3,475

Chicago, IL Homes for Sale under $300,000

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  • /20

    $272,000

    $7K PRICE DROP Pending
    • 1 Bed
    • 1 Bath

    3839 N Western Ave Unit 202, Chicago, IL 60618

    Light-filled and spacious, this beautifully finished 1-bedroom, 1-bath home in the heart of North Center is the turnkey opportunity you've been waiting for. The thoughtfully designed layout showcases a stunningly renovated kitchen with quartz countertops, soft-close shaker cabinets, custom pantry and breakfast bar, flowing effortlessly into a large dining room perfect for hosting. The bathroom is

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    Kimberly Brychel

    @properties Christie's International Real Estate

    (872) 250-4481

    3839 N Western Ave Unit 202, Chicago, IL 60618
  • /15

    $199,900

    • 3 Beds
    • 1.5 Baths
    • 1,024 Sq Ft

    8319 S Crandon Ave, Chicago, IL 60617

    Welcome to this charming South Chicago brick bungalow offering 3 bedrooms, 1.5 baths, and a finished loft-style attic. Well-maintained home features 2 bedrooms on the main floor with a large additional room that can be used as a walk-in closet, office, etc. The main level features a comfortable living room, dining area, kitchen, and full bath. Upstairs, the finished attic includes a bedroom with

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    Reginald Patterson

    eXp Realty

    (872) 278-6195

    8319 S Crandon Ave, Chicago, IL 60617
  • /25

    $179,900

    Pending
    • 2 Beds
    • 1 Bath
    • 1,098 Sq Ft

    6146 N Damen Ave Unit 3H, Chicago, IL 60659

    Bright and spacious top-floor corner condo featuring 2 bedrooms and 1 bath. This unit offers an eat-in kitchen, separate living and dining room, and hardwood floors throughout. Enjoy abundant natural light from multiple exposures. Assessment includes heat for added value, plus convenient on-site laundry. Ideally located near shopping, dining, and public transportation-perfect for both homeowners

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    Syed Hashmi

    Guidance Realty

    (872) 360-1429

    6146 N Damen Ave Unit 3H, Chicago, IL 60659
  • /2

    $9,500

    $3K PRICE DROP
    • Land
    • 0 Sq Ft

    1751 N Western Ave Unit P1, Chicago, IL 60647

    Indoor heated garage PARKING SPACE located in prime location - Attached to condo building. Desirable Wicker park location near the 606 trail, restaurants and shops. Amazing opportunity to own a parking space if you live close by or have an extra car that needs to be stored. Investors can purchase the parking space without having to own a condo in the building.

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    Rafay Qamar

    Real Broker LLC

    (872) 335-2073

    1751 N Western Ave Unit P1, Chicago, IL 60647
  • /18

    $100,000

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

    9761 S Ingleside Ave, Chicago, IL 60628

    Attention investors! Blank Canvas of a home is awaiting a seasoned flipper to enjoy the fruits of their labor. This home is gutted down to the studs for you ease of renovation and resale. The house is currently laid out as a 2+1 Bedroom 2 full bath home with a 1 car garage. All brick exterior. THIS HOME IS SOLD HOW IT IS, WHERE IT IS ETC. The owner will NOT do any modifications to satisfy the

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    Mithil Patel

    HomeSmart Realty Group

    (312) 757-8586

    9761 S Ingleside Ave, Chicago, IL 60628
  • /17

    $136,000

    $4K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 888 Sq Ft

    7500 S Kenwood Ave Unit B, Chicago, IL 60619

    This town home gem offers an open concept floor plan with spacious dining room / living room, laundry, & kitchen on first floor. Second floor features 2 generous size bedrooms with plenty of windows allowing natural light & an updated bathroom. Private entrance and dedicated off-street parking. Located near shopping, transit options, parks, and dining, this home blends city accessibility with

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    Miguel Perea

    Open Path Realty

    (312) 509-4896

    7500 S Kenwood Ave Unit B, Chicago, IL 60619
  • /26

    $195,000

    • 3 Beds
    • 2 Baths
    • 704 Sq Ft

    1016 W 57th St, Chicago, IL 60621

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    Tamika Marks

    Trademarks & Associates

    (872) 273-5717

    1016 W 57th St, Chicago, IL 60621
  • /7

    $174,000

    $25K PRICE DROP
    • 6 Beds
    • 2 Baths

    537 W 61st Place, Chicago, IL 60621

    GREAT INVESTMENT SPECIAL both units rented. first unit rented at 1,400 & 2nd unit for 1,000. 3 bedrooms and a full bath on each unit. Basement is perfect for expanding great potential. Exterior has front porch. Drive by only! Property Sold AS IS!! PLEASE DO NOT DISTURBE TENANTS call or text if you want to schedule a showing 48 hours required.

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    Maricela Wilson

    Smart Home Realty

    (773) 863-3190

    537 W 61st Place, Chicago, IL 60621
  • /25

    $289,000

    Pending
    • 1 Bed
    • 1 Bath
    • 850 Sq Ft

    1660 N La Salle Dr Unit 1708, Chicago, IL 60614

    Welcome to this bright, west-facing 1-bedroom condo in one of Old Town's most sought-after full-amenity high-rises. Perfectly positioned in one of Chicago's premier neighborhoods, you're just moments from Lake Michigan, vibrant Wells Street dining and nightlife, and convenient public transportation-including the Brown Line and the 156 bus right outside your door. Inside, floor-to-ceiling windows

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    Timothy Rhoten

    Red Carpet Investment Group In

    (872) 327-4999

    1660 N La Salle Dr Unit 1708, Chicago, IL 60614
  • /11

    $149,900

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

    7204 S Rhodes Ave, Chicago, IL 60619

    Let's face it....this market has really been a challenge for some buyers when it comes to finding their own place and space in todays market. But we are here to tell you that this very quaint hidden gem is ready for it's new owner. Perfect for a first time home buyer. Even though its a house, it gives you a condo/duplex feel. Few places offer an all-brick, four-bedroom, two-bath home at this

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    O'Neia Washington

    O W Auction Group LLC

    (872) 266-2942

    7204 S Rhodes Ave, Chicago, IL 60619
  • /19

    $274,431

    $41K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    6414 N Hoyne Ave Unit 3W, Chicago, IL 60645

    **Stunning & Spacious 3-Bed, 2-Bath Condo in West Rogers Park!** This beautifully unit offers an ideal blend of charm and modern finishes, featuring exposed brick, refinished hardwood floors throughout, and an open-concept layout perfect for entertaining. The kitchen boasts granite countertops, stainless steel appliances, and ample cabinet space. Enjoy the comfort of central air, in-unit hook up

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    Leticia Cejeda

    eXp Realty

    (773) 974-9798

    6414 N Hoyne Ave Unit 3W, Chicago, IL 60645
  • /15

    $135,900

    $24K PRICE DROP Pending Pre-Foreclosure
    • 4 Beds
    • 2 Baths
    • 1,440 Sq Ft

    8211 S Saginaw Ave, Chicago, IL 60617

    Opportunity knocks with this spacious Chicago bungalow offering solid updates and serious upside. Previously renovated after its 2021 sale, the home is now ready for a buyer who wants to complete minor repairs, add finishing touches, and unlock its full potential. Located in South Chicago near South Shore, this 4-bedroom, 2-bath property delivers the space, layout, and improvements investors and

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    Daniel Ellington

    Infiniti Properties, Inc.

    (312) 535-6106

    8211 S Saginaw Ave, Chicago, IL 60617
  • /2

    $134,999

    • 3 Beds
    • 1.5 Baths
    • 1,182 Sq Ft

    10149 S Wentworth Ave, Chicago, IL 60628

    Remarks: A lovely & cozy bungalow home with three (3) bedrooms and 1 & 3/4 baths. The home features many upgrades, with newer windows and a newer furnace. A new 40-gallon hot water heater was installed in April 2026. The remodeled eat-in kitchen features a center island and a stainless-steel refrigerator, stove, and microwave. The home also features an oversized master/primary bedroom with a 3/4

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    Conrad Carpenter

    City & Suburbs Realty, Inc.

    (773) 299-1244

    10149 S Wentworth Ave, Chicago, IL 60628
  • /2

    $50,000

    • 4 Beds
    • 2 Baths
    • 1,586 Sq Ft

    11931 S Wallace St, Chicago, IL 60628

    Attention investors, rehabbers, and visionaries! This 4 bed 2 bath 2 story home in Chicago's West Pullman neighborhood is an opportunity to unlock serious potential. The property requires a full renovation, making it a canvas for a profitable fix-and-flip or a custom renovation for an owner-occupant ready to build instant equity. With its generous footprint and classic two-story layout, the

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    Vikky Kaufman

    Coldwell Banker Realty

    (312) 779-0572

    11931 S Wallace St, Chicago, IL 60628
  • /3

    $24,000

    • Land
    • 0 Sq Ft

    2917 E 130th St, Chicago, IL 60633

    Prime 25x125 lot on the main street of East 130th in Hegewisch. Offering exceptional visibility and location. Whether you're planning to build your home or are seeking an investment opportunity, this parcel is ready for your vision. Close to Interstate, CTA Bus, Mann Park and the South Shore train!! Endless potential!

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    Michelle McManus

    @properties Christie's International Real Estate

    (773) 232-3461

    2917 E 130th St, Chicago, IL 60633
  • /28

    $235,000

    Pending
    • 2 Beds
    • 1 Bath
    • 920 Sq Ft

    2323 W Pershing Rd Unit 519, Chicago, IL 60609

    Experience the ultimate urban lifestyle in this stunning McKinley Park loft. This fifth-floor gem offers a rare blend of industrial grit and modern luxury, featuring jaw-dropping 20-foot ceilings and floor-to-ceiling views directly overlooking the lush greenery of the park. The open-concept living space is drenched in natural light, showcasing gorgeous hardwood floors and a "hip vibe" that's

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    Gina Joshi

    Prestige Realty Group

    (312) 471-9665

    2323 W Pershing Rd Unit 519, Chicago, IL 60609
  • /30

    $269,900

    Pending
    • 3 Beds
    • 1 Bath
    • 998 Sq Ft

    4605 W 84th Place, Chicago, IL 60652

    Welcome to this solid 3-bedroom Scottsdale ranch set on a spacious lot with a fenced yard and mature trees. Inside, you'll find hardwood floors throughout, an updated kitchen, and plenty of natural light. The attached 41-foot garage offers convenient backyard access and comfortably fits two vehicles. Recent updates include a new furnace (2024), garage door opener (2024), upgraded A/C condenser

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    John Wanda

    Century 21 Circle

    (872) 370-1938

    4605 W 84th Place, Chicago, IL 60652
  • /20

    $240,000

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    1221 N Dearborn St Unit 206S, Chicago, IL 60610

    Welcome to this fantastic Gold Coast location. You will enter into this duplex condo to find a beautifully updated kitchen with granite countertops and sleek white cabinets. Stunning hardwood floors through the rest of the living room. The stairs will then lead you up to a spacious bedroom suite. You'll find plenty of room to arrange the space to your desires, whether it's a reading nook, a home

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    Dennis Lai

    Best Realty USA

    (312) 467-7605

    1221 N Dearborn St Unit 206S, Chicago, IL 60610
  • /18

    $199,900

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    3900 N Lake Shore Dr Unit 13B, Chicago, IL 60613

    Move in ready, rarely available "B" unit available on iconic Lake Shore Drive! With rich hardwood flooring, fresh paint, and an open, expansive floorplan, you can take in the beautiful, south facing views of our stunning lakefront from every angle of this home! The kitchen was updated with ample, quality cabinetry and stainless appliances. The mirrored dining room wall isn't just for show; hidden

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    Lauren Sauer

    @properties Christie's International Real Estate

    (872) 350-1900

    3900 N Lake Shore Dr Unit 13B, Chicago, IL 60613
  • /29

    $160,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,295 Sq Ft

    12025 S Prairie Ave, Chicago, IL 60628

    Completely renovated and move-in ready, this charming South Prairie corner lot home offers 3 bedrooms and 2 full baths with plenty of space and natural light throughout. Featuring original hardwood floors in parts of the home, this property blends classic character with modern updates. One bedroom is conveniently located on the main level, while the fully finished basement includes an additional

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    Laraine Hanson

    Laraine Hanson

    (872) 248-5875

    12025 S Prairie Ave, Chicago, IL 60628
  • /2

    $40,000

    • Land
    • 3,920 Sq Ft
    • $444,444 per Acre

    7548 S Dorchester Ave, Chicago, IL 60619

    Residential lot available with gas, electric & and water nearby. Priced to Sell. Drive by today & Bring us an offer.

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    Courtney Caraway

    Gallery Realty Inc.

    (872) 363-1757

    7548 S Dorchester Ave, Chicago, IL 60619
  • /2

    $34,808

    $4K PRICE DROP
    • Land
    • 0 Sq Ft

    2907 E 79th St, Chicago, IL 60649

    Owner finance available. Ask for details. Vacant Commercial lot. Excellent opportunity! Lot is 25 x 126. Great South Shore location. Next to strip mall. Bring your ideas here. Lots of New construction around area. Owner does not have a survey and will not provide any survey. Buyers will have to purchase their own survey. Near train station. Call agent with any questions.

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    Robert Kroll

    808 Realty

    (872) 259-5919

    2907 E 79th St, Chicago, IL 60649
  • /16

    $219,000

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

    442 W 117th St, Chicago, IL 60628

    Charming traditional bungalow featuring 3 spacious bedrooms on the main level, along with a combined living and dining room showcasing hardwood floors. The lower level offers 2 additional bedrooms, a full bath, laundry area, and extra living space-perfect for guests. This home includes 2 full bathrooms and both enclosed front and back porches, adding year-round versatility. Situated on a double

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    Maria Ortiz

    Kale Realty

    (773) 309-3989

    442 W 117th St, Chicago, IL 60628
  • /29

    $255,000

    Pending
    • 1 Bed
    • 1 Bath

    211 E Ohio St Unit 2004, Chicago, IL 60611

    A great opportunity to own this spacious 1 bedroom/1 bathroom condo at the fabulous Grand Ohio. Extremely well kept, this true one bed at the Grand Ohio INCLUDES parking!!! The kitchen boasts maple cabinets, stainless steel appliances and granite countertops. The living area has hardwood flooring and the bath has a granite vanity. The Grand Ohio is full of luxurious resort style amenities such as

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    Gary Grossman

    Coldwell Banker Realty

    (872) 239-3895

    211 E Ohio St Unit 2004, Chicago, IL 60611
  • /11

    $240,000

    • Land
    • 0 Sq Ft

    3964 W Ohio St, Chicago, IL 60624

    Excellent development site in East Garfield Park! 4 contiguous parcels, including a corner lot, offered as a package deal. Zoned RS-3. Perfect for builders or investors. Drive by-4 PINs included. Located in a high-demand area experiencing ongoing revitalization, this site provides flexibility, visibility, and strong upside. Drive by and explore the possibilities-four separate PINs included in the

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    Eduardo Sanchez

    PAK Home Realty

    (312) 663-8235

    3964 W Ohio St, Chicago, IL 60624
  • /20

    $229,900

    • 1 Bed
    • 1 Bath
    • 816 Sq Ft

    655 W Irving Park Rd Unit 906, Chicago, IL 60613

    Welcome to 655 W Irving Park! Walk right into this spacious 1 bedroom with pretty northern views, marble tile floors, an an open kitchen to the dining room and living room combination. The very large bedroom has room for extra seating or storage and generous closet space. This is a full amenity building with a workout room, pool, sun deck, door staff and gorgeous lobby. Do we need to mention the

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    Katrina de los Reyes

    Berkshire Hathaway HomeServices Chicago

    (844) 409-3217

    655 W Irving Park Rd Unit 906, Chicago, IL 60613
  • /12

    $234,000

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    211 E Ohio St Unit 1013, Chicago, IL 60611

    Don't miss this Bright, Spacious Streeterville South Facing 1 Bedroom Condo! Modern appliances, abundance of closet space, including large front walk-in closet. New wood floor through out. Full Amenities Building, Newly Remodeled Health Club Facilities w/All New Exercise Equipment in Cardio & Weight Room, In-door Pool, Tennis, Basketball & Racquetball Courts, Locker Rooms w/Steam, Sauna &

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    Kristine Chen Frost

    Compass

    (312) 584-8707

    211 E Ohio St Unit 1013, Chicago, IL 60611
  • /5

    $280,000

    • 7 Beds
    • 2 Baths

    5320 S Carpenter St, Chicago, IL 60609

    A strong value add opportunity for investors in Chicago's New City neighborhood. This multiunit building offers solid income potential with a 4BD/1BA second floor unit and a 3BD/1BA first floor unit, plus a full unfinished basement ideal for future expansion, storage, or additional revenue producing space. The property sits in a rental driven area with ongoing neighborhood improvements, making it

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    Ericka Taylor

    Coldwell Banker Realty

    (872) 253-7422

    5320 S Carpenter St, Chicago, IL 60609
  • /14

    $190,000

    Pending
    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    5838 S Stony Island Ave Unit 5E, Chicago, IL 60637

    Bright and spacious 2-bedroom co-op in the highly sought-after Vista Homes, offering lovely eastern views overlooking Jackson Park. This charming 5th-floor residence features beautiful hardwood floors throughout, an updated eat-in kitchen, and classic vintage details including coved ceilings and crown molding.The expansive living area easily accommodates both comfortable living and formal dining,

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    Catherine Rosenberg

    Berkshire Hathaway HomeServices Chicago

    (872) 219-0233

    5838 S Stony Island Ave Unit 5E, Chicago, IL 60637
  • /29

    $219,000

    $20K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 3,050 Sq Ft

    503 W 81st St, Chicago, IL 60620

    Welcome to this beautifully updated 5-bedroom, 2-bathroom home offering comfort, functionality, and incredible value! Step inside to discover a bright and inviting layout designed to accommodate both everyday living and growing households. With five spacious bedrooms, there's plenty of room for family, guests, a home office, or creative space. The full bathroom has been tastefully renovated with

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    Miguel Perea

    Open Path Realty

    (872) 246-7202

    503 W 81st St, Chicago, IL 60620
  • /2

    $169,999

    $15K PRICE DROP Pending
    • 3 Beds
    • 1 Bath
    • 1,479 Sq Ft

    9406 S Michigan Ave, Chicago, IL 60619

    Lovely 3-bedroom brick Georgian. Located in West Chesterfield near the expressway, grammar school, and high school. Home has a nice large living room. Partially finished basement. The home has a newer direct vent furnace, hot water heater, central air system, and updated circuit breakers. Laundry room in basement with washer and dryer. Nice big backyard for entertaining. Bring your decorating and

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    Conrad Carpenter

    City & Suburbs Realty, Inc.

    (872) 314-3622

    9406 S Michigan Ave, Chicago, IL 60619
  • /2

    $30,000

    • Land
    • 0 Sq Ft

    2 E Erie St Unit G549, Chicago, IL 60611

    Prime garage location- Vacant at the moment, please send an offer

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    Kristine Chen Frost

    Compass

    (872) 295-8080

    2 E Erie St Unit G549, Chicago, IL 60611
  • /33

    $155,000

    • 4 Beds
    • 2 Baths
    • 1,914 Sq Ft

    3854 S Albany Ave, Chicago, IL 60632

    This 4-bedroom, 2-bath home is going to need your ideas and TLC efforts to bring it back to a wonderful home. The property here is sold in "AS IS" condition and buyers will need hard money loans, FHA 203K, or cash deals. This is a HUD property, and buyers will need to have a broker with an NAID # to place bids on this home. Investors must wait for the Owner Occupancy period to end before they can

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    Otis Lazich

    Capital Investment Realty Group Inc

    (773) 207-7921

    3854 S Albany Ave, Chicago, IL 60632
  • /9

    $189,900

    • 5 Beds
    • 2 Baths

    11317 S Edbrooke Ave, Chicago, IL 60628

    Excellent opportunity for investors or owner-occupants! This investor-friendly 2-flat duplex offers the perfect chance to live in one unit while generating income from the other, or maximize cash flow by renting both units. The property is ready for your creative vision with minor cosmetic updates and presents immediate income-producing potential. Conveniently located near parks, schools,

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    Keynu Chambers-McLoyd

    Coldwell Banker Realty

    (312) 376-3014

    11317 S Edbrooke Ave, Chicago, IL 60628
  • /35

    $175,000

    Pending
    • 5 Beds
    • 2 Baths

    7930 S Luella Ave, Chicago, IL 60617

    SHORTSALE Opportunity. Not finding what you are looking for in a multi unit? Bring your creative ideas for this diamond in the rough. Building does need work which is reflected in the list price. This Multiunit features enclosed front and back porches, tall ceilings, spacious rooms and floor plan. Great Investment Opportunity For Owner Occupant with the potential to live rent free Or Investor

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    O'Neia Washington

    O W Auction Group LLC

    (773) 974-8432

    7930 S Luella Ave, Chicago, IL 60617
  • /31

    $150,000

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

    2637 S Karlov Ave, Chicago, IL 60623

    Unique opportunity for investors or cash buyers! This 1.5-story home offers flexible living space and strong potential. The main level features a living room, kitchen with dining area, bedroom, and full bath. The upper level includes a spacious bedroom with tandem room, perfect for a home office, nursery, sitting room, or additional sleeping area. The finished basement, accessible from the

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    Yolanda Zapiain

    RE/MAX 10

    (888) 685-9936

    2637 S Karlov Ave, Chicago, IL 60623
  • /21

    $284,900

    Pending
    • 4 Beds
    • 3 Baths

    7512 S Peoria St, Chicago, IL 60620

    Great Opportunity to Own this Brick 2 flat. This Multi Unit offers 2 big bedrooms on each floor. Garden apartment also has a large bedroom and 1 bath. Beautiful hardwood flooring throughout, Freshly painted. New furnace,water heater and some new windows. This 2 flat has been very well maintained. The property is move in read

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    Edna Thompson

    Coldwell Banker Realty

    (312) 561-9801

    7512 S Peoria St, Chicago, IL 60620
  • /17

    $205,000

    • 4 Beds
    • 1 Bath
    • 1,223 Sq Ft

    14522 S Marquette Ave, Chicago, IL 60633

    Short sale approved at 205000. Great starter home with solid potential and a strong opportunity at the approved value. The lender has approved the short sale at the list price, creating a clearer path to closing. Property is being sold 100 percent as is, please familiarize yourself with the short sale process to understand why. Home will not qualify for FHA financing. Cash or conventional

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    Omar Sanchez

    Habloft LLC

    (872) 395-6065

    14522 S Marquette Ave, Chicago, IL 60633
  • /17

    $169,900

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

    317 E 107th St, Chicago, IL 60628

    Welcome to 317 E 107th Street, a solid brick single-family home in Roseland offering 3 bedrooms, 2 bathrooms, a full basement, and a detached 2-car garage. This home provides a great opportunity for buyers looking for space, functionality, and the ability to add personal touches over time. The main level features a practical layout, while the additional bathroom adds flexibility and convenience

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    Reginald Patterson

    eXp Realty

    (312) 647-2488

    317 E 107th St, Chicago, IL 60628
  • /6

    $175,000

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

    237 N Long Ave, Chicago, IL 60644

    ATTENTION REHABBERS & INVESTORS! Fantastic investment opportunity in the South Austin neighborhood! Property is being sold AS IS. Home has beautiful original woodwork on main level, bring your creativity and vision!!

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    Kara Moll

    Keller Williams ONEChicago

    (872) 326-5625

    237 N Long Ave, Chicago, IL 60644

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