Chicago, IL Homes for Sale under $400,000

• 

  

  

  /22

  $345,500

  $24K PRICE DROP

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

  7146 S Constance Ave, Chicago, IL 60649

  Home warranty offered Welcome to this beautifully updated 4-bedroom (including 2 in the basement), 2-bathroom bungalow located in the highly sought-after South Shore neighborhood. This stunning home offers three full levels of living space and has been fully rehabbed down to the studs, delivering modern finishes with peace of mind. Enjoy brand-new flooring throughout, including sleek epoxy

  Austin Frieder Compass

  7146 S Constance Ave, Chicago, IL 60649
• 

  

  

  /20

  $379,900

  Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft

  6024 N Damen Ave Unit 2N, Chicago, IL 60659

  Beautiful 2 bed, 2 bath condo with one garage parking space and private rear entrance access, perfectly located on the northwest edge of Andersonville and southeast corner of West Ridge. This bright and airy home features 9' ceilings, hardwood floors, crown molding, a gas fireplace, front Juliette balcony, and a private rear deck with French doors that creates an easy indoor-outdoor flow for

  Tanya Villafane City Habitat Realty LLC

  6024 N Damen Ave Unit 2N, Chicago, IL 60659
• 

  

  

  /22

  $385,000

  • 7 Beds
  • 2 Baths

  5233 S Racine Ave, Chicago, IL 60609

  Rare opportunity to own a well-maintained 2-unit property in Chicago-ideal for owner-occupants or investors! First-floor unit offers 2 bedrooms, 1 bath, plus a finished basement with 3 additional bedrooms (in-law setup). Second-floor unit features 2 bedrooms, 1 bath and has been recently updated with new kitchen (quartz countertops, appliances), updated bathroom, fresh paint, and lighting (2026).

  Carmelo Pimentel eXp Realty - Chicago North Ave

  5233 S Racine Ave, Chicago, IL 60609
• 

  

  

  /19

  $385,000

  Pending

  • 6 Beds
  • 3 Baths

  6227 S May St, Chicago, IL 60621

  Welcome to 6227 S May-an exciting, fully updated 2-flat that checks every box. Perfect for investors or an owner occupant. So many updates in 2026! Stainless appliances, quartz countertops, shaker style cabinets, beautiful tiled bathrooms, just to name a few. This turnkey property combines modern finishes, smart layouts, and immediate rental potential. The first-floor unit is a spacious

  Cheryl Reimer Mark Allen Realty ERA Powered

  6227 S May St, Chicago, IL 60621
• 

  

  /2

  $300,000

  • 5 Beds
  • 2 Baths

  4014 W 21st St, Chicago, IL 60623

  NICE GREYSTONE IN MUCH SORT AFTER AREA OF NORTH LAWNDALE. COME SHOW AND SELL. CLOSE TO TRANSPORTATION LINE CALL LISTING AGENT FOR SHOWINGS. DO NOT DISTURB TENANTS.

  Irma Boothe-Norris Real People Realty

  4014 W 21st St, Chicago, IL 60623
• 

  /2

  $395,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,455 Sq Ft

  611 N Lawndale Ave, Chicago, IL 60624

  This is home is part of the Cook County Modular Homes Program pilot and comes with $20k DPA PLUS additional DPA (up to $75K) for income eligible buyers with need. Buyers need NOT be 1st time home owners to purchase home BUT must divest of any ownership in other property already owned and MUST occupy home as primary residence. Application and HUD certified home buyer education certificate

  Sonia Salazar Del Real Inherent Homes LLC

  611 N Lawndale Ave, Chicago, IL 60624
• 

  

  /21

  $389,000

  • 4 Beds
  • 2.5 Baths
  • 1,917 Sq Ft

  7931 S Paxton Ave, Chicago, IL 60617

  Beautifully rehabbed and move-in ready brick Georgian offering 4 bedrooms and 2.5 baths. Features include an open-concept floor plan, hardwood flooring, wainscoting, modern fixtures, and a fireplace with brick and wood-plank accents. Updated kitchen with new cabinetry, subway tile backsplash, large island, and stainless steel appliances to be installed prior to closing. Spacious bedrooms

  Christin Willis Coldwell Banker Realty

  7931 S Paxton Ave, Chicago, IL 60617
• 

  /2

  $399,999

  7200 S Vincennes Ave, Chicago, IL 60621

  ENTIRE BLOCK opportunity in Chicago's Vincennes Village. 24-unit multifamily complex with a stamped architectural pricing set already in hand. Four contiguous four-story masonry buildings address 7200-7206 S Vincennes Ave and 7203-7205 S Wentworth Ave, with onsite manager's office and an interior community courtyard. Current configuration is 24 units (12 two-bedroom/one-bath and 12

  Anthony Khoshabe United Realty and Development

  7200 S Vincennes Ave, Chicago, IL 60621
• 

  

  /11

  $315,000

  $4K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 835 Sq Ft

  222 N Columbus Dr Unit 3501, Chicago, IL 60601

  Wake up to stunning views of Millennium Park and Cloud Gate from the 35th floor - including iconic sightlines of the Bean and the city skyline beyond. This 01-tier residence offers a coveted park-facing exposure that fills every room with natural light. The open-concept living and dining area is anchored by floor-to-ceiling windows that put the park on full display. The kitchen features granite

  Prafull Dave Best Choice Realty, Inc.

  222 N Columbus Dr Unit 3501, Chicago, IL 60601
• 

  

  /45

  $370,000

  Pending

  • 5 Beds
  • 2 Baths
  • 1,846 Sq Ft

  2928 N Natchez Ave, Chicago, IL 60634

  *Best and Highest Sunday at 2 pm* 6 step above grade oversized ranch, Main level offers 2 beds with separate living and dining room. Open style kitchen with immediate deck access and a beutiful yard. The lower level offers, in-law apartment with currently 3 bedrooms and a kitchenette; could be configured as a 2 bed with a large living room. Flood control system installed, lots of copper plumbing,

  Santiago Valdez Compass

  2928 N Natchez Ave, Chicago, IL 60634
• 

  

  /15

  $375,000

  Pending

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  1040 W Adams St Unit 374, Chicago, IL 60607

  Located in the highly sought-after No. Ten Lofts, this beautifully updated one-bedroom, one-bath residence offers the perfect blend of industrial character and modern comfort in the heart of the West Loop. Situated on the third floor, this home features a rare fully enclosed bedroom with two full-size windows, providing true privacy and abundant natural light. The open-concept layout offers

  Shannon April @properties Christies International Real Estate

  1040 W Adams St Unit 374, Chicago, IL 60607
• 

  /2

  $399,900

  • Land
  • 0 Sq Ft

  1905 W Fullerton Ave, Chicago, IL 60614

  Vacant land/development opportunity near the fast-growing Elston/Fullerton/Damen corridor on the Lincoln Park/Bucktown border! Great opportunity for one of the lowest land costs in the area. Zoned B2-2. Located across the street from Panera and Chick Fil'A, and less than a block from Midtown Athletic Club. Convenient to public transportation, Heart of Lincoln Park and Wicker Park/Bucktown,

  Emmett O'Hara Greendoor Realty

  1905 W Fullerton Ave, Chicago, IL 60614
• 

  /2

  $365,000

  Pending

  • 4 Beds
  • 4 Baths

  5640 S Green St, Chicago, IL 60621

  Fully rehabbed 2-story brick multi-unit building, offering modern living and strong investment potential. Each unit features 2 spacious bedrooms and 2 bathrooms, designed with an open-concept kitchen and living area perfect for today's lifestyle. Enjoy high ceilings, updated finishes, and an in-unit washer and dryer for added convenience.

  Stephanie Sotelo @properties Christie's International Real Estate

  5640 S Green St, Chicago, IL 60621
• 

  

  /19

  $374,900

  Pending

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

  Unlisted Address

  Meticulously maintained and move-in ready, this West Lawn gem checks every box. This charming home offers hardwood floors throughout, updated bathrooms, and a well-kept kitchen designed for everyday functionality. The fully finished basement provides exceptional additional space, featuring a large family room, full bathroom, and two additional bedroomsperfect for flexible living. Ultimate outdoor

  Marisol Doblado Compass

  Unlisted Address
• 

  

  /22

  $329,000

  • 4 Beds
  • 3 Baths
  • 2,220 Sq Ft

  12704 S Muskegon Ave, Chicago, IL 60633

  Welcome to this beautifully maintained two-story home, nestled in a serene neighborhood and framed by a picturesque winter landscape. Step inside to discover a warm and inviting interior featuring rich parquet flooring, elegant blue accent walls, and a spacious layout perfect for both relaxing and entertaining. The main level offers a bright living area with a ceiling fan and stylish staircase,

  Rigoberto Garcia Grinker & Garcia Real Estate

  12704 S Muskegon Ave, Chicago, IL 60633
• 

  

  /21

  $360,000

  Pending

  • 4 Beds
  • 2 Baths
  • 3,750 Sq Ft

  5111 W Potomac Ave, Chicago, IL 60651

  Nice Chicago Bungalow guttered- rehabbed recently at that time has new Electric ,plumbing ,cupper pipping, Tankless all new drywall in the entire house also new hardwood floor on the house, Chef kitchen with open concept and beautiful Island with sparkling white quartz counter top ,double zinc and stain still appliances Nice finish basement with full bath 2 bedrooms and summer kitchen, nice yard

  William Jaramillo Citywide JMW Realty

  5111 W Potomac Ave, Chicago, IL 60651
• 

  

  /28

  $355,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 1,752 Sq Ft

  8025 S Mozart St, Chicago, IL 60652

  Stop scrolling - 8025 S. Mozart is the one! This beautifully renovated brick Cape cod delivers the space, layout, and updates buyers are looking for with 4 bedrooms, 2.5 bathrooms, and finished living space on every level. From the moment you walk in, you'll notice the warm refinished hardwood floors, natural light, and clean modern finishes that make this home feel both stylish and comfortable.

  Dionte Durham Luxesquire Realty

  8025 S Mozart St, Chicago, IL 60652
• 

  

  /20

  $375,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,989 Sq Ft

  10710 S Hoyne Ave, Chicago, IL 60643

  Charming all brick 3 bedroom 2 bath home nestled on a picturesque block in the highly sought after Beverly/Morgan Park neighborhood, home is situated on an oversized Chicago lot just steps from Crescent Park and the commuter train. Rich in character and timeless appeal, this home showcases beautiful vintage details throughout, including original hardwood floors on the main level and a stunning

  Selena Georgelos Standard Properties Group LLC

  10710 S Hoyne Ave, Chicago, IL 60643
• 

  

  /37

  $339,900

  • 6 Beds
  • 2 Baths

  7436 S Langley Ave, Chicago, IL 60619

  Discover this beautifully rehabbed legal 2 unit building offering a fantastic opportunity for both homeowners and investors. Each spacious unit features 3 bedrooms and 1 full bath, thoughtfully updated with modern finishes while maintaining a warm, inviting feel. The property boasts a recent renovation throughout, giving you peace of mind and a move in ready experience. The unfinished basement

  Diego Andrade Coldwell Banker Realty

  7436 S Langley Ave, Chicago, IL 60619
• 

  /2

  $349,000

  $20K PRICE DROP

  • Land
  • 0 Sq Ft

  4814 W Drummond Place, Chicago, IL 60639

  Just off of the corner of Cicero and Diversy Avenues, four lots, totaling 13,000 SF, are available for sale. Each parcel is 6,500 SF, but could be developed for a wide variety of retail uses. The site has low taxes for the area with substantial frontage on Cicero Avenue with easy access to bustling Six Corners. Great opportunity for a user or developer. The Belmont Cragin community has benefited

  Daniel Hyman Millennium Properties RE, Inc.

  4814 W Drummond Place, Chicago, IL 60639
• 

  

  /14

  $380,000

  Pending

  • 6 Beds
  • 2 Baths

  3024 W 40th Place, Chicago, IL 60632

  Multiple offers received. Highest and best called by 6pm on Sunday.Welcome to this exceptional 2-unit opportunity in the heart of Brighton Park, one of Chicago's most vibrant and convenient neighborhoods.This solid brick building offers incredible space, versatility, and long-term potential-perfect for both investors and owner-occupants. Each unit features 3 generously sized bedrooms and a full

  Vitali Kniazkov Coldwell Banker Realty

  3024 W 40th Place, Chicago, IL 60632
• 

  

  /17

  $400,000

  Pending

  • 6 Beds
  • 4 Baths

  8134 S Vernon Ave, Chicago, IL 60619

  CASH FLOW OPPORTUNITY - TURNKEY 2-UNIT IN Chatham This 6-bedroom, 4-bath two-unit building is a true income-producing asset with immediate returns. Perfect for investors looking for strong cash flow with upside. Both units offer spacious layouts with solid rental demand. Current rents are already performing: Upper Unit: $1,500/month (with $500 discount for tenant-provided upkeep/yard work - room

  Prescott Kindle Keller Williams ONEChicago

  8134 S Vernon Ave, Chicago, IL 60619
• 

  

  /26

  $315,000

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,534 Sq Ft

  3338 W 83rd Place, Chicago, IL 60652

  Welcome to this classic 4-bedroom, 2-bath brick Georgian located in the Ashburn neighborhood of Chicago. This charming two-story home features a bright and spacious living room at the front of the home, offering plenty of natural light and a welcoming space for relaxing or entertaining. Just off the living room, you'll find the dining room and kitchen, creating a functional layout for everyday

  Michael Scanlon eXp Realty

  3338 W 83rd Place, Chicago, IL 60652
• 

  

  /25

  $349,900

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 730 Sq Ft

  1209 N State Pkwy Unit 10, Chicago, IL 60610

  Rare opportunity in the iconic Frank Fisher Studios, one of the Gold Coast's most distinctive Art Deco landmark residences. Designed by famed architect Andrew Rebori with handcrafted ornamentation by celebrated artist Edgar Miller, this rarely available bi-level 1 bedroom plus office nook offers the kind of character, history, and architectural drama that is nearly impossible to replicate today.

  Mike Kravitz RE/MAX Premier

  1209 N State Pkwy Unit 10, Chicago, IL 60610
• 

  

  /52

  $389,900

  $240K PRICE INCREASE

  • 7 Beds
  • 3 Baths
  • 1,148 Sq Ft

  7017 S Hermitage Ave, Chicago, IL 60636

  Come and view your new home today in the heart of West Englewood! This fully insulated remodeled spacious Single family. Features 7 nice sized bedrooms, one full bath on each floor. Kitchen comes with refrigerator, microwave and oven. This property sits on a beautiful double lot. This property will not last long, so book your appointment today.

  EFREM LAMBERT Anchor Realty Group, Inc

  7017 S Hermitage Ave, Chicago, IL 60636
• 

  

  /15

  $330,000

  $10K PRICE DROP Pending Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,040 Sq Ft

  3709 W 85th St, Chicago, IL 60652

  Welcome home to this beautiful Ashburn Brick Georgian!This 3 Bedroom 2 Bath home sits on a fenced lot with a great yard for entertaining.The home features hardwood floors throughout, separate living and dining room, kitchen featuring maple cabinetry with granite counters, stainless appliances, and tile backsplash! 2 bedrooms up with full bath and ample closet space. Full finished basement w/

  Jennifer Rodriguez Kale Realty

  3709 W 85th St, Chicago, IL 60652
• 

  

  /41

  $300,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 1,640 Sq Ft

  126 N Leamington Ave, Chicago, IL 60644

  Welcome to this beautifully fully remodeled home nestled on a quiet one-way street. From the moment you step inside, you'll appreciate the abundance of natural light pouring through oversized windows, creating a warm and inviting atmosphere throughout. This home has been thoughtfully updated, allowing you to move in with confidence and peace of mind. The designer kitchen is truly the heart of the

  Jessica Rivera Berkshire Hathaway HomeServices Chicago

  126 N Leamington Ave, Chicago, IL 60644
• 

  

  /29

  $350,000

  $30K PRICE DROP Pending

  • 4 Beds
  • 2 Baths
  • 1,750 Sq Ft

  Unlisted Address

  This stunning, sunlit, spacious 4-bedroom, 2-bathroom home with a library, art room, sun room and 3 wood-burning fireplaces is in an elegant co-op building at 56th St and University Ave across the street from the UChicago campus. The unusually large communal garden is delightful. The building is very close to the campus' main quadrangle, Regenstein Library and Ratner Gym as well as bookstores,

  Molly Bartlett Baird & Warner

  Unlisted Address
• 

  

  /15

  $319,900

  $15K PRICE DROP Pending Pre-Foreclosure

  • 5 Beds
  • 3 Baths
  • 3,100 Sq Ft

  7915 S Paxton Ave, Chicago, IL 60617

  Welcome to your dream home! This spacious and beautifully updated residence offers 4+1 generously sized bedrooms, providing plenty of room for comfort, privacy, and flexibility for today's lifestyle. Recently rehabbed in 2019, the home features modern finishes and a fresh, contemporary feel throughout. The open and inviting living spaces are perfect for everyday living and entertaining alike. The

  Marisela Aguilar The Agency

  7915 S Paxton Ave, Chicago, IL 60617
• 

  

  /34

  $319,900

  • 1 Bed
  • 1 Bath
  • 1,087 Sq Ft

  10 E Ontario St Unit 4207, Chicago, IL 60611

  Move right in to this stunning large one bedroom (1087 square feet) with breathtaking high floor city views nestled in the heart of River North and close to Magnificent Mile shopping - location location!! This freshly painted unit has an open white kitchen with Stainless appliances and granite counters with convenient pantry space plus brand new high quality laminate flooring... large

  Sharon Rizzo RE/MAX Premier Luxury Collection

  10 E Ontario St Unit 4207, Chicago, IL 60611
• 

  

  /34

  $338,999

  Pending

  • 5 Beds
  • 2 Baths
  • 1,922 Sq Ft

  2964 W Columbus Ave, Chicago, IL 60652

  Located in the desirable Ashburn neighborhood, this solid brick home was fully updated in 2026 and offers a modern, move in ready layout with quality finishes throughout. The home features three bedrooms and two full baths. Refinished hardwood floors, fresh paint, and new energy-efficient windows create a bright and comfortable interior. The modern kitchen is designed with large upper cabinets

  Ahmer Zaidi HomeSmart Realty Group

  2964 W Columbus Ave, Chicago, IL 60652
• 

  

  /27

  $369,000

  Pending

  • 1 Bed
  • 1 Bath
  • 935 Sq Ft

  939 W Madison St Unit 403, Chicago, IL 60607

  Spacious 930+ sq ft and well-laid-out 1-bedroom condo in the heart of the West Loop. This bright and functional home offers an open-concept living and dining area with large windows, providing great natural light and a comfortable flow for everyday living and entertaining. The kitchen features ample cabinet storage and a practical layout, while the generously-sized bedroom includes plenty of

  Yee Ng Century 21 S.G.R., Inc.

  939 W Madison St Unit 403, Chicago, IL 60607
• 

  

  /33

  $345,000

  • 2 Beds
  • 2 Baths

  208 W Washington St Unit 912, Chicago, IL 60606

  Beautifully renovated and move-in ready! This stunning south-facing 2BR/2BA condo offers modern finishes, abundant natural light, and unbeatable convenience in the heart of The Loop. Thoughtfully updated throughout, this turn-key home features brand-new subfloors and wide-plank solid hardwood floors, fresh neutral paint, new light fixtures and recessed lighting, updated electrical outlets, and a

  Kurt Hulsebus Chiproplocator, INC

  208 W Washington St Unit 912, Chicago, IL 60606
• 

  

  /25

  $385,000

  • 3 Beds
  • 2 Baths
  • 1,035 Sq Ft

  6217 S Mason Ave, Chicago, IL 60638

  Nestled on a charming street, this beautifully maintained 3 bedroom, 2 bath home blends timeless character with everyday comfort. Rich historic vibes, the home offers inviting living spaces, thoughtful details, and a warmth that feels instantly welcoming from the moment you step inside. The open concept prairie inspired kitchen and family room offer endless entertainment potential. A first floor

  Molly Roche @properties Christie?s International Real Estate

  6217 S Mason Ave, Chicago, IL 60638
• 

  

  /24

  $385,000

  Pending

  • 3 Beds
  • 3 Baths

  3400 S Wood St, Chicago, IL 60608

  McKinley Park! Two-unit multifamily awaits your ideas and finishing touches. Each unit has two bedrooms, one bathroom, a large living room, and a kitchen. The basement is primed and ready to be finished for a new ADU unit or a duplex, allowing the first floor to be converted into a combined living space. Step out your back door to a nice-sized backyard and a two-car garage.

  Naja Morris @properties Christie's International Real Estate

  3400 S Wood St, Chicago, IL 60608
• 

  

  /16

  $349,000

  $40K PRICE DROP Pending

  • 4 Beds
  • 2 Baths
  • 2,576 Sq Ft

  3946 N Octavia Ave, Chicago, IL 60634

  Welcome to 3946 N Octavia Ave, perfectly situated in a highly desirable and convenient location. This home is just minutes from public transportation and only a few blocks from the HIP Shopping Center, offering a wide variety of shopping, dining, and entertainment options. Enjoy the benefits of a vibrant neighborhood while still having a comfortable residential feel. The home features a new

  Olena Mykhailova North Shore Prestige Realty

  3946 N Octavia Ave, Chicago, IL 60634
• 

  

  /31

  $360,000

  Pending

  • 1 Bed
  • 1 Bath
  • 877 Sq Ft

  1560 N Sandburg Terrace Unit 1708, Chicago, IL 60610

  Experience one of the most impressive one-bedroom residences in Sandburg Village, where a thoughtfully designed 2023 upgrades have transformed this expansive home into a modern masterpiece. The heart of the home is a stunning gourmet kitchen featuring custom cabinetry with undermount lighting, sleek quartz countertops with integrated power hubs, and premium stainless steel appliances. An

  Christina Lotzer @properties Christie's International Real Estate

  1560 N Sandburg Terrace Unit 1708, Chicago, IL 60610
• 

  

  /22

  $394,000

  $5K PRICE DROP Pending

  • 5 Beds
  • 2 Baths

  7144 S Saint Lawrence Ave, Chicago, IL 60619

  Stunning brick 2-unit building remodeled with designer-inspired finishes. Both units feature high-quality craftsmanship throughout. Gourmet Kitchens with Custom shaker cabinetry, quartz countertops, new appliances, and a tile backsplash (to be installed). Bathrooms Completely updated with professional tile work and new fixtures. New furnaces, new air conditioning units, new electric panels and

  Behrouz Hoghoughi Century 21 Circle

  7144 S Saint Lawrence Ave, Chicago, IL 60619
• 

  

  /26

  $359,900

  • 1 Bed
  • 1 Bath
  • 865 Sq Ft

  725 N Aberdeen St Unit 607, Chicago, IL 60642

  The elevator opens to a sunlit penthouse floor where the city instantly feels closer-and calmer. Hardwood floors glow beneath natural light, and the open living space flows easily from everyday mornings to lively evenings with friends gathered around the kitchen island. Coffee, conversation, and comfort all find their place here. Step onto the balcony and the downtown skyline unfolds, a reminder

  Matt Silver Corcoran Urban Real Estate

  725 N Aberdeen St Unit 607, Chicago, IL 60642
• 

  

  /24

  $379,900

  $9K PRICE DROP Pending

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

  1305 S Michigan Ave Unit 1606, Chicago, IL 60605

  MUSEUM PARK Lofts II 2bed/2bath!! Premier building in So Loop with 24 HR door person and large fitness center! Turn-key 2-bedroom, 2-bathroom condo with a recently gutted kitchen and a phenomenal fireplace renovation that serves as the focal point of the unit. Mostly newer appliances from 2020-ish. All stainless steel appliances w/ quartz counter tops that allow for additional sitting/eating

  Michael Gentile @properties Christie's International Real Estate

  1305 S Michigan Ave Unit 1606, Chicago, IL 60605

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