Chicago, IL Homes for Sale under $400,000

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  /23

  $350,000

  • 8 Beds
  • 3.5 Baths
  • 3,186 Sq Ft

  5701 S Maplewood Ave, Chicago, IL 60629

  Sun filled brick Chicago home offering generous space, classic character, and a flexible layout. The main level features a bright living room with bay windows, formal dining room, and a spacious kitchen ready for your personal touch. Multiple bedrooms across the upper levels, including a large primary bedroom. Finished basement adds valuable bonus space for recreation, storage, or additional

  Jazmin Escoto Baird & Warner

  5701 S Maplewood Ave, Chicago, IL 60629
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  /25

  $399,000

  • 2 Beds
  • 2 Baths
  • 1,034 Sq Ft

  5526 S Albany Ave, Chicago, IL 60629

  A meticulously renovated 2-bedroom, 2-bathroom home (with potential for a 3rd bedroom) that seamlessly blends classic Chicago charm with contemporary luxury. This turnkey property showcases gleaming hardwood floors, sophisticated dark trim, and a spectacular chef's kitchen featuring white shaker cabinetry, stunning marble-look waterfall countertops, stainless steel appliances, and a dramatic

  Sonia Anaya America Real Estate

  5526 S Albany Ave, Chicago, IL 60629
• 

  

  

  /28

  $349,000

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  400 E Randolph St Unit 3628, Chicago, IL 60601

  Experience the best of city living in this upgraded 860 sq. ft. one-bedroom residence, offering stunning views of the Chicago skyline, Lakeshore East Park, and Millennium Park. The spacious living room flows seamlessly into a modernized kitchen, while an expansive 18' balcony provides the perfect spot to take in the scenery. The bedroom is generously sized, with ample space for a home office

  Bo Xu Jameson Sotheby's Intl Realty

  400 E Randolph St Unit 3628, Chicago, IL 60601
• 

  

  

  /28

  $324,873

  • 3 Beds
  • 1.5 Baths
  • 1,080 Sq Ft

  7754 S Mcvicker Ave, Chicago, IL 60638

  ***$10,000 Price Drop - Seller wants it sold!*** Sunshine's favorite spot is this bright and inviting split-level home featuring a nicely updated, truly move-in-ready interior. Step inside to a welcoming living room highlighted by a large bay window and warm wood-laminate flooring that opens into the brand-new kitchen, complete with modern white cabinetry, quartz countertops, stainless steel

  Thomas Domasik RE/MAX 10 in the Park

  7754 S Mcvicker Ave, Chicago, IL 60638
• 

  

  

  /16

  $301,000

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

  1640 E 50th St Unit 13B, Chicago, IL 60615

  Welcome to The Narragansett! This meticulously maintained art deco tower is listed in the National Registry of Historic Buildings. The home is elegant and large, perfect for modern living while maintaining the charm of the art deco era . The 3BR/3BA home spans 2,200 SF and has been lovingly updated combining contemporary finishes with luxurious vintage charm. The home opens into an impressive

  Kimberly Chase-Harding Berkshire Hathaway HomeServices Chicago

  1640 E 50th St Unit 13B, Chicago, IL 60615
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  /8

  $400,000

  • 4 Beds
  • 2 Baths
  • 1,920 Sq Ft

  2240 N Monitor Ave, Chicago, IL 60639

  Spacious single-family home in the desirable Belmont Cragin area, offering a flexible layout with an upper-level in-law suite. Ideal for multi-generational living or those seeking a larger home with room to grow.

  Monica Morales Extreme Realty LLC

  2240 N Monitor Ave, Chicago, IL 60639
• 

  

  /16

  $399,000

  • 1 Bed
  • 1.5 Baths
  • 1,000 Sq Ft

  1122 N Dearborn St Unit 8E, Chicago, IL 60610

  You will adore every inch of this very special Gold Coast home on a beautiful tree lined stretch of Dearborn. Gorgeous espresso oak floors run throughout including the glamorous peacock blue powder room. Completely reconfigured kitchen with grey oak cabinetry and quartz counters. Crown moulding throughout. Fine window treatments from west facing windows and full height sliding glass doors leading

  Cara Buffa Berkshire Hathaway HomeServices Chicago

  1122 N Dearborn St Unit 8E, Chicago, IL 60610
• 

  

  /11

  $389,900

  • 3 Beds
  • 2 Baths
  • 1,184 Sq Ft

  Unlisted Address

  One of the most insulated attached townhouses in the red hot Bridgeport neighborhood. This MIDDLE unit sits across the street from the 27 acres Palmisano Park. Walking distance to the commercial Halsted St. corridor with ample of restaurants, bars, convenience store and to public transportations. This brick townhouse consisted of 3 bedrooms in the 2nd floor, 2 full bathrooms, hardwood floor

  David Chan Imperial Palace Properties Corporation

  Unlisted Address
• 

  

  /14

  $339,999

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

  5052 S Drexel Blvd Unit 3C, Chicago, IL 60615

  Bright and spacious 4-bedroom, 2-bath condo in the Kenwood/Hyde Park Historic District. This freshly painted, move-in-ready third-floor home offers approximately 2,200 square feet of living space with hardwood floors, an oversized living room, formal dining room, and a grand interior hallway ideal for art display. The kitchen features stainless steel appliances and generous cabinet and counter

  Laura Norris Northern Illinois Realty Group

  5052 S Drexel Blvd Unit 3C, Chicago, IL 60615
• 

  

  /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. Maplewood Manor townhomes were built in 1991 and are meticulously maintained. 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

  Charles Grant Berkshire Hathaway HomeServices Chicago

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

  

  /11

  $315,000

  • 4 Beds
  • 2 Baths

  2403 S St Louis Ave, Chicago, IL 60623

  Why rent when you can own? Discover this solid brick 2-unit building with additional finished living space in the attic. The property features a spacious backyard and parking for up to four cars. Located in the heart of Little Village, you'll be just minutes from shopping, dining, and public transportation. Recent updates include a new tear-off roof, new plumbing, partial new electrical, and a

  Andres Olaez Keller Williams ONEChicago

  2403 S St Louis Ave, Chicago, IL 60623
• 

  

  /31

  $339,000

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

  1908 S Sawyer Ave, Chicago, IL 60623

  Brick townhome with two separate living spaces in the heart of Little Village/North Lawndale, surrounded by ongoing new construction that continues to add value to the block. Ideal for owner-occupants, related living or rental income. This versatile property offers a fully gut-rehabbed basement done on 2024 with 7-foot ceilings, 2 bedrooms, 1 full bath and a full kitchen, perfect for extended

  Wilber Hernandez Realty of America, LLC

  1908 S Sawyer Ave, Chicago, IL 60623
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  /8

  $375,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,645 Sq Ft

  4021 S Ellis Ave Unit 1N, Chicago, IL 60653

  Step into the perfect blend of vibrant city living and neighborhood charm in the heart of Bronzeville, just moments from the lakefront and with effortless access to downtown Chicago. This welcoming 3bedroom, 2bath condo offers comfort, style, and convenience in one inviting package. Thoughtful details enhance every corner, from the aesthetically appealing wainscot ceilings to the generous closet

  Kimberly McClinton Keyed Realty Collective LLC

  4021 S Ellis Ave Unit 1N, Chicago, IL 60653
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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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  /22

  $399,999

  7459 S Champlain Ave, Chicago, IL 60619

  Exciting Investment Opportunity in Greater Grand Crossing! Don't miss this 5-unit property with an included vacant lot, offering excellent potential for investors. The main building features four residential units plus a coach house, all under the same PIN (644 E 75th St). All 5 units are rented. Highlights include: * Brand new porch and landing built in September 2025 * Two united updated with

  Jonathan Williams Coldwell Banker Realty

  7459 S Champlain Ave, Chicago, IL 60619
• 

  

  /21

  $329,000

  • 1 Bed
  • 1 Bath
  • 725 Sq Ft

  300 N State St Unit 4512, Chicago, IL 60654

  Iconic city living meets modern luxury in this fully gut-rehabbed residence at Marina Towers. Completely renovated from top to bottom, this one-bedroom offers stunning, unobstructed views of the Chicago River, Lake Michigan, and the downtown skyline. The open-concept living and dining area features brand-new kitchen is outfitted with warm wood cabinetry, stainless steel appliances, generous

  Nitasha Kassam @properties Christie's International Real Estate

  300 N State St Unit 4512, Chicago, IL 60654
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  /26

  $325,000

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  200 N Dearborn St Unit 4407, Chicago, IL 60601

  Sky-High Sophistication on the 44th Floor. Discover a rare opportunity to own one of the most desirable corner residences in the heart of downtown Chicago. Soaring high above the city on the 44th floor, this spacious 1-bedroom, 1-bath home offers an exceptional combination of luxury, light, and breathtaking views. Step inside to an open-concept living and dining area framed by floor-to-ceiling

  Alexander Tzallas RE/MAX 10 Lincoln Park

  200 N Dearborn St Unit 4407, Chicago, IL 60601
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  /2

  $360,000

  • Land
  • 0 Acre

  3800 W 55th St, Chicago, IL 60632

  Great location to start / build your business.

  Dennis Sladek American Real Estate Services

  3800 W 55th St, Chicago, IL 60632
• 

  

  /14

  $349,900

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

  5445 N Sheridan Rd Unit 1815, Chicago, IL 60640

  Edgewater Beach! High Floor! Spectacular View of the City and West with Side Lake Views. Rarely Available Spacious Corner 2 Bedroom/2 Bathroom Split Floor Plan. Freshly Painted. New Upgraded Window Treatments Throughout. Wood Laminate Floor Throughout, Spacious Kitchen. Updated Bathrooms. Storage Locker. You May Join the Health Club with an Indoor Pool in the Next Door Building. Close to Park and

  Margaret Dralyuk Dralyuk Real Estate Inc.

  5445 N Sheridan Rd Unit 1815, Chicago, IL 60640
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  /18

  $335,000

  • Studio
  • 1,566 Sq Ft

  1615 S Komensky Ave, Chicago, IL 60623

  Updated 2-unit building offering a solid investment opportunity in North Lawndale. Each unit features 2 bedrooms and 1 bathroom, making this property well suited for investors seeking rental income. Both units have undergone recent renovations and include modern kitchens and bathrooms with stainless steel appliances, granite countertops, and quality cabinetry. Exterior improvements include a

  Anthony Ramirez Keller Williams Realty Signature

  1615 S Komensky Ave, Chicago, IL 60623
• 

  

  /20

  $335,000

  • 6 Beds
  • 2 Baths
  • 1,830 Sq Ft

  8916 S Merrill Ave, Chicago, IL 60617

  Welcome to Pill Hill! This solid brick Cape Cod offers space and flexibility with 6 generously sized bedrooms - 2 on each level. The main floor features beautifully refinished hardwoods, a comfortable living room and a nicely sized eat-in kitched with classic black and white tile, white cabinets, granite countertops and stainless steel appliances. Off the kitchen is an enclosed backporch for

  Rae Caulton Rae Lynn Realty LLC

  8916 S Merrill Ave, Chicago, IL 60617
• 

  

  /35

  $324,000

  • 6 Beds
  • 2 Baths
  • 1,408 Sq Ft

  8305 S Maryland Ave, Chicago, IL 60619

  Spacious 2-story bungalow in the heart of Chatham featuring 6 bedrooms and 2 full baths. Enjoy an updated feel with a newer roof and heating unit. The large eat-in kitchen includes a refrigerator and oven, offering plenty of space for family meals. The home also features a generous private backyard and a 2-car garage. Conveniently located near schools, the bus line, and local shopping. Ready for

  Frank Montro Keller Williams Preferred Rlty

  8305 S Maryland Ave, Chicago, IL 60619
• 

  

  /4

  $398,000

  • 8 Beds
  • 4 Baths

  2631 S Shields Ave, Chicago, IL 60616

  Exceptional investment opportunity in the heart of Armour Square! Fully rented 4-unit building located just steps from Chinatown and one block from James Ward Elementary School. All units are separately metered with tenants paying their own utilities. Fenced backyard offers two parking spaces. Outstanding location with easy access to major expressways and public transportation. Current rents are

  Michael Ng Mango Realty Group

  2631 S Shields Ave, Chicago, IL 60616
• 

  

  /13

  $390,000

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

  6334 N Sheridan Rd Unit 3F, Chicago, IL 60660

  Welcome home to your elegant 1,950 SQUARE FOOT HOME in The Devonshire, an enchanting pre-war McNally-Quinn building. SOUGHT-AFTER EDGEWATER greets you at your doorstep, with easy access to Loyola across the street. Perfect for students and professionals alike. Exit the elevator into your foyer and reception area. Spacious living room with nooks, crannies, office/flex space, and wood-burning

  Carolyn Cerf @properties Christie's International Real Estate

  6334 N Sheridan Rd Unit 3F, Chicago, IL 60660
• 

  

  /33

  $399,900

  • 2 Beds
  • 1 Bath

  1455 N Sandburg Terrace Unit 209B, Chicago, IL 60610

  Presenting this stunning new two bedroom corner unit with balcony in Bryant House - Be the first to live in this gut renovated two bed one bath unit, ideally located between Old Town & Gold Coast. This corner unit has wrap around windows with north and west exposures that provide abundant natural light and open views of the serene landscaped courtyards, tucked away from the street. Enjoy the

  Eamonn Stafford @properties Christie's International Real Estate

  1455 N Sandburg Terrace Unit 209B, Chicago, IL 60610
• 

  

  /19

  $399,999

  • 9 Beds
  • 4 Baths

  8744 S Saginaw Ave, Chicago, IL 60617

  SOUTH CHICAGO - FOR SALE: Fully rehabbed 3-unit multifamily property located in the South Chicago neighborhood. The property consists of three (3BD/1BA) units, with the top-floor unit featuring an additional attic level that includes an extra bathroom and two rooms-ideal for use as a study and playroom. Recent renovations include a new roof, new windows, and individual furnaces for each unit. The

  Daniel Breiter Horvath & Tremblay IL, LLC

  8744 S Saginaw Ave, Chicago, IL 60617
• 

  

  /16

  $300,000

  • 3 Beds
  • 1.5 Baths
  • 1,356 Sq Ft

  1534 E 86th Place, Chicago, IL 60619

  Come check out this Cozy Brick 3 Bedroom home with a huge Living room with hardwood floors throughout the house ,A Large master Bed room on the upper lever ,Nice kitchen ,Finish basement with a storage area. two car Garage. Don't miss your chance to make this beautifully maintained home yours!

  Geraldine Banks Banks Realty

  1534 E 86th Place, Chicago, IL 60619
• 

  

  /21

  $364,900

  • 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
• 

  

  /14

  $315,000

  • 6 Beds
  • 3 Baths
  • 1,762 Sq Ft

  4503 W Congress Pkwy, Chicago, IL 60624

  This spacious 6 bdrm, 3 bathroom home offers modern living and timeless charm with hardwood floors throughout. The eat-in kitchen provides ample space for casual dining while the formal dining room is perfect for hosting gatherings. The finish basement expands with more living space complete with 2 bedrooms laundry area and recreation area. This home is a perfect fit for those seeking space,

  Deena Lewis Coldwell Banker Realty

  4503 W Congress Pkwy, Chicago, IL 60624
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  /35

  $302,999

  • 4 Beds
  • 2.5 Baths
  • 1,518 Sq Ft

  7809 S Peoria St, Chicago, IL 60620

  Fantastic Victorian home located in the Auburn Gresham neighborhood. This spacious 4-bedroom, 2.5-bath residence offers generous room sizes and a flexible layout ideal for modern living. A spacious foyer welcomes you into the home, highlighting its classic Victorian character while seamlessly blending with modern updates. The thoughtfully updated kitchen showcases white shaker cabinetry, quartz

  Maria Salazar HomeSmart Connect LLC

  7809 S Peoria St, Chicago, IL 60620
• 

  

  /26

  $375,000

  • 3 Beds
  • 2 Baths
  • 950 Sq Ft

  5700 S Neenah Ave, Chicago, IL 60638

  In the Garfield Ridge Neighborhood a single,family corner lot with 3 bedrooms 2 bathrooms, sky lights in living room, nice hardwood floors with a complete finished basement. Fenced yard and a 2 car garage. New leaf gutter protection gutters.

  Maria Delgado Su Familia Real Estate Inc

  5700 S Neenah Ave, Chicago, IL 60638
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  /25

  $365,000

  • 1 Bed
  • 1.5 Baths
  • 1,023 Sq Ft

  155 N Harbor Dr Unit 4007, Chicago, IL 60601

  Beautiful 1 Bedroom + Den at Harbor Point in Chicago's New Eastside! Spacious 1BR + den with a smart layout and generous room sizes throughout. The den offers great flexibility-perfect for a home office, workout space, or overnight guest. The bedroom easily fits a king-size bed, and the home offers excellent closet/storage space. The dining area comfortably fits a six-person table, and the

  Maha Alzeidan Coldwell Banker Realty

  155 N Harbor Dr Unit 4007, Chicago, IL 60601
• 

  

  /23

  $324,900

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

  Unlisted Address

  This brick single-family home, nestled in the vibrant heart of Little Village, offers three levels of living space with 6 bedrooms and 3 bathrooms-a fantastic opportunity for a large or growing family. Conveniently located near local shops, popular restaurants, and all the amenities of city living, this property combines comfort, space, and unbeatable accessibility. AS-IS

  Sandra Gamboa Realty of America, LLC

  Unlisted Address
• 

  

  /19

  $369,000

  • 3 Beds
  • 3 Baths
  • 1,928 Sq Ft

  11055 S Avenue C, Chicago, IL 60617

  Luxury renovation, fully turnkey! This beautifully updated 1.5-story home offers approximately 1,928 sq ft of finished living space in Chicago's East Side neighborhood. Renovated top to bottom, this move-in ready property features 3 bedrooms and 3 full bathrooms - one on each level plus a finished basement with a spacious recreation area ideal for guests, a home office, or extended living. The

  Jelena Maric-Antonijevic HomeSmart Connect LLC

  11055 S Avenue C, Chicago, IL 60617
• 

  

  /18

  $348,000

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

  3218 S Archer Ave Unit 201, Chicago, IL 60608

  Well-maintained, 3-year-new apartment offering 2 bedrooms and 1.5 bathrooms with wood laminate flooring throughout. The bright and spacious living room features abundant natural light and floor-to-ceiling windows. Open modern kitchen with stainless steel appliances and in-unit washer and dryer. Two generously sized bedrooms offer excellent natural light and walk-in closets. Custom storage

  Sharon Wong Century 21 Realty Associates

  3218 S Archer Ave Unit 201, Chicago, IL 60608
• 

  

  /15

  $379,900

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

  8325 S Perry Ave, Chicago, IL 60620

  Welcome to your dream home in West Chatham, Chicago! This updated bungalow seamlessly combines historic charm with modern features, offering you an open and spacious living experience. With six generously sized bedrooms and three bathrooms, this home is perfect for a growing family or those seeking ample space for guests. Step inside and be captivated by the abundance of historic characteristics

  Varian Dean Coldwell Banker Realty

  8325 S Perry Ave, Chicago, IL 60620
• 

  

  /7

  $365,000

  • 6 Beds
  • 3 Baths

  1412 E 76th St, Chicago, IL 60619

  Bring your own finishes to add instant equity to your future home which already has a new roof, new back porch, new garage roof, new electrical service throughout, new plumbing service throughout, new drywall and new separate heating is in place. Some new windows and entry door. Rare building in the sought after South Shore community with tons of opportunity.! It is a jumbo 2 unit with a full

  Evelyn Woods Coldwell Banker Realty

  1412 E 76th St, Chicago, IL 60619
• 

  

  /17

  $369,900

  • 2 Beds
  • 1 Bath
  • 1,015 Sq Ft

  625 W Jackson Blvd Unit 212, Chicago, IL 60661

  BEAUTIFUL NEWLY PAINTED AND CARPETED CONDO IN WEST LOOP FEATURES BRIGHT OPEN FLOOR PLAN; LR W/GAS FPLC; CUSTOM KITCHEN W/1-1/4" GRANITE COUNTERTOPS, 42" MAPLE CABINETS; 2 NICE SIZE BRS; BR W/DOUBLE SINK; 14 FT WOOD BEAMED CEILIGNS; FLOOR TO CEILING WINDOWS; NEW HVAC, W/D; HARDWOOD FLRS IN LR, DR, KIT. OUTDOOR PARKING SPACE INCLUDED. CONVENIENCE STORE, UNION STATION, CTA TRANSP CTR, DINING;

  Julie Schultz Baird & Warner

  625 W Jackson Blvd Unit 212, Chicago, IL 60661
• 

  /2

  $329,000

  • Land
  • 0.49 Acre
  • $671,429 per Acre

  6429-6441 S Champlain Ave, Chicago, IL 60637

  Big Urban Infill Opportunity 164x122 Zoned RT-4. South West Woodlawn is one of the hottest neighborhoods for redevelopment leading the way in permit applications. Missing Middle Housing is being created in Woodland at a brisk pace and you should get your piece of land, before they all get bought up. Seller may subdivide, so hurry if you want total package. Ideal site for a larger Multi Family

  Wayne Beals Exit Strategy Realty / EMA Management

  6429-6441 S Champlain Ave, Chicago, IL 60637
• 

  

  /28

  $324,900

  • 3 Beds
  • 1.5 Baths
  • 1,236 Sq Ft

  8416 S Kenneth Ave, Chicago, IL 60652

  Gorgeous brick 3 bedroom 1.1 bath Scottsdale split level features an inviting front porch, gleaming hardwood floors, a bright living room, formal dining area, huge eat in kitchen with oak cabinetry, custom tile counter-tops, pantry. The second level features three good sized bedrooms and full bath with vanity and tile work. The lower level has a spacious family room, and laundry/utility room.

  Maria Galindo RE/MAX 10

  8416 S Kenneth Ave, Chicago, IL 60652

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