3,832

Chicago, IL Homes for Sale under $500,000

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  • /41

    $385,000

    Pending
    • 5 Beds
    • 3 Baths
    • 1,215 Sq Ft

    3933 W 69th Place, Chicago, IL 60629

    Beautifully maintained and freshly painted Cape Cod home situated on a spacious lot in the highly desirable West Lawn neighborhood! Offering 3 levels of finished living space, this move-in-ready home features 5 bedrooms, 3 full bathrooms (1 on each level), and a brick detached 2.5-car garage with additional storage, making it ideal for a growing or multi-generational family. The main level

    Adrian Abrego Century 21 S.G.R., Inc.

    3933 W 69th Place, Chicago, IL 60629
  • /27

    $440,000

    • 8 Beds
    • 4 Baths

    6923 S Sangamon St, Chicago, IL 60621

    Excellent investment opportunity! Well-maintained 4-unit building featuring four 2-bedroom, 1-bath units on a quiet residential block. Three units are currently occupied, including two Section 8 tenants and one market-rate tenant, providing immediate cash flow. One vacant unit offers the perfect opportunity for an owner-occupant or additional rental income. The occupied units include a stove and

    Frank Montro Keller Williams Preferred Rlty

    6923 S Sangamon St, Chicago, IL 60621
  • /22

    $315,000

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

    11236 S Talman Ave, Chicago, IL 60655

    Welcome to this spacious and versatile 2-story home in the highly sought after West Beverly neighborhood! This well-maintained and cared for home features 4 bedrooms plus a flexible a bonus room that can easily serve as a home office, playroom, gym, or even a 5th bedroom. The main level offers a welcoming enclosed front porch, living room, kitchen, full bathroom, and a convenient first-floor

    Tiffany Chirillo Berkshire Hathaway HomeServices Chicago

    11236 S Talman Ave, Chicago, IL 60655
  • /19

    $260,000

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

    8 W Monroe St Unit 1800, Chicago, IL 60603

    Sunny South facing 2 bedrooms with 1 and half bathroom condo unit located in Downtown Theatre District. Fresh new paint, high ceiling, large windows, 42" Oak cabinet, granite countertop kitchen with center island. All Stainless-Steel appliances (new range with air fry and above stove microwave) Two spacious bedrooms with windows and both have floor to ceiling wall, primary bedroom has walk-in

    David Zhou American International Realty

    8 W Monroe St Unit 1800, Chicago, IL 60603
  • /2

    $230,000

    • 9 Beds
    • 3 Baths

    11932 S Eggleston Ave, Chicago, IL 60628

    Investor opportunity in a rapidly evolving Chicago market. This well-maintained 3-unit building, fully occupied, offers immediate income potential with long-term upside. Tenants in place provide stable cash flow, making this an ideal addition to any portfolio or a strong entry into multifamily investing. Please note: drive-by only at this time-do not disturb occupants. Located in an area

    Pamela Brown Baird & Warner

    11932 S Eggleston Ave, Chicago, IL 60628
  • /23

    $425,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,196 Sq Ft

    511 W Division St Unit 706, Chicago, IL 60610

    Bright and sunny corner unit available at Parkside of Old Town with split 2 Bedroom 2 bath floor plan and wrap around deck, parking included. This unit has been fully renovated throughout! Floor to ceiling windows and 9+' ceilings make this home feel so spacious! Well appointed quartz/stainless steel kitchen with breakfast bar that opens to living room and dining area. Hardwood floors throughout

    Kevin Halleran Kevin Halleran

    511 W Division St Unit 706, Chicago, IL 60610
  • /23

    $489,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,170 Sq Ft

    4839 N Kentucky Ave, Chicago, IL 60630

    Welcome to this beautifully maintained classic Chicago brick bungalow in the highly sought-after North Mayfair neighborhood, where timeless character meets thoughtful updates. Freshly painted and move-in ready, this inviting home features a functional kitchen with stainless steel appliances, a pantry, and a movable island offering additional prep space and storage-perfect for everyday living and

    Anne Schepers eXp Realty

    4839 N Kentucky Ave, Chicago, IL 60630
  • /28

    $250,000

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

    6933 N Kedzie Ave Unit 405, Chicago, IL 60645

    Completely updated and move-in ready, this bright, spacious home offers an open living room with access to a private balcony and lovely east-facing views overlooking the park-like grounds. The renovated kitchen features all-new appliances and flows into a generous dining area. Extensive improvements include new windows, kitchen, bathrooms and fixtures, electrical, plumbing, light fixtures,

    Tommy Choi Keller Williams ONEChicago

    6933 N Kedzie Ave Unit 405, Chicago, IL 60645
  • /18

    $299,000

    Pending
    • 4 Beds
    • 2 Baths
    • 1,508 Sq Ft

    7928 S Winchester Ave, Chicago, IL 60620

    Beautifully renovated 3+1 bedroom, 2-bath brick home in Chicago's Auburn Gresham neighborhood. The property offers a spacious and functional layout with a large living room, separate formal dining room, updated kitchen, three main-level bedrooms, and an additional bedroom in the basement. Recent improvements include fresh interior paint throughout, beautifully sanded and refinished hardwood

    Maksym Pavlyk Cross County Realty Inc.

    7928 S Winchester Ave, Chicago, IL 60620
  • /26

    $319,000

    • 3 Beds
    • 2 Baths
    • 992 Sq Ft

    4946 S Kostner Ave, Chicago, IL 60632

    Welcome to this beautiful and well-maintained 3-bedroom, 2-bathroom raised ranch in the heart of Archer Heights! Filled with natural light, this home features a finished basement, a recently remodeled kitchen, and numerous updates that provide comfort and peace of mind. The kitchen was beautifully remodeled in September 2025 and features new cabinets, flooring, quartz countertops, and new

    Gladys Santiago MGS United Realty, LLC

    4946 S Kostner Ave, Chicago, IL 60632
  • /46

    $299,000

    $16K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 1,488 Sq Ft

    8350 S Lafayette Ave, Chicago, IL 60620

    Motivated seller offering an outstanding, oversize brick Georgian in West Chatham with an amazing deck and rare 3 car garage. This beauty has 3 bedrooms (plus 1 in basement), 2.5 baths, nice kitchen and gorgeous hardwood floors throughout. Enjoy huge 20x20 foot deck - perfect for entertaining - and the massive 3 car garage with newly installed polyurea floor coating and double overhead doors.

    James Morris JMRI Corp

    8350 S Lafayette Ave, Chicago, IL 60620
  • /10

    $207,800

    $21K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,800 Sq Ft

    11916 S Stewart Ave, Chicago, IL 60628

    Stunning oversized home offering the perfect combination of space, comfort, and endless possibilities! This beautifully maintained property features 5 spacious bedrooms, 2 full bathrooms, and a fully finished basement designed for comfortable living and entertaining. Bright and inviting throughout, this home offers generous room sizes, abundant natural light, and a warm layout that instantly

    Eva Diaz ExaRealty LLC

    11916 S Stewart Ave, Chicago, IL 60628
  • /34

    $495,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,794 Sq Ft

    3749 N Nora Ave, Chicago, IL 60634

    Classic Chicago Brick Bungalow with a Spectacular Renovation from Top to Bottom! This extra-wide home (24" interior) sits on an oversized city lot (30 x 126) in the highly sought-after Dunning neighborhood. Once you step into the professionally designed living space, you will be impressed with the wide-open floor plan with shades of gray hardwood floors throughout. The Gourmet Kitchen features

    Steve McEwen @properties Christie's International Real Estate

    3749 N Nora Ave, Chicago, IL 60634
  • /30

    $355,000

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

    5652 S Shields Ave, Chicago, IL 60621

    Meticulously renovated brick Cape Cod showcasing exceptional craftsmanship and premium finishes throughout! From the moment you step inside, you'll appreciate the beautiful hardwood floors that flow throughout the main level, creating a warm and elegant atmosphere. The spacious living room opens to a formal dining room, making this home perfect for everyday living and entertaining. The stunning

    Fatima Ortiz EXIT Strategy Realty

    5652 S Shields Ave, Chicago, IL 60621
  • /18

    $295,000

    • 2 Beds
    • 1 Bath

    6540 W Irving Park Rd Unit 401, Chicago, IL 60634

    Welcome to Merrimac Square, a well-maintained condominium community in Chicago's desirable Dunning neighborhood! This spacious 2-bedroom, 1-bath condo features a bright living room with access to a private balcony. The large eat-in kitchen offers abundant cabinet storage, generous countertop space, and room for a dining table. A convenient in-unit stackable washer and dryer adds everyday

    Dorota Dynak Coldwell Banker Residential

    6540 W Irving Park Rd Unit 401, Chicago, IL 60634
  • /25

    $269,900

    Pending
    • 5 Beds
    • 2 Baths
    • 1,123 Sq Ft

    311 E 120th Place, Chicago, IL 60628

    Single family home, fully rehabbed. Exquisitely finished kitchens & baths. New hardwood floors throughout. Brand new 2 car garage w/concrete party pad for BBQ area. New roof, siding, front porch, cabinets & counter tops. New AC condenser, furnace and tankless water heater. Fully secure fenced in back yard w/new sod. Drain tiles and sump pump installed. Close to Metra, new red line extension.

    William Salamone Compass

    311 E 120th Place, Chicago, IL 60628
  • /17

    $275,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,049 Sq Ft

    4411 W 81st Place, Chicago, IL 60652

    Live on the road less traveled with this brick raised ranch nestled on a culdesac. Also, get a bigger piece of the pie with the oversized backyard. Entire first floor just freshly painted. All hardwood floors throughout. Finished basement. 2 separate furnaces for each level. Brick, attached garage with extra overhead door opening up to an awesome backyard with 2 separate patios for entertaining

    Mari Beth Minnick Minnick Realty Corp

    4411 W 81st Place, Chicago, IL 60652
  • /23

    $254,900

    $15K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    1633 E 93rd St, Chicago, IL 60617

    Welcome to this charming and well-maintained 3 bedroom, 2 bathroom two-story home situated on a desirable corner lot in the heart of Chicago's highly sought-after Calumet Heights neighborhood. Known for its pride of ownership, quiet residential feel, and beautifully maintained blocks, Calumet Heights offers the perfect blend of neighborhood charm and city convenience. This home features excellent

    Briana Cattledge Coldwell Banker Realty

    1633 E 93rd St, Chicago, IL 60617
  • /9

    $248,000

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft

    3595 S Archer Ave Unit 2E, Chicago, IL 60609

    WELCOME TO ARCHER HOMES, a new quality construction at 3595 S Archer Ave in McKinley Park. This mixed-use development offers 27 modern residential condos, 2 live/work units, 2 retail spaces, and 23 deeded parking spots - all in a sleek, elevator-equipped building you'll be proud to call home. PRIME LOCATION, INCREDIBLE CONVENIENCE : Step outside to instant connectivity - the CTA Orange Line

    Daniel Kong Richland Global Inc

    3595 S Archer Ave Unit 2E, Chicago, IL 60609
  • /27

    $428,000

    Pending
    • 1 Bed
    • 1 Bath
    • 685 Sq Ft

    211 N Harbor Dr Unit 1205, Chicago, IL 60601

    SOLD BEFORE PRINT. Experience luxury resort-style lakefront living at Cirrus in the exclusive Lakeshore East neighborhood with its premier amenities, prime location and private community. Set among Lakeshore East's serene green spaces where the Chicago River meets Lake Michigan, Cirrus offers its residents easy access to the lakefront running and biking path, DuSable Harbor and adjacent

    Brad Brondyke Jameson Sotheby's Intl Realty

    211 N Harbor Dr Unit 1205, Chicago, IL 60601
  • /22

    $325,000

    $5K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 1,150 Sq Ft

    345 N Canal St Unit 1204, Chicago, IL 60606

    Expansive and light-filled 1,150 sqft one-bedroom NW corner brick loft in the iconic Fulton House, a landmark riverfront brick building designed by renowned architect Frank Abbott. This investor friendly home features beautiful north-facing river views & a private west-facing balcony, parquet wood flooring, oversized windows in every room, a generous 23'x15' bedroom with exceptional closet space,

    Cory Tanzer Option Premier LLC

    345 N Canal St Unit 1204, Chicago, IL 60606
  • /26

    $349,900

    Pending
    • 2 Beds
    • 1 Bath
    • 1,500 Sq Ft

    1236 W Columbia Ave Unit 1E, Chicago, IL 60626

    **MULTIPLE OFFERS RECEIVED, SELLER REQUESTING ALL BEST AND FINAL OFFERS BE SUBMITTED BY MONDAY AT 12PM** Welcome home to your sun-filled, high 1st floor, spacious 2 bed/1 bath, with in-unit laundry & parking included! Classic vintage meets modern amenities throughout this thoughtful floor plan and includes: an amazing stone and stainless kitchen that opens to both a massive dining/family room & a

    Pamela Plotkin Teva Realty

    1236 W Columbia Ave Unit 1E, Chicago, IL 60626
  • /26

    $340,000

    $25K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 875 Sq Ft

    1440 N Lake Shore Dr Unit 18G, Chicago, IL 60610

    Beautifully renovated and perfectly positioned in the heart of the Gold Coast, this stunning 1-bedroom, 1-bath residence offers modern living just steps from Lake Michigan. The home was gut-renovated in 2018, the home showcases stylish finishes and thoughtful upgrades throughout. The sleek kitchen features stainless steel appliances, beautiful white cabinetry, a timeless backsplash, and gorgeous

    Allie Cipra Coldwell Banker Realty

    1440 N Lake Shore Dr Unit 18G, Chicago, IL 60610
  • /12

    $350,000

    • 1 Bed
    • 1 Bath
    • 711 Sq Ft

    375 W Erie St Unit 608, Chicago, IL 60654

    Experience ultimate urban living in this stunning, pet-friendly 1-bedroom, 1-bathroom residence located at the highly sought-after Erie Centre Lofts (375 W Erie St, Unit 608). Perfectly positioned at the intersection of vibrant River North and the prestigious Gold Coast. Step inside to discover a beautiful timber loft aesthetic that seamlessly blends historic architectural character with modern

    Steven Rouse Keller Williams Preferred Realty

    375 W Erie St Unit 608, Chicago, IL 60654
  • /35

    $349,999

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

    1140 E 91st St, Chicago, IL 60619

    Welcome Home to a beautifully restored Chicago brick bungalow! Nestled on a quiet tree-lined street, this property has 5 bedrooms, 2 full baths, full finished basement & finished attic space! You will enter into a modern open concept kitchen/living space with a dry-bar that is perfect for gatherings! The kitchen features plenty of storage space with elegant white shaker cabinets, quartz

    Christian Montes eXp Realty

    1140 E 91st St, Chicago, IL 60619
  • /28

    $329,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,224 Sq Ft

    4313 S Kedvale Ave, Chicago, IL 60632

    BANK OWN. BEING SOLD "AS IS". This is a great opportunity to buy a reasonably priced home and fix it up as funds allow. Homes in this area do not last. CASH AND CONVENTIONAL OFFER ONLY BY SELLER REQUEST.

    Judith Salazar First Capital Realtors

    4313 S Kedvale Ave, Chicago, IL 60632
  • /24

    $299,900

    Pending
    • 1 Bed
    • 1 Bath

    1550 N Lake Shore Dr Unit 23F, Chicago, IL 60610

    Wake up to your south-facing Lake Michigan views from the 23rd floor of one of the Gold Coast's most enduring high-rises, where the open lake, the city skyline, and Navy Pier's summer fireworks all line up. This light-filled one-bedroom has been thoughtfully updated and is ready for its next owner to move right in. The kitchen is the showpiece: white quartz counters, ceiling-height cabinetry, and

    Grigory Pekarsky Vesta Preferred LLC

    1550 N Lake Shore Dr Unit 23F, Chicago, IL 60610
  • /43

    $330,000

    Pending
    • 4 Beds
    • 3 Baths

    5636 W Augusta Blvd, Chicago, IL 60651

    Welcome to 5636 W Augusta Blvd. This 4 bedroom, 3 bath Cape Cod is set on a rare double corner lot at Parkside and Augusta, giving the home a presence you don't often find. The oversized lot offers room to grow and endless possibilities - whether you envision lush gardens, outdoor living space, or simply the breathing room that comes with extra land. Inside, the welcoming foyer with its deep coat

    Arrick Pelton @properties Christie's International Real Estate

    5636 W Augusta Blvd, Chicago, IL 60651
  • /15

    $235,000

    • 1 Bed
    • 1 Bath

    3420 N Lake Shore Dr Unit 4K, Chicago, IL 60657

    AMAZING LAKEVIEW LOCATION! Bright and well-maintained, freshly painted 1 bedroom/1bathroom condominium located right on the lake. Spacious layout with large wall of windows providing natural light & beautiful sunset views. Updated kitchen with good cabinet space. Stainless steel appliances, granite countertops. Updated bathroom. Located right on the lakefront path, Belmont Harbor, parks,

    Noam osher Baird & Warner

    3420 N Lake Shore Dr Unit 4K, Chicago, IL 60657
  • /23

    $400,000

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

    345 W Fullerton Pkwy Unit 1008, Chicago, IL 60614

    Gorgeous park and lake views from this wonderful, corner, 2-bedroom, 2-bath home! The functional, open layout features a spacious kitchen with dining area and a large living room with floor-to-ceiling windows. The second bedroom is conveniently located off the living room, while the primary suite is tucked away for privacy and features an ensuite bath. This freshly painted unit is a blank slate

    Karrin Algas @properties Christie's International Real Estate

    345 W Fullerton Pkwy Unit 1008, Chicago, IL 60614
  • /25

    $299,900

    $25K PRICE DROP Pending
    • 4 Beds
    • 3 Baths
    • 1,600 Sq Ft

    10615 S Emerald Ave, Chicago, IL 60628

    Welcome Home! This beautifully rehabbed brick Georgian located on a quiet, well-maintained block features 4 bedrooms and 3 full baths. This home offers a combination of classic charm and modern updates perfect for anyone looking for a truly move-in ready home. The renovated kitchen features granite countertops, shaker cabinetry, stainless steel appliances, and flows nicely into a separate dining

    Delilah Walker-Brooks Keller Williams ONEChicago

    10615 S Emerald Ave, Chicago, IL 60628
  • /18

    $365,000

    • 6 Beds
    • 2 Baths

    530 N Lawler Ave, Chicago, IL 60644

    Don't miss this exceptional opportunity to own a versatile two-unit property with endless potential. Live in one unit while generating rental income from the other, or add this solid investment to your portfolio. The unfinished basement offers a blank canvas for your creative vision and the brand new garage adds even more value. Whether you're an owner-occupant or an investor, this property is

    Marcos Gonzalez eXp Realty

    530 N Lawler Ave, Chicago, IL 60644
  • /23

    $275,000

    $25K PRICE DROP
    • 5 Beds
    • 2 Baths

    7707 S Peoria St, Chicago, IL 60620

    Exceptional investment opportunity in Chicago's Auburn Gresham neighborhood! This well-maintained brick two-unit building offers strong cash-flow potential with two long-term tenants currently in place on month-to-month leases, providing flexibility for investors and owner-occupants alike. The first-floor unit includes direct access to the basement, offering potential for a duplex-down

    Adrian Perez Avenue Properties Chicago

    7707 S Peoria St, Chicago, IL 60620
  • /29

    $390,000

    • 6 Beds
    • 2 Baths

    224 N Lockwood Ave, Chicago, IL 60644

    Excellent opportunity for owner occupied or investment! This well-maintained 2-flat building features currently occupied units, (no leases) where each unit offers spacious layouts and separate utilities. Make use of the additional space in the attic for expansion and the basement. Newer features/items: roofing, siding, fencing and windows (2022); Hot water tanks (2023) and furnaces. Ideal for

    Terry Umecker RE/MAX 10 in the Park

    224 N Lockwood Ave, Chicago, IL 60644
  • /24

    $450,000

    • 6 Beds
    • 3 Baths
    • 2,711 Sq Ft

    2213 N Kildare Ave, Chicago, IL 60639

    Classic Chicago cottage-style frame home for sale in the fast-growing Hermosa neighborhood. This unique property is zoned as a single-family home but is currently set up and functioning as a multi-unit building with three occupied living spaces, making it a great opportunity for investors or owner-occupants looking for additional rental income. The first floor features a spacious 2-bedroom,

    Juan Espinosa E-Professional Realty

    2213 N Kildare Ave, Chicago, IL 60639
  • /17

    $475,000

    Pending
    • 2 Beds
    • 2 Baths

    2712 N Artesian Ave Unit 2, Chicago, IL 60647

    Beautifully designed and recently painted throughout, this contemporary Logan Square condo offers modern, turn-key luxury in an unbeatable location. Completed in 2009 with all-brick, green construction, the home features rich dark-stained hardwood floors and a gourmet kitchen equipped with sleek Nova cabinetry, premium quartz countertops, and Energy Star stainless steel appliances. The spacious

    Patricia Marchert Keller Williams Infinity

    2712 N Artesian Ave Unit 2, Chicago, IL 60647
  • /17

    $249,900

    $40K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,483 Sq Ft

    6922 S Rockwell St, Chicago, IL 60629

    Welcome to this beautifully rehabbed, move-in-ready 4-bedroom, 2-bathroom home located on a quiet cul-de-sac in a highly desirable location. The main level features a spacious living room, dining room, two bedrooms, and a full bath, while the second floor offers two additional bedrooms and another full bath. Quality craftsmanship shines throughout with new wood flooring and modern updates. The

    Humberto Manzo Bustos eXp Realty

    6922 S Rockwell St, Chicago, IL 60629
  • /13

    $399,900

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    1841 S Calumet Ave Unit 706, Chicago, IL 60616

    2 bedroom, 2 bath condo with in-unit washer and dryer, and comes with storage and a parking space in garage. SELLER DOES NOT PROVIDE SURVEY. TAXES PRORATED AT 100. Seller's portion of IL Condo Act 94-1049 dues is negotiable.

    Robert Padron Re/Max Cityview

    1841 S Calumet Ave Unit 706, Chicago, IL 60616
  • /34

    $230,000

    Pending
    • 4 Beds
    • 2 Baths
    • 1,385 Sq Ft

    3809 W 86th St, Chicago, IL 60652

    Space, potential, and opportunity all come together in this home! Offering far more room than meets the eye, this home features a flexible floor plan with multiple living areas, a spacious kitchen, four bedrooms, two full bathrooms, and a full basement. The property does need repairs and updating, making it an excellent opportunity for a buyer with vision to bring out its full potential. Whether

    Toure Smith Red Pro Realty LLC

    3809 W 86th St, Chicago, IL 60652
  • /42

    $249,999

    • 1 Bed
    • 1 Bath
    • 792 Sq Ft

    535 N Michigan Ave Unit 2306, Chicago, IL 60611

    Condo located on the Magnificent Mile in the heart of downtown Chicago! This charming south-facing unit features an open-concept layout, refinished hardwood floors, refreshed white cabinetry. Expansive bay windows bring in abundant natural light and showcase the vibrant city setting. The spacious primary bedroom offers built-in closet and storage space. The bathroom includes an oversized vanity

    Maria Salazar HomeSmart Connect LLC

    535 N Michigan Ave Unit 2306, Chicago, IL 60611

Showing Results 441 - 480, Page 12 of 18

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