Chicago, IL Homes under $500,000

• 

  

  

  /22

  $499,900

  • 2 Beds
  • 2.5 Baths

  4228 W Harrington Ln, Chicago, IL 60646

  Nestled within the sought-after Sauganash Village, this meticulously updated 2 bedroom with den/loft that can be easily converted to 3rd bedroom, 2 1/2 bathroom townhome is a masterpiece! Step into the stunning kitchen adorned with custom solid wood-Oak cabinets, sleek granite countertops, and top-of-the-line GE Profile stainless steel appliances, including a Fisher & Paykel double dishwasher and

  Sohail Salahuddin eXp Realty

  4228 W Harrington Ln, Chicago, IL 60646
• 

  

  

  /22

  $495,000

  • 2 Beds
  • 2 Baths

  700 N Larrabee St Unit 2010, Chicago, IL 60654

  Welcome to this beautifully appointed 2 bedroom, 2 bathroom condo home perched high above River North in a full-service high-rise. With sweeping views of the Chicago River and city skyline, this home offers the perfect blend of luxury, comfort, and convenience. Step inside to find a spacious, light-filled layout ideal for both relaxing and entertaining. The open-concept living area flows

  Andrew Castillon Compass

  700 N Larrabee St Unit 2010, Chicago, IL 60654
• 

  

  

  /23

  $420,000

  • 4 Beds
  • 3 Baths
  • 3,000 Sq Ft

  7427 S Bennett Ave, Chicago, IL 60649

  Welcome to South Shore!! Absolutely stunning rehabbed home. 5 bedroom, 3 bath with massive second story dormer open concept that has been thoughtfully redesigned from top to bottom. Meticulous attention to detail: design and custom finishes, custom millwork and expert craftsmanship! Main level features hardwood flooring throughout. Gourmet kitchen features custom white shaker cabinets, oversized

  Curtis Johnson Baird & Warner

  7427 S Bennett Ave, Chicago, IL 60649
• 

  

  

  /17

  $410,000

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft

  150 W Superior St Unit 1103, Chicago, IL 60654

  River North two-bedroom condo offering style, comfort, and convenience. Enter this city pad directly into a proper foyer (with a spacious coat closet) opening to the wide-open floor plan - allowing for natural light throughout the living space. A white and bright kitchen (and practically new), with plenty of counter space and an overhang with room for barstools. Beautiful light/medium colored

  Pamela Rueve Jameson Sotheby's Intl Realty

  150 W Superior St Unit 1103, Chicago, IL 60654
• 

  

  

  /22

  $495,000

  • 1 Bed
  • 1.5 Baths

  950 N Michigan Ave Unit 2901, Chicago, IL 60611

  Fabulously chic oversized one bedroom in the heart of the city! Experience the best of city living in this beautifully designed high-floor residence on Chicago's Magnificent Mile. This spacious 1-bedroom, 1.5-bath home is completely move-in ready, offering both style and functionality. A gracious formal foyer sets the tone, leading into a thoughtful floorplan with a large living room and awesome

  Emily Sachs Wong @properties Christie's International Real Estate

  950 N Michigan Ave Unit 2901, Chicago, IL 60611
• 

  

  /38

  $444,900

  • 2 Beds
  • 1 Bath

  405 N Wabash Ave Unit 2313, Chicago, IL 60611

  Presenting this magnificent newly gut renovated two bedroom one bathroom corner unit on a high floor of River Plaza in the heart of downtown Chicago. Be the first to live in this stunning home with panoramic views of the skyline lake, the iconic Wrigley building Tribune Tower are right next door. The redesigned floor plan makes use of the abundant natural light and spectacular views from the

  Eamonn Stafford @properties Christie's International Real Estate

  405 N Wabash Ave Unit 2313, Chicago, IL 60611
• 

  

  /9

  $500,000

  • 6 Beds
  • 4 Baths

  5834 S Keeler Ave, Chicago, IL 60629

  This is the one you've been waiting for! Don't judge a book by it's cover. A true legal 3-unit with an additional living space - a total game-changer whether you're looking to invest or live and rent. Endless possibilities to maximize cash flow or house hack your way to financial freedom. Located in a prime spot close to public transportation, schools, parks, and shopping - everything tenants

  Anthony Florentino eXp Realty

  5834 S Keeler Ave, Chicago, IL 60629
• 

  

  /36

  $439,000

  • 4 Beds
  • 3 Baths
  • 2,156 Sq Ft

  3425 W Carroll Ave, Chicago, IL 60624

  Beautiful and spacious 2 story home in the heart of Chicago! You will have everything under your thumb, stores, restaurants, gas stations, downtown, and more! Home has hardwood floors throughout, tile floor for bathrooms and kitchen. Kitchen comes with a quartz counter-top and appliances. Basement is finished and has bedrooms as well as a full bathroom. Washer and Dryer are included. Detached

  Patryk Klima Chicagoland Brokers Inc.

  3425 W Carroll Ave, Chicago, IL 60624
• 

  

  /30

  $490,000

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

  668 W Irving Park Rd Unit H1, Chicago, IL 60613

  A rare convergence of beauty, elegance, location, and history is found here at the historic Pattington, where Irving Park meets the lakefront. This is an opportunity to live in a building described during its construction as "like a group of large private mansions with beautiful private parks binding them together in one social circle." (Inland Architect, 1903). This unit is on the market for

  David Jennett Coldwell Banker Realty

  668 W Irving Park Rd Unit H1, Chicago, IL 60613
• 

  

  /10

  $460,000

  • 6 Beds
  • 3 Baths

  4226 W Ogden Ave, Chicago, IL 60623

  Ownership pride and joy. All plumbing and electrical updated very good condition, cash flow with no problems, fully occupied. Main floor and second floor are two bedrooms one bathroom plus laundry room. Third floor two bedroom and one bathroom and storage room that can easily be converted to a laundry room. Month to month tenants. 1st floor $1550 MTM, 2nd floor $1300 MTM,3rd floor $850 MTM long

  sinoe torres Home Sales Realty INC.

  4226 W Ogden Ave, Chicago, IL 60623
• 

  

  /18

  $484,900

  • 3 Beds
  • 2.5 Baths
  • 1,851 Sq Ft

  1166 W Cullerton St, Chicago, IL 60608

  Located in the heart of Pilsen-one of Chicago's most vibrant and artistic neighborhoods-this charming 3-story brick townhouse offers the perfect mix of comfort and city living. Just steps from the lively and vibrant "18th st" - you'll have easy access to some of the cities best cafes, galleries, restaurants, and nightlife! With 4 bedrooms, 2.5 baths, in-unit laundry, and a finished basement

  Rafael Navarro Cloud Gate Realty LLC

  1166 W Cullerton St, Chicago, IL 60608
• 

  

  /32

  $479,000

  • 7 Beds
  • 3 Baths

  4336 W Adams St, Chicago, IL 60624

  Gorgeous Greystone in Hot West Garfield! This unique 2 flat has just been rehabbed and boasts 7 bedrooms and 3 baths! The first floor has been duplexed to the basement with 2 bedrooms and a bath on each floor. Perfect for an owner's unit. Perfect investment for owner occupied, cash flow play, or related living! ! Too many upgrades to mention. Come check it out before it's gone!

  Ryan Cherney Circle One Realty

  4336 W Adams St, Chicago, IL 60624
• 

  

  /25

  $445,000

  • 4 Beds
  • 2 Baths
  • 1,727 Sq Ft

  11456 S Talman Ave, Chicago, IL 60655

  Stately renovated 4BR/2BA Georgian on a corner lot in sought-after West Beverly! This light-filled home features hardwood floors throughout the main level, an open-concept living/dining/kitchen layout ideal for entertaining, and oversized windows throughout. Chef's kitchen includes Calacatta quartz countertops & backsplash, custom cabinetry, stainless steel appliance package (stove, microwave,

  venetia johnson Coldwell Banker Realty

  11456 S Talman Ave, Chicago, IL 60655
• 

  

  /23

  $475,000

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

  2307 N Avers Ave Unit 2, Chicago, IL 60647

  Don't miss this stunning, gut rehabbed 3 bed, 2 bath condo in Logan Square. The master suite includes double French doors opening to the rear deck, a barn door for the bath and closet, a custom closet system, and a luxurious bath with custom tile work, a shower system with body sprayers, a floating double vanity, and heated floors. The custom Euro kitchen features quartz countertops, backsplash,

  Michael Saladino Keller Williams ONEChicago

  2307 N Avers Ave Unit 2, Chicago, IL 60647
• 

  

  /21

  $460,000

  • 12 Beds
  • 4 Baths

  7010 S Morgan St, Chicago, IL 60621

  Check out this nicely updated 4-unit building with great rental income! Proudly maintained by the owner, this building is an ideal addition to any investor's portfolio. A solid investment opportunity you won't want to miss.

  Amanda Stapleton Blue Door Dave Inc

  7010 S Morgan St, Chicago, IL 60621
• 

  

  /27

  $439,000

  • 7 Beds
  • 3 Baths

  6826 S Prairie Ave, Chicago, IL 60637

  Recently renovated brick beauty with income potential. Step into this tastefully restored two-flat, which blends timeless character with modern updates throughout. From the roof that's less than three years old to the refinished hardwood floors, no detail was overlooked. Each unit boasts soaring ceilings, central air, and thoughtful finishes that elevate the entire space. The main kitchens

  Tanya Cochran Coldwell Banker Realty

  6826 S Prairie Ave, Chicago, IL 60637
• 

  /2

  $430,000

  • 8 Beds
  • 4 Baths

  1044 W 34th Place, Chicago, IL 60608

  This charming brick building presents a prime investment opportunity in the thriving Bridgeport area. What was once a 4-unit building has been completely gutted, providing you with a clean slate to bring your renovation ideas to life. Excellent location nearby expressways and a hop away from downtown. Don't miss out on this opportunity! Sold as-is.

  Ruby Park Coldwell Banker Realty

  1044 W 34th Place, Chicago, IL 60608
• 

  

  /6

  $479,000

  • 4 Beds
  • 2 Baths

  2428 N Lorel Ave, Chicago, IL 60639

  Brick 2-Flat in Belmont Cragin - Blocks from Hanson Park! Fantastic opportunity for investors or live-in owners! This 2-flat features a tenant-occupied first-floor unit and an owner-occupied second-floor unit. Each offers spacious, sun-filled living areas, two bedrooms and one bathroom. The finished basement includes an additional full bath. Enjoy a detached 2-car garage and private backyard.

  Claudia Goehner Redfin Corporation

  2428 N Lorel Ave, Chicago, IL 60639
• 

  

  /14

  $499,900

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

  506 W Oakdale Ave Unit 1, Chicago, IL 60657

  Renovated 3 Bed, 2 Bath condo in prime Lakeview East location, steps from Broadway! Several parking garages available for rent within a few blocks starting at $230 / month (message listing agent for details). Located on the beautiful, quiet, tree-lined Oakdale Street in a historic Queen Anne greystone 4-unit building. This bright and spacious unit features 10ft ceilings, hardwood floors

  Jamie Stoner Compass

  506 W Oakdale Ave Unit 1, Chicago, IL 60657
• 

  

  /21

  $475,000

  • 3 Beds
  • 2 Baths
  • 2,090 Sq Ft

  6515 N Maplewood Ave, Chicago, IL 60645

  Great opportunity in West Ridge to make this spacious home your dream home. This is a diamond in the rough with so much potential. Main floor has been freshly painted. Huge living room with woodburning fireplace and hardwood floors. Very large separate dining room. Big kitchen with table space. Den area off kitchen and dining room. Three generous-size bedrooms on second floor. Primary bedroom has

  Nancy Santopadre Weichert Realtors Ambassador

  6515 N Maplewood Ave, Chicago, IL 60645
• 

  

  /26

  $499,500

  • 4 Beds
  • 3 Baths
  • 2,025 Sq Ft

  4714 W Berteau Ave Unit 1N, Chicago, IL 60641

  BOOMING 6 CORNERS RARE FIND DUPLEX CONDO WTH 4 BEDROOMS & 3 BATHS. THIS UNIT IS OFF THE BACK OF TH PROPERTY ON THE FIRST FLOOR. BUILT IN 2006. STILL OWNED BY THE ORIGINAL OWNER. 2025 SQUARE FEET. KITCHEN WITH 42" CABINETS, STAINLESS APPLIANCES, GRANITE COUNTER TOP. LARGE BACK DECK OFF OF FAMLY ROOM AND MASTER BEDROOM. MASTER BATH WITH DOUBLE SINKS, WHIRLPOOL TUB & SEPARATE WALK IN SHOWER.

  Janet Robertson Coldwell Banker Realty

  4714 W Berteau Ave Unit 1N, Chicago, IL 60641
• 

  

  /25

  $435,000

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

  2847 N Pulaski Rd Unit 3S, Chicago, IL 60641

  Stunning 3 bed, 2 bath PENTHOUSE in boutique ELEVATOR building with parking included in desirable Avondale. Flexible open-plan living, dining and kitchen with soaring ceilings is ideal for entertaining. Kitchen boasts refinished cabinets, granite counters, under cabinet lighting and island with seating. Expansive primary bedroom suite can easily accommodate a king-sized bed with nightstands +

  Jennifer Cummings Jameson Sotheby's Intl Realty

  2847 N Pulaski Rd Unit 3S, Chicago, IL 60641
• 

  

  /31

  $499,999

  • 4 Beds
  • 3 Baths

  4433 N Narragansett Ave, Chicago, IL 60630

  Step inside this beautifully updated two-story home, a true gem nestled in a highly sought-after neighborhood. Impeccably maintained and move-in ready, it blends modern elegance with everyday comfort. This spacious residence offers 4 generously sized bedrooms and 3 thoughtfully designed bathrooms, all set within an open-concept layout ideal for families and entertainers alike. At the heart of

  Cory Tanzer Option Premier LLC

  4433 N Narragansett Ave, Chicago, IL 60630
• 

  

  /34

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,582 Sq Ft

  7805 W Farragut Ave, Chicago, IL 60656

  Step into this beautifully maintained 2-story Georgian home that has been cherished by the same family since 1985. Nestled on a quiet street in Norwood Park, this home blends classic charm with thoughtful modern updates. A welcoming new front porch made with low-maintenance Trex wood sets the tone before you even step inside. The main level features a sun-filled living room with hardwood

  Tania Diaz Realty ONE Group Karmma

  7805 W Farragut Ave, Chicago, IL 60656
• 

  

  /19

  $440,000

  • 1 Bed
  • 1.5 Baths
  • 1,145 Sq Ft

  57 E Delaware Place Unit 2901, Chicago, IL 60611

  Large 1,145 sq ft one-bedroom, 1.1 bath corner unit at the Bristol! Located in the heart of the Gold Coast, this unit features gleaming hardwood floors, floor to ceiling windows, gorgeous southwest views and spacious living space. Spacious master suite features a walk-in closet, bathroom with double sink, bathtub, and separate shower. Less than one block from Michigan Avenue and Loyola's Downtown

  Philip Skowron Compass

  57 E Delaware Place Unit 2901, Chicago, IL 60611
• 

  

  /18

  $499,000

  • 2 Beds
  • 2 Baths
  • 1,271 Sq Ft

  400 N La Salle Dr Unit 3002, Chicago, IL 60654

  Stunning high-floor corner unit in the heart of River North featuring wrap-around northeast views of Chicago's iconic skyline. This 2B/2B condo offers spacious primary bedroom includes floor-to-ceiling windows, a large walk-in closet, and beautiful views. Kitchen is equipped with granite countertops, a breakfast bar, and stainless steel appliances. Enjoy a private balcony, perfect for relaxing or

  Whitney Wang Prospect Equities Real Estate

  400 N La Salle Dr Unit 3002, Chicago, IL 60654
• 

  

  /23

  $484,000

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  40 E Delaware Place Unit 1502, Chicago, IL 60611

  Stunning, sunny Southeast corner 3-bedroom 2 -bath condo in a boutique building located on the best corner in the city. Step into this beautifully renovated home, where modern elegance meets spacious comfort. The open-concept layout is designed for effortless entertaining, with expansive living and dining areas. The kitchen has been meticulously redesigned with custom cabinetry, gleaming granite

  Dawn Venit Baird & Warner

  40 E Delaware Place Unit 1502, Chicago, IL 60611
• 

  

  /21

  $475,000

  • 2 Beds
  • 2 Baths
  • 1,329 Sq Ft

  3021 W Armitage Ave Unit 201, Chicago, IL 60647

  Experience the best of Logan Square living in this spacious 1300+ sq ft 2-bedroom, 2-bath condo in an elevator building! Featuring a wider-than-average floor plan, the home boasts beautiful maple hardwood floors throughout the main living areas and a beautifully updated kitchen with granite countertops, a breakfast bar, newer stainless steel appliances and BRAND NEW FURNACE. The open-concept

  Jeremy Fisher Compass

  3021 W Armitage Ave Unit 201, Chicago, IL 60647
• 

  

  /20

  $435,000

  • 8 Beds
  • 3 Baths

  5309 S Bishop St, Chicago, IL 60609

  Beautifully Fully rehabbed in 2024, two units and finished garden unit (Can not confirm if building is zoned for legal basement unit)! Everything in property is brand new, from the walls, windows, appliances as well as the mechanicals! New plumbing, electrical, furnaces, hot water tanks. Brand New enclosed Back porch! Separate heating and cooling in each unit. Roof two years old. Walk-in Shower

  Autoria Morrow A Morrow Properties

  5309 S Bishop St, Chicago, IL 60609
• 

  

  /16

  $400,000

  • 2 Beds
  • 2 Baths
  • 1,411 Sq Ft

  2310 S Canal St Unit 401, Chicago, IL 60616

  Step into a dramatic timber-loft masterpiece featuring 13-foot exposed ceilings, a corner layout with panoramic views, and sweeping wall-to-wall windows that flood every corner with light, capturing iconic downtown skyline views from the living room, bedrooms, and private balcony. At just over 1,400 sq ft, this sprawling splitplan corner unit blends loft-style openness with traditional comforts.

  Patrick Dodd Keller Williams ONEChicago

  2310 S Canal St Unit 401, Chicago, IL 60616
• 

  

  /33

  $494,900

  • 9 Beds
  • 4 Baths

  3031 S Central Park Ave, Chicago, IL 60623

  Don't miss out on this SOLID BRICK 4-UNIT in the heart of LITTLE VILLAGE, an area known for STRONG RENTAL DEMAND! This CASH-FLOWING property features a spacious 3 BEDROOM UNIT with a RECENTLY UPDATED BATHROOM, offering modern comfort and style. The three additional units each include 2 BEDROOMS and 1 BATHROOM. The building also offers an UNFINISHED BASEMENT used for tenant STORAGE and a 2-CAR

  Xochil Wendy Escobar Realty of America, LLC

  3031 S Central Park Ave, Chicago, IL 60623
• 

  

  /29

  $499,000

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

  500 W Superior St Unit 1202, Chicago, IL 60654

  Incredible Opportunity! This property offers a rare assumable VA loan option for qualified buyers-take advantage of a low interest rate and potentially save hundreds per month! Contact listing agent for more details on terms and qualification requirements. Don't miss this unique chance to own a beautiful home with exceptional financing benefits. Spectacular, sun-drenched, and renovated North

  Melanie Giglio-Vakos Compass

  500 W Superior St Unit 1202, Chicago, IL 60654
• 

  

  /14

  $475,000

  • 2 Beds
  • 1 Bath

  843 W Adams St Unit 310, Chicago, IL 60607

  Another rare find at Olympia Lofts, an authentic flat concrete boutique loft building diagonal across the street from Mary Bartelme Park. Residence 310 offers 2 bedrooms completely enclosed with oversized transom windows. Painted in subtle grey and white tones, 5" oak "tongue and groove" hardwood floors with a walnut stain throughout the entire loft, exposed flat 12' concrete ceilings and

  Nicholas Colagiovanni Baird & Warner

  843 W Adams St Unit 310, Chicago, IL 60607
• 

  

  /36

  $475,000

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

  6057 W Melrose St, Chicago, IL 60634

  WELCOME to this beautiful updated and meticulously remodeled home! From the charming exterior to the modern interiors, every detail has been thoughtfully enhanced to offer comfort , style and functionality. The exterior features stunning curb appeal with classic architecture , fresh paint and well-maintained landscaping. Step inside to discover spacious, contemporary living spaces filled with

  Melina Kesetovic eXp Realty

  6057 W Melrose St, Chicago, IL 60634
• 

  

  /31

  $435,000

  • 4 Beds
  • 3 Baths

  3100 N Newcastle Ave, Chicago, IL 60634

  Come see this 5 bedroom 3 full baths beautiful corner lot. Hardwood floors ,Quartz counter tops, recess lights, stainless steel appliances and huge back yard with a large deck for those summer gatherings. Move in ready.

  Maria Delgado Su Familia Real Estate Inc

  3100 N Newcastle Ave, Chicago, IL 60634
• 

  

  /15

  $449,900

  • 3 Beds
  • 2 Baths

  6559 S Kilpatrick Ave, Chicago, IL 60629

  This meticulously maintained multi-unit property features two bedrooms and one bathroom on each level. The second floor offers a kitchen and a living room, while the first floor boasts a full kitchen, dining room, and living room. The exterior walls are constructed from durable brick, enhancing the building's longevity. This two-story structure provides ample space for family living.

  Andres Olaez Keller Williams ONEChicago

  6559 S Kilpatrick Ave, Chicago, IL 60629
• 

  

  /25

  $448,800

  • 7 Beds
  • 4 Baths

  2507 W 45th Place, Chicago, IL 60632

  An exceptional opportunity awaits with this newly updated all-brick two-unit building, ideally located in the vibrant heart of Brighton Park. The spacious first-floor unit offers a total of 5 bedrooms and 3 bathrooms-featuring 2 bedrooms and 1 bath on the main level, plus an additional 3 bedrooms and 2 baths in the finished basement-making it perfect for a large or extended family. The

  Michael Ng Mango Realty Group

  2507 W 45th Place, Chicago, IL 60632
• 

  

  /34

  $500,000

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

  211 E Ohio St Unit 2707, Chicago, IL 60611

  A RARE CORNER UNIT IN THE HEART OF STREETERVILLE, THIS SUN-FILLED, SPACIOUS HOME FEATURES STUNNING CITY VIEWS, A SLEEK CUSTOM KITCHEN, TWO FULL BATHROOMS, AND IS ONE OF THE FEW UNITS IN THE BUILDING WITH AN IN-UNIT WASHER AND DRYER. ENJOY RESORT-STYLE AMENITIES INCLUDING A LARGE INDOOR POOL, JACUZZI, INDOOR BASKETBALL AND RACQUETBALL COURTS, UPDATED FITNESS CENTERS, AN UPDATED OUTDOOR

  Mehdi Chekkouri Real 1 Realty

  211 E Ohio St Unit 2707, Chicago, IL 60611
• 

  

  /20

  $468,000

  • 2 Beds
  • 2 Baths

  565 W Quincy St Unit 1008, Chicago, IL 60661

  Best Condo building in the West Loop. Move-in ready unit at 565 W Quincy featuring BRAND NEW flooring, NEW paint throughout, UPGRADED kitchen, and a fully UPDATED primary bathroom. Open-concept layout with modern kitchen, stainless steel appliances, and private balcony. With the TOP public elementary school (Skinner West Elementary School ), this incredible location has quick access to travel

  Tony Liu YOUMU VENTURES LLC

  565 W Quincy St Unit 1008, Chicago, IL 60661
• 

  

  /27

  $479,900

  • 9 Beds
  • 3 Baths

  4636 S Keating Ave, Chicago, IL 60632

  Introducing an exceptional multi-unit property in Garfield Ridge, featuring two well-appointed units along with a convenient in-law suite in the basement. The first-floor apartment boasts three spacious bedrooms and a modern bathroom, recently updated with new flooring, stylish lighting fixtures, and an elegant backsplash in the kitchen. Second floor is a 3 bed 1 bath that was updated in 2022.

  Erick Escobedo Realty of America, LLC

  4636 S Keating Ave, Chicago, IL 60632

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