Chicago, IL Homes for Sale under $300,000

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  /21

  $259,999

  • 4 Beds
  • 3 Baths
  • 1,600 Sq Ft

  11353 S Stewart Ave, Chicago, IL 60628

  Cash/Renovation/hard-money financing is preferred: there are some city VIOLATIONS that will need to get addressed** | Fully renovated 4-bedroom, 3-bath bungalow offering modern updates and everyday comfort throughout. Each level features a full bathroom for added convenience. The main floor includes two bedrooms, a full bath, and a bright living room accented by a custom accent wall. The new

  Tyrone Green Keller Williams ONEChicago

  11353 S Stewart Ave, Chicago, IL 60628
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  /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
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  /8

  $255,000

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft

  7326 S Francisco Ave, Chicago, IL 60629

  Welcome to this charming mid-century brick home in the heart of Chicago's Southwest Side. Well maintained and full of character, this solid residence offers comfortable living with great potential for customization. The functional layout features a natural flow between living, dining, and kitchen areas, along with three bedrooms ideal for family, guests, or a home office. Situated on a full lot

  Erick Matos Realty of America, LLC

  7326 S Francisco Ave, Chicago, IL 60629
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  /74

  $270,000

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

  937 E 84th Place, Chicago, IL 60619

  Discover a spacious home boasting 5 bedrooms and 3 baths. Curb appeal with an outdoor Charming fenced in yard with neatly landscaped grounds. Bedrooms are generously sized with ample storage, including double closets. Fully finished basement featuring a welcoming family room, a full bathroom, and a 5th bedroom for guests or additional living space. Laundry room with abundant storage throughout

  LaShonda Williams Living Well Realty Co.

  937 E 84th Place, Chicago, IL 60619
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  /44

  $275,000

  • 1 Bed
  • 1 Bath
  • 845 Sq Ft

  10 E Ontario St Unit 1303, Chicago, IL 60611

  Welcome to resort-style living in the heart of River North. This sunny, south-facing 1-bedroom, 1-bath condo at 10 E Ontario features floor-to-ceiling windows, granite countertops, and a spacious layout. Step onto your large private balcony and take in the city skyline - perfect for relaxing or entertaining. The building offers an impressive array of amenities, including a seasonal outdoor pool,

  Tarik Hage RE/MAX Premier Luxury Collection

  10 E Ontario St Unit 1303, Chicago, IL 60611
• 

  

  /35

  $299,999

  • 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
• 

  

  /23

  $260,000

  • 5 Beds
  • 2 Baths
  • 2,210 Sq Ft

  8816 S Constance Ave, Chicago, IL 60617

  Back on market-prior buyer did not proceed. FHA appraisal complete! Spacious and open 2-story home that has everything a buyer needs in a neighborhood that truly feels like home. Enjoy backyard living with a party deck, ambient lighting, and a garden oasis. The updated kitchen features an open concept, perfect for entertaining and staying connected with family and guests. The finished basement

  Bryant Triplett RE/MAX 10

  8816 S Constance Ave, Chicago, IL 60617
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  /5

  $200,000

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  238 W 31st St Unit 2E, Chicago, IL 60616

  BUILDING AT CORNER OF 31ST. & WELLS. FACE TO SOUTH &EAST, BRIGHT &SPACIOUS LIVING SPACE WITH OPEN KITCHEN (3 BED/1 BATH ,1000SFT. UPDATE . HARDWORD FL THROUGHT,IN-UNIT LAUNDRY). EXCELLENT LOCATION, MINS. TO CHINATOWN, DOWNTOWN,EASY TO ACCESS I90/94,WALK DISTANCE TO CTA,IIT UNIVERSITY,WHITE SOX FIELD ... GREAT CHANGE TO OWN OR INVESTMENT. MOTIVAL SELLER ANDMOVE-IN CONDITION, BUT PREFER TO SOLD

  Helen Dai Pilsen Realty Group

  238 W 31st St Unit 2E, Chicago, IL 60616
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  /14

  $224,500

  • 5 Beds
  • 4.5 Baths
  • 2,272 Sq Ft

  6636 S Ingleside Ave, Chicago, IL 60637

  This is a very unique situation where the right location offers an amazing building with great potential and should not judge this book by its cover. This former two unit was in the process of being converted to a large single family residence and if you have been watching SF values in this area you can already see the equity upside awaiting you. Demo has been completed, the interior has been

  Ryan Smith RE/MAX Premier

  6636 S Ingleside Ave, Chicago, IL 60637
• 

  

  /19

  $239,900

  • 5 Beds
  • 2 Baths
  • 2,600 Sq Ft

  76 E 100th Place, Chicago, IL 60628

  Charming, Roomy, and Delightful! This Newly Updated and Spacious Five Bedroom Two Bath home with an Open Living, Kitchen and Dining Room Concept Offers 2,600 SF of Living Space. Granite Countertops, New Cabinetry, Stainless Steel Stove, Dishwasher, and Refrigerator. Gated Yard, New Deck great for Entertaining, Central Air, Laundry Hookup, and 2 Car Garage. The finished basement includes a full

  Carolyn Ramsey Ramsey Realty Group LLC

  76 E 100th Place, Chicago, IL 60628
• 

  

  /23

  $294,900

  • 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
• 

  

  /31

  $225,000 Open House 5/02

  • 2 Beds
  • 2 Baths
  • 937 Sq Ft

  Unlisted Address

  Welcome to your newly rehabbed Jeffrey Manor-South Deering 2 BR 2 BA 2-level townhome with office, full/finished basement, side driveway, 2-car garage, front yard and backyard. Rehab almost complete, schedule a tour. Enjoy preparing meals in your new kitchen. Newly updated bathrooms on the 2nd Flr and in basement. Flooring updates throughout. New warm, neutral paint throughout. Washer and dryer

  Chris Davis ARD Real Estate PLLC

  Unlisted Address
• 

  

  /19

  $215,000

  • 3 Beds
  • 1 Bath
  • 1,385 Sq Ft

  9139 S Marshfield Ave, Chicago, IL 60620

  Unlock the potential of this classic brick home in Chicago's desirable Washington Heights neighborhood. The property currently offers three bedrooms and one bathroom, with an unfinished upper level that could easily accommodate two additional bedrooms-bringing the total potential to five bedrooms and significantly increasing rental or resale value. Inside, you'll find original hardwood floors, a

  Danielle Johnson McColly Real Estate

  9139 S Marshfield Ave, Chicago, IL 60620
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  /14

  $255,000

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

  4925 S Forrestville Ave Unit 3S, Chicago, IL 60615

  Spacious 2-bedroom, 2-bath condo located in the heart of Bronzeville. This well-maintained unit offers an open-concept living and dining area filled with natural light, perfect for both everyday living and entertaining. The kitchen features ample cabinetry and counter space, ideal for home cooking and gatherings. The primary bedroom includes a private en-suite bath and generous closet space,

  Carmelita Hubbard Infiniti Properties, Inc.

  4925 S Forrestville Ave Unit 3S, Chicago, IL 60615
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  /21

  $229,000

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft

  8008 S Muskegon Ave, Chicago, IL 60617

  Welcome home to this beautifully updated 4-bedroom, 2-bath single-family residence in South Chicago. Filled with comfort and charm, this inviting home offers plenty of space to grow and create lasting memories. The unfinished basement is ready for your personal vision, and the spacious fenced-in backyard is perfect for family time, play, and relaxed outdoor gatherings. A wonderful place to start

  Latonia Goldsmith Century 21 IMPACT

  8008 S Muskegon Ave, Chicago, IL 60617
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  /24

  $269,000

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

  4809 S Wabash Ave Unit 1, Chicago, IL 60615

  Located in vibrant Bronzeville, this 3 bedroom, 2 bath unit offers a thoughtful layout. The open kitchen features cherry cabinetry, granite countertops, and stainless steel appliances, making perfect for entertaining. The primary bedroom includes a walk in closet and an en suite bath with a double vanity and separate shower. Additional features include brand new hardwood floors, a fireplace,

  Nancy Leflar eXp Realty

  4809 S Wabash Ave Unit 1, Chicago, IL 60615
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  /13

  $275,000

  • 5 Beds
  • 2 Baths

  217 N Kostner Ave, Chicago, IL 60624

  Introducing a classic brick two-flat building featuring a total of 5 bedrooms and 2 bathrooms, offering 2,242 sq ft of living space . Each unit provides spacious accommodations, and the property includes a full, unfinished basement, presenting potential for additional living space or storage . Situated on a 3,150 sq ft lot, this multi-family home is located in the vibrant West Garfield Park

  Jonathan Gil Equity Realty

  217 N Kostner Ave, Chicago, IL 60624
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  /5

  $300,000

  7156 S Vincennes Ave, Chicago, IL 60621

  Pleased to present a 24-unit multifamily building in Chicago's south side neighborhood of Greater Grand Crossing. The unit mix includes (12) 1 bedroom, 1 bath and (12) studio units. The building is currently vacant and in need of a complete gut rehab. The property is located in a qualified opportunity zone.

  Finley Askin Chicago Real Estate Resources

  7156 S Vincennes Ave, Chicago, IL 60621
• 

  

  /23

  $285,000

  • 1 Bed
  • 1 Bath
  • 1,000 Sq Ft

  1645 W Ogden Ave Unit 607, Chicago, IL 60612

  Paramount Lofts - One Bedroom, One Bath Condo-Loft facing East with a Beautiful view of downtown Chicago. Unit Features are hardwood floors, open floor plan, 15 foot ceilings with wall of windows, balcony and gas fireplace. Kitchen has stainless steel appliances, quartz countertops with island. In unit washer/dryer, lots of closet space. Indoor heated garage space included in price! Building

  Sharon Rice-Minoso The Sokol Group

  1645 W Ogden Ave Unit 607, Chicago, IL 60612
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  /22

  $280,000

  • 4 Beds
  • 3 Baths

  26 E 101st Place, Chicago, IL 60628

  Welcome to 26 E 101st Pl-a classic 2-flat multi-family residence offering a total of 4 bedrooms and 2 full bathrooms. Thoughtfully updated, this property is ideal for owner-occupants seeking rental income or investors aiming to expand their portfolio. Each unit features hardwood floors, generous room sizes, and ample sitting area. The partially finished walk-out basement adds versatility for

  Jonathan Gil Equity Realty

  26 E 101st Place, Chicago, IL 60628
• 

  

  /21

  $275,000

  • 6 Beds
  • 2 Baths

  801 S Kedvale Ave, Chicago, IL 60624

  Great opportunity to own a 2 flat that has been renovated. Both units feature hardwood flooring, separate utilities including fridge, stove, laundry hookups, in-unit circuit breakers, furnaces and water heaters. Within close proximity to the I-290 expressway. Subject property is approx. 15 minutes to Downtown Chicago by car. Located near Garfield Park and the historic Garfield Park Gold Dome

  Jonathan Gil Equity Realty

  801 S Kedvale Ave, Chicago, IL 60624
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  /27

  $249,999

  • 7 Beds
  • 4 Baths

  237 W 114th St, Chicago, IL 60628

  Fantastic opportunity! This income-generating 2-unit duplex features strong, consistent rental income with 1 units currently vacant on flexible month-to-month leases, paying 1,400 per month. This property duplex is metered separately per tenant with immediate earnings plus the potential for future rent increases. The month-to-month leases provide flexibility for repositioning, updating, or

  Misael Chacon Beycome brokerage realty LLC

  237 W 114th St, Chicago, IL 60628
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  /4

  $270,000

  • 9 Beds
  • 3 Baths

  Unlisted Address

  Fantastic Opportunity for Homeowners & Investors Alike! This solid brick legal two-unit building has a potential additional 3-bedroom basement unit with two bedrooms. At this price you can get exceptional value and incredible income potential. Looking to live in one unit and rent the others? Perfect!! Looking to Add a strong performer to your investment portfolio, this property checks all the

  Gary Alveranga Real People Realty

  Unlisted Address
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  /18

  $249,900

  • 1 Bed
  • 1 Bath
  • 1,001 Sq Ft

  6007 N Sheridan Rd Unit 17G, Chicago, IL 60660

  Experience unparalleled lakeside luxury in this exquisitely renovated 1 bedroom, 1 bathroom residence at The Malibu in Edgewater. Completely remodeled between 2021 and 2024, this stunning 1,000 square foot condo showcases breathtaking Lake Michigan views through floor-to-ceiling windows and huge balcony. The open-concept layout features a spacious living area, and a private balcony overlooking

  Sohail Salahuddin eXp Realty

  6007 N Sheridan Rd Unit 17G, Chicago, IL 60660
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  /9

  $248,000

  • 1 Bed
  • 1 Bath
  • 640 Sq Ft

  3595 S Archer Ave Unit 2E, Chicago, IL 60609

  WELCOME TO ARCHER HOMES, a new quality construction at 3595 S Archer Ave in McKinley Park. This mixed-use development offers 27 modern residential condos, 2 live/work units, 2 retail spaces, and 23 deeded parking spots - all in a sleek, elevator-equipped building you'll be proud to call home. PRIME LOCATION, INCREDIBLE CONVENIENCE : Step outside to instant connectivity - the CTA Orange Line

  Daniel Kong Richland Global Inc

  3595 S Archer Ave Unit 2E, Chicago, IL 60609
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  /9

  $278,000

  • 2 Beds
  • 1 Bath
  • 749 Sq Ft

  3595 S Archer Ave Unit 2C, Chicago, IL 60609

  WELCOME TO ARCHER HOMES, a new quality construction at 3595 S Archer Ave in McKinley Park. This mixed-use development offers 27 modern residential condos, 2 live/work units, 2 retail spaces, and 23 deeded parking spots - all in a sleek, elevator-equipped building you'll be proud to call home. PRIME LOCATION, INCREDIBLE CONVENIENCE : Step outside to instant connectivity - the CTA Orange Line

  Daniel Kong Richland Global Inc

  3595 S Archer Ave Unit 2C, Chicago, IL 60609
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  /20

  $200,000

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  Unlisted Address

  SPACIOUS 2 BR, 1 BTH CONDO ON 5TH FLOOR IN ELEVATOR BUILDING RECENTLY RENOVATED KITCHEN WITH STAINLESS STEEL REFRIGERATOR, OVEN RANGE AND MICROWAVE. HARDWOOD FLOORS THROUGHOUT. UPDATED FULL BATHROOM. WINDOWS HAVE BEEN REPLACED. 2 WALL A/C INCLUDED. SECURED GATED ENTRY PARKING FOR $80/MONTH. CONTACT HOA FOR AVAILABILITY. LARGE STORAGE AND SHARED COIN LAUNDRY ON FIRST FLOOR. LOW MONTHLY ASSESSMENT

  Mohammad Sukhera Century 21 Universal

  Unlisted Address
• 

  

  /15

  $269,900

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  7449 S Bennett Ave, Chicago, IL 60649

  Welcome to 7449 S Bennett Ave-a thoughtfully designed single-family home offering space, comfort, and versatility. This inviting residence blends classic charm with modern updates, creating an ideal setting for both relaxation and entertaining. With 1,560 sq ft of well-planned interior living space, this home is perfectly equipped for buyers ready for their next chapter. Step inside to discover

  Mary Derman Keller Williams Preferred Rlty

  7449 S Bennett Ave, Chicago, IL 60649
• 

  

  /17

  $219,000

  • 5 Beds
  • 2 Baths

  324 W 112th St, Chicago, IL 60628

  Perfect for owner-occupants or investors. Live in one unit and rent the other to offset your mortgage. Strong rental demand and value-add opportunity. Projected stabilized rent: $2,400 - $2,600/month total. Estimated mortgage payment $1600. WELLL MAINTAINED 2-FLAT. FEATURES HARDWOOD FLOORS, HUGE SIDE DRIVE WITH PARTY-DOOR GARAGE. SEPARATE UTILITIES. LAUNDRY HOOKUP IN BASEMENT. BONUS 1 BATH

  Joseph Konney Top Care Realty LLC

  324 W 112th St, Chicago, IL 60628
• 

  

  /19

  $280,000

  • 3 Beds
  • 1.5 Baths
  • 1,317 Sq Ft

  9919 S Charles St, Chicago, IL 60643

  Welcome to this charming Beverly bungalow offering solid opportunity or homeowners, investors, or buyers looking to added their personal touch. This home features a functional layout with generously size rooms, natural light throughout, and a classic details that reflect pride of ownership. This is a probate sale and is being sold as-is. The seller will not make any repairs. No Disclosures. Home

  Niktora Julian Crown&Keys Realty Signature Collection

  9919 S Charles St, Chicago, IL 60643
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  /14

  $249,000

  • 1 Bed
  • 2 Baths
  • 921 Sq Ft

  3535 S Damen Ave, Chicago, IL 60609

  Prime RT-4 redevelopment opportunity in the heart of McKinley Park,. This 25125 standard Chicago lot offers exceptional potential for a new multi-unit residential project in a high-demand area favored by the local community.The existing structure is approximately 921 sqft ft, and requires a full rehab. Property will be sold strictly AS-IS, and the seller will make no repairs or remove remaining

  Qian Kun Chen Kale Realty

  3535 S Damen Ave, Chicago, IL 60609
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  /28

  $249,000

  • 4 Beds
  • 2.5 Baths
  • 1,375 Sq Ft

  15 W 108th Place, Chicago, IL 60628

  This clean, well kept 4 bedroom, 2 1/2 bath home with a detached 2 car is ready for occupancy. This home has been improved for the new owner with new kitchen cabinets, newer appliances and new carpets in all 4 bedrooms along with the staircase going up to bedrooms. There is a security system that can be left for the new buyer. There is a new grade school a block over to the west with 2 high

  Warren DeVries The Wallace Real Estate Group, INC.

  15 W 108th Place, Chicago, IL 60628
• 

  

  /17

  $255,000

  • 4 Beds
  • 3.5 Baths
  • 2,653 Sq Ft

  8015 S Sangamon St, Chicago, IL 60620

  RUN!!! DRAMATIC PRICE DROP FOR A QUICK SALE! Welcome to this unique and spacious 4-bedroom, 3.5-bath home in the heart of Auburn Gresham, offering timeless character paired with a few thoughtful updates. Perfect for related living with its separate living quarters. Step inside to a gracious main level featuring a charming parlor, sun-filled living room, formal dining room, and kitchen. The main

  Jessica Billups Coldwell Banker Realty

  8015 S Sangamon St, Chicago, IL 60620
• 

  

  /13

  $300,000

  • 1 Bed
  • 1 Bath
  • 950 Sq Ft

  Unlisted Address

  Best price on corner 1 bedroom at popular vintage condo on the Drive. Fabulous light in this northwest corner unit. Great hardwood floors and vintage details. Update this to your taste and style as it needs renovation. Super staff and best roof deck in the city. Additional storage cage included. Special assessment paid by seller. Building in excellent condition.

  Jim Kinney Baird & Warner

  Unlisted Address
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  /38

  $279,999

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

  312 E 136th St, Chicago, IL 60827

  Step into modern luxury with this beautifully re-imagined, fully rehabbed home, a rare gem that blends contemporary design with timeless comfort. Every detail has been thoughtfully crafted, from the gleaming solid oak hardwood floors to the sleek quartz countertops that elevate the heart of the home. Enjoy a bright, open, and spacious layout perfect for everyday living and effortless

  Roger Duarte Nevarez Midwest SignatureProperties Co

  312 E 136th St, Chicago, IL 60827
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  /10

  $246,500

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

  8247 S Wabash Ave, Chicago, IL 60619

  Upon entering, you'll find an inviting living area with all new stainless steel appliances in the kitchen and a finished basement. Each of the three bedrooms offers ample space. Outside, the property boasts a spacious backyard that's perfect for outdoor living. This home comes with central air and a warranty. This property enjoys a vibrant community with access to local amenities, shopping,

  Guy Williams Williams Realty and Investment

  8247 S Wabash Ave, Chicago, IL 60619
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  /31

  $284,900

  • 2 Beds
  • 1.5 Baths
  • 1,700 Sq Ft

  5555 S Everett Ave Unit C-14, Chicago, IL 60637

  Stunning Lakefront Condo in the Heart of Hyde Park - 5555 S Everett Ave Unit C14 Wake up every morning to breathtaking lakefront views from this beautifully updated 2-bedroom, 1.5-bath condo offering nearly 1,700 sq ft of bright, open living space in one of Hyde Park's most desirable lakefront buildings. Step inside and you'll immediately feel the warmth of natural sunlight pouring through

  Tavo Rubalcava eXp Realty

  5555 S Everett Ave Unit C-14, Chicago, IL 60637
• 

  

  /3

  $275,000

  • 4 Beds
  • 3.5 Baths
  • 1,810 Sq Ft

  7428 S Maryland Ave Unit 30, Chicago, IL 60619

  Property sits on a nice size lot with an additional lot attached for your enjoyment. Located in Greater grand crossing with 2 stories of living space, 4 bedrooms, 2 1/2 bathrooms, wrought iron fence, privacy fence and 2 car garage. Home needs some TLC. Great schools and close to the expressway with easy access to the loop. Home needs some TLC and sold As Is. Schedule your appointment today and

  Maurine Moore Real People Realty

  7428 S Maryland Ave Unit 30, Chicago, IL 60619
• 

  

  /10

  $295,000

  • 1 Bed
  • 1 Bath
  • 765 Sq Ft

  310 S Michigan Ave Unit 1612, Chicago, IL 60604

  For Investors Only: Long-term tenant-occupied; lease expires on 5/31/2027. The iconic Metropolitan Building on Michigan Ave. is just steps across the street from Millennium Park, Grant Park, the Symphony Center, restaurants, shops, and public transportation. This 1-bed/1-bath unit is approximately 765 square feet and includes a storage unit on the same floor. It features a gourmet kitchen with

  Kathy Yau LITS Realty LLC

  310 S Michigan Ave Unit 1612, Chicago, IL 60604
• 

  

  /19

  $200,000

  • 7 Beds
  • 3 Baths

  9338 S Marquette Ave, Chicago, IL 60617

  Attention Savvy Investors & Visionary Homebuyers! Rehabbed started in 2025, Ready for Your Final Touches: Step into this partially renovated 2-unit frame building, with 3 Bedrooms 1 Bath on each floor, with Huge Living rooms, formal Dining with Hardwood floors and a basement that can be duplex up to the first floor offering the perfect canvas to complete your dream investment or start your

  Efty Garba eXp Realty

  9338 S Marquette Ave, Chicago, IL 60617

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