3,832

Chicago, IL Homes for Sale under $500,000

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  • /36

    $360,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,895 Sq Ft

    3738 W 83rd Place, Chicago, IL 60652

    Turn the key and move right in to this impressively maintained bungalow in the cherished Ashburn neighborhood of Chicago. The main level features a stone fireplace wall in the front room, hardwood floors, and neutral paint throughout. The kitchen provides newer espresso shaker-style cabinets with crown molding, granite counters, tile backsplash, stainless appliances, a large peninsula, and a

    Agent Photo

    Joseph Deardurff

    Keller Williams ONEChicago

    3738 W 83rd Place, Chicago, IL 60652
  • /15

    $239,000

    Pending
    • 1 Bed
    • 1 Bath

    1122 W Catalpa Ave Unit 402, Chicago, IL 60640

    Wonderful 1-bedroom soft-loft in a rare newer-construction elevator building, perfectly located just a short walk to Andersonville, Broadway, and the Red Line. This bright and stylish home features high concrete ceilings, engineered hardwood floors, central heat and air, in-unit laundry with a full-size stackable washer/dryer, and a modern kitchen with granite countertops and stainless steel

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    Ethan Nagar

    Keller Williams ONEChicago

    1122 W Catalpa Ave Unit 402, Chicago, IL 60640
  • /31

    $415,000

    • 1 Bed
    • 1 Bath
    • 925 Sq Ft

    450 E Waterside Dr Unit 1106, Chicago, IL 60601

    Welcome to The Chandler, where luxury living meets the vibrant lifestyle of Chicago's highly sought after Lakeshore East neighborhood. This sun-filled, south facing large one bedroom condominium features floor to ceiling windows, beautiful hardwood floors, and a thoughtfully designed open concept layout. The modern kitchen offers granite countertops, stainless steel appliances, and a convenient

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    Kristine Chen Frost

    Compass

    450 E Waterside Dr Unit 1106, Chicago, IL 60601
  • /4

    $299,000

    Pending
    • 7 Beds
    • 2 Baths

    Unlisted Address

    Great investment opportunity in Chicago's Austin neighborhood! This two-unit multifamily property offers excellent potential for investors looking to add value and build equity. The property features two separate units and is located near local amenities, transportation, and neighborhood conveniences. Please reach out for additional details and interior photos.

    Agent Photo

    Brandice Hampton

    Baird & Warner

    Unlisted Address
  • /23

    $474,900

    $15K PRICE DROP Pending
    • 5 Beds
    • 3 Baths
    • 2,406 Sq Ft

    11401 S Lawndale Ave, Chicago, IL 60655

    Rarely available one-owner home in Mount Greenwood! This beautifully updated brick raised ranch features 5 bedrooms, 3 full bathrooms, and two kitchens, offering incredible space, flexibility, and pride of ownership throughout. Lovingly maintained by the same owner since built, the home features gleaming hardwood floors, a spacious living room, a formal dining area, and an updated main kitchen

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    Jason Rosenberg

    Infiniti Properties, Inc.

    11401 S Lawndale Ave, Chicago, IL 60655
  • /41

    $270,000

    Pending
    • 5 Beds
    • 2 Baths

    7118 S Aberdeen St, Chicago, IL 60621

    Don't miss this fantastic opportunity to own a well-maintained Chicago 2-flat that's perfect for an owner-occupant or investor. The spacious first-floor owner's unit is duplexed to the basement, providing expanded living space ideal for entertaining, a recreation room, home office, or additional living area. The second-floor unit features generously sized bedrooms and a comfortable layout ready

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    Omar Sanchez

    Habloft LLC

    7118 S Aberdeen St, Chicago, IL 60621
  • /21

    $445,000

    Open Sun 12PM - 2PM
    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    111 E Chestnut St Unit 30G, Chicago, IL 60611

    Look No Further!! Parking is included in the price, AND the sellers are offering a generous $10K buyer credit at closing that can be used toward closing costs or the installation of an in-unit washer and dryer, making this an incredible opportunity for buyers seeking both value and flexibility. Experience elevated city living in this meticulously maintained 1-bedroom, 1-bath condo offering

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    Victoria Waliczek

    Coldwell Banker Realty

    111 E Chestnut St Unit 30G, Chicago, IL 60611
  • /17

    $309,500

    Pending
    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    1400 S Michigan Ave Unit 2308, Chicago, IL 60605

    Experience elevated living in this sophisticated South Loop luxury high-rise. This spacious one-bedroom, one-bathroom residence includes a versatile den/alcove and showcases sweeping south-facing views of Lake Michigan. Featuring hardwood floors, sleek stainless steel appliances, and in-unit washer/dryer, every detail offers comfort and style. Enjoy resort-like amenities including a an outdoor

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    Rhonda Hoff

    Jameson Sotheby's Intl Realty

    1400 S Michigan Ave Unit 2308, Chicago, IL 60605
  • /30

    $484,900

    • 2 Beds
    • 2 Baths
    • 1,274 Sq Ft

    1949 N Whipple St Unit 1, Chicago, IL 60647

    SUN-DRENCHED LOGAN SQUARE DUPLEX DOWN: FLEXIBLE URBAN LIVING STEPS FROM PALMER SQUARE... Welcome home to this bright and meticulously maintained 2-bedroom, 2-bathroom duplex down, perfectly situated in the heart of vibrant Logan Square. Fully gut-rehabbed in 2007, this incredible property blends modern everyday convenience with a brilliantly adaptable layout designed to fit your unique lifestyle.

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    Chris Vernald

    Engel & Voelkers Chicago

    1949 N Whipple St Unit 1, Chicago, IL 60647
  • /22

    $255,000

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    2739 W Summerdale Ave Unit 2W, Chicago, IL 60625

    Welcome to 2739 W Summerdale Ave, Unit 2W, a beautifully maintained condominium located in Chicago's desirable Budlong Woods neighborhood. Situated in a classic solid red-brick building, this inviting residence combines timeless Chicago character with tasteful modern updates throughout. Step inside to find a bright, exceptionally clean interior with gleaming hardwood floors that add warmth and

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    Rafay Qamar

    Real Broker LLC

    2739 W Summerdale Ave Unit 2W, Chicago, IL 60625
  • /15

    $489,000

    • 9 Beds
    • 4 Baths

    321 N Long Ave, Chicago, IL 60644

    Don't miss this opportunity to own a 3-flat with space, flexibility, and income potential in a great Chicago location. The first-floor unit is designed as a duplex-down into the basement, creating a 4-bedroom, 2-bathroom layout. The connecting stairwell is currently blocked, and a kitchenette was added in the basement, which was previously rented for $800/month. Both the first floor and basement

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    Brandice Hampton

    Baird & Warner

    321 N Long Ave, Chicago, IL 60644
  • /13

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    2427 S Christiana Ave, Chicago, IL 60623

    Amazing 3 bedroom, 2 bathroom single family home located in Little Village Features a large eat in kitchen with beautiful, modern grey cabinets and stainless steel appliances, nice open layout, newly remodeled baths with ceramic, new roof, fence and new cement sidewalks throughout the property. Conveniently located near shopping, restaurants and transportation.

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    Rafay Qamar

    Real Broker LLC

    2427 S Christiana Ave, Chicago, IL 60623
  • /30

    $499,888

    Pending
    • 2 Beds
    • 2 Baths
    • 1,537 Sq Ft

    2272 S Archer Ave Unit 8E, Chicago, IL 60616

    Beautifully-curated corner penthouse with the largest floorplan in the building! This unit stands as the building's signature residence spanning the footprint of two units below. Its spacious and thoughtfully-designed interior layout is paired with a balcony facing Chinatown and an expansive 300-square-foot private terrace spanning the entire length of the unit and providing spectacular city

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    Michael Kozuchowski

    Century 21 S.G.R., Inc.

    2272 S Archer Ave Unit 8E, Chicago, IL 60616
  • /26

    $274,900

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft

    2930 N Sheridan Rd Unit 702, Chicago, IL 60657

    Welcome home to this 2 bedroom condo, steps from Lake Michigan & garage parking included in the price! Located in the heart of East Lakeview, this full-amenity building has so much to offer, like the amazing 360 degree roof deck views of Chicago & Lake Michigan. This condo features 2 bedrooms, super convenient in-unit washer/dryer, almost floor to ceiling windows that flood the unit with

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    Patrick Kosnick

    @properties Christie's International Real Estate

    2930 N Sheridan Rd Unit 702, Chicago, IL 60657
  • /29

    $457,900

    Pending
    • 5 Beds
    • 3 Baths

    2416 N Rutherford Ave, Chicago, IL 60707

    Exceptional investment opportunity in the sought-after Montclare neighborhood! This well-maintained legal two-unit building offers the perfect combination of income potential, flexible living arrangements, and long-term value. The first-floor unit features 2 bedrooms and 1 full bathroom and is duplexed to a finished lower level, creating an expansive living space complete with an additional

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    Izzy Corona

    Premiere Realty Group Inc

    2416 N Rutherford Ave, Chicago, IL 60707
  • /22

    $300,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 1,835 Sq Ft

    11707 S Morgan St, Chicago, IL 60643

    Welcome to this beautifully updated brick and frame two-story home in the heart of West Pullman. Offering three levels of finished living space, this spacious residence features 4 generously sized bedrooms, 2.5 bathrooms, and a fully finished basement complete with a large recreation room; perfect for entertaining, a home office, or additional living space. The eat-in kitchen showcases wood

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    Vikky Kaufman

    Coldwell Banker Realty

    11707 S Morgan St, Chicago, IL 60643
  • /16

    $214,000

    $5K PRICE DROP
    • 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

    442 W 117th St, Chicago, IL 60628
  • /23

    $235,000

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

    4023 S Calumet Ave Unit 2N, Chicago, IL 60653

    Step into a home that feels inviting from the moment you arrive. Located in Chicago's historic Bronzeville neighborhood and set within a beautifully maintained, gated brick building on a picturesque tree-lined street, this spacious 2-bedroom, 2-bath condo blends timeless character with the comfort and convenience of modern city living. Natural light pours through oversized windows, creating a

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    Richard Lomax

    Fulton Grace Realty

    4023 S Calumet Ave Unit 2N, Chicago, IL 60653
  • /7

    $240,000

    • 3 Beds
    • 2 Baths

    9211 S Clyde Ave, Chicago, IL 60617

    Excellent opportunity to own a solid two unit building in Calumet Heights with tremendous upside for both investors and owner occupants looking to house hack. The first floor features a one bedroom apartment, while the second floor offers a two bedroom layout, each with separate utilities. The full unfinished basement presents the potential to duplex with the first floor, creating additional

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    Omar Sanchez

    Habloft LLC

    9211 S Clyde Ave, Chicago, IL 60617
  • /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

    3964 W Ohio St, Chicago, IL 60624
  • /12

    $229,000

    $5K PRICE DROP
    • 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 &

    Agent Photo

    Kristine Chen Frost

    Compass

    211 E Ohio St Unit 1013, Chicago, IL 60611
  • /34

    $409,900

    $30K PRICE DROP Pending
    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft

    155 N Harbor Dr Unit 5407, Chicago, IL 60601

    Rarely available penthouse at Harbor Point! This 2-bedroom, 1.5-bath residence offers lake and city views throughout. The top-floor unit features hardwood floors, updated appliances, in-unit laundry, and abundant closet space. The spacious primary bedroom comfortably accommodates a king-sized bed and includes an updated ensuite bath. The second bedroom is ideal for guests or a home office.

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    Gary Richter

    Corcoran Urban Real Estate

    155 N Harbor Dr Unit 5407, Chicago, IL 60601
  • /13

    $399,000

    • 3 Beds
    • 2 Baths

    1359 E 57th St Unit 1, Chicago, IL 60637

    Historic 3-bedroom, 2-bath residence in the iconic Kenwood Green community! This beautifully renovated vintage home seamlessly blends timeless architectural character with today's modern conveniences, featuring a fully remodeled kitchen, beautifully updated bathrooms, and the added luxury of in-unit laundry. Rich in original charm, the home showcases hardwood floors throughout, a decorative

    Agent Photo

    Kristine Chen Frost

    Compass

    1359 E 57th St Unit 1, Chicago, IL 60637
  • /5

    $280,000

    Pending
    • 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

    5320 S Carpenter St, Chicago, IL 60609
  • /15

    $350,000

    $25K PRICE DROP Pending
    • 9 Beds
    • 3 Baths

    7927 S Langley Ave, Chicago, IL 60619

    Exceptional investment opportunity at 7927 S Langley! This maintained multi-unit building features three spacious units, including one oversized 4-bedroom unit and two generous 3-bedroom units-ideal for maximizing rental income or owner-occupant living. Each unit offers ample living space, well-proportioned bedrooms, and functional layouts designed for comfort and convenience. Additionally, each

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    Tammy Jackson

    KM Realty Group, LLC

    7927 S Langley Ave, Chicago, IL 60619
  • /46

    $450,000

    • 2 Beds
    • 1 Bath
    • 1,093 Sq Ft

    10 E Ontario St Unit 4903, Chicago, IL 60611

    Perched high on the 49th floor, this modern oasis perfectly pairs sophisticated city style with breathtaking panoramic views of the Chicago skyline and Lake Michigan. Welcome to 10 E. Ontario, Unit 4903-a sleek, open-concept sanctuary crafted for those who want to live where the dreams meet the sky. The Living Space: Expansive open-concept layout flooded with natural light and framed by

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    Gina Joshi

    Prestige Realty Group

    10 E Ontario St Unit 4903, Chicago, IL 60611
  • /2

    $489,000

    $11K PRICE DROP
    • 4 Beds
    • 2 Baths

    1711 N Austin Ave, Chicago, IL 60639

    - 2-Flat Building in Austin - Perfect for Investors or Owner-Occupants! An excellent investment opportunity awaits in the Austin neighborhood! This property features a spacious 2-flat building, both units are currently occupied. Each unit offers plenty of natural light and spacious layouts. Rental Income $1,600 + $1,600 + $1,450. The full basement provides ample storage or the option for

    Agent Photo

    Bill Eliopoulos

    Cosmos Realty Investors, Inc.

    1711 N Austin Ave, Chicago, IL 60639
  • /4

    $482,000

    • Land
    • 0 Sq Ft

    1116 W 18th St, Chicago, IL 60608

    Location, location, location....prime location! Vacant lot 25X125 for sale, ready for development on 18th Street in Pilsen, one of Chicago's most colorful and culturally rich neighborhoods. Don't let this opportunity pass you by! Zoned C1-2, mix use; ready to build commercial, retail, apartments or a combination of all, the opportunity to capitalize is endless. The C1-2 zone permits a broad array

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    Brenda Martinez

    RE/MAX LOYALTY

    1116 W 18th St, Chicago, IL 60608
  • /21

    $284,900

    • 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

    7512 S Peoria St, Chicago, IL 60620
  • /29

    $275,000

    Pending
    • 2 Beds
    • 1 Bath
    • 1,150 Sq Ft

    1819 N Mcvicker Ave, Chicago, IL 60639

    Charming 2 bed, 1 bath townhome move-in ready and thoughtfully updated throughout. This home offers the space and privacy of a townhome living with NO HOA, giving buyers full flexibility and lower monthly costs. Built on a rock-solid foundation, this property is a smart choice for first-time buyers or investors looking for long-term stability. Recent updates make it truly turnkey just bring your

    Agent Photo

    Airel Hermosillo

    Smart Home Realty

    1819 N Mcvicker Ave, Chicago, IL 60639
  • /11

    $227,999

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

    1451 E 55th St Unit 1030N, Chicago, IL 60615

    This top-floor corner unit features 3 bedrooms and 2 bathrooms, and has been recently renovated. It is fully occupied under a stable two-year lease, making it a strong income-generating asset from day one. The unit's unique layout, partial lake views, and prime location make it an excellent opportunity for investors, especially those targeting University of Chicago student housing demand. A

    Agent Photo

    Safwan Patel

    YOUMU VENTURES LLC

    1451 E 55th St Unit 1030N, Chicago, IL 60615
  • /23

    $425,000

    • 2 Beds
    • 2 Baths

    3963 W Belmont Ave Unit 210, Chicago, IL 60618

    True loft character is hard to replicate, and this home is the real deal - eight feet of west-facing windows in the living area, along with 11-foot concrete ceilings and exposed brick. Both bedrooms are fully enclosed featuring oversized windows with southern exposure. The existing den located off the living area could easily be opened up to make a formal dining space. The primary bedroom has an

    Agent Photo

    Jennifer Barnes

    @properties Christie's International Real Estate

    3963 W Belmont Ave Unit 210, Chicago, IL 60618
  • /10

    $219,999

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft

    3506 S State St Unit 312, Chicago, IL 60609

    Beautifully maintained 2-bedroom, 1-bath corner unit in an unbeatable location! This bright and airy home is filled with natural light and features an open layout, spacious living area, private balcony off the living room, and convenient in-unit washer and dryer. Ideally located directly across from Illinois Institute of Technology (IIT) and just minutes from public transportation, including CTA

    Agent Photo

    Safwan Patel

    YOUMU VENTURES LLC

    3506 S State St Unit 312, Chicago, IL 60609
  • /34

    $299,900

    Pending
    • 6 Beds
    • 2 Baths

    1433 S Keeler Ave, Chicago, IL 60623

    Incredible opportunity to own a solid brick 2-unit building at 1433 S Keeler in Chicago. This income-producing property features two spacious units, including a desirable duplex-up second unit that offers added living space, flexibility and the possibility of adding another bathroom. The building has been updated with clean, modern finishes including refreshed flooring, neutral paint tones, and

    Agent Photo

    Chris Weichselbaum

    Fulton Grace Realty

    1433 S Keeler Ave, Chicago, IL 60623
  • /30

    $289,999

    • 2 Beds
    • 2 Baths
    • 1,800 Sq Ft

    6500 S Minerva Ave Unit 3N, Chicago, IL 60637

    Welcome to 6500 S. Minerva Avenue, Unit 3N, a spacious 2-bedroom, 2-bathroom condo in Chicago's Woodlawn neighborhood near the University of Chicago, Hyde Park, Jackson Park, Lake Michigan, and the Obama Presidential Center. A deeded parking space, in-unit laundry, private balcony, hardwood flooring, low monthly assessments, and no rental restrictions add exceptional flexibility and value. The

    Agent Photo

    Tina Hollins

    Coldwell Banker Realty

    6500 S Minerva Ave Unit 3N, Chicago, IL 60637
  • /8

    $345,000

    • 3 Beds
    • 2 Baths
    • 1,380 Sq Ft

    1515 N Lawndale Ave, Chicago, IL 60651

    This well-maintained 3-bedroom, 2-bathroom home offers comfort, functionality, and excellent value. Newer roof and tuck pointing, providing added peace of mind for the next owner. Inside, you'll find a clean, well-cared-for interior with a versatile finished lower level currently configured as a private in-law suite. Complete with separate entrance an additional bedroom, full bathroom, and

    Agent Photo

    Rafay Qamar

    Real Broker LLC

    1515 N Lawndale Ave, Chicago, IL 60651
  • /23

    $325,000

    Pending
    • 6 Beds
    • 2 Baths

    1251 S Kolin Ave, Chicago, IL 60623

    Welcome home! This spacious 6-bedroom, 2-bath multifamily property presents an excellent opportunity for a first-time buyer, house hacker, or investor. Live in one unit while renting out the other. Each unit offers three bedrooms, a full bathroom, and generous living space. The property also features an unfinished basement with ample storage and a spacious backyard ideal for relaxing or

    Agent Photo

    Tameka Lewis-Madkins

    Keller Williams Preferred Rlty

    1251 S Kolin Ave, Chicago, IL 60623
  • /38

    $384,999

    Pending
    • 5 Beds
    • 2 Baths

    6018 S Sangamon St, Chicago, IL 60621

    Discover 6018 S Sangamon Street-a stunningly updated greystone 2-flat, ideal for both investors and owner-occupants. Each unit boasts over 1,300 sq. ft. of living space, brand-new mechanicals and appliances and modern finishes throughout. Unit 1 offers 2 bedrooms and 1 bathroom, while Unit 2 provides 3 bedrooms and 1 bathroom. Enjoy LVP flooring and sleek kitchens featuring quartz countertops,

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    David Schatz

    Compass

    6018 S Sangamon St, Chicago, IL 60621
  • /31

    $449,000

    Pending
    • 5 Beds
    • 4 Baths

    3645 S Wood St, Chicago, IL 60609

    Welcome to a solid, well-maintained brick two-flat in the heart of McKinley Park. Ideal for owner-occupants, investors, or extended families, each unit offers spacious living rooms and generous bedrooms. Enjoy added finished living space with a full basement-perfect for rec space or an in-law suite-and a finished attic for storage or creative use. A gated rear parking pad accommodates up to three

    Agent Photo

    Evan Peng

    Landmark Property Group Realty, LLC

    3645 S Wood St, Chicago, IL 60609
  • /61

    $450,000

    Pre-Foreclosure
    • 9 Beds
    • 4 Baths

    8019 S Rhodes Ave, Chicago, IL 60619

    Situated in the heart of Chatham, this exceptionally well-kept 3-flat is a true income-producing opportunity that's ready to go from day one. The property features three generous units, each approximately 1,200 square feet, showcasing soaring 9-foot ceilings, hardwood flooring, and thoughtfully designed layouts with separate living and dining areas. Spacious kitchens offer abundant cabinetry and

    Agent Photo

    Rafay Qamar

    Real Broker LLC

    8019 S Rhodes Ave, Chicago, IL 60619

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