3,832

Chicago, IL Homes for Sale under $500,000

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  • /23

    $325,000

    • 5 Beds
    • 2 Baths
    • 794 Sq Ft

    2238 S California Ave, Chicago, IL 60608

    **Welcome to your new home near the heart of Italy!** This beautifully maintained residence offers a bright and spacious living room filled with natural light, creating a warm and inviting atmosphere from the moment you step inside. Ideally located just a five- to 10-minute walk to and from the CTA Pink Line at California, this home provides convenient access to downtown Chicago, parks, schools,

    Marcelo Damian RE/MAX Mi Casa

    2238 S California Ave, Chicago, IL 60608
  • /22

    $291,000

    $9K PRICE DROP Pending
    • 2 Beds
    • 1 Bath
    • 920 Sq Ft

    1500 W Monroe St Unit 123, Chicago, IL 60607

    There's nothing cookie-cutter about this West Loop timber loft. Warm, inviting, and full of authentic Chicago character, this beautifully updated 2 bed / 1 bath home combines soaring 13' timber ceilings, exposed brick, hardwood floors, and oversized windows that pour natural light into the space throughout the day. The open-concept layout feels both spacious and comfortable, with a cozy gas

    Nicole Mozolewski Baird & Warner

    1500 W Monroe St Unit 123, Chicago, IL 60607
  • /33

    $465,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,208 Sq Ft

    480 N Mcclurg Ct Unit 1013N, Chicago, IL 60611

    Beautifully Renovated, sunny south-facing 2-bedroom/2-bath residence with a private balcony. The desirable split-bedroom layout offers excellent privacy, both bedrooms large and the same size. The stylish, contemporary kitchen is open to the living room with stainless appliances and quartz counters. New hardwood looking flooring throughout living areas. Baths have been renovated with walk in

    Gail Spreen Jameson Sotheby's Intl Realty

    480 N Mcclurg Ct Unit 1013N, Chicago, IL 60611
  • /48

    $319,950

    • 3 Beds
    • 3 Baths
    • 1,527 Sq Ft

    10742 S Longwood Dr, Chicago, IL 60643

    OPPORTUNITY ABOUNDS! Builders, Developers, Investors, Flippers, Owner-Users. Set on an elevated lot in historic Beverly/Morgan Park, this light-filled 3-bedroom home has not been on the market since 1979. A large bay window fills the living room with natural light, while the oversized primary bedroom features two closets and the generously sized second bedroom offers plenty of flexibility. With

    Tommy Choi Keller Williams ONEChicago

    10742 S Longwood Dr, Chicago, IL 60643
  • /28

    $229,000

    Pending
    • 2 Beds
    • 1 Bath

    6101 N Sheridan Rd Unit 10C, Chicago, IL 60660

    Rare 10th-floor vintage corner condo in a charming boutique building! This large, sun-drenched 2BR/1BA home features south and west exposures, gorgeous original molding, rich hardwood floors, and a separate dining room. Roomy kitchen with lots of counter & cabinet space. Home also includes spacious bedrooms, and excellent closet space. The full bath includes a separate shower and great natural

    James Kramer Berkshire Hathaway HomeServices Chicago

    6101 N Sheridan Rd Unit 10C, Chicago, IL 60660
  • /47

    $450,000

    Pending
    • 5 Beds
    • 3 Baths

    6524 S Eberhart Ave, Chicago, IL 60637

    Exceptional legal 3-unit greystone in the heart of rapidly growing Woodlawn! This beautifully updated investment property features two spacious 2-bedroom units, each with a bonus room ideal for a home office, den, or flex space, plus a large 1-bedroom garden unit. Additional highlights include on-site coin laundry, a 2-car garage, and a finished enclosed porch. Ideally located just minutes from

    Kushunda Wilks @properties Christie's International Real Estate

    6524 S Eberhart Ave, Chicago, IL 60637
  • /44

    $435,000

    Pending
    • 3 Beds
    • 3 Baths
    • 1,222 Sq Ft

    5426 N Natoma Ave, Chicago, IL 60656

    Charming and meticulously maintained Norwood Park single-family home that beautifully blends timeless character with thoughtful updates. This 3-bed, 3-bath home offers an inviting layout with bright, welcoming living spaces throughout. The updated kitchen features modern cabinetry, stainless steel appliances and stylish countertops & tile backsplash. The main level also includes a sun-filled

    Grace Diaz-Herrera Jameson Sotheby's Intl Realty

    5426 N Natoma Ave, Chicago, IL 60656
  • /19

    $379,900

    $110K PRICE DROP Pending
    • 3 Beds
    • 3.5 Baths
    • 3,109 Sq Ft

    5317 S Prairie Ave, Chicago, IL 60615

    Washington Park 3 bedroom & 3.5 bath Greystone with rear brick paver patio and detached 1 car garage. Hardwood floors throughout. Primary bedroom with ensuite bath with dual vanity, separate shower and bathtub. Lower-level features finished basement, full bathroom, laundry room and exterior access. The seller does not provide a survey. Buyer is responsible for both buyer and seller's portion of

    Mera Kordic RE/MAX Premier

    5317 S Prairie Ave, Chicago, IL 60615
  • /11

    $289,900

    • 5 Beds
    • 3 Baths

    33 E 119th St, Chicago, IL 60628

    Exceptional opportunity to own a well maintained brick two-unit building in a desirable B3-1 zoned location. This property offers spacious living areas, excellent investment potential, and the flexibility for an owner occupant or investor. Conveniently located near public transportation, schools, parks, shopping, restaurants, and major expressways. A fantastic opportunity to add value and build

    Shady Hamid Coldwell Banker Realty

    33 E 119th St, Chicago, IL 60628
  • /18

    $329,000

    • 5 Beds
    • 3 Baths

    5539 S Wolcott Ave, Chicago, IL 60636

    Don't miss this beautifully rehabbed 2-unit brownstone in the West Englewood area-perfect as an investment opportunity or owner-occupied home! Building recently tuck-pointed. Each unit offers updated kitchens with pantry storage, enclosed back porches ideal for entertaining, and a spacious fenced backyard ready for gardening, grilling, or family fun. Bring your most selective buyers-this property

    Jimmy Oliver Priority Plus Realty

    5539 S Wolcott Ave, Chicago, IL 60636
  • /22

    $245,000

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    5400 S Harper Ave Unit 402, Chicago, IL 60615

    Experience the best of Hyde Park living in this beautifully maintained 2-bedroom, 1-bath corner residence at the sought-after Star Tower Condominiums. Perfectly positioned in the heart of the neighborhood, this home is just steps from Trader Joe's, vibrant 53rd Street shopping and dining, and everything that makes Hyde Park one of Chicago's most desirable communities. Filled with natural light

    Dave Auffarth Keller Williams ONEChicago

    5400 S Harper Ave Unit 402, Chicago, IL 60615
  • /23

    $419,900

    Pending
    • 5 Beds
    • 2.5 Baths
    • 1,176 Sq Ft

    8630 S Kilbourn Ave, Chicago, IL 60652

    You must see this gorgeous brick raised ranch with a side drive and large yard! This beautifully maintained home offers space, comfort, and many recent updates, including a new roof in 2023, updated HVAC, recent concrete, and a beautiful backyard gazebo area completed in 2025. Step inside to find hardwood floors, granite countertops, stainless steel appliances, and all recent appliances included

    Kimberly Adams Seven Three One Realty LLC

    8630 S Kilbourn Ave, Chicago, IL 60652
  • /20

    $395,000

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

    940 W Fry St Unit 3E, Chicago, IL 60642

    Location, Location, Location! This quiet top-floor 2-bedroom, 2-bath home offers three private outdoor spaces, including an expansive rooftop deck. Filled with natural southern light, the home features beautiful city and neighborhood views and delivers the best of urban living. The granite kitchen flows seamlessly into the living and dining areas, making it ideal for entertaining. Cozy fireplace,

    Kiva Wenig @properties Christie's International Real Estate

    940 W Fry St Unit 3E, Chicago, IL 60642
  • /9

    $235,000

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

    11515 S Eggleston Ave, Chicago, IL 60628

    CHARMING LARGE VINTAGE STYLE HOME WITH A DOUBLE FENCED-IN LOT FOR OUTDOOR ENTERTAINING. IT'S ON A QUIET BLOCK WITH NUMEROUS HOMEOWNERS. THIS HOUSE IS MADE FOR A FAMILY. A FORMAL DINING ROOM, SEPARATE LIVINGROOM WITH A FIREPLACE, 2 FULL BATHS, HARDWOOD FLOORS, SUNROOM, CAR PORT, AND A FULL FINISHED BASEMENT. THERE'S ALSO A NEW FURNACE, NEW HOT WATER HEATER, NEW STOVE, NEW REFRIGERATOR AND NEWER

    Pamela Brown Baird & Warner

    11515 S Eggleston Ave, Chicago, IL 60628
  • /24

    $289,000

    $6K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    7074 N Ridge Blvd Unit 1E, Chicago, IL 60645

    Just remodeled 2 bedroom-1.5 bath Condo available for SALE. Freshly painted with new laminate flooring. Open space Living/Dining room combination. Brand new kitchen with Large Peninsula, new 2026 kitchen cabinets, quartz counter tops, new SS appliances. New electric panel and new light fixtures. Brand new powder room. Very good size Bedrooms with Large closets. Large patio offers plenty of room

    Diana Varva Century 21 Circle

    7074 N Ridge Blvd Unit 1E, Chicago, IL 60645
  • /27

    $349,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,740 Sq Ft

    6535 N Ashland Ave Unit 3S, Chicago, IL 60626

    Do not miss this rare opportunity to own a huge, truly unique top-floor vintage Rogers Park gem. Offering over 1,700 square feet, this spacious 2-bedroom, 2-bath home combines classic architectural charm with an exceptional floor plan and abundant natural light. An inviting foyer welcomes you into the oversized living room featuring a curved bay, original decorative fireplace mantel, and built-in

    John Murray Coldwell Banker Realty

    6535 N Ashland Ave Unit 3S, Chicago, IL 60626
  • /21

    $489,000

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

    1934 N Washtenaw Ave Unit 207, Chicago, IL 60647

    Prepare to fall in love with this sun-drenched 2-bed/2-bath condo in the sought-after Metropolis Lofts, right in the heart of blistering hot Logan Square. Soaring 16-foot concrete ceilings and dramatic floor-to-ceiling windows bathe the open-concept living space with natural light, while real hardwood floors and a fireplace add warmth and character. The spacious open floor plan is perfect for

    Brady Miller Cadence Realty

    1934 N Washtenaw Ave Unit 207, Chicago, IL 60647
  • /11

    $399,000

    • 3 Beds
    • 2 Baths
    • 893 Sq Ft

    6576 N Northwest Hwy, Chicago, IL 60631

    Great opportunity in a Prime Location! Edison Park Bungalow walking distance to restaurants, nightlife, parks, schools, Metra and public transportation! Currently tenant occupied. Hardwood Floors and 2 Fireplaces! Finished Basement with Kitchen, Bath and 2 car Garage.

    Troy D'Amico Planet Realty

    6576 N Northwest Hwy, Chicago, IL 60631
  • /18

    $395,000

    • 3 Beds
    • 1 Bath
    • 1,600 Sq Ft

    5433 S Greenwood Ave Unit 2, Chicago, IL 60615

    Beautiful 3-bedroom condo in perfect location! This unit features a lovely sunroom, decorative fireplace, separate dining room, hardwood floors throughout with original woodwork trim, freshly painted, brand-new appliances, central air conditioning, and washer/dryer in unit. Private back porch, large storage unit and 1 car garage. Located on a quiet one-way street right across from Florence Stout

    Celeste Gerbaulet-Vanasse Meliora Real Estate Group LLC

    5433 S Greenwood Ave Unit 2, Chicago, IL 60615
  • /22

    $350,000

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

    2927 N Gresham Ave Unit 1, Chicago, IL 60618

    Rarely available and exceptionally spacious, this ground-floor residence offers nearly 1,100 square feet of thoughtfully designed living space in the heart of Avondale. Soaring ceilings, oversized rooms, and an open, functional layout create an airy feel throughout, while large windows fill the home with natural light. The expansive living room offers exceptional flexibility for both everyday

    Leigh Marcus @properties Christie's International Real Estate

    2927 N Gresham Ave Unit 1, Chicago, IL 60618
  • /12

    $359,800

    • 3 Beds
    • 1.5 Baths

    341 W 24th St Unit 3, Chicago, IL 60616

    Welcome to the heart of Chinatown, This 3 bedroom, one and half bathroom condo offering convenience and comfort. in-unit washer/dryer , Stay comfortable year-round with the central heating and cooling system. Parking is one outdoor space, The location here is great, For commuters, easy access to public transportation and major highways .

    Qian Kun Chen Kale Realty

    341 W 24th St Unit 3, Chicago, IL 60616
  • /3

    $390,000

    • 5 Beds
    • 4 Baths

    6642 S Evans Ave, Chicago, IL 60637

    Stop by this all brick 4 unit in the booming Woodlawn area! This property comes with a rear coach house over a 2 car garage and a Finished Basement that houses 2 bedrooms. All units feature stainless steel appliances, individual heat and gas, and refinished hardwood floors throughout. It has easy access to public transportation and is close to University of Chicago. Property is being sold As-Is.

    Kaela Clay Hunter's Realty, Inc.

    6642 S Evans Ave, Chicago, IL 60637
  • /2

    $250,000

    • Land
    • 9,583 Sq Ft
    • $1,136,364 per Acre

    3159 W Madison St, Chicago, IL 60612

    Interstate 290 (Eisenhower Expressway) Chicago Transit Authority (CTA) EL train stops at Kedzie/Homan CTA bus on Madison Street and Kedzie Ave

    Arleatha Kelly Arleatha Kelly

    3159 W Madison St, Chicago, IL 60612
  • /26

    $455,000

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

    4152 N Elston Ave Unit 4N, Chicago, IL 60618

    Welcome to this spacious top-floor 3-bedroom, 2-bathroom condo featuring an inviting open-concept layout and plenty of natural light. Hardwood floors flow throughout the main living areas, while all three bedrooms feature carpeting. The living room offers a fireplace and access to a large balcony, creating an ideal space for relaxing or entertaining. The kitchen is a standout, featuring sleek

    Sheila Doyle Baird & Warner

    4152 N Elston Ave Unit 4N, Chicago, IL 60618
  • /17

    $219,900

    • 4 Beds
    • 2 Baths
    • 1,008 Sq Ft

    1739 W Steuben St, Chicago, IL 60643

    This home has been completely rehabbed and updated. Features are all new appliances including refrigerator, oven/range, microwave, dishwasher, garbage disposal, washer and dryer. Also features beautiful floors throughout, two full bathrooms, security system and central air conditioning. Come and see it all. Located in beautiful Morgan Park close to shopping, schools and public transportation.

    Charles Wright HomeSmart Realty Group

    1739 W Steuben St, Chicago, IL 60643
  • /18

    $235,000

    $45K PRICE DROP Pending
    • 4 Beds
    • 2 Baths
    • 1,727 Sq Ft

    5230 W 51st St, Chicago, IL 60638

    Welcome to this charming home in the heart of Garfield Ridge! This serene residence offers a perfect blend of comfort and functionality, featuring spacious living areas filled with natural light and a layout ideal for everyday living and entertaining. The kitchen provides ample cabinetry and workspace, while the generously sized bedrooms offer comfort and versatility. Enjoy outdoor living with a

    Nelson Derbigny Metrolina Realty LLC

    5230 W 51st St, Chicago, IL 60638
  • /33

    $495,000

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

    1000 N Lake Shore Dr Unit 1909, Chicago, IL 60611

    Experience refined living in this exceptional southeast corner residence in Chicago's prestigious Gold Coast, showcasing protected panoramic views of Lake Michigan, Oak Street Beach, and the city's most celebrated architectural landmarks, including the Drake Hotel, Palmolive Building, Water Tower, and John Hancock Center. Meticulously reimagined with designer finishes and impeccable attention to

    Johnny Phan Baird & Warner

    1000 N Lake Shore Dr Unit 1909, Chicago, IL 60611
  • /17

    $240,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,050 Sq Ft

    2851 S Saint Louis Ave, Chicago, IL 60623

    Welcome to 2851 S. St. Louis Avenue! This solid brick home offers 3 bedrooms and 2 full bathrooms. Hardwood floors flow throughout the main level, while recessed lighting adds a bright and welcoming feel to the living room. The upper level features a tandem-style layout leading to a spacious bedroom with a private full bathroom, offering additional space and versatility. Recent mechanical

    Ariana Cornejo Re/Max Premier

    2851 S Saint Louis Ave, Chicago, IL 60623
  • /25

    $325,000

    • 4 Beds
    • 2 Baths
    • 1,309 Sq Ft

    7534 S Morgan St, Chicago, IL 60620

    Beautifully updated and move-in ready! This home features an updated kitchen and bathrooms, new flooring, new appliances, and a finished basement offering additional living space. Recent improvements include a new A/C and furnace, new roof, and gutters. Modern finishes and major updates throughout make this home ready for its new owner. Schedule your showing today!

    Lina Aguilar Smart Home Realty

    7534 S Morgan St, Chicago, IL 60620
  • /30

    $288,300

    $17K PRICE DROP Pending
    • 6 Beds
    • 3 Baths
    • 1,418 Sq Ft

    7533 S Michigan Ave, Chicago, IL 60619

    Beautifully updated single-family home! This spacious and stylish residence offers 4 bedrooms and 2 additional bedrooms in the fully finished basement, along with an extra hosting/recreation room perfect for entertaining or extended living. The home features 3 fully beautifully bathrooms featuring modern finishes, sleek fixtures, and a clean, elegant design. Enjoy a seamless blend of modern

    Refael Suissa Pearson Realty Group

    7533 S Michigan Ave, Chicago, IL 60619
  • /4

    $259,995

    • 4 Beds
    • 2.5 Baths
    • 1,892 Sq Ft

    Unlisted Address

    Great starter home in Austin. New roof, gutters and water heater in 2023. 4 bedrooms 2.5 bathrooms. larger back yard with deck.

    Robert Wilson JR It's Real Estate Inc

    Unlisted Address
  • /15

    $450,000

    Pending
    • 3 Beds
    • 1 Bath

    2152 N Campbell Ave Unit R2, Chicago, IL 60647

    This truly spectacular condo located right on the border of Bucktown and Logan Square is a must see! It is a top floor unit, uniquely sharing no walls with a 360 degree view of gorgeous foliage and natural light all year long! You will fall in love with the open concept living, endless kitchen cabinets and counter tops, plethora of storage, tons of windows, updated bathroom, three large bedrooms,

    Daniel Cozzi Compass

    2152 N Campbell Ave Unit R2, Chicago, IL 60647
  • /8

    $389,999

    $10K PRICE DROP Pending
    • 5 Beds
    • 2 Baths

    906 W 36th St, Chicago, IL 60609

    THIS 2 BRICK FLAT IS SITUATED ON A QUIET STREET OVERLOOKING DONOVAN PARK, NEAR THE NEW LEXINGTON HOMES, IT'S A DYNAMIC BRIDGEPORT AREA. NOTHING COULD COMPARE TO THIS LOCATION. BRING YOUR IDEAS TO TURN THIS INTO YOUR DREAM HOME + INCOME,.

    Qian Kun Chen Kale Realty

    906 W 36th St, Chicago, IL 60609
  • /20

    $489,500

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

    1837 W 104th St, Chicago, IL 60643

    Fully Renovated 3-Bedroom, Finished Basement, Oversized Yard with 2.5-Car Garage. Move right in and enjoy the perfect blend of modern luxury, timeless design, and everyday comfort in this beautifully renovated 3-bedroom, 3.1-bath home. From the moment you step inside, you'll appreciate the attention to detail, high-end finishes, and thoughtful updates throughout. The sun-filled, open-concept main

    Vivienne Rose Taylor Chicagoland Brokers Inc.

    1837 W 104th St, Chicago, IL 60643
  • /23

    $325,000

    • 1 Bed
    • 1.5 Baths
    • 1,100 Sq Ft

    4848 N Sheridan Rd Unit 308, Chicago, IL 60640

    Stunning east facing one bedroom in prime Uptown location! With over 1100 SQ FT, this open concept layout is ideal for entertaining with large dining & living areas & balcony that runs the length of the unit. The updated kitchen features maple cabinets, granite countertops, stainless steel appliances and a sizable island in addition to a dining room that fits a large table. The primary bedroom

    Heather Seidelman @properties Christie's International Real Estate

    4848 N Sheridan Rd Unit 308, Chicago, IL 60640
  • /36

    $429,900

    • 4 Beds
    • 2.5 Baths
    • 1,389 Sq Ft

    7005 W 63rd Place, Chicago, IL 60638

    Classic Chicago charm on an oversized lot! This 4 bedroom, 2.5 bath home features 4 bedrooms, 2.5 bathrooms, and a rare side driveway leading to an oversized detached 2.5 car garage. Beautiful landscaping and a covered front porch welcome you in to the home. The main level offers a spacious living room with hardwood floors, large bay window and a floor to ceiling stone fireplace. With vaulted

    Oscar Ochoa Redfin Corporation

    7005 W 63rd Place, Chicago, IL 60638
  • /33

    $330,000

    $15K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 900 Sq Ft

    401 E Ontario St Unit 1410, Chicago, IL 60611

    Welcome to elevated city living at 401 E Ontario St - a beautifully positioned 14th-floor corner unit offering both comfort and captivating sunny eastern exposure. This spacious ~900 sq ft residence is flooded with natural light from its desirable east-facing orientation, showcasing airy ambiance throughout the day. As a corner unit, it offers enhanced privacy and additional bay windows, creating

    Derek Morgan USRealty.com, LLP

    401 E Ontario St Unit 1410, Chicago, IL 60611
  • /42

    $320,000

    • 5 Beds
    • 3 Baths
    • 1,904 Sq Ft

    12536 S Union Ave, Chicago, IL 60628

    Welcome to this completely reimagined Cape Cod in West Pullman! This beautifully remodeled home offers 5 generously sized bedrooms and 3 remodeled bathrooms with modern finishes throughout. The bright and inviting layout features a beautifully updated galley kitchen with crisp white cabinetry, sleek finishes, and plenty of functionality, flowing into a spacious dining room perfect for everyday

    Kamila Jurasik RE/MAX 10

    12536 S Union Ave, Chicago, IL 60628
  • /25

    $499,999

    • 4 Beds
    • 3 Baths
    • 1,900 Sq Ft

    11154 S Troy St, Chicago, IL 60655

    Stunning 4-bedroom, 3-bath modern home on a tree-lined street in the highly sought-after Mt. Greenwood neighborhood. The sun-drenched, open-concept layout features premium white oak flooring throughout and a chef's kitchen complete with 42-inch white cabinetry, quartz countertops, black stainless steel appliances, and a massive 12-foot island. Designed for flexible living, the main level includes

    Bridgett Atwell Compass

    11154 S Troy St, Chicago, IL 60655
  • /19

    $409,900

    Pending
    • 4 Beds
    • 2 Baths
    • 1,155 Sq Ft

    4008 S Albany Ave, Chicago, IL 60632

    Welcome to this newly renovated bungalow in the heart of Brighton Park! This charming home features 4 spacious bedrooms and 2 full bathrooms, (1 bedroom below with 1 bath below) offering comfort.The upgraded kitchen boasts modern finishes, making it the perfect space for cooking, entertaining, and gathering with family and friends. A fully finished basement with beautiful wood floors provides

    Abrahim Batshon NTEG Realty LLC

    4008 S Albany Ave, Chicago, IL 60632

Showing Results 641 - 680, Page 17 of 18

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