Chicago, IL Homes for Sale under $500,000

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  /34

  $485,000

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

  1529 S State St Unit 6, Chicago, IL 60605

  Enjoy the best of both worlds with this spacious townhome-style residence offering all the amenities and security of a high-rise building. With 3 bedrooms, 2.5 baths, and two private outdoor spaces, this home lives like a single-family, yet benefits from full-service building perks. Enter through the beautifully landscaped fourth-floor courtyard into a welcoming freshly tiled foyer with seating

  Robert Yoshimura Compass

  1529 S State St Unit 6, Chicago, IL 60605
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  /36

  $425,000

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

  645 N Kingsbury St Unit 2109, Chicago, IL 60654

  Incredible opportunity to own a sophisticated corner residence in one of River North's most desirable tiers at 645 N Kingsbury. Floor-to-ceiling windows flood the home with natural light and showcase dramatic skyline views. The open layout features hardwood floors throughout, a chef's kitchen with stainless steel appliances and granite countertops, and a private balcony off the living room,

  Alexandre Stoykov Compass

  645 N Kingsbury St Unit 2109, Chicago, IL 60654
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  /38

  $449,000

  • 2 Beds
  • 2 Baths
  • 1,499 Sq Ft

  3180 N Lake Shore Dr Unit 13C, Chicago, IL 60657

  Experience lakefront living at its finest in this stunning east-facing two-bedroom residence at 3180 N Lake Shore Drive. Wake up to breathtaking sunrise views over Lake Michigan and Belmont Harbor through expansive picture windows that fill the home with natural light. Step off the elevator into a semi-private foyer shared with only one other unit, ensuring exceptional privacy. Inside, a grand

  Kathryn Schrage Redfin Corporation

  3180 N Lake Shore Dr Unit 13C, Chicago, IL 60657
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  /50

  $445,000

  • 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 and a large private balcony perfect for grilling and outdoor seating. Immaculately maintained and move-in ready, the unit has been thoughtfully updated with all appliances replaced in the last 4 years. The expansive primary suite (12' x 18') boasts a huge closet,

  Alexandre Stoykov Compass

  1250 N Dearborn St Unit 5B, Chicago, IL 60610
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  /46

  $439,000

  • 4 Beds
  • 2 Baths
  • 987 Sq Ft

  6011 N Monitor Ave, Chicago, IL 60646

  Solid Brick Ranch in South Edgebrook! This 4 bedroom, 2 bath home features hardwood floors throughout, an updated kitchen with oak cabinets, granite counters, and a sunny bay window. The primary bedroom opens to a large deck, perfect for outdoor living. A full basement- just finished in 2025 and never used-offers excellent potential for expanded living space or added value. With solid

  Nichole Dinino Redfin Corporation

  6011 N Monitor Ave, Chicago, IL 60646
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  /34

  $427,500

  • 1 Bed
  • 1.5 Baths
  • 975 Sq Ft

  60 E Monroe St Unit 2606, Chicago, IL 60603

  Live the best downtown Chicago lifestyle in the iconic Legacy at Millennium Park. This bright and beautiful West facing 1 bedroom plus den/ 1.5 bath condo is now available at The Legacy. This is a move-in ready unit has floor to ceiling windows in every room to enjoy stunning city skyline views and Chicago sunsets. This unit features an amazing layout with private balcony for that much needed

  Chuck Gullett Best Chicago Properties, LLC

  60 E Monroe St Unit 2606, Chicago, IL 60603
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  /15

  $430,000 Pre-Foreclosure

  • 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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  /26

  $500,000

  • 5 Beds
  • 3 Baths

  2649 W 21st Place, Chicago, IL 60608

  Take advantage of a rare opportunity to assume a 3.125% FHA mortgage on this well-maintained and updated brick 2-flat in the heart of vibrant Pilsen. The first-floor unit offers 2 bedrooms and 1 full bath, while the spacious second unit is a duplex-up featuring 3 bedrooms and 2 full bathrooms across two levels-ideal for maximizing space and flexibility. Both units are move-in ready with modern

  Michael Scanlon eXp Realty

  2649 W 21st Place, Chicago, IL 60608
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  /26

  $450,000

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

  1232 N Milwaukee Ave Unit 2, Chicago, IL 60622

  Experience spectacular, light-filled living in this extra-wide home perfectly situated in the heart of Wicker Park. High-end finishes elevate every space, beginning with the gourmet cook's kitchen featuring stainless steel appliances and an induction cooktop. The seamless connection to the expansive living and dining area is perfect for entertaining. A cozy fireplace anchors the room, while the

  Mark Dollard Jameson Sotheby's Intl Realty

  1232 N Milwaukee Ave Unit 2, Chicago, IL 60622
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  /26

  $465,000

  • 2 Beds
  • 2 Baths

  807 W Bradley Place Unit 2, Chicago, IL 60613

  Enjoy modern comfort in this inviting 2 bed, 2 bath Lakeview condo set near Wrigley Field, shopping, restaurants, and vibrant neighborhood spots. The open floor plan creates a bright, seamless setting for entertaining, while the spacious kitchen flows naturally to a larger semi-private deck. Interior upgrades include an Ecobee smart thermostat, custom blackout blinds in the primary bedroom, and a

  Jarrod Enright Redfin Corporation

  807 W Bradley Place Unit 2, Chicago, IL 60613
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  /23

  $425,000

  • 2 Beds
  • 2 Baths

  1735 N Paulina St Unit 322, Chicago, IL 60622

  Check out this sunny end unit, with high ceilings and exposed brick in Bucktown's highly sought over PAC Lofts. Unobstructed east windows allowing sunlight to flow into living room and kitchen. The condo features an open kitchen with stainless steel appliances, granite counters and a large moveable island. Spacious primary bedroom with a walk in closet, en-suite bathroom with double sink and

  Joseph Hosch @properties Christie's International Real Estate

  1735 N Paulina St Unit 322, Chicago, IL 60622
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  /32

  $485,000

  • 4 Beds
  • 2.5 Baths
  • 2,149 Sq Ft

  5724 W Leland Ave, Chicago, IL 60630

  Fully updated home in a fabulous neighborhood of Portage Park with a lot & a half, and an oversized 2.5 car garage. You will love the first floor bedroom and adjacent full bath for first floor living convenience. The kitchen has been updated (2016) with stunning Cherry cabinets and granite countertops. Black Stainless appliances round out this kitchen with a large eating area. There is a second

  Kathleen Colliander eXp Realty - Geneva

  5724 W Leland Ave, Chicago, IL 60630
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  /21

  $475,000

  • 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. This stunning penthouse with deeded garage parking included in the price boasts breathtaking floor-to-ceiling windows, flooding the space with natural light and spectacular views. The beautifully updated kitchen features sleek, modern Italian-style white cabinetry, elegant Quartz countertops, and an expansive waterfall island with

  Zoe Carne @properties Christie's International Real Estate

  212 E Cullerton St Unit PH06, Chicago, IL 60616
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  /31

  $485,000

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

  1122 N Clark St Unit 1808, Chicago, IL 60610

  Gold Coast Living @ It's Finest. Spacious Corner Unit Featuring 2 Bed 2 Bath With Tons of Natural Sun Light. Located In The Elm at Clark, A Premier Walk Friendly/Full Amenity Building. This Stylish 18th Floor Sun Drenched Corner Unit Features What Buyers Are Looking For: Multiple Exposures (South & East), HRDWD Floors, SS Appliances, Private Covered Balcony, Great Closet Space, Generous Size

  Steven Johnson Jameson Sotheby's Intl Realty

  1122 N Clark St Unit 1808, Chicago, IL 60610
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  /28

  $464,900

  • 4 Beds
  • 3 Baths
  • 1,831 Sq Ft

  10646 S Saint Louis Ave, Chicago, IL 60655

  Discover your ideal residence in the coveted Mount Greenwood neighborhood! This expansive Cape Cod features four generously sized bedrooms and three full bathrooms, offering plenty of space for both relaxation and entertainment! As you enter, you'll be greeted by beautiful hardwood flooring that extends throughout the main living spaces, accentuating the home's roomy layout. The kitchen is

  Meghan Healy Healy Real Estate

  10646 S Saint Louis Ave, Chicago, IL 60655
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  /18

  $449,000

  • 7 Beds
  • 3 Baths
  • 1,272 Sq Ft

  4806 S Karlov Ave, Chicago, IL 60632

  Spacious brick bungalow in front of elementary school. Three levels of living space featuring 7 bedrooms and 3 baths. Several updates were done in 2022 including new kitchen cabinets and island, and a new bathroom, new flooring in the basement, new front walkway, some electricity updates, and a new AC. The windows are sound proof.

  Roberto Loza Kale Realty

  4806 S Karlov Ave, Chicago, IL 60632
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  /22

  $475,000

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

  1801 W Addison St Unit 1E, Chicago, IL 60613

  Bright, spacious, and quiet - this 2-bed, 2-bath condo features an open floor plan, hardwood floors throughout, a cozy fireplace in the living room with a work-from-home nook, a kitchen with granite countertops, full-height cabinets with plenty of storage space, and stainless steel appliances. Both bedrooms are oversized, with the master bedroom offering a huge walk-in closet and an en-suite bath

  Ben Lalez Compass

  1801 W Addison St Unit 1E, Chicago, IL 60613
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  /42

  $449,900

  • 2 Beds
  • 2 Baths
  • 1,256 Sq Ft

  900 N Kingsbury St Unit 1025, Chicago, IL 60610

  This true turnkey home boasts 12' ceilings and extensive updates throughout, including refinished solid oak flooring and a refreshed kitchen with stainless steel appliances, new quartz counters, and an extended peninsula. The spacious primary suite features luxurious cork flooring and a walk-through, professionally organized closet leading to a stunning ensuite with a soaking tub and separate

  Jeremy Butterfield Compass

  900 N Kingsbury St Unit 1025, Chicago, IL 60610
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  /27

  $455,000

  • 4 Beds
  • 2 Baths
  • 2,531 Sq Ft

  5700 N Orange Ave, Chicago, IL 60631

  Welcome to 4-BR raised brick ranch on an oversized lot in Norwood Park. There are 3 bedrooms and 1 full bathroom on the first floor with a family room addition and eat-in kitchen. Full finished basement with a full bedroom and full bathroom, recreation room, and laundry room area. New windows and exterior doors coming from the O'Hare Sound & Insulation Program. Sump pump & back-up battery,

  Nicole Hajdu Baird & Warner

  5700 N Orange Ave, Chicago, IL 60631
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  /22

  $450,000

  • 6 Beds
  • 3 Baths

  1703 N Monticello Ave, Chicago, IL 60647

  This generously sized home offers versatile living across multiple levels. The main floor features a sunlit living room, formal dining room, a well-appointed kitchen, one bedroom, and a full bathroom. Upstairs, you'll find three additional bedrooms and another full bathroom. An additional third-floor space provides extra room for storage or potential expansion. The finished basement includes a

  Joel Halperin Compass

  1703 N Monticello Ave, Chicago, IL 60647
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  /33

  $449,000

  • 4 Beds
  • 3 Baths
  • 1,366 Sq Ft

  5335 W Barry Ave, Chicago, IL 60641

  Gorgeous home in the heart of Belmont Cragin. Spacious home with 3 finished levels. Main level offers 2 bedrooms, living room, formal dining room, kitchen and full bath. 2nd floor features a family room, two bedrooms, kitchenette and a full bath. Basement consists of a rec-room, guest bedroom, full bath and a summer kitchen. Home has updated baths, gleaming hardwood floors on the main level, and

  Robert Reyes Realty of America, LLC

  5335 W Barry Ave, Chicago, IL 60641
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  /46

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,852 Sq Ft

  5242 W Ferdinand St, Chicago, IL 60644

  Move-in ready 3BD/2BA home in the Austin neighborhood! Built in 2007, this well-maintained property features hardwood floors throughout, fresh paint, granite countertops, and a bright kitchen with plenty of natural light. The spacious second-floor layout includes convenient laundry right by the bedrooms. Full finished basement offers endless possibilities, complete with a utility sink and

  J. Alday Realty of America, LLC

  5242 W Ferdinand St, Chicago, IL 60644
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  /21

  $450,000

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

  33 W Ontario St Unit 37ES, Chicago, IL 60654

  Welcome to your urban oasis in the heart of River North! This bright and airy 2 bed, 2 bath southwest facing corner condo delivers everything downtown living should be-space, style, and sweeping skyline views. Massive windows flood the home with natural light while showcasing unobstructed city views. Step inside to a generous living and dining area with hardwood floors throughout-perfect for

  Mark Zipperer RE/MAX Premier

  33 W Ontario St Unit 37ES, Chicago, IL 60654
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  /51

  $450,000

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

  8114 S Paxton Ave, Chicago, IL 60617

  Ask About the 3.99 Interest Rate for Qualified Buyers - A Masterfully Reimagined South Shore Home Welcome to 8114 S Paxton Ave - a beautifully rebuilt five-bedroom, four-bath home in the heart of South Shore where timeless character meets modern sophistication. Reconstructed from the ground up, this residence offers the rare combination of classic brick architecture, high-end finishes, and the

  Richard Lomax Fulton Grace Realty

  8114 S Paxton Ave, Chicago, IL 60617
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  /28

  $449,000

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

  3150 N Sheridan Rd Unit 25CD, Chicago, IL 60657

  Discover 2,400 square feet of comfortable lakefront living in this rare 4 bedroom, 3 bath condo just off Lake Shore Drive and Belmont. This expansive home offers a large open-concept living, dining, and kitchen floor plan with hardwood floors and fantastic natural light from east and west exposures. Enjoy sunrise and sunset views from two private balconies-one facing Lake Michigan and the

  Anne Rossley Baird & Warner

  3150 N Sheridan Rd Unit 25CD, Chicago, IL 60657
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  /28

  $450,000

  • 3 Beds
  • 2.5 Baths

  718 W 17th St Unit 1E, Chicago, IL 60616

  Don't miss out on this opportunity to own a new, contemporary 3 bedroom, 2.1 bath duplex condominium in the vibrant East Pilsen neighborhood! Step into this stylish and modern home that offers a spacious layout and high-end finishes, all in an unbeatable location. The wide chef's kitchen features sleek modern cabinetry, quartz countertops, and stainless steel appliances, making it perfect for

  Julie Chesne Compass

  718 W 17th St Unit 1E, Chicago, IL 60616
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  /26

  $450,000

  • 4 Beds
  • 2 Baths
  • 2,602 Sq Ft

  5935 W Henderson St, Chicago, IL 60634

  Nestled at the intersection of Chicago's vibrant Portage Park and Belmont-Cragin neighborhoods, this elegant single-family home offers a perfect blend of comfort and sophistication. Featuring three spacious bedrooms and two beautifully updated bathrooms on the main level, this residence is designed for both relaxation and entertainment. The lower level boasts an additional bedroom, ideal for

  Peter Diaz @properties Christie's International Real Estate

  5935 W Henderson St, Chicago, IL 60634
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  /16

  $445,888

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

  221 E Cullerton St Unit 317, Chicago, IL 60616

  EXCELLENT LOFT LIVING IN THE SOUTH LOOP: 2-BEDROOMS, 2-BATHS PLUS DEN/OFFICE!! THIS SPACIOUS LOFT IS ONLY MINUTES TO THE LOOP, CHINATOWN, SOLDIER FIELD, LAKE MICHIGAN AND THE UNIVERSITY OF CHICAGO. IT FEATURES A MASTER BR WITH EN SUITE BATHROOM. SOME OF MANY AMENITIES ARE HARDWOOD FLRS. THRU-OUT, KITCHEN HAS GRANITE CTRS PLUS STAINLESS STEEL APPLIANCES. GREAT ROOM STYLE LIVING SPACE. 4X10

  Michael Ibarra RE/MAX Enterprises

  221 E Cullerton St Unit 317, Chicago, IL 60616
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  /22

  $450,000

  • 2 Beds
  • 2 Baths

  650 W Wayman St Unit 508, Chicago, IL 60661

  Turnkey! The entire unit was professionally renovated in 2024. The kitchen features brand new tall cabinets, a quartz countertop, and state of the art LG smart appliances. Both bathrooms were completely redone and now showcase marble and quartz countertops. The home is bright and well lit, with all five windows fitted with electronic blinds. A custom California Closet transforms the enclosed

  Tom Campone Keller Williams ONEChicago

  650 W Wayman St Unit 508, Chicago, IL 60661
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  /31

  $450,000

  • 1 Bed
  • 1 Bath
  • 760 Sq Ft

  234 W Polk St Unit 3107, Chicago, IL 60607

  Experience sophisticated urban living like never before at The Reed, a brand-new luxury riverfront development in Chicago's Southbank neighborhood. Designed for exceptional lifestyles - this sustainable development by Lendlease, designed by Perkins + Will, offers first class amenities, sleek industrial-led design, direct Riverwalk and park access and stunning views. Thoughtfully curated, premier

  Brad Brondyke Jameson Sotheby's Intl Realty

  234 W Polk St Unit 3107, Chicago, IL 60607
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  /16

  $449,900

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

  7004 W School St, Chicago, IL 60634

  Beautifully updated Schorsch brick raised ranch featuring fresh paint throughout and new carpet (2024), an updated kitchen (2023) with all-new appliances, new furnace and central heat/AC (2024), water boiler (2021), and windows with lifetime warranty (2006). This move-in ready home offers 3 full baths and 2 bedrooms plus finished basement with a bedroom and walk-in closet (5.5' x 10'), brand-new

  Svitlana Atamanchuk KOMAR

  7004 W School St, Chicago, IL 60634
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  /34

  $449,900

  • 2 Beds
  • 2 Baths
  • 1,900 Sq Ft

  Unlisted Address

  Welcome to luxury living in one of Chicago's most desirable boutique buildings! This spacious 4th-floor residence offers nearly 1,900 sq ft of open-concept living space, designed for both comfort and sophistication. Originally a 3-bedroom layout, the third bedroom was opened up to create a bright, expansive living area -perfect for entertaining or relaxing in style. The large eat-in kitchen is a

  Mark Rantis Y Realty

  Unlisted Address
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  /32

  $450,000

  • 4 Beds
  • 1.5 Baths
  • 2,405 Sq Ft

  2663 W Maypole Ave, Chicago, IL 60612

  Welcome to 2663 Maypole Ave in East Garfield Park! Here's your opportunity to own a beautiful, well-maintained 2-story single-family home at a great price-just minutes from downtown Chicago! Featuring 4 bedrooms, 1.5 baths, and a 1.5-car garage, this home combines character, updates, and convenience. Step inside to 10-foot ceilings, new vinyl plank flooring, and a cozy gas fireplace in the living

  Maria Ivette Hollendoner Keller Williams Preferred Realty

  2663 W Maypole Ave, Chicago, IL 60612
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  /33

  $449,999

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

  2601 W 98th Place, Evergreen Park, IL 60805

  Step into this beautifully remodeled 5-bedroom, 2.5-bathroom home that perfectly blends modern elegance with everyday comfort. Featuring an open-concept floor plan, this home is designed for both stylish entertaining and functional living. Enjoy rich hardwood flooring throughout the main level, complemented by tall baseboards and energy-efficient LED lighting that highlight every design detail.

  Joanna Komenda Boutique Home Realty

  2601 W 98th Place, Evergreen Park, IL 60805
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  /4

  $499,000

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

  7081 N Mason Ave, Chicago, IL 60646

  Unlock the potential of this solid brick ranch located in one of the area's hottest and fastest-moving neighborhoods. Featuring three bedrooms, two full baths, and a practical single-level layout, this home offers a fantastic opportunity for buyers looking to update and customize to their own taste. The property has great bones and a desirable floor plan-perfect for investors, rehabbers, or

  Linda Kramer Baird & Warner

  7081 N Mason Ave, Chicago, IL 60646
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  /19

  $429,000

  • 6 Beds
  • 5 Baths
  • 2,700 Sq Ft

  6748 S Indiana Ave, Chicago, IL 60637

  $15,000 Grant comes with the home for new home buyer!!! Modern Luxury Meets Spacious Design in This Fully Renovated 6-Bedroom Home Welcome to 6748 S Indiana, a stunning brick home reimagined with a full top-to-bottom renovation and a brand-new second-floor addition that expands the layout to an impressive 6 bedrooms and 4 bathrooms. With 2,700 sq ft above grade and an additional 3,500 sq ft

  Candice Payne 5th Group Corp

  6748 S Indiana Ave, Chicago, IL 60637
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  /3

  $429,900

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

  5658 S Austin Ave, Chicago, IL 60638

  Welcome to this brick single family on a corner lot! from the moment you step inside this elegant upgraded home you will be amazed by the beauty of the kitchen with ceramic tiles , spacious basement offering a full bath and two bedrooms, laundry room, 2 car garage , new fence and more! Convenient location, In Sought-out Garfield Ridge, close to all accommodations including schools, parks, shops,

  Aracelis dela Cruz REMAX Legends

  5658 S Austin Ave, Chicago, IL 60638
• 

  

  /21

  $415,000

  • 4 Beds
  • 3 Baths
  • 2,900 Sq Ft

  9233 S Essex Ave, Chicago, IL 60617

  Welcome to this exquisite, oversized two-story Chicago bungalow, set on a double-wide lot with a private driveway leading to a two-car detached brick garage. This stunning single-family home combines designer-level finishes with classic charm. It offers four spacious bedrooms and three full baths, with one conveniently located on each floor for added comfort. The chef-inspired kitchen is a true

  LeRoy Willis LeRoy L. Willis

  9233 S Essex Ave, Chicago, IL 60617
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  /10

  $411,999

  • 10 Beds
  • 6 Baths

  4123 W Washington Blvd, Chicago, IL 60624

  Oversized updated Chicago 3-Flat. First and second floors feature 3BR/1.5BA with enclosed porch. Third floor offers 4BR/1.5BA. Many recent updates throughout. Walking distance to Pulaski Green Line, Garfield Park, and Madison St. shops. Cash or conventional only.

  Robert Los Century 21 Langos & Christian

  4123 W Washington Blvd, Chicago, IL 60624
• 

  

  /30

  $469,900

  • 7 Beds
  • 3 Baths

  3824 W Fulton St, Chicago, IL 60624

  This beautifully rehabbed Graystone multi-unit has been fully renovated with architectural plans and approved city permits. The property offers three spacious levels designed for both modern living and strong rental potential. The basement and first floor combine into a duplex featuring four bedrooms and two full bathrooms, with two bedrooms and one bath in the basement and an additional two

  Jose Leon RE/MAX Partners

  3824 W Fulton St, Chicago, IL 60624

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