Chicago, IL Homes for Sale under $400,000

• 

  

  

  /15

  $334,900

  • 3 Beds
  • 2 Baths
  • 1,584 Sq Ft

  4931 S Prairie Ave Unit 2, Chicago, IL 60615

  Don't miss this beautifully updated 3-bedroom, 2-bathroom residence showcasing exceptional craftsmanship and high-end finishes throughout. Enjoy a chef's kitchen featuring stainless steel appliances, granite countertops, under-mount sink, custom tile backsplash, large island, and 42" cabinets with crown molding. The home boasts refinished hardwood floors, a cozy gas fireplace, fresh paint, and

  Shelia Blockson Signature Landmark Reo INC.

  4931 S Prairie Ave Unit 2, Chicago, IL 60615
• 

  

  

  /15

  $369,900

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

  7425 S Vernon Ave, Chicago, IL 60619

  Welcome to this beautifully updated brick Chicago bungalow, where vintage craftsmanship meets modern luxury. This home features original hardwood floors, a spa-inspired master suite, and a private upper-level living area that's perfect for guests, family, or extended stay. Interior Highlights: * Restored hardwood floors throughout the main level * Spacious master suite with luxury wet room

  Eugene Williams Real People Realty

  7425 S Vernon Ave, Chicago, IL 60619
• 

  

  

  /20

  $385,000

  • 3 Beds
  • 2 Baths
  • 1,916 Sq Ft

  6507 S Vernon Ave, Chicago, IL 60637

  Step into this beautifully renovated residence nestled in the heart of Woodlawn, this is spacious 5bed/2bath home has been completely renovated. Upon entering, you'll be greeted with an open floor plan on the main level, perfect for both relaxing and entertaining. The heart of the home is the gourmet eat-in kitchen, sleek stainless steel appliances, elegant granite countertops, and ample storage

  Valerie Wright RE/MAX Premier

  6507 S Vernon Ave, Chicago, IL 60637
• 

  

  

  /17

  $330,000

  • 2 Beds
  • 2 Baths

  1028 W 20th Place Unit 1, Chicago, IL 60608

  LOCATION, LOCATION, LOCATION, Modern East Pilsen Condo | 2 Bed, 2 Bath | Prime Location Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo located in the heart of vibrant East Pilsen! This spacious first-floor home offers comfort, convenience, and city charm all in one. Large king-size master bedroom with double closets, Jacuzzi tub in one of the bathrooms for ultimate

  Cynthya Guinane xr realty

  1028 W 20th Place Unit 1, Chicago, IL 60608
• 

  

  

  /21

  $375,000

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

  5 E 14th Place Unit 806, Chicago, IL 60605

  Spacious and bright split floor plan 2BR/2BA with a private terrace offering stunning, unobstructed views of the park, sunsets, and Chicago's iconic skyline. Located on the 8th floor of a boutique elevator building, this home is a true urban retreat. Enjoy a prime location in a quiet residential pocket just steps from Cottontail and Colosseum (dog park) Parks, and an easy walk to State Street

  Michael Michalak RE/MAX 10 Lincoln Park

  5 E 14th Place Unit 806, Chicago, IL 60605
• 

  

  /9

  $369,000

  • Land
  • 0.16 Acre
  • $2,306,250 per Acre

  5921 W Lawrence Ave, Chicago, IL 60630

  Prime Development Opportunity in Jefferson Park! Perfect for developers or investors, this rare double lot (6,990 sq ft / 0.1605 acres) zoned B1-1 offers exceptional potential in the heart of vibrant Jefferson Park. Ideal for a mixed-use project, the parcel allows for the development of two retail storefronts and three residential condominiums, catering to both commercial and residential needs.

  Sylwia Machnik Exit Realty Redefined

  5921 W Lawrence Ave, Chicago, IL 60630
• 

  

  /42

  $339,900

  • 2 Beds
  • 2 Baths
  • 1,143 Sq Ft

  2545 S Dearborn St Unit 323, Chicago, IL 60616

  Welcome to the iconic Historic Opera Lofts-where Chicago's rich cultural past meets modern living. This stunning 2 bed / 2 bath condo offers soaring 17-foot ceilings, floor-to-ceiling windows, and exposed brick walls that highlight the building's unique character. The modern kitchen features 42" cabinets, granite countertops, and stainless steel appliances, perfect for everyday living and

  Lavinia Shimkus City Habitat Realty LLC

  2545 S Dearborn St Unit 323, Chicago, IL 60616
• 

  

  /24

  $365,000

  • 4 Beds
  • 3 Baths
  • 2,100 Sq Ft

  8629 S Union Ave, Chicago, IL 60620

  Welcome to this beautifully updated and spacious 5 bedroom 3-bathroom home with hardwood floors throughout, featuring a stunnning open-concept kitchen and dining area. Enjoy cooking in a kitchen equipped with stainless steel refrigerator, dishwasher and stove with a sleek wall mount range hood, standing cabinets with a wine rack, and elegant quartz countertops. The huge master bedroom offers a

  Donna Rogers MRS Real Estate Firm

  8629 S Union Ave, Chicago, IL 60620
• 

  

  /21

  $340,000

  • 5 Beds
  • 4 Baths
  • 1,848 Sq Ft

  6922 S Campbell Ave, Chicago, IL 60629

  Looking for a large home ? Check out this remodeled 7 bedroom , 4 bathroom brick bungalow with dormer attic. The home features hardwood flooring throughout the 1st level . Spacious living room, dining room and three bedrooms. Full bath jacuzzi tub. Kitchen with wood cabinetry and large center granite island. 2nd floor offers master bedroom with master Jacuzzi bath and a 5th bedroom. Full

  Taurino Morales Keller Williams Preferred Realty

  6922 S Campbell Ave, Chicago, IL 60629
• 

  

  /23

  $349,900

  • 2 Beds
  • 2.5 Baths
  • 1,884 Sq Ft

  7930 S Kenwood Ave, Chicago, IL 60619

  Welcome to this meticulously crafted 3 bed/ 2.5 bath rehab masterpiece, where luxury meets innovation. Every inch of this home has been thoughtfully designed with premium finishes and cutting-edge systems for elevated living. Step into the chef's kitchen featuring custom cabinetry, a hidden built- in pantry, built-in cabinetry lighting, and brand-new Samsung appliances. Hardwood floors flow

  Omoyele Dada Realty of America, LLC

  7930 S Kenwood Ave, Chicago, IL 60619
• 

  

  /11

  $399,000

  • Land
  • 0.00 Acre

  5401 W Montrose Ave, Chicago, IL 60641

  Exceptional investment opportunity located at the signalized intersection of Montrose and Long in Chicago's vibrant Portage Park neighborhood. This high-visibility corner property offers approximately 62 feet of frontage on Montrose Avenue with a total lot size of 7,000 SF. Zoned B3-1, this site allows for a wide range of commercial and mixed-use development possibilities. Property was a dry

  David Piotrowski Keller Williams Realty Ptnr,LL

  5401 W Montrose Ave, Chicago, IL 60641
• 

  

  /56

  $310,000

  • 5 Beds
  • 2 Baths
  • 2,520 Sq Ft

  845 W 50th Place, Chicago, IL 60609

  Unique opportunity to own this fully rehabbed 5-bedrooms, 2-bathrooms, 2 story home with a full, finished walk-out basement. Completely redone from top to bottom, waiting for a new family. Main level has an open floor plan which is perfect for a family events. Spacious kitchen offers nice cabinets with a granite countertop, a nice backsplash and all SS appliances. 600 sq ft basement is a great

  Waldemar Komendzinski Landmark Realtors

  845 W 50th Place, Chicago, IL 60609
• 

  

  /20

  $349,900

  • 1 Bed
  • 1.5 Baths
  • 930 Sq Ft

  645 N Kingsbury St Unit 1904, Chicago, IL 60654

  Bright and sunny SOUTH-FACING 1 bedroom with a DEN and 1 and a half bathrooms has come on the market for the first time since 2002. The open concept floor plan opens out to the large private balcony ideal for entertaining. The stunning floor to ceiling windows showcase the Chicago skyline in the background. The primary suite has a large bedroom, with an oversized walk in closet. Off the kitchen

  Sarita Scherpereel Kale Realty

  645 N Kingsbury St Unit 1904, Chicago, IL 60654
• 

  

  /19

  $399,000

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

  1464 S Michigan Ave Unit 1401, Chicago, IL 60605

  Desirable Northeast corner 2 bed, 2 bathroom in sought after tier with a large balcony with amazing lake, Soldier field, grant park and skyline views! Unit features a split bedroom floor plan, hardwood floors throughout, 10 foot ceilings, a huge walk out private terrace, and updated finishes in the kitchen and bathrooms. Separate dining room, living area with fireplace, walk out terrace with

  Emily Smart LeMire Compass

  1464 S Michigan Ave Unit 1401, Chicago, IL 60605
• 

  

  /30

  $332,000

  • 1 Bed
  • 1 Bath

  330 N Jefferson St Unit 602, Chicago, IL 60661

  Beautifully upgraded 1BR/1BA freshly painted east facing move-in ready condo at Kinzie Station located in the heart of Fulton Market/West Loop! Garage parking and additional storage included! The kitchen features brand-new Whirlpool stainless steel appliances-refrigerator, oven, microwave, and dishwasher-along with sleek quartz countertops and modern cabinetry, all complemented by engineered

  LILI ZHANG Coldwell Banker Realty

  330 N Jefferson St Unit 602, Chicago, IL 60661
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  /37

  $350,000

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

  7422 S Coles Ave, Chicago, IL 60649

  WELCOME HOME TO SOUTH SHORE AT ITS BEST! An architectural GEM in the highly sought-after South Shore neighborhood. This 4-bedroom, 1.5 baths, solid brick home boasts original hardwood floors, gorgeous STAINED GLASS windows, & more. Home is updated with modern conveniences, including stainless steel appliances, while keeping the historical charm of fireplaces and high ceilings. Wood and glass

  Karen Goodar Century 21 Circle

  7422 S Coles Ave, Chicago, IL 60649
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  /24

  $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
• 

  

  /29

  $389,999

  • 2 Beds
  • 2 Baths
  • 1,220 Sq Ft

  1915 S State St Unit 19153, Chicago, IL 60616

  This Condo is YOUR next Home! Located in South Loop, this two bedroom, two bath has an open floor plan, hardwood flooring, gas fireplace in living room, in-unit laundry/laundry room, master bedroom and bath with jacuzzi tub, balcony off of guest bedroom and it includes parking and storage. Near restaurants, entertainment, CTA and blocks away from Chinatown. Impeccably clean. It's ready to move

  John McInteer Coldwell Banker Realty

  1915 S State St Unit 19153, Chicago, IL 60616
• 

  

  /16

  $309,500

  • 1 Bed
  • 1 Bath

  3800 N Lake Shore Dr Unit 1B, Chicago, IL 60613

  EAST LAKEVIEW -- Exquisite pied-a-terre in this timeless vintage pre-war building. This updated & oversized 1 bed / 1 bath European-style space offers great natural light through east-facing, A L L N E W windows! The gracious layout features original wood floors, a remodeled kitchen with updated stainless steel appliances, a generous living area, updated bath, and a custom designed built-in

  Alley Ballard @properties Christie's International Real Estate

  3800 N Lake Shore Dr Unit 1B, Chicago, IL 60613
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  /32

  $319,000

  • 2 Beds
  • 1 Bath

  3211 W George St Unit 2, Chicago, IL 60618

  Chic City Living in a Prime Location! Welcome to this bright 2-bedroom condo, featuring hardwood floors through, 42" cabinets, granite countertops, stainless steel appliances, and the convenience of an in-unit washer/dryer. Parking is included in the price! Enjoy indoor-outdoor living with a large, sunny, south-facing private balcony-perfect for your morning coffee or entertaining guests. Stay

  Veronica Segura RE/MAX American Dream

  3211 W George St Unit 2, Chicago, IL 60618
• 

  

  /40

  $366,999

  • 6 Beds
  • 2 Baths

  7353 S Doctor Martin Luther King Junior Dr, Chicago, IL 60619

  Welcome to this Classic Brick 2 Flat on an Extra Wide lot with a 3 Car Garage and an unfinished basement. The property has been remodeled for your convenience and comfort. Both units offer 3 generous bedrooms, 1 bath, kitchen, spacious living room and dining room area. There are 2 electrical panels and 2 gas meters making it ready to start renting one unit or both! Updates include: all brand new

  Alondra Diaz Sanchez Realty of America, LLC

  7353 S Doctor Martin Luther King Junior Dr, Chicago, IL 60619
• 

  

  /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

  Leslie McGinty Corcoran Urban Real Estate

  345 N La Salle Dr Unit 1902, Chicago, IL 60654
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  /24

  $330,000

  • 3 Beds
  • 2 Baths
  • 2,288 Sq Ft

  2134 E 91st St, Chicago, IL 60617

  Welcome to 2134 E 91st Street - a beautifully updated 3-bedroom, 2-bath brick ranch nestled on a prime corner lot in Chicago's desirable Pill Hill neighborhood. This move-in ready home blends timeless charm with modern finishes throughout. This home has hardwood floors, and floor to ceiling windows in the living room that produces an abundance of natural light. The newly remodeled kitchen

  Ericka Crosby eXp Realty

  2134 E 91st St, Chicago, IL 60617
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  /26

  $399,500

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

  1911 S State St Unit 3, Chicago, IL 60616

  Step into this sun-drenched south Loop gem featuring a fantastic open floor plan and oversized windows that span the entire living area, Enjoy city views from your private balcony. Modern open concept kitchen and large island with granite countertops, stainless steel appliances, rich dark cabinetry, complete with dark hardwood floors and a slate fireplace for cozy evening. Primary suite boasting

  So Yin Ng Goodland Realty Inc.

  1911 S State St Unit 3, Chicago, IL 60616
• 

  /2

  $325,000

  • 5,280 Sq Ft

  5256 W Chicago Ave, Chicago, IL 60651

  Corner lot brick building with 5 unit building with 4 residential apartments and 1 commercial space for office or store front. Plus full height basement! 3 Private parking spots. NEW Windows, NEW Roof, NEW tuckpointing. Building is completely gutted and cleaned out on the interior. Perfect opportunity for investors to complete this project! MUST HAVE A PRE-APPROVAL FOR A CONSTRUCTION LOAN OR

  Jonie Montalbano @properties Christie?s International Real Estate

  5256 W Chicago Ave, Chicago, IL 60651
• 

  

  /29

  $389,900

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft

  6524 N Northwest Hwy Unit A, Chicago, IL 60631

  Location, Location, Location...as they say. Wonderful townhouse located in highly sought-after and vibrant Edison Park! This rare find is in move-in condition and offers many recent renovations and updates including - new kitchen appliances, updated baths, new light fixtures, new windows, doors, soundproofing, mechanicals, and more! Large living room, dining area, modern kitchen with room for a

  Ben Fonte EXIT Strategy Realty

  6524 N Northwest Hwy Unit A, Chicago, IL 60631
• 

  

  /13

  $315,300

  • 3 Beds
  • 2 Baths

  7216 S Central Park Ave, Chicago, IL 60629

  Well-maintained brick ranch in move-in condition! Features gleaming hardwood floors, original wood trim, and a spacious eat-in kitchen with ample cabinetry and ceramic tile flooring. Includes a full finished basement with a family room, additional bedroom, and full bath. Central air, 2-car garage, and very clean throughout! Come and see this home today!

  Michael Fisher M Property Group LLC

  7216 S Central Park Ave, Chicago, IL 60629
• 

  

  /17

  $395,000

  • 2 Beds
  • 2 Baths
  • 1,375 Sq Ft

  1935 S State St Unit 2, Chicago, IL 60616

  Welcome to your South Loop sanctuary - 1935 S State #2. Perched on a quiet tree-lined stretch of South Loop, this coveted second floor, corner condo, lives like your own private city escape. Bathed in light, layered with thoughtful luxury, and steps from the lake, transit, and Soldier Field. From the moment you enter, natural light cascades through south and west facing windows, illuminating the

  Erin Ivey Compass

  1935 S State St Unit 2, Chicago, IL 60616
• 

  

  /21

  $395,000

  • 2 Beds
  • 1.5 Baths
  • 1,166 Sq Ft

  165 N Canal St Unit 726, Chicago, IL 60606

  Location, Location! Live in the Heart of the Fulton River District - Randolph Place Condos. Experience the best of city living in this bright and spacious 2-bedroom, 1.5-bath condo with desirable south-facing exposure in the vibrant Fulton River District. The open floor plan is ideal for both everyday living and entertaining, enhanced by beautiful newer OAK hardwood flooring throughout, gas

  Donna Lichtenstein @properties Christie's International Real Estate

  165 N Canal St Unit 726, Chicago, IL 60606
• 

  

  /23

  $305,000

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

  8252 S Calumet Ave, Chicago, IL 60619

  This is it! Come take a look at this Beautiful Georgian Chatham home, recently renovated featuring 3 bedrooms, 1.5 baths. Beautiful refinished hardwood floors throughout the entire house. All new stainless steel appliances, in the kitchen. Finished basement. Huge backyard for BBQ, get togethers or just to enjoy! Make your appointment today! :)

  Rochelle Millsapp Visions Manifested Realty LLC

  8252 S Calumet Ave, Chicago, IL 60619
• 

  

  /11

  $385,000 Open Sun 1PM - 3PM

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

  2933 N Clybourn Ave Unit 204, Chicago, IL 60618

  This is the largest 2/2 floorplan in these condos. This South Roscoe Village/West Lakeview unit is located on the highly-desired, non-Clybourn-facing side of the building! This 15 unit boutique building is very well-maintained, pet-friendly, professionally managed and comes with low assessments! Steps (1/4 block) to the dog park, brand new pool, playground, tennis and basketball courts at Hamlin

  Ryan Gehris USRealty.com, LLP

  2933 N Clybourn Ave Unit 204, Chicago, IL 60618
• 

  

  /27

  $370,000

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

  9547 S Longwood Dr, Chicago, IL 60643

  LOCATION! Just steps from Ridge Park and nestled along iconic Longwood Drive in the highly sought-after Beverly neighborhood, this charming and character-filled home is a rare find at an exceptional value. Located in the highly regarded Kellogg School District, one of Beverly's most popular neighborhood schools, this home offers both location and opportunity. This spacious home features 3

  Kemeyon McNair Baird & Warner

  9547 S Longwood Dr, Chicago, IL 60643
• 

  

  /11

  $390,000

  • 5 Beds
  • 2 Baths

  814 S Karlov Ave, Chicago, IL 60624

  Luxurious Living Meets Exceptional Investment at 814 S. Karlov Welcome to this stunningly renovated two-unit gem nestled in the heart of West Garfield Park, a neighborhood on the rise and brimming with new development. This elegant brick building boasts a total of 5 bedrooms and 2 full baths, offering the perfect blend of modern comfort, style, and serious income potential. Step inside to

  Eva Diaz ExaRealty LLC

  814 S Karlov Ave, Chicago, IL 60624
• 

  

  /20

  $400,000

  • 2 Beds
  • 2 Baths
  • 1,070 Sq Ft

  1901 S Calumet Ave Unit 2212, Chicago, IL 60616

  Luxury High-Floor 2BR + Den with Jaw-Dropping City Views at Harbor View Experience upscale city living in this stunning high-floor 2 bedroom + den, 2 bath residence at Harbor View, one of South Loop's most coveted luxury condominium buildings, nestled in the historic Prairie District. With sweeping city views from every room through floor-to-ceiling windows, this home offers an abundance of

  Sang Han Platinum Partners Realtors

  1901 S Calumet Ave Unit 2212, Chicago, IL 60616
• 

  

  /45

  $399,999

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

  3213 S Keeler Ave, Chicago, IL 60623

  Come see this beautifully renovated, move-in ready home, perfectly located right across from Piotrowski Park! Featuring a brand-new kitchen, wet bar, doors, genuine wood moldings, roof, gutters, windows,updated flooring, and so much more. The main level features a spacious living room, formal dining room, two bedrooms, a full bathroom, a kitchen, and a cozy breakfast area. Upstairs, you'll

  Fernando Campos Home Finders U.S.A. Inc.

  3213 S Keeler Ave, Chicago, IL 60623
• 

  

  /37

  $349,900

  • 3 Beds
  • 2 Baths
  • 966 Sq Ft

  4314 W Henderson St, Chicago, IL 60641

  Welcome to 4314 W Henderson St an updated and charming single-family home. This bright and spacious residence offers 3 bedrooms and 2 full bathrooms across three levels of space. Step inside to find a sun-drenched enclosed front porch that leads into a welcoming living and dining area. The kitchen features stainless steel appliances, ample cabinetry, and great flow for everyday living or

  Charles Acoba Exit Realty Redefined

  4314 W Henderson St, Chicago, IL 60641
• 

  

  /18

  $325,000

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

  5832 S Stony Island Ave Unit 12B, Chicago, IL 60637

  This updated 2 bedroom 2 bathroom unit in the sought after Vista Homes building, features stunning north facing views from the dining room, kitchen and primary bedroom. Wonderfully rehabbed kitchen, featuring soft close cabinets and pull out shelving in some cabinets, retiled bathrooms with a wonderful walk in shower in the primary, refinished flooring, stackable washer/dryer has been added in

  Joanne Bullen Ultimate Realty Group LLC

  5832 S Stony Island Ave Unit 12B, Chicago, IL 60637
• 

  

  /15

  $325,000

  • 1 Bed
  • 1 Bath
  • 860 Sq Ft

  843 W Adams St Unit 502, Chicago, IL 60607

  LOCATION LOCATION LOCATION!! This rarely available 1 bedroom, 1 bathroom Olympia loft condominium offers 12' ceilings, central HVAC system, in unit laundry and open concept kitchen with SS appliances, gorgeous granite countertops w/ island seating, upgraded bath, hardwood flooring throughout, beautiful fireplace and private balcony with STUNNING city views!! The lofted bedroom allows natural

  Kelly Pilolli @properties Christies International Real Estate

  843 W Adams St Unit 502, Chicago, IL 60607
• 

  

  /35

  $389,000

  • 3,040 Sq Ft

  4530 S Paulina St, Chicago, IL 60609

  Great investment opportunity in a rapidly growing area! This well-maintained 6-unit building offers significant upside potential with all units rented below market rate. Tenants are month-to-month, and each pays their own utilities, reducing overhead costs. The owner has kept up with maintenance, including a new roof installed in 2018. With a little work, this property can be transformed for

  Yomaira Roman Herrera RE/MAX LOYALTY

  4530 S Paulina St, Chicago, IL 60609
• 

  

  /29

  $365,000

  • 6 Beds
  • 2 Baths

  7924 S Lowe Ave, Chicago, IL 60620

  Check out this incredible investment opportunity in the vibrant and highly desirable Auburn Gresham community. This multifamily 2 flat was beautifully rehabbed in 2021. Both units feature stainless steel appliance packages along with dishwashers, central AC, and laundry in the basement. This property is a commuters dream; close to parks, restaurants, stores, public transportation, expressways,

  Deja Blair Blue Door Dave Inc

  7924 S Lowe Ave, Chicago, IL 60620

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