Chicago, IL Short Sale Homes for Sale

• 

  

  

  /10

  $250,000

  Pending

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

  6328 S Drexel Ave Unit 1, Chicago, IL 60637

  Spacious and beautifully updated 5-bedroom, 3-bath duplex-down in the highly sought-after Woodlawn neighborhood, just minutes from public transportation, the University of Chicago, and the future Obama Presidential Center. Offering exceptional space and flexibility, this home is ideal for homeowners, multigenerational living, or investors seeking additional income potential. The main level

  Nikki Kimsey Keller Williams Preferred Rlty

  6328 S Drexel Ave Unit 1, Chicago, IL 60637
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  /2

  $359,900

  • 9 Beds
  • 4 Baths

  2517 W 69th St, Chicago, IL 60629

  Four unit brick. Three large 2 bedroom apartments and one large 3 bedroom. building in average condition. Property being sold as is, partially tenant occupied. Potential money maker, seasoned investor can make this diamond in the ruff sparkle.

  David Williamson Choice Realty Group Inc.

  2517 W 69th St, Chicago, IL 60629
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  /2

  $297,000

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

  2151 E 90th St, Chicago, IL 60617

  Michael Mensah eXp Realty

  2151 E 90th St, Chicago, IL 60617
• 

  

  

  /17

  $195,999

  $4K PRICE DROP

  • 1 Bath

  230 E Ontario St Unit 1204, Chicago, IL 60611

  SHORT SALE-Live at the center of it all in this bright, modern Streeter Ville Loft condo just steps from the world-famous Magnificent Mile, Navy Pier, and Lake Michigan. Floor-to-ceiling windows and coveted south-facing views flood the space with natural light, creating an inviting urban retreat above the energy of downtown Chicago. Fully renovated in 2021 with brand-new wood floors added in

  Efty Garba eXp Realty

  230 E Ontario St Unit 1204, Chicago, IL 60611
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  /21

  $222,000

  $45K PRICE DROP Pending

  • 4 Beds
  • 2 Baths

  8005 S Maryland Ave, Chicago, IL 60619

  Wonderful, 2-unit building on a city lot. Easily relax in any of the bedrooms. Both units feature 2 bedroom, 1 bathroom units. Classic hardwood floors. Both units having amazing living rooms with lots of natural light. Incredible kitchens with lots of cabinet and counter top space. Conveniently located on a quiet block near food, shopping, schools, and all of the conveniences Cottage Grove has to

  Derrick Jackson eXp Realty

  8005 S Maryland Ave, Chicago, IL 60619
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  /27

  $365,000

  $20K PRICE DROP Pending

  • 7 Beds
  • 2 Baths

  7843 S Marquette Ave, Chicago, IL 60649

  Brick 2-flat both units are vacant, offering a great investment opportunity. Each unit features a spacious layout and separate utilities. Well-maintained and conveniently located near public transportation, shopping, and other amenities. A solid addition to any investment portfolio or primary residence. *shortsale. Schedule your showing today.

  Anthony Kirkland Coldwell Banker Realty

  7843 S Marquette Ave, Chicago, IL 60649
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  /25

  $240,000

  $9K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 906 Sq Ft

  4250 N Marine Dr Unit 1731, Chicago, IL 60613

  Move-in ready 1 bed / 1 bath residence in the highly sought-after Imperial Towers, just steps from Chicago's lakefront. This bright and inviting home features large windows that fill the space with natural light, creating a warm and comfortable living environment. The well-designed layout offers a spacious living area along with a dedicated dining space that comfortably accommodates a full

  David Burdeen RE/MAX 10 Lincoln Park

  4250 N Marine Dr Unit 1731, Chicago, IL 60613
• 

  

  /22

  $145,000

  • 3 Beds
  • 2.5 Baths
  • 1,426 Sq Ft

  10508 S Forest Ave, Chicago, IL 60628

  All Brick Two level Georgian sliding glass door addition opening up to a spacious backyard with all brick garage and tool sheds garden area and shurbery . Close to Chicago State University and other schools, shopping, cta transportation and expressway. Home was well kept and has many strong elements of good bones waiting on your tlc to rejuvenate.

  Tom Mackrola Delta Realty, Corp.

  10508 S Forest Ave, Chicago, IL 60628
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  /14

  $205,000

  Pending

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

  4027 W Crystal St Unit 2, Chicago, IL 60651

  Short sale subject to lender approval! Very nice and spacious 2 Bedrms, 2 Bathrms Condo on the second floor. Hardwood floors. Eat-in kitchen with SS appliances, granite countertops and 42 " Cabinets. Good Side Master bedroom with large closet and Master bath with Jacuzzi jets tub. Newer Washer and Dryer in units two years new, Fireplace, and even private deck; Parking Space included. Seller

  Carlos Funes Sky High Real Estate Inc.

  4027 W Crystal St Unit 2, Chicago, IL 60651
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  /8

  $620,000

  $55K PRICE DROP Pending

  • 5 Beds
  • 2 Baths

  2506 N Monticello Ave, Chicago, IL 60647

  Property listed at lender-suggested price. Please note: a burst pipe has caused significant water damage throughout the home. Listing photos reflect the property's condition prior to the damage. Repairs will be needed. Property is being sold as-is.

  Denzel Blocker eXp Realty

  2506 N Monticello Ave, Chicago, IL 60647
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  /2

  $275,000

  Pending

  • 6 Beds
  • 2 Baths

  4129 W Jackson Blvd, Chicago, IL 60624

  Presenting a classic brick two-flat building featuring a total of 6 bedrooms and 2 bathrooms, offering 3,038 sq ft of living space . Each unit comprises 3 bedrooms and 1 bathroom, providing ample space for tenants or owner-occupants. The property includes a full, unfinished basement, offering potential for additional living space or storage. Situated on a 3,125 sq ft lot, this multi-family home

  Jonathan Gil Equity Realty

  4129 W Jackson Blvd, Chicago, IL 60624
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  /2

  $60,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  9151 S Perry Ave, Chicago, IL 60620

  This cute small affordable home need's complete gut and total rehab, its a investor dream. once rehabbed perfect starter home.

  Kally McGill McGill Realty

  9151 S Perry Ave, Chicago, IL 60620
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  /16

  $132,000

  $27K PRICE DROP Pending

  • 3 Beds
  • 1.5 Baths
  • 1,159 Sq Ft

  1040 W 104th St, Chicago, IL 60643

  Discover the potential of this 3-bedroom, 1.5-bathroom split-level gem nestled in the heart of Washington Heights. This home offers a flexible layout including a bonus room in the finished basement-perfect for a 4th bedroom, home office, guest space, or creative studio. With just minimal updates needed, this property is an ideal opportunity for homeowners or investors looking to add value in a

  Briana Cattledge Coldwell Banker Realty

  1040 W 104th St, Chicago, IL 60643
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  /45

  $269,000

  $4K PRICE INCREASE

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

  9309 S Ada St, Chicago, IL 60620

  SHORT SALE LISTING PRICE NOT APPROVED BY LENDER YET **Completely Remodeled & Move-In Ready!** This stunning **5-bedroom, 3-bathroom** home was fully renovated from top to bottom in 2022 and has been lovingly maintained ever since. Now ready for its new owner, this home blends modern style with spacious comfort. Step inside to find **gleaming hardwood floors**, **three beautifully updated

  David Thomas Blue Door Dave Inc

  9309 S Ada St, Chicago, IL 60620
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  /32

  $275,000

  Pending

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

  8059 S Sawyer Ave, Chicago, IL 60652

  Multiple offers received. Highest and best due by Thursday 7/30. Real potential for a buyer willing to put in the work - good bones, a strong layout, and quality finishes already in place. 1,764 square feet with hardwood floors and crown molding. Kitchen with granite counters, center island, stainless appliances, recessed lighting, and two pantries. Main-floor full bath with granite shower

  Sean Bonselaar Bons Realty

  8059 S Sawyer Ave, Chicago, IL 60652
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  /2

  $399,000

  • 9 Beds
  • 3 Baths

  7544 S Essex Ave, Chicago, IL 60649

  INVESTOR DREAM - 3-Unit Brick in South Shore's Transformation Zone Solid all-brick 3-flat. 9 beds, 3 baths, 3,200 sq ft of income potential. Same ownership for years - needs TLC and vision, not demolition. Separate utilities, full basement, layouts that rehab beautifully. INVEST South/West priority corridor ($280M+ city investment). Obama Presidential Center under construction minutes away -

  Yolanda Martin Century 21 IMPACT

  7544 S Essex Ave, Chicago, IL 60649
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  /12

  $174,900

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,071 Sq Ft

  12600 S Wallace St, Chicago, IL 60628

  Beautifully updated raised ranch (2020) featuring 3 bedrooms and 2 baths with an open-concept design that seamlessly connects the kitchen, living, and dining rooms. Updates in 2020 included new furnace, windows, and central air. Enjoy gleaming hardwood floors, a stunning kitchen with porcelain tile flooring, granite countertops, new white shaker cabinets, a stylish backsplash, and stainless steel

  Shirley Fields Coldwell Banker Realty

  12600 S Wallace St, Chicago, IL 60628
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  /24

  $503,900

  • 12 Beds
  • 4 Baths

  5621 S Green St, Chicago, IL 60621

  JUMBO Brick 4-unit multifamily building on the border or Englewood and Back of the Yards. Featuring four spacious 3-bedroom, 1-bath units. Very strong cash-flow potential and is an excellent opportunity for investors looking to add a solid asset to their portfolio. The building features a full basement, classic brick construction, and a convenient location near public transportation, schools,

  Timothy Keenan Chicago Real Estate Resources

  5621 S Green St, Chicago, IL 60621
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  /17

  $160,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,108 Sq Ft

  7526 S Merrill Ave, Chicago, IL 60649

  Welcome to this spacious 4-bedroom, 2.5-bathroom home nestled in the heart of Chicago's vibrant South Shore community-just minutes from Lake Shore Drive and the beautiful lakefront. This inviting residence offers a generous floor plan, hardwood flooring throughout select areas, and endless potential to make it truly your own. The full basement provides the perfect opportunity to create a fifth

  Israel Dominguez Realty of America, LLC

  7526 S Merrill Ave, Chicago, IL 60649
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  /2

  $275,000

  Pending

  • 4 Beds
  • 2 Baths

  Unlisted Address

  Investor special.PROPERTY SOLD "AS IS" This 2-story Multi-Unite BRONZELLE is a full rehab from top to bottom and is priced for experienced buyers only. Power is off - bring a flashlight. THIS IS A SHORT SALE, CASH ONLY OR CONVENTIONAL LOAN?

  Bobbie Warren Real People Realty

  Unlisted Address
• 

  /2

  $220,000

  Pending

  • 8 Beds
  • 4 Baths

  6343 S Loomis Blvd, Chicago, IL 60636

  PROPERTY IS TOTALLY VACANT AND BOARDED UP. Stately 4-flat half-block from park and Metra. Spacious apartments each boast 2 bedrooms and additional sun room space in living room. Separate dining rooms. Basement is finished with laundry facilities on 1 side, living space on the other. Detached 2-car garage boosts your revenue. Live in or out. Do not let this opportunity to bring in rental income

  Ola Sanni Century 21 S.G.R., Inc.

  6343 S Loomis Blvd, Chicago, IL 60636
• 

  

  /16

  $150,000

  Pending

  • 4 Beds
  • 2 Baths

  4818 S Princeton Ave, Chicago, IL 60609

  Located in the heart of Chicago, Illinois, this classic multi-family property at 4818 S Princeton Ave offers a prime value-add opportunity for savvy investors. Featuring approximately 4 bedrooms, 2 bathrooms, and over 1,800 sq ft of living space, this property is ready for your vision and renovations. With solid bones and strong rental potential, this is an ideal candidate for a full rehab or

  Sachet White Century 21 IMPACT

  4818 S Princeton Ave, Chicago, IL 60609
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  /17

  $250,000

  • 4 Beds
  • 2 Baths
  • 1,832 Sq Ft

  7955 S Wentworth Ave, Chicago, IL 60620

  " SORTH SALE HAS BEEN APPROVED" WELCOME TO YOUR NEW HOME! PLENTY OF SPACE WITH 3 BEDROOMS IN THE MAIN FLOOR AND ONE IN THE BASEMENT. TWO FULL BATHROOMS AND NEW CABINETS AND QUARTZ COUNTER IN A VERY SPACIOUS KITCHEN WITH PLENTY OF NATURAL SUN LIGHT. HUGE FAMILY ROOM IN THE BASEMENT WITH AN ELECTRIC FIREPLACE AND MUCH MORE TO OFFER.

  Karla Boccelli RE/MAX Mi Casa

  7955 S Wentworth Ave, Chicago, IL 60620
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  /2

  $299,000

  • 8 Beds
  • 2 Baths

  3900 W Flournoy St, Chicago, IL 60624

  Discover incredible potential with this classic 2-flat in Chicago's Lawndale neighborhood. Each unit features 4 bedrooms and 1 bathroom, with 2 parking spaces available in the rear, plus an unfinished basement offering additional potential for storage, expansion, or future finishing. The property is being sold as-is, subject to third-party lender approval - a great opportunity for investors or an

  Freda DuBose McKay Realty Services, LLC

  3900 W Flournoy St, Chicago, IL 60624
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  /14

  $299,000

  $101K PRICE DROP Pending

  • 6 Beds
  • 2 Baths

  6621 S Marquette Dr, Chicago, IL 60637

  Renovated Two-Unit Greystone in West Woodlawn! This classic Chicago Greystone features two spacious 3 bed, 1 bath units, each updated with hardwood floors, stainless steel appliances, countertops, and modern finishes. Renovated in 2024 before the current tenants moved in. Underground plumbing replaced and updated in 2023 from the building to street. The unfinished basement offers potential for a

  Devin Burks @properties Christie's International Real Estate

  6621 S Marquette Dr, Chicago, IL 60637
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  /18

  $300,000

  $69K PRICE DROP

  • 5 Beds
  • 3 Baths

  7544 S Sangamon St, Chicago, IL 60620

  Short sale. Brick 2flat rehabbed in 2021 featuring two 2BD/1BA units with separate living and dining rooms, hardwood floors, and a den. Finished walkout basement includes an additional bedroom, offering relatedliving or duplexdown potential. Separate furnaces and water heaters; tenant pays their own utilities. New roof and porch in 2019. Twocar detached garage. Property is being sold asis with no

  Anthony Kirkland Coldwell Banker Realty

  7544 S Sangamon St, Chicago, IL 60620
• 

  

  /22

  $325,000

  $74K PRICE DROP Pending

  • 6 Beds
  • 2 Baths

  6639 S Rhodes Ave, Chicago, IL 60637

  Fantastic brick 2-Unit building in Woodlawn neighborhood. Flat roof installed 2023. Newer washer, dyer, and hot water tanks. It's has been well maintained and updated with new floors in the 1st floor unit. Granite countertop throughout. Back porch/yard offers great space to be outside in all weather with family and friends to enjoy. Close to Jackson Park, Hyde Park and the Dan Ryan expressway.

  Daryl Brewer Coldwell Banker Realty

  6639 S Rhodes Ave, Chicago, IL 60637
• 

  

  /24

  $159,000

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  6730 S South Shore Dr Unit 501, Chicago, IL 60649

  This Short sale is now APPROVED! ~ Unobstructed lake views from this bright corner unit condo home! Enjoy lakefront living with a garage parking space, balcony, and warm door staff. Watch the waves come and go while enjoying a majestic sun rise. Plus, located just steps away, you'll find a historic golf course, lake jogging and bike paths, boating, Lake Shore Drive, CTA/bus to downtown; and Metra

  Megan Stewart Baird & Warner

  6730 S South Shore Dr Unit 501, Chicago, IL 60649
• 

  

  /23

  $90,000

  Pending

  • 9 Beds
  • 3 Baths

  3827 W Fillmore St, Chicago, IL 60624

  **** Short Sale*****ATTENTION REHABBERS & INVESTORS! Here's your next rehab opportunity! Large 3-Flat with tremendous potential, ready for a complete gut renovation. Bring your vision, floor plan ideas, and rehab expertise to restore this property to its full potential. Property is being sold AS-IS. This is a fire-damaged building and is being listed sight unseen - NO SHOWINGS and NO INTERIOR

  Monica Luterek RE/MAX City

  3827 W Fillmore St, Chicago, IL 60624
• 

  /2

  $430,000

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

  7519 W Winnemac Ave, Harwood Heights, IL 60706

  Located in a great area, this is an excellent opportunity for rehabbers and investors. This brick ranch features three bedrooms and two bathrooms. It includes hardwood floors throughout the living room and bedrooms, as well as an open kitchen with a dining area. Additionally, the property offers a full finished basement with ample storage and closet space.

  Maggie DyLong Hometown Real Estate Group

  7519 W Winnemac Ave, Harwood Heights, IL 60706

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