Chicago, IL Homes under $500,000

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  /50

  $450,000

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

  1250 N Dearborn St Unit 5B, Chicago, IL 60610

  This spacious 2-bedroom, 2-bath condo offers a highly sought-after B-tier split floor plan with east-facing views over Dearborn Street. Immaculately maintained and move-in ready, the unit has been thoughtfully updated, with all appliances replaced within the last 4 years. Featuring generous square footage, hardwood floors, and an abundance of natural light, this home offers a perfect blend of

  Alexandre Stoykov Compass

  1250 N Dearborn St Unit 5B, Chicago, IL 60610
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  /37

  $439,900

  • 3 Beds
  • 3 Baths

  5814 W Roscoe St, Chicago, IL 60634

  Welcome to this charming bungalow located on an oversized lot within the highly sought-after Portage Park neighborhood! This recently remodeled 5BD/3BA home offers the perfect blend of classic charm and modern finishes and convenience. The main floor features gleaming hardwood floors throughout, a spacious living/dining room drenched in natural light, and a separate TV room that could be

  Ryan McKane Redfin Corporation

  5814 W Roscoe St, Chicago, IL 60634
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  /29

  $427,000

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

  1901 S Calumet Ave Unit 1803, Chicago, IL 60616

  Experience elevated urban living in this condo, nestled in Chicago's vibrant South Loop. Spanning 1,200 sq ft, this residence features expansive windows that flood the space with natural light and stunning lake views. Come enjoy all that Museum Park Place South has to offer in this full amenity building. This unit features an open floor plan with beautiful hardwood floors and huge windows with

  Terrie Whittaker Redfin Corporation

  1901 S Calumet Ave Unit 1803, Chicago, IL 60616
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  /24

  $425,000

  • 3 Beds
  • 3 Baths
  • 1,856 Sq Ft

  6331 W Cornelia Ave, Chicago, IL 60634

  Welcome to this charming 3-bedroom, 3-bathroom home! The main level offers comfortable everyday living with two bedrooms, a full bathroom, a cozy living room, a dining area, and a large kitchen-perfect for gatherings. Sliding glass doors lead out to a spacious back deck, ideal for relaxing or entertaining. Upstairs, you'll find an oversized bedroom complete with a private full bathroom and a

  Jennifer Stokes Habetler Redfin Corporation

  6331 W Cornelia Ave, Chicago, IL 60634
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  /27

  $459,900

  • 2 Beds
  • 1.5 Baths

  757 N Orleans St Unit 904, Chicago, IL 60654

  Exceptional River North location! This stylishly renovated two-bedroom condo is situated in a modern, full-service building and boasts a spacious, open-concept design with stunning city vistas. The sleek kitchen is equipped with stainless steel appliances, stone countertops, and a custom tiled backsplash. Sunlight pours into the south-facing living area, which opens onto a private balcony-ideal

  Chris Weichselbaum Fulton Grace Realty

  757 N Orleans St Unit 904, Chicago, IL 60654
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  /21

  $495,000

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

  212 E Cullerton St Unit PH06, Chicago, IL 60616

  Exquisite Corner Penthouse in the Historic Prairie District - South Loop This stunning penthouse boasts breathtaking floor-to-ceiling windows, flooding the space with natural light. The beautifully updated kitchen features sleek, modern Italian-style white cabinetry, elegant Quartz countertops, and an expansive waterfall island with abundant storage, all complemented by top-of-the-line stainless

  Zoe Carne @properties Christie's International Real Estate

  212 E Cullerton St Unit PH06, Chicago, IL 60616
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  /22

  $410,000

  • 2 Beds
  • 2 Baths

  345 W Fullerton Pkwy Unit 1706, Chicago, IL 60614

  Soak in breathtaking southwest-facing views of the Chicago skyline from this light-filled 2-bedroom, 2-bath corner unit perched high above the city. With floor-to-ceiling windows wrapping the living space, you'll enjoy dazzling cityscapes by day and the glittering lights of downtown by night-all from the comfort of your own home. This thoughtfully designed split-bedroom layout offers both

  Mark Dollard Jameson Sotheby's Intl Realty

  345 W Fullerton Pkwy Unit 1706, Chicago, IL 60614
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  /30

  $445,000

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

  500 W Superior St Unit 602, Chicago, IL 60654

  The largest 2-bed/2-bath layout in the building with the most windows! This stunning 1,200 sq. ft. corner condo at The Montgomery offers incredible city views through 22x10 feet of floor-to-ceiling windows, filling the space with natural light. The chef's kitchen boasts marble countertops with a full slab backsplash, stainless steel appliances, and bar seating. Both bedrooms feature newer

  Matt Laricy Americorp, Ltd

  500 W Superior St Unit 602, Chicago, IL 60654
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  /28

  $497,000

  • 4 Beds
  • 3 Baths
  • 3,209 Sq Ft

  924 E 46th St Unit 1, Chicago, IL 60653

  Presenting a fully rehabbed and updated condominium community at 924 E. 46th Street, situated in the heart of North Kenwood. This expansive 3,209 sq ft, first-floor residence offers four bedrooms and three full bathrooms, featuring sophisticated finishes throughout. The living room, dining room, and adjacent sun room are bathed in natural light from the desirable southern exposure,

  George Ristau Weichert, Realtors - All Pro

  924 E 46th St Unit 1, Chicago, IL 60653
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  /29

  $450,000

  • 5 Beds
  • 4 Baths
  • 3,112 Sq Ft

  601 E 32nd St Unit 210-211, Chicago, IL 60616

  This is a unique opportunity to reside in the private residences of Lake Meadows Condo Units. This building is uniquely located moments away from downtown and seconds away from DuSable Lake Shore Drive, with plenty of shopping moments away! The Unit offers 1 enormous primary suite with 4 generously spacious bedrooms and 4 Baths with ample closet space throughout. The location has a 24-hour

  Vadie Reese Serene Realty, Inc.

  601 E 32nd St Unit 210-211, Chicago, IL 60616
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  /13

  $420,000

  • 2 Beds
  • 2 Baths

  565 W Quincy St Unit 510, Chicago, IL 60661

  Rare west facing 2bed/2bath loft at well-renowned developer Belgravia Group's Quincy project nestled in between the loop and the west loop. Unit features open kitchen with 42" cabinets, granite counters, stainless steel appliances, custom California closets, in-unit Washer/Dryer, large 100 sq ft recessed balcony and hardwood floors throughout main living area. Master bedroom features tons of

  Mohammed A Khan Westward360 RM

  565 W Quincy St Unit 510, Chicago, IL 60661
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  /25

  $409,999

  • 2 Beds
  • 2 Baths
  • 1,201 Sq Ft

  2317 W Wolfram St Unit 211, Chicago, IL 60618

  This spacious condo just off the Chicago River offers large rooms with abundant natural light, thanks to the expansive windows throughout. Enjoy the convenience of two full bathrooms and plenty of storage space to keep your belongings organized. The in-unit washer/dryer adds extra comfort, and the luxurious whirlpool tub is perfect for relaxation. This unit also offers TWO parking spaces! Ideal

  Jarrod Enright Redfin Corporation

  2317 W Wolfram St Unit 211, Chicago, IL 60618
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  /15

  $430,000

  • 8 Beds
  • 4 Baths

  5729 S Michigan Ave, Chicago, IL 60637

  Maintained large exterior brick 3 flat in Washington Park Area, on a uniform block with original interior with lots of potential waiting for the right investor looking for value and appreciation. Each unit has large living rooms, dining rooms, large bedrooms with original hardwood floors throughout. 2nd and 3rd floors have seen minor renovations while leaving much of the original architectural

  Carleen Lewis eXp Realty

  5729 S Michigan Ave, Chicago, IL 60637
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  /17

  $424,000

  • 2 Beds
  • 2 Baths
  • 1,310 Sq Ft

  400 W Ontario St Unit 606, Chicago, IL 60654

  Embrace River North living in this 2 bed, 2 bath condo featuring a spacious primary bedroom with a walk-in closet and en-suite bathroom. The en-suite boasts a separate soaking tub, shower, and split vanities. The second bedroom also includes a large walk-in closet and a modern sliding glass door. Enjoy a gas fireplace and a private balcony in the living area. Stainless steel appliances, granite

  Ryan Rausch HomeSmart Connect LLC

  400 W Ontario St Unit 606, Chicago, IL 60654
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  /36

  $409,000

  • 8 Beds
  • 3 Baths

  5915 S Sangamon St, Chicago, IL 60621

  Renovated 2 unit with a 2 car garage. Unit 1 is duplex down to basement. Units are vacant and easy to show. All appliances included with 2 sets of washer dryer in unit.

  Jaskirat Vig Blue Door Dave Inc

  5915 S Sangamon St, Chicago, IL 60621
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  /35

  $434,900

  • 1 Bed
  • 1.5 Baths
  • 975 Sq Ft

  60 E Monroe St Unit 2606, Chicago, IL 60603

  Live the best downtown Chicago lifestyle at The Legacy at Millennium Park. This bright and beautiful 1 bedroom plus den/ 1.5 bath condo is now available at The Legacy. This is a move-in ready unit with stunning city skyline views and a Western exposure delivering Chicago sunsets right to your living room and private balcony. This unit features an amazing layout with fully enclosed den area that's

  Chuck Gullett Best Chicago Properties, LLC

  60 E Monroe St Unit 2606, Chicago, IL 60603
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  /27

  $449,000

  • 2 Beds
  • 2 Baths

  474 N Lake Shore Dr Unit 1905, Chicago, IL 60611

  Unmatched Views & Luxury Living in Prime Chicago Location! This stunning 2-bed, 2-bath corner unit offers breathtaking panoramic views of Lake Michigan, Navy Pier, and the Playpen, perfect for people-watching in the summer and enjoying front-row seats to Navy Pier's spectacular fireworks from the comfort of your home. The updated chef's kitchen features sleek flat-panel cabinetry, stainless steel

  Margaret Daday Keller Williams ONEChicago

  474 N Lake Shore Dr Unit 1905, Chicago, IL 60611
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  /20

  $449,900

  • 2 Beds
  • 2 Baths
  • 1,479 Sq Ft

  1160 S Michigan Ave Unit 1105, Chicago, IL 60605

  Experience city living at its finest in this spacious 2-bedroom, 2-bathroom corner unit at The Columbian, perfectly located at the edge of the Loop and South Loop. Featuring floor-to-ceiling windows and a NW-facing balcony with breathtaking city views, this unit also boasts a large primary bedroom with serene Lake Michigan views, a walk-in closet, and an en-suite bathroom with a walk-in shower

  Connie Dornan @properties Christie's International Real Estate

  1160 S Michigan Ave Unit 1105, Chicago, IL 60605
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  /23

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,796 Sq Ft

  5242 W Ferdinand St, Chicago, IL 60644

  Ready to move in 2-story home with 3 BRs, 2 full bathrooms and a full finished basement, conveniently located near public transportation and a short walk to a charter school as well as a park. Built in 2007 and rehabbed in 2014, this newly painted home features hardwood floors throughout, huge kitchen and eating area with all new appliances, granite countertops and big bedroom closets galore.

  Sal Cinquegrani ARNI Realty Incorporated

  5242 W Ferdinand St, Chicago, IL 60644
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  /27

  $450,000

  • 1 Bed
  • 1 Bath
  • 685 Sq Ft

  211 N Harbor Dr Unit 805, Chicago, IL 60601

  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 neighborhood parks, grocery,

  Brad Brondyke Jameson Sotheby's Intl Realty

  211 N Harbor Dr Unit 805, Chicago, IL 60601
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  /17

  $489,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,595 Sq Ft

  456 E Oakwood Blvd Unit 3, Chicago, IL 60653

  Brand New 3 Bed | 2 Bath Condo in Historic Bronzeville - Modern Luxury Meets Timeless Charm Welcome to your dream home in the heart of Chicago's historic Bronzeville neighborhood! This stunning new construction condo features: 3 spacious bedrooms 2 luxurious full bathrooms Open-concept living and dining area with abundant natural light Chef's kitchen with honed quartz countertops,

  Kristen Overlock Kale Realty

  456 E Oakwood Blvd Unit 3, Chicago, IL 60653
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  /25

  $444,900

  • 3 Beds
  • 2 Baths
  • 1,896 Sq Ft

  2028 N 72nd Ct, Elmwood Park, IL 60707

  Impeccably maintained Elmwood Park 3 bedroom 2 bath English brick residence. This two story home features a full second floor addition. The first floor living room, dining room and bedroom have quality refinished hardwood floors. The full bathroom has white ceramic tile with a glass block window. The spacious oak cabinet kitchen has ceramic tile floors, stainless steel refrigerator and range with

  George Ristau Weichert, Realtors - All Pro

  2028 N 72nd Ct, Elmwood Park, IL 60707
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  /18

  $449,000

  • 3 Beds
  • 2 Baths

  5245 N Winthrop Ave Unit 3S, Chicago, IL 60640

  Beautiful Vintage Details, a Fabulous Location, and On-Site Parking Space are Just the Start of Features that will Attract You to this Spacious 3 Bedroom/2 Full Bath Penthouse Unit in a Classic Brick Building. A Large Foyer Accented with a Historic Built-In Peer Mirror Sets the Stage for Other Details of Note, i.e., High Ceilings, Restored Millwork, Refinished Hardwood Floors, Plus Additional

  Chris Katsulis THE NAV AGENCY

  5245 N Winthrop Ave Unit 3S, Chicago, IL 60640
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  /15

  $475,000

  • 7 Beds
  • 3 Baths
  • 2,250 Sq Ft

  1634 W 38th St, Chicago, IL 60609

  Fully remodeled - New Roof, New Dual HVAC, New Electric, New Gas, New Plumbing. Amazing area blocks from McKinley park. This early 1900s brick duplex was recently fully remodeled with a new roof, 4-inch (closed cell) insulation for low energy bills, dual HVAC with multi floor temperature control, tankless water heater systems, electric, plumbing, gas lines, windows, and foundation drainage

  Kirk Bennett ByOwner.com

  1634 W 38th St, Chicago, IL 60609
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  /21

  $485,000

  • 2 Beds
  • 2 Baths
  • 1,450 Sq Ft

  1212 N Wells St Unit 1405, Chicago, IL 60610

  One of the largest two-bedroom floor plans in the building, this impeccably updated residence offers sophisticated urban living in the heart of Old Town with new paint and new carpet in the bedrooms. The kitchen is beautifully appointed with quartz countertops, a sleek backsplash, an under mounted stainless steel sink, and stainless steel appliances, all framed by elegant 42-inch maple cabinetry.

  Rachel Vecchio Dream Town Real Estate

  1212 N Wells St Unit 1405, Chicago, IL 60610
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  /42

  $459,900

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft

  3328 S Damen Ave, Chicago, IL 60608

  Gorgeous brick single family home at McKinley Park. It features 4 bedrooms, 2 baths, full finished basement and 2-car garage. It was remodeled in 2024. The kitchen features new quartz countertops, long gray cabinetry, oven/range, refrigerator and dishwasher. The bathroom was nicely finished with state of the art ceramic tile design. The basement has two entrances/exits and huge open space. It

  Celina Pena Century 21 New Beginnings

  3328 S Damen Ave, Chicago, IL 60608
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  /13

  $455,000

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

  1400 N State Pkwy Unit 9F, Chicago, IL 60610

  Rarely available and highly desirable "F" tier corner unit with mesmerizing north, south and east lake and city views. Extraordinary large windows allow for plenty of light. Enjoy entertaining in this spacious unit or relaxing on your private balcony. Unit features include hardwood floors throughout, white kitchen with ss appliances and granite countertops. Redone baths with newer vanity and

  Victoria Amoroso @properties Christie's International Real Estate

  1400 N State Pkwy Unit 9F, Chicago, IL 60610
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  /10

  $484,888

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft

  700 N Larrabee St Unit 1111, Chicago, IL 60654

  Discover this beautiful 2-bed, 2-bath condo with stunning, south-facing views of the city, river, and sunsets from your private balcony. Located along the River Walk, this home features elegant engineered hardwood floors, stainless steel appliances, kitchen island, and an in-unit washer/dryer. Spacious primary bedroom with bath featuring double bowl sink and separate shower. Ample professionally

  Chirag Thakkar Seed Realty LLC

  700 N Larrabee St Unit 1111, Chicago, IL 60654
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  /12

  $475,000

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  1560 N Sandburg Terrace Unit 2810J, Chicago, IL 60610

  This beautifully renovated 2-bedroom, 1-bath condo offers a rare opportunity to live in the highly sought-after Gold Coast, with breathtaking east-facing views of Lake Michigan and the downtown skyline. Recently gutted and thoughtfully rehabbed, this home features wide-plank natural wood floors, top-of-the-line finishes, and an expansive private balcony perfect for enjoying the incredible views.

  Danielle Dowell Berkshire Hathaway HomeServices Chicago

  1560 N Sandburg Terrace Unit 2810J, Chicago, IL 60610
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  /27

  $459,900

  • 5 Beds
  • 3.5 Baths
  • 3,100 Sq Ft

  7022 W 64th St, Chicago, IL 60638

  Welcome to this beautifully 2-story step ranch located in the desirable Clearing neighborhood! Offering three full levels of living space, this spacious home is perfect for families, or anyone needing room to grow. The main floor features a bright, inviting living room with a gas log fireplace, a full bathroom, a half bath, and a main-level bedroom with hardwood floors that flow seamlessly into

  Mayra Hernandez RE/MAX MI CASA

  7022 W 64th St, Chicago, IL 60638
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  /21

  $465,000

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

  1309 N Wells St Unit 1306, Chicago, IL 60610

  Welcome to your dream home in one of Chicago's most sought-after neighborhoods! This beautifully rehabbed condo is perched on a high floor in an elevator building, offering breathtaking views of the Chicago skyline through dramatic floor-to-ceiling windows. Step inside to a bright, open-concept layout flooded with natural sunlight. The spacious living and dining areas flow seamlessly into the

  Katie Keating Compass

  1309 N Wells St Unit 1306, Chicago, IL 60610
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  /28

  $449,000

  • 2 Beds
  • 2 Baths
  • 1,710 Sq Ft

  1600 N New England Ave Unit 4, Chicago, IL 60707

  Luxurious 2-bedroom, 2-bath penthouse in Galewood offering 1,710 sq ft of modern living space with dramatic 22-ft ceilings, hardwood floors throughout, and a stunning 800 sq ft private rooftop deck with composite decking and a pergola-perfect for entertaining and enjoying sunset views. Both bedrooms feature walk-in closets and access to an 80 sq ft balcony, while the primary suite includes a

  Oleg Baliuk KOMAR

  1600 N New England Ave Unit 4, Chicago, IL 60707
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  /15

  $449,500

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

  1444 N Orleans St Unit 6C, Chicago, IL 60610

  Stylishly updated 2-bedroom, 2-bath condo in a full-service doorman building located in the heart of Old Town. This bright and spacious home features an open-concept freshly painted kitchen that flows seamlessly into the dining and living areas, complete with a cozy gas fireplace, hardwood floors, and large windows showcasing unobstructed views. French doors lead to a serene primary suite with a

  Grigory Pekarsky Vesta Preferred LLC

  1444 N Orleans St Unit 6C, Chicago, IL 60610
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  /45

  $449,900

  • 2 Beds
  • 1 Bath

  1560 N Sandburg Terrace Unit 2403J, Chicago, IL 60610

  Stunning newly gut rehabbed two bedroom unit at James House, with large balcony on a high floor with panoramic views of the city and skyline. Be the first to live in this unit, among the many new features is the in-unit washer & dryer. The entire unit was renovated and finished to the highest standards. The beautiful open kitchen has contemporary gloss white cabinets with black accent hardware

  Eamonn Stafford @properties Christie's International Real Estate

  1560 N Sandburg Terrace Unit 2403J, Chicago, IL 60610
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  /37

  $449,900

  • 2 Beds
  • 2 Baths

  3660 N Lake Shore Dr Unit 4502, Chicago, IL 60613

  Penthouse perfection, 45 stories above it all! This rarely offered 2 bed/ 2 bath residence crowns The New York Private Residences, soaring high with jaw-dropping, unobstructed views of Lake Michigan, Belmont Harbor, and Chicago's skyline in every direction. Two private balconies invite you to greet the sunrise over the water and toast the sunset behind the city lights. Inside, a smart split

  Darrell Scott Compass

  3660 N Lake Shore Dr Unit 4502, Chicago, IL 60613
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  /22

  $459,900

  • 4 Beds
  • 2 Baths
  • 1,332 Sq Ft

  4843 W Schubert Ave, Chicago, IL 60639

  Stunning Brick Bungalow in Belmont Cragin | Fully Renovated with High-End Finishes. Step into this beautifully rehabbed brick bungalow in the heart of the sought-after Belmont Cragin neighborhood. This home is a true gem, offering a perfect blend of classic Chicago charm and modern luxury. The main level features gleaming hardwood floors, recessed lighting, and a spacious living area filled

  Jesus Vazquez RE/MAX City

  4843 W Schubert Ave, Chicago, IL 60639
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  /29

  $449,900

  • 3 Beds
  • 2.5 Baths
  • 2,450 Sq Ft

  835 N Keystone Ave, Chicago, IL 60651

  Welcome to West Humboldt Park! This fully gut-rehabbed single-family home is move-in ready and offers unmatched value-similar homes without finished basements are selling for over $500,000! Boasting a modern and functional open-concept floor plan, the main level features a spacious living room, a dedicated dining area, and a stunning kitchen with a massive center island-ideal for additional

  Adam Rodriguez Re/Max Premier

  835 N Keystone Ave, Chicago, IL 60651
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  /28

  $450,000

  • 1 Bed
  • 1 Bath
  • 1,100 Sq Ft

  545 N Dearborn St Unit W3207, Chicago, IL 60654

  Welcome to the Chicago Lifestyle, a River North story. Soaring above the vibrant heartbeat of the city, this penthouse-level 1-bedroom, 1-bathroom condo offers a uniquely elevated lifestyle both inside and out. The moment you enter, you're drawn toward one of the most rare and coveted features in the entire building - a private, oversized sky terrace, wrapping around your home and showcasing

  Samuel Ciochon @properties Christie's International Real Estate

  545 N Dearborn St Unit W3207, Chicago, IL 60654
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  /21

  $450,000

  • 2 Beds
  • 2 Baths

  1250 S Michigan Ave Unit 2203, Chicago, IL 60605

  Special seller financing available at 6% with as little as 15% down and no PMI. Please inquire to learn more! Experience Elevated Urban Living with Breathtaking Views in the Heart of the South Loop at Michigan Avenue Tower in a rarely available floor plan! Impeccably maintained 2 bed + den / 2 bath home offering sweeping panoramic views of the Chicago skyline, Grant Park, and Lake Michigan from

  Bari Levine @properties Christie's International Real Estate

  1250 S Michigan Ave Unit 2203, Chicago, IL 60605
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  /25

  $449,000 Open Tue 5PM - 7PM

  • 3 Beds
  • 3 Baths
  • 1,872 Sq Ft

  4036 N Bernard St, Chicago, IL 60618

  Come view this massive property with 3 levels of living space located in the highly sought after Irving Park neighborhood. This home features 2 beds on the main level along with a dining room/ living room/ kitchen / full bath and mud room. The second floor features a full bath/ 2 bedrooms filled with natural light from the skylights. The lower level has 2 additional bedrooms / full bath and

  Laura Rodriguez Realty of America, LLC

  4036 N Bernard St, Chicago, IL 60618

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