3,902

Chicago, IL Homes for Sale under $500,000

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  • /24

    $399,999

    • 3 Beds
    • 2 Baths

    1000 W 15th St Unit 331, Chicago, IL 60608

    Brighten your days in this sun soaked loft! Three fully enclosed bedrooms and two full baths compromise this south facing gem. Newly refinished hardwood floors, new carpeting and fresh paint invite you to move right in. Floor to ceiling windows, exposed brick, architectural elements, ceiling fan and a fireplace define the open living space. Well appointed galley kitchen boasts granite counter

    Cory Tanzer Option Premier LLC

    1000 W 15th St Unit 331, Chicago, IL 60608
  • /19

    $365,000

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    715 W Eastman St Unit 715C, Chicago, IL 60610

    This bright and spacious condo lives like a townhome with its private entrance, open-concept layout, and only one shared wall. Enjoy abundant natural light from north, south, and east exposures, along with thoughtful upgrades throughout. The professionally remodeled kitchen features refinished 42" maple cabinetry, quartz countertops, a farmhouse sink, stainless steel appliances, subway tile

    Alexandre Stoykov Compass

    715 W Eastman St Unit 715C, Chicago, IL 60610
  • /14

    $425,000

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

    1311 W Fillmore St Unit 2, Chicago, IL 60607

    Welcome to 1311 W Fillmore St - a stunning 2-bed, 2-bath condo blending comfort, style, and functionality in the heart of Chicago. This 1,200 sq ft low-rise home features a thoughtful layout with beautiful hardwood floors throughout, a cozy fireplace in the living area, and a kitchen equipped with stainless steel appliances. Enjoy in-unit laundry, central AC, and gas-forced heat - all backed by a

    Kyle Hadley Compass

    1311 W Fillmore St Unit 2, Chicago, IL 60607
  • /30

    $444,000

    • 4 Beds
    • 2 Baths
    • 1,377 Sq Ft

    3860 N Oketo Ave, Chicago, IL 60634

    Custom built all Brick Raised Ranch with four first floor Bedrooms and two full Bathrooms. It features an oversized pie shaped 5100+ square foot lot with a free standing 2.5 Car Brick Garage with driveway access at the front of the home. The Hardwood floors have just been professionally refinished and the entire first floor has been freshly painted. The first floor features an expansive Living

    George Ristau Weichert, Realtors - All Pro

    3860 N Oketo Ave, Chicago, IL 60634
  • /19

    $365,000

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

    6007 N Sheridan Rd Unit 29F, Chicago, IL 60660

    Set in Malibu, a full-amenity lakefront building in Edgewater, this home offers unbeatable access to beaches, bike paths, parks, dining, and transit, including the CTA Red line and express buses. Steps from various grocery stores, including Mariano's and Whole Foods. Tastefully remodeled unit with expansive windows and 2 balconies flood the place with light. Full amenity building with 24/7

    Kate Seemann Redfin Corporation

    6007 N Sheridan Rd Unit 29F, Chicago, IL 60660
  • /37

    $499,900

    • 5 Beds
    • 2 Baths
    • 2,472 Sq Ft

    4310 W Shakespeare Ave, Chicago, IL 60639

    Set on a quiet residential one-way street just moments from the energy of both Logan Square and Humboldt Park, this recently updated 5BR+Den/2BA single-family home offers an impressive amount of living space paired with a rare open-concept layout. Set on an extra-wide lot, and spanning two full levels, the home is thoughtfully designed for both everyday living and entertaining, featuring generous

    Alex Wolking Keller Williams ONEChicago

    4310 W Shakespeare Ave, Chicago, IL 60639
  • /24

    $279,900

    Pending
    • 4 Beds
    • 2 Baths
    • 1,408 Sq Ft

    500 W 42nd St, Chicago, IL 60609

    Welcome to 500 W 42nd St, a classic Chicago bungalow that blends timeless character with everyday comfort in the heart of Canaryville-just minutes from downtown. From the moment you arrive at this charming corner-lot home, you're greeted by an inviting presence: mature city streets, a fenced yard that wraps the property, and the feeling of privacy and space that's rare this close to the Loop.

    Catherine Simon Vobornik Baird & Warner

    500 W 42nd St, Chicago, IL 60609
  • /16

    $289,900

    • 1 Bed
    • 1 Bath
    • 1,080 Sq Ft

    260 E Chestnut St Unit 2505, Chicago, IL 60611

    Move right into this beautifully maintained one bedroom in an unbeatable location. This home offers a clean, functional layout with great natural light and a comfortable living space that's easy to make your own. Truly move in ready, making it a perfect option for a primary residence, in town, or investment. Located just steps from everything Streeterville has to offer, you're surrounded by top

    Jacob Reiner Redfin Corporation

    260 E Chestnut St Unit 2505, Chicago, IL 60611
  • /20

    $205,000

    • 3 Beds
    • 1 Bath
    • 1,476 Sq Ft

    11945 S Yale Ave, Chicago, IL 60628

    ***Need Closing Cost Assistance or rate buy-down credits? Reach out to the listing agent to discuss potential incentives.*** Move-in ready 3-bedroom, 1-bathroom home in West Pullman featuring modern updates and vibrant interior finishes. Fully gutted and rehabbed in 2021, the main level boasts a bright atmosphere with recently painted walls in energetic tones and classic hardwood flooring

    Veronica Rodriguez Redfin Corporation

    11945 S Yale Ave, Chicago, IL 60628
  • /19

    $300,000

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

    1212 N Lasalle Dr Unit 701, Chicago, IL 60610

    Experience elevated city living in this beautifully positioned southeast corner residence, where floor-to-ceiling windows frame breathtaking skyline views and fill the home with natural light all day long. Designed with both comfort and functionality in mind, the open layout offers an ideal work-from-home setup while maximizing space, storage, and panoramic city scenery from nearly every room.

    Matt Laricy Americorp, Ltd

    1212 N Lasalle Dr Unit 701, Chicago, IL 60610
  • /18

    $399,950

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

    2001 S Calumet Ave Unit 711, Chicago, IL 60616

    Welcome home to this stunning Penthouse Loft in the heart of Chicago's Historic Prairie District. Nestled within one of the South Loop's most sought-after neighborhoods, this spacious 2-bedroom, 2-bath residence blends historic charm with modern comfort, all while offering a remarkably low HOA of just $584/month, including Google Fiber Internet. Filled in natural light from oversized windows and

    Armando Zires @properties Christie's International Real Estate

    2001 S Calumet Ave Unit 711, Chicago, IL 60616
  • /10

    $239,900

    $40K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,081 Sq Ft

    9131 S Blackstone Ave, Chicago, IL 60619

    Welcome to 9131 S Blackstone-a charming, movein ready 3BR/1.5BA Cape Cod set on a spacious double lot with a large, fenced yard-perfect for play, pets, and summer gatherings, perfect for homeowners and investors alike. Inside, the main level features a bright living room, formal dining room, and an eatin kitchen equipped with new stainlesssteel appliances. Enjoy extra versatility with the

    Danielle Daly Coldwell Banker Realty

    9131 S Blackstone Ave, Chicago, IL 60619
  • /17

    $399,999

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

    2416 W Thomas St Unit 2, Chicago, IL 60622

    Beautifully maintained 2 bed / 2 bath condo in the heart of West Town, offering an exceptional blend of location, efficiency, and long-term value. This home stands out with rare open exposure, no building directly across the street, allowing for abundant natural light, enhanced airflow, and a bright, open living experience that's hard to find in the area. Situated as a middle unit, it benefits

    Matt Laricy Americorp, Ltd

    2416 W Thomas St Unit 2, Chicago, IL 60622
  • /27

    $349,950

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    123 S Green St Unit 702B, Chicago, IL 60607

    Stunning 7th-floor one-bedroom, one-bathroom residence with skyline views and a private balcony. Floor-to-ceiling windows flood the space with natural light, creating a bright and inviting atmosphere. Ideally located in the highly sought-after Emerald building in the heart of the West Loop, this home offers unbeatable access to the best of city living just steps from your door. The kitchen is

    Matt Laricy Americorp, Ltd

    123 S Green St Unit 702B, Chicago, IL 60607
  • /25

    $435,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    233 E 13th St Unit 909, Chicago, IL 60605

    Stunning southwest-facing corner residence with sweeping views of Lake Michigan, Soldier Field, and the city skyline! This wide 2 bed / 2 bath home offers an ideal layout filled with natural light, featuring rich Brazilian cherry floors and an open granite kitchen with breakfast bar-perfect for both everyday living and entertaining. The spacious primary suite includes a beautifully updated bath

    Matt Laricy Americorp, Ltd

    233 E 13th St Unit 909, Chicago, IL 60605
  • /14

    $475,000

    Pending
    • 2 Beds
    • 2 Baths

    2701 N Mildred Ave Unit 3B, Chicago, IL 60614

    This bright, top floor 2 bed/2 bath in a beautiful courtyard building on a quiet tree-lined street in Lincoln Park is a must-see! The home's open floorplan features a thoughtully designed kitchen equipped with stainless steel appliances and granite counters, with a large breakfast bar overlooking the living room and dining nook. Home features central air and heat, decorative fireplace, spacious

    Daniel Close Redfin Corporation

    2701 N Mildred Ave Unit 3B, Chicago, IL 60614
  • /23

    $220,000

    Pending
    • 4 Beds
    • 3 Baths
    • 1,798 Sq Ft

    8810 S Racine Ave, Chicago, IL 60620

    Welcome to this inviting bungalow in the heart of Chicago's Auburn Gresham neighborhood. The charming front porch leads into a space filled with character, including original hardwood flooring and arched doorways. The spacious living room is filled with natural light from the large bank of windows, while the formal dining room with chair rail details is perfect for hosting meals. The updated

    Melissa Kingsbury Redfin Corporation

    8810 S Racine Ave, Chicago, IL 60620
  • /17

    $264,900

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

    2249 W Monroe St Unit G, Chicago, IL 60612

    Large 2-bedroom, 2-bathroom condo that's move-in ready! This light-filled and spacious unit features an open-concept living room with a fireplace, dining area, and a large kitchen with granite countertops and stainless steel appliances. Both bedrooms are generously sized. The primary suite features an ensuite bathroom and direct access to the private patio-perfect for enjoying summer days and

    Matt Laricy Americorp, Ltd

    2249 W Monroe St Unit G, Chicago, IL 60612
  • /3

    $298,000

    Pending
    • 1 Bed
    • 1 Bath
    • 725 Sq Ft

    Unlisted Address

    Stunning views from the 58th floor - this updated one-bedroom at Marina City is the total package. Step out onto your private balcony and take in some of the best skyline views Chicago has to offer, whether you're entertaining guests or unwinding after a long day. Inside, the kitchen features stainless steel appliances and an island with room to eat. The spacious bedroom offers generous closet

    Chris Buckely CBy3D, Inc

    Unlisted Address
  • /26

    $275,000

    • 1 Bed
    • 1 Bath
    • 890 Sq Ft

    405 N Wabash Ave Unit 3911, Chicago, IL 60611

    Location Location Location!!! Perched high above the city in one of River North's most sought-after buildings, this rarely available one-bedroom residence offers spectacular panoramic views of the Chicago skyline with glimpses of Lake Michigan stretching across the horizon. Freshly painted and filled with natural light, the thoughtfully designed floor plan combines comfort, functionality, and

    Matt Laricy Americorp, Ltd

    405 N Wabash Ave Unit 3911, Chicago, IL 60611
  • /28

    $315,000

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

    5901 N Sheridan Rd Unit 2C, Chicago, IL 60660

    Recently remodeled and move-in ready, this stunning 2-bedroom, 2-bath condo is located in the highly sought-after Thorndale Beach high-rise, with an assigned parking space included-a rare one to find. The updated kitchen features solid oak cabinetry, granite countertops, stainless steel appliances, and a convenient breakfast bar. The spacious living room opens through sliding glass doors to an

    Leopoldo Gutierrez Redfin Corporation

    5901 N Sheridan Rd Unit 2C, Chicago, IL 60660
  • /20

    $499,000

    Pending
    • 1 Bed
    • 1 Bath
    • 1,399 Sq Ft

    407 N Elizabeth St Unit 101B, Chicago, IL 60642

    Step into one of Fulton Market's most distinctive properties! This expansive west facing timber loft offers 1,400 square feet of true open-concept living with a flexible, functional layout. Currently configured as a one-bedroom, the space also offers potential to create a second bedroom within the lofted area. The home features a large, open floor plan with massive windows that flood the space

    Matt Laricy Americorp, Ltd

    407 N Elizabeth St Unit 101B, Chicago, IL 60642
  • /14

    $325,000

    Pending
    • 1 Bed
    • 1 Bath
    • 944 Sq Ft

    700 W Van Buren St Unit 709, Chicago, IL 60607

    We cordially invite you to experience the entirety of this 7nd floor West Loop Gate condo with western and northern exposure in 3D/virtual reality before seeing it in person! Welcome home to your spacious 1 bedroom + office/den/flex space condo, located in close walking proximity to the best of both downtown (Loop), Greektown, the Fulton River District, and the West Loop. You will conveniently

    Maximilian Ortega Artizen Realty LLC

    700 W Van Buren St Unit 709, Chicago, IL 60607
  • /19

    $299,000

    Pending
    • 1 Bed
    • 1 Bath
    • 858 Sq Ft

    155 N Harbor Dr Unit 4305, Chicago, IL 60601

    Stunning high-floor one-bedroom in highly desirable Harbor Point, offering breathtaking views of the lake, Navy Pier, and the city skyline. This spacious floor plan features an expansive living area, a separate dining room, generous closet space, in-unit washer and dryer, and additional storage. Enjoy full-service living in this amenity-rich building located in Chicago's sought-after Lake Shore

    Stacey Dombar Redfin Corporation

    155 N Harbor Dr Unit 4305, Chicago, IL 60601
  • /14

    $270,000

    $5K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 762 Sq Ft

    1345 S Wabash Ave Unit 907, Chicago, IL 60605

    Experience elevated South Loop living in this bright and inviting one-bedroom loft in the heart of the South Loop. LEED-certified building. This beautifully maintained condo offers in-unit washer/dryer, high ceilings, oversized windows, and a spacious open layout filled with natural light. The kitchen features stainless steel appliances, breakfast bar seating, and plenty of storage, flowing

    John Floros Fulton Grace Realty

    1345 S Wabash Ave Unit 907, Chicago, IL 60605
  • /32

    $399,000

    • 3 Beds
    • 1.5 Baths
    • 1,332 Sq Ft

    8531 S Tripp Ave, Chicago, IL 60652

    This beautifully updated home features extensive renovations and upgrades, ensuring both style and functionality. Ideal for families or individuals looking for a turn-key residence, this property boasts modern amenities and a welcoming atmosphere. The property has undergone the following comprehensive renovations: - Bathroom Remodels ($50,000) - Kitchen Remodel ($27,500): Completed between

    Tony Rusnak Realty One Group Heartland

    8531 S Tripp Ave, Chicago, IL 60652
  • /22

    $320,000

    Pending
    • 2 Beds
    • 1 Bath

    1427 W Elmdale Ave Unit 2A, Chicago, IL 60660

    Welcome home to this beautifully maintained and sun-filled 2-bedroom, 1-bath residence in the highly desirable Andersonville neighborhood. This inviting home features gleaming hardwood floors throughout, central air conditioning, and the convenience of an in-unit washer and dryer. The thoughtfully updated open-concept kitchen is perfect for both everyday living and entertaining, showcasing

    Ann Connolly Baird & Warner

    1427 W Elmdale Ave Unit 2A, Chicago, IL 60660
  • /21

    $230,000

    • 1 Bed
    • 1 Bath
    • 683 Sq Ft

    440 N Wabash Ave Unit 2907, Chicago, IL 60611

    Experience exceptional city living in this bright and spacious 1-bedroom, 1-bath condo in the heart of River North. Floor-to-ceiling windows fill the home with natural light and showcase stunning south-facing views of the skyline and Riverwalk. The kitchen features stainless steel appliances and granite countertops, while wood laminate flooring runs throughout the space. Generous closet space

    Matt Laricy Americorp, Ltd

    440 N Wabash Ave Unit 2907, Chicago, IL 60611
  • /23

    $369,900

    Pending
    • 4 Beds
    • 3 Baths
    • 2,281 Sq Ft

    5718 W Superior St, Chicago, IL 60644

    Step into comfort and style in this thoughtfully remodeled home in the heart of Chicago's Austin neighborhood! This timeless Cape Cod is perfectly designed for modern living with timeless charm, situated on an expansive 1.5 city lots. A welcoming front porch leads into the bright, open living and dining spaces featuring rich hardwood floors and a classic gas fireplace, creating the ideal setting

    Melissa Kingsbury Redfin Corporation

    5718 W Superior St, Chicago, IL 60644
  • /26

    $279,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,250 Sq Ft

    6150 N Kenmore Ave Unit 15B, Chicago, IL 60660

    Welcome to this Beautifully Updated Two Bedroom, Two Bathroom Corner Unit Penthouse Condo located in a Boutique Elevator Building on a Quiet, Tree-lined Street in Edgewater. Perched high above the neighborhood, this Light-Filled Condo offers Panoramic Views of Lake Michigan and the Chicago skyline through Expansive Windows that wrap around the Open-concept Living Space. With New Luxury Plank

    Dominic Irpino IRPINO Real Estate, Inc.

    6150 N Kenmore Ave Unit 15B, Chicago, IL 60660
  • /17

    $245,000

    Pending
    • 1 Bed
    • 1 Bath
    • 770 Sq Ft

    20 N State St Unit 611, Chicago, IL 60602

    Stylish loft living in the heart of downtown at 20 N State St #611! This inviting unit features beautiful hardwood floors, exposed brick walls, and an open-concept layout perfect for modern living and entertaining. The updated kitchen seamlessly flows into the living space, offering both functionality and contemporary appeal. Enjoy the convenience of in-unit laundry and unwind in the enclosed

    Kellye Jackson Redfin Corporation

    20 N State St Unit 611, Chicago, IL 60602
  • /25

    $425,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,135 Sq Ft

    600 N Dearborn St Unit 1512, Chicago, IL 60654

    High-floor southeast corner residence offering exceptional natural light and sweeping skyline views! This thoughtfully designed split floor plan features two spacious bedrooms and two full bathrooms, ideal for both comfortable living and privacy. Floor-to-ceiling windows wrap the main living area, filling the home with sunlight and showcasing stunning city views day and night. Elegant hardwood

    Matt Laricy Americorp, Ltd

    600 N Dearborn St Unit 1512, Chicago, IL 60654
  • /35

    $450,000

    Pending
    • 2 Beds
    • 2 Baths

    3348 N Keeler Ave, Chicago, IL 60641

    MULTIPLE OFFERS RECEIVED- BEST AND FINAL MONDAY AT 5PM. This home is truly special. Charming and beautifully updated 2BR/2BA residence situated on a lot featuring an expansive side yard that feels like a private city oasis. Step inside to a completely open first-floor layout with soaring vaulted ceilings, three ceiling fans, and three skylights, creating an airy and inviting living space

    Jacqueline Alter Redfin Corporation

    3348 N Keeler Ave, Chicago, IL 60641
  • /23

    $499,950

    • 3 Beds
    • 2 Baths

    1425 W Summerdale Ave Unit 2AB, Chicago, IL 60640

    Rarely available and truly one of a kind, this expansive 3-bedroom, 2-bathroom vintage condo was created by combining two units into one extraordinary home, offering unmatched space, character, and functionality in the heart of Andersonville. Filled with natural light and beautiful treetop views from nearly every room, the open and airy layout features a spacious living room, formal dining room,

    Matt Laricy Americorp, Ltd

    1425 W Summerdale Ave Unit 2AB, Chicago, IL 60640
  • /21

    $219,000

    $6K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,521 Sq Ft

    5201 S Cornell Ave Unit 3E, Chicago, IL 60615

    Welcome to your new sanctuary at 5201 S Cornell Ave, Unit 3E, nestled in the prestigious Cornell Village. This exquisite 3-bedroom, 2-bath corner condo unit is a harmonious blend of comfort and sophistication, offering an urban oasis with unparalleled amenities. As you step into this radiant home, you are greeted by a flood of natural light that dances across the spacious open-plan living area,

    Catherine Simon Vobornik Baird & Warner

    5201 S Cornell Ave Unit 3E, Chicago, IL 60615
  • /20

    $460,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,350 Sq Ft

    5030 N Kenmore Ave Unit 2S, Chicago, IL 60640

    Bright and sunny 2 bed, 2 bath condo in a quiet 6 unit building in an unbeatable location. The open plan living space features a living room with a custom sound dampening wood slat accent wall (2025) that flows seamlessly into the dining area and kitchen. The kitchen is well appointed with granite countertops, stainless steel appliances, peninsula with breakfast bar, added shelving (2022), plus

    Layching Quek Redfin Corporation

    5030 N Kenmore Ave Unit 2S, Chicago, IL 60640
  • /33

    $465,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,275 Sq Ft

    233 E 13th St Unit 709, Chicago, IL 60605

    Step into this sun-drenched South West Corner Unit, located in one of Museum Park's most desirable buildings. This 2 Bedroom home offers exceptional cityscape views with floor-to-ceiling windows that flood the space with natural light. Enjoy a private, south-facing balcony overlooking Lake Michigan, perfect for morning coffee or evening relaxation. The open-concept Living and Dining area is ideal

    Nicole Cready Jameson Sotheby's Intl Realty

    233 E 13th St Unit 709, Chicago, IL 60605
  • /14

    $335,000

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

    2049 W Morse Ave Unit 3, Chicago, IL 60645

    OFFERS DUE MONDAY 5P - Nestled on a quiet, tree-lined block in Rogers Park, this move-in ready 2-bedroom, 2-bath condo offers the space, comfort, and convenience that make a home easy to love. Hardwood floors, crown molding, high ceilings, and a fireplace create a warm, welcoming living space, while the open layout balances function and flexibility. A Juliet balcony fills the living area with

    Daniel Close Redfin Corporation

    2049 W Morse Ave Unit 3, Chicago, IL 60645
  • /41

    $299,999

    • 1 Bed
    • 1 Bath
    • 854 Sq Ft

    1550 N Lake Shore Dr Unit 25C, Chicago, IL 60610

    Perched high above the city on the 25th floor at the iconic corner of North Avenue and Lake Shore Drive, this beautifully positioned Extra-large one-bedroom, one-bath residence offers an exceptional blend of skyline energy, lakefront serenity, and endless potential. Framed by sweeping panoramic views of Lincoln Park, North Avenue Beach, and the sparkling blue waters of Lake Michigan, this home

    Phillip Desai Insight Real Estate Advisors, LLC

    1550 N Lake Shore Dr Unit 25C, Chicago, IL 60610
  • /15

    $399,900

    Pending
    • 5 Beds
    • 2 Baths

    5322 S 72nd Ct, Summit, IL 60501

    Excellent opportunity to own an updated and well-maintained two-flat in Summit Village. Comprised of a 2Br/1Ba (Unit 1) and a 3Br/1Ba (Unit 2), the property offers functional layouts ideal for both owner-occupants and tenants. Each unit offers separate living spaces, generously sized bedrooms, ample closet space, modern kitchen finishes, hardwood and LVP flooring, and updated bathrooms. Basement

    Daniel Close Redfin Corporation

    5322 S 72nd Ct, Summit, IL 60501

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