Beds
    • 2 Baths
    • 3,125 Sq Ft

    3126 S Komensky Ave, Chicago, IL 60623

    Welcome to this beautiful 3 bedroom home in the heart of Chicago! This property features a spacious living room, formal dining room, and stunning kitchen with plenty of cabinet space. Finished basement with additional living space, including a 4th bedroom and a full bath along with a laundry room. New 2.5 garage (2023). Conveniently located near schools, parks, shopping and public transportation!

    Cecilia Favela Realty of America, LLC

    3126 S Komensky Ave, Chicago, IL 60623
  • /17

    $249,999

    Pending
    • 3 Beds
    • 2 Baths
    • 1,571 Sq Ft

    7717 S Luella Ave, Chicago, IL 60649

    Melissa Broadway Kale Realty

    7717 S Luella Ave, Chicago, IL 60649
  • /8

    $139,900

    Pending
    • 4 Beds
    • 1.5 Baths
    • 900 Sq Ft

    12911 S Green St, Chicago, IL 60643

    Great opportunity for investors, rehabbers, or owner-occupants looking to build equity! This home offers 3 bedrooms, a full bath, and a kitchen on the main level. The finished basement features a large recreation room, an additional bedroom, a half bath, laundry area, and separate furnace room. Major updates include a newer roof (approximately 5 years old) and central air conditioning that is

    Frank Montro Keller Williams Preferred Rlty

    12911 S Green St, Chicago, IL 60643
  • /29

    $269,900

    $30K PRICE DROP Pending
    • 5 Beds
    • 2.5 Baths

    4826 S Kolin Ave, Chicago, IL 60632

    Wow, what a great opportunity to own this lovely 5-bedroom, 2.5-bathroom home! Perfect for the savvy investor or anyone looking to build some serious sweat equity, this property features a solid, spacious layout throughout with excellent potential for an income-generating opportunity. Along with ample living space, the home includes a convenient 2-car garage and is situated in a prime location

    Ivan Santos O'Neil Property Group, LLC

    4826 S Kolin Ave, Chicago, IL 60632
  • /18

    $274,900

    • 1 Bed
    • 1 Bath
    • 950 Sq Ft

    8 E Randolph St Unit 1803, Chicago, IL 60601

    Enjoy this bright, sunny, and spacious east-facing 18th-floor 1 bed / 1 bath condo in Joffrey Tower, offering stunning city and lake/harbor views. The unit features an east-facing balcony with lake views, in-unit side-by-side washer/dryer, and a combined living/dining area. The kitchen is equipped with granite countertops, stainless steel appliances. Joffrey Tower offers exceptional amenities

    Faiyaz Noorani Coldwell Banker Realty

    8 E Randolph St Unit 1803, Chicago, IL 60601
  • /16

    $329,900

    • 2 Beds
    • 2 Baths
    • 1,288 Sq Ft

    318 E 25th St Unit 2E, Chicago, IL 60616

    Welcome home to this beautifully updated, South Facing sun-filled property offering comfort, convenience, and modern finishes throughout. Kitchen features granite countertops with counter seating. Fresh paint throughout (06/2026) creates a bright, crisp feel. Complementing the updates are hardwood floors throughout, adding timeless elegance and durability to every room. Enjoy tons of natural

    Lauren Schuh-Dayton Jameson Sotheby's Intl Realty

    318 E 25th St Unit 2E, Chicago, IL 60616
  • /13

    $149,900

    Pending
    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    6300 N Sheridan Rd Unit 204, Chicago, IL 60660

    Welcome to this beautifully bright and inviting 1-bedroom, 1-bath home, ideally situated on the main level for easy, everyday living. Thoughtfully designed with a functional open layout, the spacious living and dining areas are enhanced by warm laminate flooring, while the cozy bedroom offers plush carpeting for added comfort. Sunlight pours in through brand-new windows (2023), filling the space

    Sohail Salahuddin eXp Realty

    6300 N Sheridan Rd Unit 204, Chicago, IL 60660
  • /2

    $127,000

    • 2 Beds
    • 1 Bath
    • 816 Sq Ft

    12910 S Green St, Chicago, IL 60643

    Great starter brick ranch home or investment property in the West Pullman area with detached 2 car garage. It is currently tenant occupied who is month to month. Home features hardwood floors throughout, an updated ceramic kitchen with stainless steel appliances, 1 full ceramic bath with two bedrooms. The roof was done within the last year, forced central heat, but no central air (an air

    Bahram Irani Baird & Warner

    12910 S Green St, Chicago, IL 60643
  • /17

    $360,000

    $15K PRICE DROP Pending
    • 1 Bed
    • 1 Bath
    • 820 Sq Ft

    1030 N State St Unit 10K, Chicago, IL 60610

    South facing 820 sq. ft. one bed with incredible city skyline views from all windows and private balcony. Large living and dining area with beautiful hardwood floors throughout. The kitchen features maple cabinets and dishwasher. The bath has a maple vanity and granite. Large bedroom with custom designed walk-in closet offering excellent storage. Prime Gold coast location. One storage cage

    Dawn Venit Baird & Warner

    1030 N State St Unit 10K, Chicago, IL 60610
  • /14

    $259,000

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 3,125 Sq Ft

    10426 S Calhoun Ave, Chicago, IL 60617

    Fully updated 3 story 4 bed/2 bath featuring new kitchen and baths, gleaming hardwood flooring throughout, open lay out with finished basement.

    Mitch Gundogdu Kale Realty

    10426 S Calhoun Ave, Chicago, IL 60617
  • /25

    $309,000

    • 5 Beds
    • 2 Baths
    • 2,400 Sq Ft

    2481 E 74th St, Chicago, IL 60649

    Beautifully updated 5-bedroom, 2-bathroom home in Prime South Shore. Features include a new kitchen, hardwood floors throughout, spacious bedrooms and living areas, a large basement with endless potential, a brand-new deck, a newly built 2-car detached garage, and a generous backyard perfect for entertaining or relaxing. Move-in ready with thoughtful updates throughout, this home offers the

    Minh Huynh Fulton Grace Realty

    2481 E 74th St, Chicago, IL 60649
  • /22

    $364,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,014 Sq Ft

    313 W 23rd St Unit 403, Chicago, IL 60616

    Beautifully maintained 2-bedroom + large den, 2 bath condo offering bright, south facing living in the heart of Chinatown. Sunlight pours into the open layout all day, creating a warm, inviting atmosphere perfect for relaxing or entertaining. The spacious den provides valuable flexibility for a guest room, office, or nursery. Enjoy a generous living/dining area, in unit laundry, central heat/AC,

    Ryan Cherney Circle One Realty

    313 W 23rd St Unit 403, Chicago, IL 60616
  • /2

    $130,000

    Pending
    • 2 Beds
    • 1.5 Baths
    • 1,081 Sq Ft

    8449 S Kedzie Ave Unit 101, Chicago, IL 60652

    Welcome to this well-maintained condominium located in the heart of Chicago's Ashburn community. This spacious unit offers a functional layout featuring 2 Bedrooms and 1.5 bathrooms, designed for comfortable everyday living. The home includes a bright and open living/dining area with great natural light. Huge court yard windows sell a lifestyle of peace, luxury, and seamless indoor-outdoor

    Brittiany Jones Coldwell Banker Realty

    8449 S Kedzie Ave Unit 101, Chicago, IL 60652
  • /30

    $289,000

    • 1 Bed
    • 1 Bath
    • 835 Sq Ft

    222 N Columbus Dr Unit 901, Chicago, IL 60601

    Sleek and sophisticated 1-bedroom plus den/office with beautiful southern exposure, floor-to-ceiling windows, and an open, modern layout in an unbeatable downtown location. This bright and stylish home features newer pre-engineered hardwood flooring throughout, a spacious living area, and an updated kitchen with thick granite countertops, stainless steel appliances, and breakfast bar seating. The

    Daniel Pape HUDSON PARKER

    222 N Columbus Dr Unit 901, Chicago, IL 60601

Showing Results 401 - 440, Page 11 of 18

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