Chicago, IL Homes for Sale under $400,000

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  /31

  $345,000

  • 5 Beds
  • 2.5 Baths
  • 1,596 Sq Ft

  4747 W Monroe St, Chicago, IL 60644

  Welcome to 4747 W Monroe St - Your Next Investment Opportunity! This spacious 5-bedroom, 3-bathroom home, is ready for your personal touch. Recently repainted and featuring beautiful hardwood floors throughout, it offers a fully finished basement, updated bathrooms, and sun-filled rooms perfect for living and entertaining. Enjoy the large backyard, two-car garage, and plenty of closet space in

  Melida Orbe Kale Realty

  4747 W Monroe St, Chicago, IL 60644
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  /37

  $337,500

  • 1 Bed
  • 1 Bath
  • 857 Sq Ft

  330 N Jefferson St Unit 603, Chicago, IL 60661

  Excellent location for this 1 bedroom condo near everything. Close to Restaurants/Nightlife on Randolph Row, Fulton Market, River District and West Loop, + near Restaurants, Parks, Jewel, Marianos, Whole Foods, East Bank Club, River Walk, Metra, EL (Pink/Green/Blue Lines) & Expressways! A mere 6 blocks from from newly proposed Casino (if it ever gets built), close enough to walk, but far enough

  Andy Gerakaris Ziggy Realty and Builders

  330 N Jefferson St Unit 603, Chicago, IL 60661
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  /24

  $399,900 Open Sun 1:30PM - 3PM

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

  1414 W Sherwin Ave Unit C, Chicago, IL 60626

  Beautiful 3-bedroom, 1.2-bath home in the heart of Rogers Park. Located just a one block from Lake Michigan, the unit has been thoughtfully updated with newer kitchen and baths, brand-new furnace, AC, water heater, ensuring comfort and efficiency for years to come. The unit has refinished hardwood floors throughout. Comes with one dedicated parking space included in the price, you'll have the

  David Williamson Choice Realty Group Inc.

  1414 W Sherwin Ave Unit C, Chicago, IL 60626
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  /58

  $310,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 3 Baths
  • 2,597 Sq Ft

  8100 S Houston Ave, Chicago, IL 60617

  Welcome to the up & Coming South Shore Community!! This Beautiful recent full gut out and fully insulated renovated Brick Bungalow has plenty of space for a LARGE Family to reside. Features 5 Bedrooms with plenty of closet space and storage design lay out with 3 full Bathrooms on each floor! Home is just waiting to meet it's new Owner or Investor - PRICED FOR IMMEDIATE SELL. All new Electrical

  Ciso Contreras Realty of America, LLC

  8100 S Houston Ave, Chicago, IL 60617
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  /2

  $315,000

  • 4 Beds
  • 2 Baths
  • 1,764 Sq Ft

  4513 N Lowell Ave, Chicago, IL 60630

  Total renovation opportunity with this oversized vintage Brick Bungalow in prime Mayfair location. This property will require a full and complete rehab of the entire property. The home is being sold in "as is" condition and it's contemplated that all items currently in the home and garage will remain at closing. No representations are made about the structural integrity or condition of the

  George Ristau Weichert, Realtors - All Pro

  4513 N Lowell Ave, Chicago, IL 60630
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  /26

  $314,900

  • 2 Beds
  • 2 Baths
  • 1,510 Sq Ft

  6033 N Sheridan Rd Unit 5G, Chicago, IL 60660

  Come inside and you get a great feeling in this two-bedroom two-bathroom at the Malibu East. Yes, the unit needs a refresh, but this canvas is beautiful. A welcoming foyer with two closets sets the tone for the smart layout and generous space. The kitchen has stone floors, stone countertops and stainless appliances and opens to a dining area and large living room. Both bathrooms already boast

  Vicki Vranas Berkshire Hathaway HomeServices Chicago

  6033 N Sheridan Rd Unit 5G, Chicago, IL 60660
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  /18

  $345,000

  • 5 Beds
  • 3 Baths

  7208 S Calumet Ave, Chicago, IL 60619

  Located on Chicago's vibrant South Side, just minutes from Hyde Park, this solid brick duplex offers timeless charm, practical versatility, and a genuine sense of community. Both residential units are currently vacant, creating an excellent opportunity for an owner-occupant or investor seeking immediate potential. Each unit features beautiful hardwood floors, separate living and dining rooms, and

  Alina Alexa McCurdy Engel & Voelkers Chicago

  7208 S Calumet Ave, Chicago, IL 60619
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  /57

  $349,900

  • 5 Beds
  • 4 Baths

  5758 S Honore St, Chicago, IL 60636

  Own and Earn!!! 4 flat Brick Building on Corner Lot!!! Well maintained by long term owners. Architected with front entrance and side entrance 2 units on front and 2 units on side. Total of 5 Bedrooms and 4 Baths. Full basement canvas for additional idea. Separate utilities. All units rented immediate income. Seller motivated. SCHEDULE YOUR PRIVATE SHOWING TODAY!!! Will show one unit initially and

  Pastor-Eric White Pearson Realty Group

  5758 S Honore St, Chicago, IL 60636
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  /28

  $309,900

  • 2 Beds
  • 2 Baths

  5232 W 51st St, Chicago, IL 60638

  Spacious home offering a great layout with plenty of potential. Feature multiple bedrooms, ample living space, and a convenient location near schools, parks, and public transportation. A wonderful opportunity for buyers looking to make it their own!

  JC Gonzalez Cloud Gate Realty LLC

  5232 W 51st St, Chicago, IL 60638
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  /38

  $325,000

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

  7955 S Harvard Ave, Chicago, IL 60620

  Updated 5BR/2.5BA Home with Full Permits. Home has been fully renovated from top to bottom with all permits pulled with the city. New Plumbing, NEW HVAC system, new gas line, new electric panel and all electricity new, new roof, new windows (including basement), new siding, new doors, new drywall too! fresh tuck pointing and power washing. Inside you will love the hardwood floors, brand new

  Elizabeth Lopez PAK Home Realty

  7955 S Harvard Ave, Chicago, IL 60620
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  /29

  $369,900 Open Sat 10AM - 12PM

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  2213 S Oakley Ave, Chicago, IL 60608

  Pilsen brick single family home in excellent location. Property features 1st floor Bedroom, kitchen, living room, dining room and full bath duplexed to finished attic for an additional bedroom. Remodeled lower level with updated kitchen and bath, 2 bedrooms, large living area, canned lighting and full walk in laundry room. Back yard features new cement work, patio, fully secured and large gated

  ANTHONY PURCELL Coldwell Banker Realty

  2213 S Oakley Ave, Chicago, IL 60608
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  /23

  $310,000

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

  4014 S Drexel Blvd Unit 4R, Chicago, IL 60653

  Spacious 3 Bed / 2 Bath Condo in Historic Bronzeville-Oakland | 1,800 Sq. Ft. | Parking Included. Experience classic Chicago architecture and modern comfort in this expansive 1,800 sq. ft. condo ideally located in the historic Oakland neighborhood, bordering vibrant Bronzeville-a community celebrated for its cultural legacy and ongoing revitalization. This bright, well-designed 3-bedroom, 2-bath

  John Hockberger @properties Christie's International Real Estate

  4014 S Drexel Blvd Unit 4R, Chicago, IL 60653
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  /43

  $389,900

  • 5 Beds
  • 3 Baths
  • 3,200 Sq Ft

  518 E 90th St, Chicago, IL 60619

  AMAZING OPPORTUNITY TO OWN A COMPLETELY REMODELED 5 BEDROOM 3 BATHROOM BRICK BUNGALOW ACROSS FROM TULEY PARK! THIS REMODEL INCLUDES ALL NEW PLUMBING, ELECTRIC, HVAC, ROOF, WINDOWS, HARDWOOD FLOORS, AND MUCH MORE!! THIS PROFESSIONALLY REHABBED PROPERTY WAS COMPLETED USING FULL PLANS AND CITY OF CHICAGO PERMITS! NEW AC AND APPLIANCES AT CLOSING.

  Nick Pipala McSully Properties LLC

  518 E 90th St, Chicago, IL 60619
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  /32

  $369,000

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

  2665 W Warren Blvd Unit 3, Chicago, IL 60612

  Penthouse Perfection in the Heart of Chicago! Experience sophisticated city living in this exceptionally designed 3-bedroom, 2-bath top-floor unit featuring vaulted ceilings, skylights, and hardwood floors throughout. The modern kitchen boasts brand-new glass-finish appliances, sleek granite countertops, and an open floor plan that flows seamlessly into the bright living area with a Juliet

  Konstantin Shelegeda Inter Properties Inc

  2665 W Warren Blvd Unit 3, Chicago, IL 60612
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  /28

  $359,900

  • 2 Beds
  • 2 Baths
  • 1,519 Sq Ft

  1727 S Indiana Ave Unit 320, Chicago, IL 60616

  Live Big in the Historic Prairie District - Converted Kodak Factory Loft! If you love character, space, and a location that puts Chicago's best playground right outside your door - welcome home. This 1519 sq ft timber loft in the iconic former Kodak building delivers the kind of scale and charm you just can't recreate today. We're talking 12-foot ceilings, massive rooms, exposed brick, gleaming

  Beau Shirley Coldwell Banker Realty

  1727 S Indiana Ave Unit 320, Chicago, IL 60616
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  /27

  $330,000

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  345 N La Salle Dr Unit 1902, Chicago, IL 60654

  Excellent Investment Opportunity! Currently rented until 7.31.26 ~ monthly rent will cover mortgage/assessments/taxes. Gorgeous updated condo with stainless-steel appliances, in-unit washer/dryer, and luxury vinyl flooring. Enjoy the generous living/dining space, bedroom can easily fit a king-sized bed. Not to mention, foor-to-ceiling windows enable stunning, unobstructed views of the city in the

  Leslie McGinty Corcoran Urban Real Estate

  345 N La Salle Dr Unit 1902, Chicago, IL 60654
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  /38

  $370,000

  • 2 Beds
  • 1.5 Baths
  • 955 Sq Ft

  3120 N Natoma Ave, Chicago, IL 60634

  Come see this Great Chicago Bungalow with a huge plus that includes an additional 25' X 127' lot for a play area, parking, gardens, use your imagination. As you come in from the grand porch, you see the hardwood floors, and think about how you will be at home with 2 bedrooms, the family room with wood burning fireplace, the light and sunny bay windows in the Living Room and Dining Room, and the 9

  Russell Monie Baird & Warner

  3120 N Natoma Ave, Chicago, IL 60634
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  /27

  $319,900

  • 6 Beds
  • 2 Baths
  • 1,315 Sq Ft

  3604 W 65th Place, Chicago, IL 60629

  Charming corner-lot home in great West Lawn! This 3-bedroom, 2-bath residence offers hardwood floors throughout the bright living room and bedrooms. Enjoy central A/C for year-round comfort and a large, 2 car garage perfect for vehicles, storage, or a workshop. Great location close to schools, shopping, and transportation. Don't miss the opportunity to make this well-maintained property your new

  Liliana Gonzalez RE/MAX Mi Casa

  3604 W 65th Place, Chicago, IL 60629
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  /30

  $400,000

  • 4 Beds
  • 5 Baths

  7255 S Washtenaw Ave, Chicago, IL 60629

  Buyers/investors may appreciate this find as similar rentals in the area may rent as much as $900 - $1100/mo. This property on nice, quiet block currently has four (4) 1BR units but each large enough for conversion offering investor even more income possibilities. All boast HWFs, spacious living rooms, large bedrooms, separate/formal dining rooms, pantries, broom closets, ceiling fans and plenty

  Carl Lowe Carl Lowe

  7255 S Washtenaw Ave, Chicago, IL 60629
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  /3

  $355,000

  • Land

  418 S Central Park Ave, Chicago, IL 60624

  Property offering includes (2) parcels. Can build two (2) 8-unit residential buildings. Existing plans available. Possible grant and TIF opportunities.

  John Parrish Spartan Real Estate & Dev.

  418 S Central Park Ave, Chicago, IL 60624
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  /36

  $399,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,800 Sq Ft

  7237 S Exchange Ave, Chicago, IL 60649

  7237 S Exchange Ave | 3 Bed 2.1 Bath | 2-Car Attached Garage | Rooftop Access | 3.99 Interest Rate Available Yes, you read that right. The rates many buyers thought were gone have made a return - and this modern three-bedroom, two-and-a-half-bath home in a secured gated community proves you can still have space, style, and flexibility all in one place. Step inside and experience a layout designed

  Jennifer Bell Fulton Grace Realty

  7237 S Exchange Ave, Chicago, IL 60649
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  /33

  $399,000

  • 3 Beds
  • 1.5 Baths
  • 1,569 Sq Ft

  9527 S Damen Ave, Chicago, IL 60643

  In Beverly's historic Ridge District this is your perfect opportunity to own a huge 2-story Georgian on an oversized approx 50 x 180 lot situated right in Central Beverly, just a few blocks from the Metra. The fully fenced park-like backyard is massive, with mature trees that provide plenty of privacy. The generous living room features a custom fireplace, just the first of several features like

  John Zimmers EXIT Strategy Realty

  9527 S Damen Ave, Chicago, IL 60643
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  /22

  $365,000

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

  200 N Dearborn St Unit 2402, Chicago, IL 60601

  **Stunning Southwest Corner Residence in the Heart of Chicago's Iconic Theater District** Welcome to an exceptional residence perfectly situated in the vibrant Chicago Loop. This expansive, sun-drenched southwest corner unit offers dramatic floor-to-ceiling windows framing panoramic city and sunset views, visible from nearly every room and your private balcony. Designed for modern living and

  Amir Fouad @properties Christie's International Real Estate

  200 N Dearborn St Unit 2402, Chicago, IL 60601
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  /19

  $399,000 Open Sat 1PM - 3PM

  • 2 Beds
  • 1.5 Baths
  • 1,181 Sq Ft

  Unlisted Address

  River North living at its finest! Stunning 2 bedroom condo in a full amenity building. Open and functional floor plan with newer flooring throughout. Bright and spacious living and dining room flows into the kitchen with a breakfast bar, granite counters, and stainless steel appliances. Floor-to-ceiling windows throughout. Master bedroom is en suite with a newer master bathroom. South-facing unit

  Steven Powers Century 21 S.G.R., Inc.

  Unlisted Address
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  /42

  $344,900

  • 5 Beds
  • 3 Baths
  • 1,800 Sq Ft

  9322 S Euclid Ave, Chicago, IL 60617

  Welcome to this beautifully renovated brick ranch offering modern design and timeless comfort. The main level features an open floor plan with a spacious living and dining room combo, complete with new hardwood floors, recessed lighting, and large windows that flood the space with natural light. The chef's kitchen boasts custom cabinetry, quartz countertops, stainless steel appliances, and a

  Ronald Ohr Avenue 1 Realty Group

  9322 S Euclid Ave, Chicago, IL 60617
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  /34

  $395,000

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

  6701 N Bosworth Ave Unit B2, Chicago, IL 60626

  SO SUNNY YOU'RE GOING TO NEED SUNGLASSES! Tree-topped SOUTH and WEST Facing so sunshine in great abundance! STUNNING! 2 BED/2BA + OFFICE + SUNROOM! Large open combo living/dining room allows both uses with a flexible floor plan. Window loaded Sunroom, perfect for reading or making a dining area. Beautiful gas fireplace with custom cherry mantle and Travertine marble surround provides extra warmth

  Connie Abels RE/MAX Premier

  6701 N Bosworth Ave Unit B2, Chicago, IL 60626
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  /28

  $350,000

  • 3 Beds
  • 2 Baths

  3617 W 63rd Place, Chicago, IL 60629

  BEAUTIFUL AND GOOD CARE BRICK RANCH SINGLE FAMILY HOME WITH TREE BEDROOMS, SPACIOUS LIVING ROOM, 2 FULL BATHROOMS ***NICE KITCHEN WITH LOT OF WOOD CABINETS, GRANITE COUNTERTOP*** HARDWOOD FLOORS FULL FINISH BASEMENT... WITH EXTRA ROOMS, SEPARATE L/ROOM, GOOD CARE ENCLOSE YARD, TWO CAR GARAGE, GREAT LOCATION, EASY TO SHOW......

  Maria Galindo RE/MAX 10

  3617 W 63rd Place, Chicago, IL 60629
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  /31

  $349,000

  • 6 Beds
  • 2 Baths

  1 W 112th Place, Chicago, IL 60628

  Fully permitted and inspected total rehab, Come and view your new home today in the heart of Roseland! This fully insulated remodeled spacious 2-Flat has been properly permitted and inspected, features 3 nice sized bedrooms, one full bath on each floor and an enclosed back porch. Each kitchen features granite counter tops, stainless steel appliances, microwave, beautiful 42' custom cabinets

  EFREM LAMBERT Anchor Realty Group, Inc

  1 W 112th Place, Chicago, IL 60628
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  /26

  $324,999

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

  7308 S Troy St, Chicago, IL 60629

  Come and take a look at this beautiful house which offers 4 bedrooms, 2 on the first level and 2 on the second level plus one in the basement, recently updated includes brand new kitchen with quartz counter tops, new flooring throughout the house, remodeled bathrooms. Recently painted. Full finished basement with a full bathroom, your clients will fall in love with this house. 2 car garage with

  Manuel Contreras Coldwell Banker Realty

  7308 S Troy St, Chicago, IL 60629
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  /23

  $369,000

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft

  1030 N State St Unit 34D, Chicago, IL 60610

  Walk into unobstructed gorgeous day and night North, East and West forever views of the Lake, City all the way past Lincoln Park. Perfect location for watching the Air and Water show! Enjoy morning coffee or grilling on your private North facing balcony. Wonderful space for entertaining! Beautiful and spacious home with not a bit of wasted space. Open stainless-steel kitchen with wood cabinetry.

  Millie Bursac Berkshire Hathaway HomeServices Chicago

  1030 N State St Unit 34D, Chicago, IL 60610
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  /23

  $375,000

  • 2 Beds
  • 2 Baths

  10 E Ontario St Unit 2702, Chicago, IL 60611

  One of only 2 units on the 27th floor, this two-bedroom, two-bath residence with an expansive balcony overlooking River North-perfect for investors or future owners. This one-of-a-kind floor plan at Ontario Place on the 27th floor (conveniently the laundry floor). The desirable split-bedroom layout offers spacious room sizes, abundant closet space, and nice city views. Full-amenity building

  James Moser @properties Christie's International Real Estate

  10 E Ontario St Unit 2702, Chicago, IL 60611
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  /13

  $319,000 New Construction

  • 2 Beds
  • 1 Bath
  • 648 Sq Ft

  2128 S Tan Ct Unit 2U, Chicago, IL 60616

  Evergreen Garden is a 110-unit, new construction condominium development dedicated to creating a safe and welcoming community for seniors aged 62 or older. (Buyers has no age limit, residents to be 62 or above) Its location offers conveniences such as Walgreens, Chinese American Service league, Chicago Public Library, Chinatown Square and Ping Tom Memorial Park. Evergreen Garden is designed to

  Alice Tse Landmark & Property Group, Inc

  2128 S Tan Ct Unit 2U, Chicago, IL 60616
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  /15

  $314,500

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft

  700 W Van Buren St Unit 1402, Chicago, IL 60607

  Rarely available - EAST-FACING - 14th floor, in West Loop - Concrete Loft at Platinum Tower! Enjoy Morning Sunrises and beautiful Sunsets that reflect off the buildings with an amazing amount of natural light! Great floor plan gives you skyline views from every room! The open floor plan that is great for both enjoying time with family and entertaining includes a kitchen that is appointed with

  Boris Oberman Realty Advisors Elite LLC

  700 W Van Buren St Unit 1402, Chicago, IL 60607
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  /21

  $399,000

  • Studio
  • 1 Bath
  • 675 Sq Ft

  401 N Wabash Ave Unit 2530, Chicago, IL 60611

  Experience the pinnacle of a luxury pied-a-terre without the hassle of ownership. A highly sought-after investment opportunity, this deluxe king suite at the Trump International Hotel provides immediate income potential when not in personal use. Whether you're visiting for business or leisure, enjoy world-class amenities including state of the art health club overlooking the city, an indoor pool,

  Alexandre Stoykov Compass

  401 N Wabash Ave Unit 2530, Chicago, IL 60611
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  /2

  $399,000

  • 9 Beds
  • 3 Baths

  7927 S Langley Ave, Chicago, IL 60619

  True 3 flat building with a basement. All units have individual heating units and hot water tanks. Some units have updates. The building has 3 parking spaces in the back of the building. Building is being Sold AS IS WHERE IS.

  Tammy Jackson KM Realty Group, LLC

  7927 S Langley Ave, Chicago, IL 60619
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  /21

  $400,000

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

  40 E 9th St Unit 1310C, Chicago, IL 60605

  Situated in a prime South Loop location, this spacious 3-bedroom, 2.5-bath residence offers an exceptionally open and wide main living area with beautiful hardwood floors and stunning panoramic views. The kitchen features granite countertops and a full suite of appliances, while the bedrooms are comfortably carpeted. Enjoy the convenience of in-unit laundry and a private balcony. Full-service

  Michael Scola RE/MAX Partners

  40 E 9th St Unit 1310C, Chicago, IL 60605
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  /32

  $349,998 Open Sat 12PM - 2PM

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  5416 W Thomas St, Chicago, IL 60651

  AUSTIN GREAT REMODELED PROPERTY! Check out this new construction built from 2005 and remodeled in 2025 in the Austin neighborhood. Move in ready home just unpack and enjoy your huge kitchen with black cabinets and beautiful counter tops and matching backsplash with SS appliances, central A/C, and private gated backyard for your cookouts and parking. Enjoy the 3 bedrooms with high ceiling, 1.5

  Juan Villarreal RE/MAX Partners

  5416 W Thomas St, Chicago, IL 60651
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  /24

  $350,000

  • 3 Beds
  • 2.5 Baths
  • 1,632 Sq Ft

  2550 W 112th St Unit 12L, Chicago, IL 60655

  Move-in ready spacious townhome in Maplewood Manor - Beverly/Mount Greenwood. Discover this beautifully updated 3-bedroom, 2.5 bath townhome with a two-car detached garage, perfectly situated in the highly desirable Beverly/Mount Greenwood community. Inside you'll find gleaming hardwood flooring, new windows and patio door, fresh paint, ceiling fans throughout. The main suite features a private

  Charles Grant Berkshire Hathaway HomeServices Chicago

  2550 W 112th St Unit 12L, Chicago, IL 60655
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  /36

  $320,000

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

  8822 S Wood St, Chicago, IL 60620

  Welcome to 8822 Wood Ave - a fully renovated classic bungalow offering 6 bedrooms, 3 modern bathrooms, and three levels of beautifully updated living space. This home features refinished hardwood floors, a spacious living room, and a formal dining room with plenty of natural light. The bathrooms include modern ceramic tile, black finishes, and updated hardware. The finished basement offers

  Jocelyn Hernandez Results Realty ERA Powered

  8822 S Wood St, Chicago, IL 60620
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  /39

  $325,000

  • 5 Beds
  • 3 Baths
  • 2,560 Sq Ft

  8032 S Carpenter St, Chicago, IL 60620

  Welcome to this newly remodeled 5-bedroom, 3-bathroom brick 2500+ square foot home, perfectly situated in one of the Chicago's most sought-after neighborhoods. This stunning residence offers timeless curb appeal, ultra-modern updates, and luxurious comfort throughout. Step inside to find abundant natural light, and an inviting open layout designed for both entertaining and everyday living. The

  Pamela Siska eXp Realty

  8032 S Carpenter St, Chicago, IL 60620

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