Chicago Homes under $400,000

**Discover the Charm of Chicago: Homes Under $400,000**

Welcome to Chicago, the vibrant heart of Illinois and the third-largest city in the United States, nestled in Cook County along the picturesque shores of Lake Michigan. Known for its stunning architecture, rich cultural scene, and diverse neighborhoods, Chicago offers an unparalleled urban experience that captivates residents and visitors alike.

For those seeking a home in this dynamic city without breaking the bank, there are fantastic options available under $400,000. Imagine living in a city that boasts world-class dining, renowned museums, and an eclectic mix of arts and entertainment, all while enjoying the benefits of affordable housing. From charming bungalows in the historic neighborhoods of Hyde Park and Bronzeville to modern condos in bustling areas like Logan Square and Pilsen, there’s something for everyone.

Chicago's neighborhoods each have their own unique character, making it easy to find a community that suits your lifestyle. Enjoy the vibrant street art in Wicker Park, savor deep-dish pizza in Little Italy, or take a stroll along the scenic lakefront in Lincoln Park. With excellent public transportation options, commuting to work or exploring the city is a breeze.

The real estate market in Chicago offers a variety of homes under $400,000, making it an ideal time to invest in your future. Whether you’re a first-time homebuyer or looking to downsize, Chicago’s affordable housing options provide the perfect opportunity to embrace city living without compromise. Experience the best of urban life in Chicago, where your dream home awaits!

Newest Chicago Homes under $400,000

$349,900

4 Beds ⋅ 3 Baths ⋅ 12778997 MLS ⋅ NEW Status

Live Large, Earn Smart, and Bring Your Vision! This owner-occupied 2-unit offers a unique opportunity with Unit 1 duplexed into the finished basement, providing an impressive amount of living space. The first-floor unit features a newer kitchen with granite countertops, stainless steel appliances, breakfast bar, and plenty of room for a kitchen table. The bathroom has also been updated, while the third bedroom is currently styled as a library-an easy transition back to bedroom use, home office, or flex space. The finished basement extends Unit 1 with additional living space and plenty of possibilities. Previous water damage occurred near the baseboard area years ago leaving the lower level ready for cosmetic repairs and your finishing touches. Unit 2 offers additional living space with great potential for related living, extended family, or rental income and also ready for cosmetic updating to make it your own. An enclosed rear porch serves the building and adds even more usable space. Outside, enjoy a PVC-fenced yard, large 3-car garage, and patio area, a few hard-to-find features that add even more value to this property. And did we mention location? You're just 2 blocks from beautiful Oak Park, putting shopping, dining, parks, and neighborhood amenities within easy reach. Whether you're looking to owner-occupy, accommodate extended family, or add a multi-unit property to your portfolio, there is plenty of opportunity here. Property is being sold AS-IS. Bring your ideas and unlock the possibilities!

5843 W Iowa Street, Chicago

$266,999

4 Beds ⋅ 4 Baths ⋅ 12778989 MLS ⋅ NEW Status

Welcome to this COMPLETELY RENOVATED home where EVERYTHING IS BRAND NEW! Featuring 4 spacious bedrooms, 3.5 stunning bathrooms, and a bright, open-concept layout, this home was thoughtfully redesigned with modern style and quality craftsmanship throughout. Enjoy the peace of mind that comes with a NEW ROOF, NEW FURNACE, NEW A/C UNIT, NEW HOT WATER TANK, and countless additional upgrades from top to bottom. The expansive finished basement provides the perfect space for entertaining, a home theater, recreation room, home office, or guest accommodations. The luxurious primary suite offers a beautifully designed en-suite bathroom and direct access to a private patio, perfect for enjoying your morning coffee or relaxing at the end of the day. Conveniently located near parks, shopping, restaurants, public transportation, and major expressways, this MOVE-IN READY home is the perfect combination of comfort, style, and convenience. Don't miss your opportunity to make this exceptional home yours!

7116 S University Avenue, Chicago

2605 S Indiana Avenue Unit #1007A, Chicago

$140,000

1 Beds ⋅ 1 Baths ⋅ 12778978 MLS ⋅ NEW Status ⋅ Stratford South Commons BLDG.

836 sq. ft. 1 BD/1 BA southeast corner unit condo + 1 uncovered parking spot in the parking structure @ "The Stratford at South Commons". Cats OK - 2 pet count maximum. No dogs allowed! Rentals NOT allowed for new unit owners. Non-refundable move-in/move-out charge: $275. Refundable elevator deposit: $250. There are 2 wall-units for air conditioning. The unit is heated by a central boiler system located on the top floor of the building. The boiler supplies hot water that radiates heat to the condo through coils in the floor and ceiling surfaces. The temperature cannot be adjusted individually for any unit. Garbage disposals + in-unit washers & dryers are NOT allowed by the HOA. Electric or propane grills are permitted on unit balconies. No Sunday or Holiday moves allowed. Monthly Assessment: $853 (Internet, Cable TV, Heat, Doorstaff, Common Area & Exterior Maintenance, Lawn Care, Parking, Snow Removal, Water, & Trash Removal). There is an additional storage cage located off of the main lobby area. No ongoing or upcoming special assessments. Reserves: $1.1 million (as of 06/04/2026). Kenmore Range (2019). Kenmore Refrigerator (2019). Panasonic Microwave (2024). The building has gone through many recent renovations since 2023 including: facade & garage repairs, pool updates, and riser upgrades. The building has an exercise room, a bike room, a laundry room, and an outdoor pool with a grilling area. Windows are HOA responsibility. Easy access to I-90/94, I-55, Wintrust Arena, Rate Field, Chinatown Square, Illinois Institute of Technology McCormick Place, Soldier Field, Northerly Island, and Burnham Park Harbor. 0.6 miles from the CTA Green Line Cermak-McCormick Place Station. 0.7 miles from the METRA 27th Street Station. Sellers offering 2-1 Interest Rate Buydown!

2605 S Indiana Avenue Unit #1007A, Chicago

$299,000

6 Beds ⋅ 2 Baths ⋅ 12778931 MLS ⋅ NEW Status

Discover the possibilities on Parnell! Situated on a quiet, well-maintained, tree-lined street, this renovated two-flat offers an excellent opportunity for an owner-occupant or investor. The second floor is currently tenant occupied. This property offers income-producing potential and flexibility for your future. Convenient access to public transportation and major highways makes commuting throughout the city easy. Whether you're purchasing your first home or expanding your investment portfolio, this two-flat is an opportunity worth exploring!

6923 S Parnell Avenue, Chicago

$269,900

3 Beds ⋅ 3 Baths ⋅ 12778890 MLS ⋅ NEW Status

Nice home in a primarily single family section of Roseland. Upper is aluminum and vinyl siding and lower cement block. Offers three finished levels with three full updated bathrooms with tubs on each level. Big front porch for relaxing. Freshly painted exterior and interior. Newer roof. Updated eat-in size kitchen offers breakfast nook, new cabinets and granite counter tops. Current real estate taxes with home owners exemption are $437.17 a year. Red Line 24 hr. CTA rail Extension project in progress. The Red Line Community office just opened at 111th & Stewart! Boarding stations will be at 111th and 115th & Michigan.

11236 S Stewart Avenue, Chicago

$285,000

4 Beds ⋅ 3 Baths ⋅ 12778940 MLS ⋅ NEW Status

Welcome home to this beautifully updated 4-bedroom, 2.5-bath residence featuring modern upgrades, thoughtful design, and exceptional functionality throughout. The spacious primary suite is conveniently located on the main level and features a private ensuite bathroom with a stylish barn door entry. Step inside and be greeted by soaring ceilings and an open-concept main floor that offers plenty of room to relax, entertain, and create lasting memories. The chef-inspired kitchen boasts elegant quartz countertops, an abundance of white cabinetry, and a complete stainless steel appliance package including a French-door refrigerator, five-burner stove, space-saving microwave, dishwasher, and more. A convenient powder room completes the main level for guests. Upstairs, you'll find three generously sized bedrooms, additional storage space, and a large full bathroom featuring a luxurious heated floor. The fully finished lower level offers incredible versatility with dedicated spaces for gaming, media viewing, entertaining, a children's play or learning area, and even room for your yoga or fitness routine. A laundry room and mechanical room complete the basement level. This home has been extensively updated with a new roof, new windows, new air conditioning system, updated wood flooring throughout, and a brand-new 2.5-car garage. For added convenience and peace of mind, the property includes a professionally installed security system that will remain with the home. The rear entrance features an electronic keypad lock with smartphone app access, allowing owners to provide secure entry remotely without needing to be present. A Home Warranty is included for additional buyer confidence. Located in a Community Lending Area, qualified buyers may be eligible for mortgage rates discounts below standard market rates. VA and FHA financing are welcome. This move-in-ready home combines comfort, technology, and value schedule your showing today before it's gone! Seller is offering a closing credit! Very Motivated.

7629 S Dante Avenue, Chicago

$394,900

8 Beds ⋅ 2 Baths ⋅ 12766045 MLS ⋅ NEW Status

COMPLETE GUT REHAB. UPSCALE FINISHES. EXCEPTIONAL RENTAL OPPORTUNITY! Welcome to 7044 S Morgan, a stunning three-unit building offering substantial square footage and beautifully updated interiors in Chicago's Englewood neighborhood. Completely gut rehabbed with upscale finishes throughout, this property presents an exciting opportunity to invest in an area attracting renewed interest and investment. The expansive first-floor duplex down is a standout, delivering generous living space across two levels. Whether you're expanding your rental portfolio or looking to live in one unit while renting the others, this building combines space, style, and income potential. Explore the possibilities and make this impressive property your next investment!

7044 S Morgan Street, Chicago

$319,900

4 Beds ⋅ 3 Baths ⋅ 12778861 MLS ⋅ NEW Status

Beautifully Newly Remodeled Home with an EXTRA LOT (separate pin) as your private garden. A Rare Opportunity! You can enjoy your extra large yard, make an entirely new addition on it or sell it off! Open concept house with Modern Upgrades on a quiet street featuring 4 Beds & 2.5 Baths and over 2500 sq ft of living space (Finished Attic & Basement) 3 living Areas (First Floor, 1 Attic, 1 Basement) Master Bed with Walk in closet & En-Suite attached Bathroom. Gut Remodel. Every detail has been thoughtfully upgraded, including new kitchen with quartz countertops, stainless steel appliances (installed before closing), new flooring, new bathrooms, Jacuzzi, stylish finishes. New Plumbing, New Electric, New HVAC, New Windows etc etc What truly sets this property apart is the included extra fenced lot, offering endless possibilities...build a guest house, expand your garden, create an outdoor oasis, or simply enjoy the privacy of added space. Whether you're an investor, a family looking to grow, or someone who loves outdoor living, this is a unique chance to own a property with room to dream. Located in a quiet, desirable neighborhood close to schools, shopping, parks, and commuter routes, this move-in ready home won't last long. Broker owned interest.

8423 S Carpenter Street, Chicago

$385,000

2 Beds ⋅ 1 Baths ⋅ 12775145 MLS ⋅ NEW Status

Welcome to 4909 N Janssen Ave, Unit 2W! You'll find this bright 2-bedroom, 1-bath condo in a vintage 1930s building in Uptown, on the edge of Andersonville. Relax in the comfy living room or prepare a gourmet meal in your upgraded kitchen. A private balcony with new sliding glass doors off the living area, is perfect for morning coffee or summer evenings. Beyond the living room, you'll find two generous bedrooms with customized closets, a fully renovated bathroom with sparkling tile, and in-unit washer-dryer combo (2019) for your convenience. This condo is equipped with beautiful hardwood floors, new windows, new dishwasher, new refrigerator, a new microwave, filtered water, plus a new HVAC and furnace with humidifier. Lower level building storage keeps bikes and seasonal gear out of the way. Easy access parking (1 spot included) off the alley. The building also has a voice intercom, central AC, a new water heater and is pet-friendly. You'll love the location! You're close to CTA Red Line and bus service, with tons of restaurants, coffee shops, and shopping nearby, plus Chase Park for green space and a short distance to the Lake. A quiet residential block, a well-kept small building, and a true 2-bedroom. Plan your visit today!

4909 N Janssen Avenue Unit #2W, Chicago

$349,900

1 Beds ⋅ 2 Baths ⋅ 12778789 MLS ⋅ NEW Status

Spacious one bedroom in Gallery Lofts, perfectly located!! Foyer entry into this oversized, tastefully updated Roscoe Village condo. Open floorplan with dramatically high ceilings and new white oak hardwood flooring throughout entire unit. Spacious primary bedroom with two walk in closets and custom California Closet shelving. Living Room brings in southern lighting, and has plenty of room for separate dining. Eat in kitchen with massive island, updated appliances, and new induction range. Shared storage on 4th floor, app operated laundry, but building does allow for washer and dryer in unit, which many have done. Gallery Lofts is a A+ location! Just steps to the Paulina Brown Line, multiple bus routes, Target, Whole Foods, native plants and butterfly garden across the street, tons of fantastic dining options, shopping, the Southport Corridor and Roscoe Village. Rental/Free/Zoned parking available throughout the area.

3323 N Paulina Street Unit #4E, Chicago

777 N Michigan Avenue Unit #3102, Chicago

$199,900

1 Baths ⋅ 12778760 MLS ⋅ NEW Status ⋅ Streeterville BLDG.

Wake up on the 31st floor in the heart of Chicago's Magnificent Mile, where big windows pour natural light across warm hardwood floors. This studio was fully updated in 2021 and balances polish with flexibility: the open living space is easy to arrange as a sleeping nook, home office, or lounge, and the generous closet space keeps everything tucked away. The remodeled kitchen is built for real use, with a breakfast bar, quartz countertops, stainless steel appliances, white cabinetry, and a modern backsplash. The bath feels like a spa, with floor-to-ceiling tile, a walk-in shower, and a sleek vanity. Step upstairs to a rooftop retreat with panoramic city and lake views, a heated outdoor pool, cabanas, a sundeck, and grilling stations. Day to day, you'll appreciate the 24/7 door staff, fitness center with yoga classes, party room, valet parking, dry cleaner, laundry room, and private direct access to Walgreens. Storage lockers and parking available. Outside your door, Oak Street Beach, Navy Pier, the Bean, and the city's best dining, shopping, and nightlife are close by, with bus and train lines making it easy to get anywhere else.

777 N Michigan Avenue Unit #3102, Chicago

$180,000

3 Beds ⋅ 2 Baths ⋅ 12773333 MLS ⋅ NEW Status

Family owned for decades, this solid brick Gage Park bungalow offers good bones, plenty of space, and a versatile opportunity for its next owner. Update it to your taste and make it your own, or take advantage of its potential as an investment renovation. The main level features hardwood floors throughout, 3 bedrooms, living room, formal dining room, full bath, and an eat-in kitchen with pantry. Offering possibilities on three levels, the main level provides approximately 1,097 square feet, while the spacious, partially finished attic and full basement offer substantial additional space ready for your ideas. The attic includes two additional rooms and a former kitchenette, while the basement offers plenty of space and a half bath. Detached 2-car garage with opener. Updates include house and garage roofs (2018), furnace (2019), water heater (2025), washer and dryer (2020), and gutters with leaf guards (2014). Bring your vision and unlock the potential of this classic Chicago bungalow! Strategically priced to encourage strong market activity. Seller will not review or respond to any offers until the property has received at least seven full days of market exposure. Sold AS-IS. Cash offers only.

5708 S Richmond Street, Chicago

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