Chicago, IL Homes for Sale under $500,000

• 

  

  

  /45

  $389,500

  • 2 Beds
  • 1.5 Baths
  • 1,482 Sq Ft

  841 W Belle Plaine Ave Unit 3, Chicago, IL 60613

  Wow! Must see this unique, spacious top-floor 2-bedroom, 1.5-bath vintage condo in desirable Buena Park. Located in a charming vintage courtyard building. The unit features a gorgeous kitchen with 42-inch maple cabinetry, hardwood floors, a cozy fireplace, wall A/C units, and bright, generously sized rooms. Enjoy the convenience of an in-unit washer and dryer, elegant crown molding, and beautiful

  Angel Navarro RE/MAX 10 Lincoln Park

  841 W Belle Plaine Ave Unit 3, Chicago, IL 60613
• 

  

  

  /23

  $319,900

  $5K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 752 Sq Ft

  1400 S Michigan Ave Unit 2608, Chicago, IL 60605

  Must see.

  Ryan Cherney Circle One Realty

  1400 S Michigan Ave Unit 2608, Chicago, IL 60605
• 

  

  

  /33

  $360,000

  Pending

  • 1 Bed
  • 1 Bath

  2 E Erie St Unit 3401, Chicago, IL 60611

  High Floor, Updated and Move-In Ready 1 Bedroom with Stunning Skyline Views from Your Floor-to-Ceiling Windows. This Always Sunny, East Facing Condo was Just Freshly Painted and Features Solid Walnut Floors Throughout, Updated Lighting Throughout All on Dimmers, All Popcorn Ceilings Removed, Crown Moulding, Custom Light Filtering Solar Shades, In-Unit Laundry and Tons of Closet Space Throughout.

  Lauren Shimmon Baird & Warner

  2 E Erie St Unit 3401, Chicago, IL 60611
• 

  

  

  /18

  $345,000

  • 1 Bed
  • 1 Bath
  • 934 Sq Ft

  400 N Clinton St Unit 507, Chicago, IL 60654

  Experience the perfect blend of city energy and secluded tranquility in this meticulously maintained one-bedroom retreat within River North's coveted Kinzie Park gated community. Every inch of this home reflects a commitment to quality and detail, starting with the gleaming hardwood floors that flow seamlessly throughout the living/dining room and kitchen. At the heart of the home, the kitchen

  Kieran Conlon Compass

  400 N Clinton St Unit 507, Chicago, IL 60654
• 

  

  

  /19

  $475,000

  • 10 Beds
  • 4 Baths

  2518 S Claremont Ave, Chicago, IL 60608

  INVESTMENT OPPORTUNIYT! This huge brick two flat building located in the heart of Pilsen. Featuring two updated units, has plenty space and bedrooms in each unit, four full bathrooms and a full walk-up attic equipped with a bedroom and a bath for extra living space or duplex up with second floor unit. Two car garage! Located in a rapidly growing area for investment. Preferable cash or

  Ana Ramirez REMAX Legends

  2518 S Claremont Ave, Chicago, IL 60608
• 

  

  /18

  $200,000

  Pending

  • 1 Bed
  • 1 Bath
  • 619 Sq Ft

  1560 N Sandburg Terrace Unit 1905J, Chicago, IL 60610

  Spacious and well-maintained 1-bedroom, 1-bath residence in a sought-after luxury high-rise in the heart of Old Town. This clean, move-in-ready unit has been meticulously cared for and offers an excellent opportunity to update at your own pace while building instant equity. Enjoy generous room sizes, abundant natural light, ample closet space, and sweeping city views. Full-amenity building

  Benjamin Tregoning Redfin Corporation

  1560 N Sandburg Terrace Unit 1905J, Chicago, IL 60610
• 

  

  /15

  $360,000

  Pending

  • 6 Beds
  • 2 Baths

  8722 S Kingston Ave, Chicago, IL 60617

  Cash flowing from day one! This fully occupied, rehabbed (2022) two-story brick duplex is the definition of turn-key. Both units are 3BR/1BA with modern finishes and all appliances included - tenants in place, rent coming in; however, the second-floor unit is MTM. Basement laundry includes electronically operated machines, which adds even more to the bottom line. 48-hour notice required for

  Vanessa Matthews Keller Williams Preferred Rlty

  8722 S Kingston Ave, Chicago, IL 60617
• 

  

  /21

  $219,000

  $11K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,500 Sq Ft

  4764 S Shields Ave, Chicago, IL 60609

  Welcome to this charming renovated 4-Bedroom 2 baths Split-Level home. The home features a spacious living room, modern galley kitchen with 42" soft-close cabinets, stainless steel appliances, and recessed lighting. The upper level offers three generously sized bedrooms and a full bathroom with contemporary finishes. Entertain in the lower level, open concept and a bathroom. Don't miss this

  James Dukes ERA Partners

  4764 S Shields Ave, Chicago, IL 60609
• 

  /2

  $459,000

  • Studio
  • 1 Bath
  • 918 Sq Ft

  401 N Wabash Ave Unit 2141, Chicago, IL 60611

  Live at the pinnacle of Chicago luxury. This meticulously furnished residence in one of the city's most iconic five-star buildings offers a refined turnkey lifestyle. The chef's kitchen is a study in form and function, featuring sleek Snaidero cabinetry and a full suite of Miele and Sub-Zero stainless steel appliances. As an owner, you'll enjoy the privileges of Trump Hotel's five-star

  James Qiu Kale Realty

  401 N Wabash Ave Unit 2141, Chicago, IL 60611
• 

  

  /8

  $395,000

  • 3 Beds
  • 3 Baths
  • 2,180 Sq Ft

  415 W Aldine Ave Unit 6A, Chicago, IL 60657

  Don't miss this rare opportunity to own a beautiful 3-bedroom, 3-bathroom condo in the heart of East Lakeview. This exceptional residence offers a private and secure entry, with only two residences per elevator bay, providing an added level of privacy and exclusivity. The building offers an impressive array of amenities, including a party room, children's playroom, bike room, large laundry room,

  Ruby Park Coldwell Banker Realty

  415 W Aldine Ave Unit 6A, Chicago, IL 60657
• 

  

  /8

  $235,000

  • 1 Bed
  • 1 Bath

  835 W Lawrence Ave Unit 8352N, Chicago, IL 60640

  Bright and open, this 1-bedroom condo offers abundant natural light, hardwood floors throughout, and charming treetop views overlooking Lawrence Avenue. The open-concept layout seamlessly connects the kitchen and living area, creating a comfortable and inviting space for everyday living and entertaining. The kitchen features warm maple cabinetry, generous counter space, and a breakfast bar with

  Tedi Smola @properties Christie's International Real Estate

  835 W Lawrence Ave Unit 8352N, Chicago, IL 60640
• 

  

  /9

  $465,000

  Pending

  • 8 Beds
  • 2 Baths

  718 S Claremont Ave, Chicago, IL 60612

  Check out this 2 unit all brick building in the Medical district in the city! Each unit has 4 beds 1 bath. Plenty of space. Parking pad in fenced in yard off the alley. Short sale As IS --

  Frank Montro Keller Williams Preferred Rlty

  718 S Claremont Ave, Chicago, IL 60612
• 

  

  /24

  $345,000

  Pending

  • 3 Beds
  • 2 Baths

  2108 W 18th Place Unit 2, Chicago, IL 60608

  Modern 3-Bed Oasis in the Heart of Pilsen! Welcome home to this impeccably designed 3-bedroom, 2-bathroom condo, offering sleek modern aesthetics and high-end finishes. Built in 2018, this all-masonry first-floor home is flooded with light from a sunny southern exposure. The open-concept living space is perfect for entertaining, featuring custom flat-panel cabinetry, quartz countertops, and

  Arvind Sarup HomeSmart Realty Group

  2108 W 18th Place Unit 2, Chicago, IL 60608
• 

  

  /27

  $395,000

  $55K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 1,000 Sq Ft

  25 E Superior St Unit 605, Chicago, IL 60611

  Experience refined city living at The Fordham, one of Chicago's most sought-after luxury residences. This spacious home showcases rich hardwood floors, oversized windows with abundant natural light, and a kitchen appointed with granite countertops and maple cabinetry. The serene primary suite includes a walk-in closet and spa-like marble bath. Additional features include an in-unit washer/dryer

  Chezi Rafaeli Coldwell Banker Realty

  25 E Superior St Unit 605, Chicago, IL 60611
• 

  

  /12

  $269,000

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  4130 N Kedvale Ave Unit 208, Chicago, IL 60641

  Welcome to this beautiful 2-bedroom condo in a charming courtyard building in the heart of Old Irving Park! Blending modern convenience with timeless vintage character, this spacious home features hardwood flooring throughout, a chef's kitchen with granite countertops and stainless steel appliances, a formal dining room, and a desirable split-bedroom floor plan. The expansive living area provides

  Yolanda Flores Windy City Realtors Inc.

  4130 N Kedvale Ave Unit 208, Chicago, IL 60641
• 

  

  /17

  $249,000

  $6K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  4520 S King Dr Unit 1, Chicago, IL 60653

  Welcome home to this meticulously maintained 3-bedroom, 2-bath garden unit offering an impressive 1,500 square feet of comfortable living space in the heart of Bronzeville. Hardwood floors flow throughout the home, while the spacious kitchen features stainless steel appliances and opens seamlessly to the living area, creating an inviting space for everyday living and entertaining. The private

  Tanya Cochran Coldwell Banker Realty

  4520 S King Dr Unit 1, Chicago, IL 60653
• 

  

  /11

  $314,900

  • 1 Bed
  • 1 Bath
  • 1,120 Sq Ft

  3963 W Belmont Ave Unit 233, Chicago, IL 60618

  Step into this spacious 1-bedroom plus den loft at the historic Shoemaker Lofts in the heart of Avondale. Authentic industrial character defines the open space, featuring soaring exposed concrete ceilings, spiral ductwork, and warm hardwood/concrete floors throughout. Massive factory-style windows span the living area, flooding the room with natural light and framing an exposed brick accent wall

  Lauren Josefowicz GNP Realty Partners, LLC

  3963 W Belmont Ave Unit 233, Chicago, IL 60618
• 

  

  /23

  $250,000

  • 1 Bed
  • 1 Bath
  • 900 Sq Ft

  910 N Lake Shore Dr Unit 1316, Chicago, IL 60611

  Bring your vision to this spacious 1 bedroom, 1 bath residence in one of Streeterville's iconic Mies van der Rohe-designed buildings. Featuring the architect's signature clean lines, floor-to-ceiling windows, and an expansive open layout, this home is ready for its next chapter. Offered as-is, this is an outstanding opportunity for investors, contractors, and buyers looking to customize a classic

  Tommy Choi Keller Williams ONEChicago

  910 N Lake Shore Dr Unit 1316, Chicago, IL 60611
• 

  

  /8

  $268,000

  $2K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  401 E Ontario St Unit 2307, Chicago, IL 60611

  Welcome home to this bright and spacious north-facing 1-bedroom ideally located in the heart of Streeterville. This well-maintained unit features a beautiful bay window that brings in natural light, along with a highly sought-after walk-in closet for added storage and functionality. The home offers a clean, move-in-ready feel with fresh paint throughout and neutral decor. Ceramic tile flooring in

  Shaik Ahmed AAA Real Estate, Inc.

  401 E Ontario St Unit 2307, Chicago, IL 60611
• 

  

  /34

  $265,000

  • 4 Beds
  • 2 Baths

  331 W 76th St, Chicago, IL 60620

  Fully rehabbed and rented. Excellent investment property. Rent Roll attached and T-12 income statement. Please email listing agent if you are attending. Two CHA tenants and one market. Building is legal 2 unit with one non-conforming unit. Seller may apply to legalize unit under ADU ordinance. Only one unit will be shown on one scheduled day, next showing date to be scheduled week of 8.24 and

  Edward Reagan Safe Harbor Realty LLC

  331 W 76th St, Chicago, IL 60620
• 

  

  /35

  $309,000

  • 5 Beds
  • 2.5 Baths
  • 1,290 Sq Ft

  9209 S State St, Chicago, IL 60619

  Welcome to this beautifully updated West Chesterfield home, a full in-law apartment in the basement making it ideal for extended living quarters, multigenerational living, or added rental flexibility. Whether you're a homeowner seeking additional rooms or an investor looking for opportunity, this property delivers on it all. No detail was overlooked in the updates: new shingles on both the roof

  Michael Thomas NB ELITE REALTY LLC

  9209 S State St, Chicago, IL 60619
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  /38

  $349,900

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  3660 N Lake Shore Dr Unit 3307, Chicago, IL 60613

  Wake up to some of Chicago's most breathtaking views. Perched on the 33rd floor of The New York Private Residences, this rarely available, largest one-bedroom floor plan showcases sweeping, unobstructed southeast views of Lake Michigan, the Chicago skyline, and unforgettable sunrises through an entire wall of floor-to-ceiling windows. Step outside onto the spacious private balcony, directly off

  Emily Santos @properties Christie's International Real Estate

  3660 N Lake Shore Dr Unit 3307, Chicago, IL 60613
• 

  

  /17

  $245,900

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

  4835 N Central Ave Unit 212, Chicago, IL 60630

  This gorgeous 2bedroom, 1.5bathroom condominium features a private balcony in the heart of Chicago's highly sought-after Jefferson Park neighborhood. Located on the second floor, the home offers a versatile layout with plenty of space to relax and entertain. Both bedrooms include generous closet space; the primary bedroom has its own .5 bathroom, while the second bedroom is ideal for a home

  Amy Duong Kim Compass

  4835 N Central Ave Unit 212, Chicago, IL 60630
• 

  

  /13

  $230,000

  • Land
  • 2,613 Sq Ft
  • $3,833,333 per Acre

  2224 W Taylor St, Chicago, IL 60612

  Don't miss out on the opportunity to build in the thriving Tri-Taylor neighborhood! This unique corner lot parcel of land offers the perfect redevelopment potential for retail and or residential use, making it an ideal investment for investors or buyers looking to create their vision of the perfect home from the ground up. Why is This Lot So Exceptional: * Prime location: Situated on bustling

  Yvette DuPree @properties Christie's International Real Estate

  2224 W Taylor St, Chicago, IL 60612
• 

  

  /10

  $269,400

  • 5 Beds
  • 2 Baths

  124 W 108th Place, Chicago, IL 60628

  Rare opportunity to own a spacious 2-unit building with incredible income potential in a prime Chicago location ON A HUGE TRIPLE LOT! First time on the market in over a decade, this well-maintained property is perfect for investors or owner-occupants looking to build generational wealth. The first-floor unit offers 2 bedrooms and 1 bathroom, while the second-floor unit features 3 bedrooms and 1

  Eva Diaz ExaRealty LLC

  124 W 108th Place, Chicago, IL 60628
• 

  

  /23

  $250,000

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

  4615 S Michigan Ave Unit 2N, Chicago, IL 60653

  This stunning, spacious condo in Historic Bronzeville offers 3 large bedrooms, 2 bathrooms, inunit laundry, hardwood floors throughout the main living space, a cozy fireplace, whirlpool tub, a recently rehabbed kitchen, and a private balcony off the living room, along with central air, two designated parking spaces, and a personal storage unit-all just minutes from downtown Chicago, the

  Jerry Cox Vylla Home

  4615 S Michigan Ave Unit 2N, Chicago, IL 60653
• 

  

  /13

  $339,000

  Pending

  • 1 Bed
  • 1 Bath
  • 788 Sq Ft

  Unlisted Address

  Live in the pulse of the Clybourn Corridor at SoNo West, where this condo is just blocks from every convenience you can imagine-Whole Foods and a spectrum of shops and eateries, and effortless access to I-90/94 and the Red Line. The loft-style layout maximizes space and light, featuring a galley kitchen with stainless-steel KitchenAid appliances and granite countertops, three large closets, and

  Cindy Weinreb @properties Christie's International Real Estate

  Unlisted Address
• 

  

  /23

  $289,000

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

  7500 S Honore St, Chicago, IL 60620

  Welcome to this beautifully rehabbed 2 story brick bungalow situated on a corner lot in the desirable Auburn Gresham neighborhood. This home blends classic charm with modern updates. Step inside to find upgraded laminate flooring throughout and stylish new decor that creates a warm, contemporary feel. The home offers an oversized living room, separate dining room, 3 spacious bedrooms and 2 full

  Perdure Carter Realty of America, LLC

  7500 S Honore St, Chicago, IL 60620
• 

  /2

  $250,000

  • 8 Beds
  • 2 Baths

  4119 W Adams St, Chicago, IL 60624

  Property is being sold in an as-is condition, and the condition is unknown and may include defects, possible health or safety hazards, or debris, or be located in a Special Flood Hazard Area. Proof of Funds Required. The seller requires that the high bidder be able to demonstrate proof of funds or financing pre-qualification within 24 hours of the auction. Buyer must obtain a pre-qualification

  Brian Brockman Bang Realty

  4119 W Adams St, Chicago, IL 60624
• 

  

  /22

  $330,000

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  8 W Monroe St Unit 1904, Chicago, IL 60603

  Live above it all in this sun filled corner residence at 8 W. Monroe. Boasting the largest floor plan in the building, this spacious 2-bedroom, 2-bath home offers breathtaking, unobstructed views of Lake Michigan and the Chicago skyline from oversized windows that flood the space with natural light. Designed for both comfort and style, the open concept layout features soaring ceilings, rich oak

  Jovanna Quinones eXp Realty

  8 W Monroe St Unit 1904, Chicago, IL 60603
• 

  

  /24

  $472,000

  $11K PRICE DROP

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

  4551 W Foster Ave, Chicago, IL 60630

  Welcome to Mayfair. This home features 3 bedrooms and 2 bathroms with plenty of Storage: Enjoy multiple closets and clever storage solutions throughout the home. Inviting Backyard: A delightful yard perfect for cookouts. Basement: Ideal for a recreational room, home office, or additional storage. A bright and airy sunroom, perfect for hobbies, reading, or simply enjoying the view. Scheduel your

  Monica Morales Extreme Realty LLC

  4551 W Foster Ave, Chicago, IL 60630
• 

  

  /15

  $349,900

  New Construction Pending

  • 3 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  4316 S Michigan Ave Unit 4S, Chicago, IL 60653

  4316 S Michigan Ave - 3 Bed 2.1 Bath Exterior Parking - Yes, You Read That Right. The rates you thought were gone have made a comeback - and this beautifully built 3-bedroom, 2.1-bath home in Bronzeville proves you can still have more space, more style, and more buying power. Step into an expansive layout where natural light pours through oversized windows, creating a sense of calm and openness.

  Jennifer Bell Fulton Grace Realty

  4316 S Michigan Ave Unit 4S, Chicago, IL 60653
• 

  

  /18

  $300,000

  • 3 Beds
  • 2 Baths
  • 1,233 Sq Ft

  6231 S Woodlawn Ave Unit 3N, Chicago, IL 60637

  Welcome to the heart of New Woodlawn! This spacious 3-bedroom, 2-bath condominium offers the perfect blend of comfort, style, and location in one of Chicago's most dynamic neighborhoods. Enjoy convenient access to the newly opened Obama Presidential Center, the University of Chicago, and the Woodlawn Central development just steps away. You'll also be surrounded by new residential developments

  Carlas Gilbert Prince Realty Group LLC

  6231 S Woodlawn Ave Unit 3N, Chicago, IL 60637
• 

  

  /48

  $420,000

  $50K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft

  4839 S Vincennes Ave Unit 1, Chicago, IL 60615

  Gorgeous, well-maintained 4 beds/3 full baths duplex down grey-stone avail now in Historic Grand Boulevard! Main level has hardwood floors in living/dining/kitchen, stainless steel appliances, granite countertops, recessed lighting and ceiling fans throughout. Living area has electric fireplace w/mantle and beautiful bay windows for plenty of sunlight. 2 nice-sized carpeted bedrooms on main level

  Marjorie Tatum Keller Williams ONEChicago

  4839 S Vincennes Ave Unit 1, Chicago, IL 60615
• 

  

  /23

  $429,900

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  2725 W 99th St, Chicago, IL 60655

  Welcome home to this beautifully remodeled 3-bedroom, 2-bathroom Georgian-style residence in highly sought-after West Beverly. Thoughtfully renovated in 2026, this classic all-brick, two-story home blends timeless architectural character with modern finishes, stylish updates, and everyday functionality. Situated on a spacious corner lot, the property offers excellent curb appeal with

  Adrian Rusinek OnPath Realty Inc.

  2725 W 99th St, Chicago, IL 60655
• 

  

  /21

  $494,900

  Pending Pre-Foreclosure

  • 9 Beds
  • 3 Baths

  4513 W West End Ave, Chicago, IL 60624

  Exceptional investment opportunity in the heart of Garfield Park! This oversized brick two-flat was completely gut renovated with permits in 2022, offering modern finishes, updated systems, and excellent income-producing potential. The property features three separate living spaces, each with its own gas and electric service. The first-floor unit offers 3 spacious bedrooms and 1 full bathroom.

  Sherita Owens Keller Williams ONEChicago

  4513 W West End Ave, Chicago, IL 60624
• 

  

  /4

  $349,900

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,049 Sq Ft

  5018 W Winnemac Ave, Chicago, IL 60630

  Property has already been in process of gut and is in need of full rehab or tear down. Sold AS-IS. Work To Be Done.....But as they always say Location, Location, Location! 1/2 block to Beaubien Grade School, 5 min drive to both the Kennedy & Edens Expressways, Walk to CTA Blue Line, Forest Glen or Jefferson Park Metra Stations, IL. Dept. of Motor Vehicles, Chicago Canine Rescue, and Mariano's.

  Sarah Licato Baird & Warner

  5018 W Winnemac Ave, Chicago, IL 60630
• 

  

  /24

  $274,900

  • 5 Beds
  • 4 Baths

  5315 W Crystal St, Chicago, IL 60651

  5315 W Crystal St offers a strong value-add opportunity for an investor looking for a spacious brick multi-unit property with plenty of potential. This solid 2-flat features two large units, each consisting of 2 bedrooms, 1 full bathroom, generous living space, and additional sunroom areas located off the bedrooms. These sunrooms provide flexible extra space that could potentially be used as home

  Caden Wakim GenStone Realty

  5315 W Crystal St, Chicago, IL 60651
• 

  

  /21

  $349,000

  • 5 Beds
  • 3 Baths

  7841 S Loomis Blvd, Chicago, IL 60620

  If you're looking for a multi-unit building for cash flow or owner occupation, look no further. This solid brick building has three units: two bedrooms and one bathroom on the first and second floors, and one bedroom and one bathroom in the basement. It is close to shopping malls and transport links. Please schedule viewings today.

  Davidson Zigah Greensafe Real Estate & Consult

  7841 S Loomis Blvd, Chicago, IL 60620
• 

  

  /26

  $339,900

  • 4 Beds
  • 3.5 Baths
  • 1,700 Sq Ft

  9941 S Aberdeen St, Chicago, IL 60643

  Welcome to this beautifully designed 4-bedroom, 3.5-bathroom, three-story home offering a smart layout, generous living space, and comfort throughout! Step into the main level, where you'll find a bright and functional kitchen and dining area, perfect for everyday living and entertaining. The open feel creates a welcoming space for gatherings and family meals. The second floor provides a

  Kimberly Van Ordstrand CRIS Realty

  9941 S Aberdeen St, Chicago, IL 60643

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