2,863

Homes for Sale in Cook County IL with 5-Bedrooms

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  • /31

    $435,000

    Pending
    • 6 Beds
    • 3 Baths

    2110 N Mango Ave, Chicago, IL 60639

    Hot Belmont Cragin 2 unit! Your next investment is waiting for you! Immediate cash flow building. 6 beds and 3 baths! Unit 1 has an updated kitchen, newer appliances, updated bathroom, tile and wood laminate flooring, laundry in unit, and recently painted. Unit 2 has 3 beds and 1 bath. 2nd unit also has brand new kitchen, quartz countertop, shaker white cabinets, gorgeous black backsplash and

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    Ruben Camacho

    Weichert, Realtors - All Pro

    (312) 584-1560

    2110 N Mango Ave, Chicago, IL 60639
  • /20

    $489,000

    $10K PRICE DROP
    • 9 Beds
    • 3 Baths

    11146 S Vernon Ave, Chicago, IL 60628

    YOUR NEXT INVESTMENT IS HERE!! This updated 3 unit property features 3 bed/1bath in each unit. All units have identical layouts.

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    Bill Eliopoulos

    Cosmos Realty Investors, Inc.

    (872) 360-8203

    11146 S Vernon Ave, Chicago, IL 60628
  • /23

    $585,000

    $65K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 5,000 Sq Ft

    5490 S South Shore Dr Unit 2N, Chicago, IL 60615

    MOTIVATED SELLER! Huge price drop, and seller offers to cover FOUR MONTHS of assessments, which include taxes, with an acceptable offer! Stunning in its grandeur, this vintage beauty on the park fits the bill for entertaining in style, as well as comfortable living. 5000 square feet allows for a welcoming entryway, gracious living room, beautiful sunroom, spacious and lovely dining room, each

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    India Whiteside

    @properties Christie's International Real Estate

    (773) 378-9856

    5490 S South Shore Dr Unit 2N, Chicago, IL 60615
  • /17

    $698,750

    Pending
    • 9 Beds
    • 6 Baths

    Unlisted Address

    Fantastic opportunity to own a turnkey three-flat in the elevated Jackson Park neighborhood in South Shore, perfect for an owner-occupant or investor. The building is HUGE on a double-wide lot with each unit being 2100 SF. Fully gut rehabbed in 2014 with all new plumbing, electrical, drywall and refinished floors. Each unit offers three spacious bedrooms and two full baths, along with expansive

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    George Ayling

    Select a Fee RE System

    (872) 250-7237

    Unlisted Address
  • /42

    $280,000

    • 5 Beds
    • 3 Baths
    • 1,355 Sq Ft

    7221 S Bennett Ave, Chicago, IL 60649

    Brick Bungalow with 4 bedrooms above ground and 3 full bathrooms. This home is a pure joy to walk through and has plenty of potential. The property is very spacious and does have a shared driveway with the neighboring home. This is a HUD property and is being sold "AS IS." There will be no survey provided. This property in my opinion is a must see, so set your appointments today. Your broker will

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    Otis Lazich

    Capital Investment Realty Group Inc

    (872) 363-2279

    7221 S Bennett Ave, Chicago, IL 60649
  • /14

    $1,400,000

    $50K PRICE DROP Pending
    • 8 Beds
    • 3 Baths

    2042 W Walton St, Chicago, IL 60622

    Fantastic value add opportunity in the heart of Ukrainian Village with EXTRA WIDE LOT! This property is located on a highly desirable, tree-lined block surrounded by renovated homes and new construction. The building needs a full renovation, making it an ideal project for investors, rehabbers, or buyers looking to add significant equity. Strong bones, a great lot, and a flexible layout offer a

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    Tom Campone

    Keller Williams ONEChicago

    (872) 316-9177

    2042 W Walton St, Chicago, IL 60622
  • /39

    $550,000

    $25K PRICE DROP
    • 12 Beds
    • 8 Baths

    5930 S King Dr, Chicago, IL 60637

    Prime Washington Park development opportunity offering scale, flexibility, and park-front exposure. Zoned RM-5, this property features an approximately 8,000 sq ft main building plus a coach house with three on-site garage spaces, presenting potential for 6-9 residential units (buyer to verify). The main building is fully gutted and ready for redevelopment, with bright garden-level units and

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    Rafay Qamar

    Real Broker LLC

    (872) 285-7462

    5930 S King Dr, Chicago, IL 60637
  • /2

    $432,500

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

    8623 S Wood St, Chicago, IL 60620

    Stunning brick bungalow with all the upgrades and elegance you deserved. Beautiful living room with fireplace, formal dining room, huge modern kitchen with stainless steel appliances, gorgeous 42" cabinets, quartz counter tops. 3 bedrooms on main level, full modern bath, second level features 1 huge prime bedroom and bath plus extra area could be office or tv room. Downstairs you will find full

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    Nancy Gudino

    Nancy & Associates Realty

    (312) 234-0380

    8623 S Wood St, Chicago, IL 60620
  • /36

    $479,900

    Pending
    • 5 Beds
    • 3.5 Baths
    • 4,855 Sq Ft

    822 Tall Grass Trail, Matteson, IL 60443

    Welcome to this beautifully updated two-story home located in the highly desirable Gleneagle Trail subdivision of Matteson. Offering the perfect blend of space, style, and functionality, this move-in ready residence is ideal for both first-time buyers and those seeking a more elevated lifestyle. This expansive home features five generously sized bedrooms, including a convenient main-level

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    Lisa Foster

    @properties Christie's International Real Estate

    (464) 262-2134

    822 Tall Grass Trail, Matteson, IL 60443
  • /5

    $235,000

    $20K PRICE DROP
    • 9 Beds
    • 4 Baths

    207 155th St, Calumet City, IL 60409

    Solid frame 4-unit building with excellent rental potential, situated on a rare double lot. Currently occupied by month-to-month tenants, the property includes one spacious 3-bedroom unit and three well-sized 2-bedroom units. Each unit features its own furnace, water heater, and electrical service, allowing for individual utilities and reduced owner expenses. The extra lot offers additional

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    Rafay Qamar

    Real Broker LLC

    (464) 227-5079

    207 155th St, Calumet City, IL 60409
  • /35

    $489,900

    • 6 Beds
    • 2 Baths

    4351 W Maypole Ave, Chicago, IL 60624

    Renovated Greystone 2-Unit Building with Value-Add Potential in West Garfield Park. Welcome to 4351 W Maypole Ave, a beautifully rehabbed multi-family Greystone nestled on a well-maintained, pride-filled block in Chicago's rapidly growing West Garfield Park neighborhood. This turnkey 2-unit property offers the perfect blend of modern updates, classic Chicago charm, and additional upside with a

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    Edgar R. Guerrero

    REMAX Legends

    (872) 364-9592

    4351 W Maypole Ave, Chicago, IL 60624
  • /32

    $489,000

    Pending
    • 7 Beds
    • 3 Baths

    1514 S 59th Ct, Cicero, IL 60804

    Investor opportunity in the heart of Cicero! Fully tenant-occupied brick 2-unit building featuring spacious 3-bedroom, 1-bath layouts in each unit. Both units feature hardwood floors throughout, large living room/dining room combos, separate kitchens with ample cabinetry and stainless steel appliances. Kitchens and bathrooms recently updated. Full basement has a full bathroom, and two exits.;

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    Brenda Martinez

    RE/MAX Premier

    (464) 666-8834

    1514 S 59th Ct, Cicero, IL 60804
  • /42

    $265,000

    • 5 Beds
    • 3 Baths

    2736 S Kildare Ave, Chicago, IL 60623

    Solid 2-unit property with excellent income potential in Little Village!! First floor unit features 2 bedrooms and is currently rented below market value to owner's son, offering upside potential for future income growth. Second floor unit is occupied by long-time tenants and offers 2 bedrooms plus access to finished attic space with additional rooms and full bath, providing expanded living

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    Yolanda Zapiain

    RE/MAX 10

    (773) 694-8344

    2736 S Kildare Ave, Chicago, IL 60623
  • /28

    $849,000

    Pending
    • 10 Beds
    • 4 Baths

    2527 W Argyle St, Chicago, IL 60625

    Two buildings. 4 units total plus basement. Main building is 3,000 square feet plus basement and has both units occupied. 3 bed, 1 bath in each unit. Full basement (in law). Back building has 2 units, 2,360 square feet and is completely vacant. Condition unknown. In need of major rehab.

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    Niko Tsichlis

    Midland Realty Group

    (872) 246-8438

    2527 W Argyle St, Chicago, IL 60625
  • /44

    $237,500

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

    1773 E 158th St, South Holland, IL 60473

    Spacious two-story home offering 5 bedrooms and 2 full bathrooms, set on over an acre of land. This well-maintained property features a formal living room and dining room, along with an additional family room-perfect for entertaining guests or enjoying everyday living. The kitchen comes equipped with appliances less than four years old, including a refrigerator that's under one year old. Added

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    Rafay Qamar

    Real Broker LLC

    (464) 253-6204

    1773 E 158th St, South Holland, IL 60473
  • /24

    $499,999

    Pending
    • 8 Beds
    • 4 Baths

    3608 Jackson St, Bellwood, IL 60104

    Beautifully maintained brick 4unit building in a prime, commuter friendly location-ideal for investors or owner occupants seeking HOME PLUS INCOME. Each apartment offers a bright, spacious layout with freshly painted interiors and refinished natural wood floors that bring warmth and character throughout. Generous sized rooms natural light fills every inch of the unit. The charming eat in kitchens

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    Ericka Taylor

    Coldwell Banker Realty

    (464) 227-2999

    3608 Jackson St, Bellwood, IL 60104
  • /21

    $585,000

    Pending
    • 6 Beds
    • 2 Baths

    2918 N 75th Ct, Elmwood Park, IL 60707

    Attention all investors and owners alike! Exceptional opportunity to own a well-maintained, income-producing 2-flat in Elmwood Park. Pride of ownership is evident throughout, as the current owner, who occupies the property has meticulously cared for the space and completed numerous key updates in recent years. Major improvements include upgraded electrical with new panel (2018-2020), tuckpointing

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    Shawn Jones

    Berkshire Hathaway HomeServices Chicago

    (708) 766-8351

    2918 N 75th Ct, Elmwood Park, IL 60707
  • /23

    $245,000

    $5K PRICE DROP Pending
    • 6 Beds
    • 2 Baths
    • 1,600 Sq Ft

    8040 S May St, Chicago, IL 60620

    Spacious Chicago bungalow featuring 6 bedrooms, 2 full bathrooms, beautiful hardwood floors, and a spacious finished basement. This move-in ready home offers ample space for large households, home offices, or multigenerational living. Located in the Auburn Gresham neighborhood near parks, shopping, schools, and public transportation, with easy access to CTA buses, the 79th St Red Line, and the

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    LaToya Moore

    Baird & Warner

    (872) 246-7507

    8040 S May St, Chicago, IL 60620
  • /9

    $195,000

    $20K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 1,920 Sq Ft

    12041 S Normal Ave, Chicago, IL 60628

    Price Improvement! Bring your Decorating Ideas! Positive Cash Flow for Investors! Welcome to this historic 2-story home featuring a spacious front porch perfect for relaxing and entertaining. The property offers great natural light, classic exterior appeal and spacious interior. 5 bedrooms 3 baths with some modern updates througout. Well allocated bedrooms, open kitchen, and renovated bathrooms

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    Ramara Vassel

    EXIT Strategy Realty

    (773) 570-7961

    12041 S Normal Ave, Chicago, IL 60628
  • /23

    $930,000

    Pending
    • 9 Beds
    • 6 Baths

    6500 S Ingleside Ave, Chicago, IL 60637

    Introducing a stunning newer construction 3-unit building in the heart of Woodlawn-an exceptional, income-producing investment opportunity in one of Chicago's most rapidly evolving neighborhoods. With two units currently rented and Unit #3 vacant, this property offers immediate cash flow with the added flexibility for an owner-occupant or premium lease-up. This beautifully designed building

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    Richard Lomax

    Fulton Grace Realty

    (872) 390-9831

    6500 S Ingleside Ave, Chicago, IL 60637
  • /21

    $280,000

    Pending
    • 5 Beds
    • 2 Baths

    307 E 136th Place, Chicago, IL 60827

    A charming, recently refreshed 2-flat frame property offering versatility for both homeowners and investors. With 5 total bedrooms and 2 full bathrooms, each unit delivers a comfortable, functional layout ideal for long-term living or steady rental income. The first-floor unit features 3 well-proportioned bedrooms and 1 bath, providing ample space for families or reliable tenants. The

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    Ericka Taylor

    Coldwell Banker Realty

    (464) 733-3558

    307 E 136th Place, Chicago, IL 60827
  • /31

    $1,295,000

    Pending
    • 5 Beds
    • 4 Baths
    • 3,460 Sq Ft

    5029 S Dorchester Ave, Chicago, IL 60615

    This stunning Victorian Greystone offers approximately 3,500 square feet of beautifully updated living space, seamlessly blending historic charm with modern comfort. The home features 5 beds and 4 full baths, thoughtfully laid out across four levels to accommodate today's lifestyle. A fully renovated kitchen (2023) serves as the heart of the home, showcasing custom solid wood cabinetry, elegant

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    Catherine Rosenberg

    Berkshire Hathaway HomeServices Chicago

    (872) 298-6852

    5029 S Dorchester Ave, Chicago, IL 60615
  • /27

    $275,000

    • 6 Beds
    • 2 Baths

    7948 S Drexel Ave, Chicago, IL 60619

    Well-maintained brick 2-flat located in the desirable East Chatham. Each unit features 3 spacious bedrooms and 1 full bath, offering comfortable living space for owners or tenants alike. The finished basement is duplexed, providing additional living space - perfect for extended family, recreation, or added rental potential. Enjoy rear parking with space for 2 cars and convenient access to

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    Rafay Qamar

    Real Broker LLC

    (872) 335-2981

    7948 S Drexel Ave, Chicago, IL 60619
  • /42

    $1,495,000

    Pending
    • 5 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    4072 Bunker Ln, Wilmette, IL 60091

    Refined golf course living defines this exceptional, complete and full gut renovation. 5-bedroom, 4.1-bath residence, privately set on a coveted cul-de-sac with sweeping fairway views and effortless access to The Wilmette Golf Club. Located within the highly acclaimed New Trier High School and Avoca school districts, this nearly 4,000-square-foot home offers a seamless blend of timeless design

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    Mary Grant

    @properties Christie's International Real Estate

    (224) 448-5874

    4072 Bunker Ln, Wilmette, IL 60091
  • /32

    $450,000

    Pending Pre-Foreclosure
    • 8 Beds
    • 3 Baths

    8841 S Muskegon Ave, Chicago, IL 60617

    Step into a standout investment opportunity with this 3-unit building perfect for investors or owner occupants! Completely rehabbed in 2023, this property offers the perfect mix of modern upgrades and strong income potential including all-new electrical and plumbing systems, stylish kitchens and bathrooms, stainless steel appliances, and classic hardwood flooring throughout. The building includes

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    Stephen Taylor

    HomeSmart Realty Group

    (872) 295-7392

    8841 S Muskegon Ave, Chicago, IL 60617
  • /6

    $375,000

    $25K PRICE DROP
    • 7 Beds
    • 3 Baths

    8039 S Marquette Ave, Chicago, IL 60617

    Great investment opportunity at 8039 S Marquette! This solid 3-unit building offers strong income potential with each unit featuring its own separate heating system-an attractive benefit for both owners and tenants. The property includes three spacious units with functional layouts and ample natural light. While some updating is needed, this presents the perfect opportunity to add value and

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    Tammy Jackson

    KM Realty Group, LLC

    (872) 274-4211

    8039 S Marquette Ave, Chicago, IL 60617
  • /11

    $670,000

    $30K PRICE DROP Pending
    • 5 Beds
    • 3 Baths

    2662 N Ashland Ave, Chicago, IL 60614

    Investor Special. 5-bed multi-unit in Lincoln Park with redevelopment potential opportunity. This 2-unit property sits on a 25x107.5' lot with alley access, zoned C1-2 for flexible options: hold it as-is, renovate into a single-family, or build out commercial plus residential above. New development on the same block. Built in 1888, units offer a combined 5 bedrooms and 3 full baths. Half of the

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    Hugo Araujo

    Coldwell Banker Realty

    (872) 219-1819

    2662 N Ashland Ave, Chicago, IL 60614
  • /33

    $685,000

    • 6 Beds
    • 3 Baths

    1321 Brummel St, Evanston, IL 60202

    Spacious and sun-filled brick two-flat offering flexible living options and modern comforts throughout. Each unit features three generously sized bedrooms and one full bath, with updated kitchens and baths, abundant natural light, and hardwood floors. Both units offer unit-specific, independently controlled central heating and air conditioning for year-round comfort. The finished basement

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    Rafay Qamar

    Real Broker LLC

    (224) 506-0966

    1321 Brummel St, Evanston, IL 60202
  • /27

    $310,000

    $10K PRICE INCREASE Pending
    • 5 Beds
    • 2 Baths
    • 2,489 Sq Ft

    7937 S Luella Ave, Chicago, IL 60617

    Welcome to this beautifully updated 5-bedroom, 2-bathroom brick bungalow, perfectly situated on a wide 50-ft lot with a private driveway. The sun-filled main level features gleaming hardwood floors and an open-concept layout that seamlessly connects the living room, formal dining area, and modern kitchen. The updated kitchen boasts granite countertops, newer cabinetry, a breakfast bar, and

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    Victor Senteno

    Senteno Real Estate LLC

    (872) 296-5059

    7937 S Luella Ave, Chicago, IL 60617
  • /36

    $349,000

    Pre-Foreclosure
    • 7 Beds
    • 3 Baths

    8111 S Muskegon Ave, Chicago, IL 60617

    Ideally located just moments from Lake Shore Drive, Rainbow Beach, and the Metra, this Brick three-unit building presents an excellent investment opportunity in the desirable South Shore neighborhood. The property features a spacious three-bedroom, one-bath unit along with two well-appointed two-bedroom, one-bath units. Ample rear parking includes six tandem spaces, adding convenience and strong

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    Israel Valadez

    Realty of America, LLC

    (872) 268-5307

    8111 S Muskegon Ave, Chicago, IL 60617
  • /35

    $429,000

    Pending
    • 6 Beds
    • 4 Baths
    • 2,743 Sq Ft

    8135 S Bishop St, Chicago, IL 60620

    Discover a fully reimagined 6-bedroom, 4-bath classic oversized Chicago brick bungalow where every detail has been curated for the buyer who refuses to compromise. Custom-stained hardwood floors and bespoke metal railings introduce a level of craftsmanship rarely seen at this price point. The living room centers on a striking media wall with integrated fireplace - the natural gathering spot for

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    Jamey Kassaros-Johnson

    Kale Realty

    (872) 375-9980

    8135 S Bishop St, Chicago, IL 60620
  • /17

    $585,000

    $15K PRICE DROP Pending
    • 11 Beds
    • 3 Baths

    3410 W Walnut St, Chicago, IL 60624

    Don't miss this solid 3-unit Greystone situated on a full lot with three parking spaces, offering an excellent opportunity for investors seeking a fully rented, income-producing property. The building has been freshly painted, the rear porch has been updated to meet current code, and the top-floor unit features an updated bathroom. Additional improvements include a fairly new roof, a fully fenced

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    Kristen Roussev

    Village Realty, Inc.

    (872) 327-3886

    3410 W Walnut St, Chicago, IL 60624
  • /20

    $639,000

    Pending
    • 5 Beds
    • 2 Baths

    5604 N Mango Ave, Chicago, IL 60646

    Welcome to this 5BR/2BA plus den refreshed bungalow, a beautifully updated home that blends classic Chicago charm with modern comfort. This spacious residence features five generously sized bedrooms and two full bathrooms, offering plenty of room for families, guests, or flexible living arrangements such as a home office or gym. The home has been thoughtfully rehabbed to provide a fresh,

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    Ken Jungwirth

    @properties Christie's International Real Estate

    (312) 874-5839

    5604 N Mango Ave, Chicago, IL 60646
  • /44

    $689,900

    • 5 Beds
    • 2.5 Baths
    • 3,050 Sq Ft

    910 Division St, Barrington, IL 60010

    Architecturally expanded two-story residence ideally positioned on a quiet dead-end street just moments from town, offering peaceful views of Baker's Lake. This thoughtfully designed home blends flexibility, privacy, and lifestyle in a rare in-town setting. The custom second-story addition was purpose-built to function as a private living suite, ideal for multigenerational living or extended

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    Joan Burny

    @properties Christie's International Real Estate

    (224) 506-0766

    910 Division St, Barrington, IL 60010
  • /35

    $534,777

    $10K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 1,826 Sq Ft

    1942 W Fargo Ave, Chicago, IL 60626

    Welcome to this beautiful single-family home in the heart of Rogers Park. From the moment you walk in, you can feel the care and pride of ownership throughout the home. Featuring 3 bedrooms 3 full bathrooms, and a full finished basement, this home offers the perfect balance of comfort, space, and functionality. The entire home has been freshly painted, making it move-in ready for its next owners.

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    Leticia Cejeda

    eXp Realty

    (872) 319-2110

    1942 W Fargo Ave, Chicago, IL 60626
  • /41

    $649,900

    • 7 Beds
    • 3 Baths

    4330 S Langley Ave, Chicago, IL 60653

    Updated in 2025-Move in Ready! Bronzeville 3 flat building with rear parking spaces. Units 2 & 3 apartments are updated with open floor plans and offer hardwood floors, quartz countertops, some kitchen appliances, newer front and back porch! Living rooms are spacious with separate dining rooms. Good sized primary bedrooms with updated bathrooms. Top floor apartment is 3 bedroom and flooded with

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    Lisa Foster

    @properties Christie's International Real Estate

    (877) 522-6189

    4330 S Langley Ave, Chicago, IL 60653
  • /25

    $280,000

    • 5 Beds
    • 2 Baths
    • 1,770 Sq Ft

    12750 S Aberdeen St, Calumet Park, IL 60827

    Buyer Financing Fell Through, so BACK ON THE MARKET: Beautifully UPDATED AND FULLY REMODELED Calumet Park home offering a total of 5 bedrooms and 2 baths. Step into the open, light-filled main level space with all its updated features. The upgraded kitchen boasts sleek new cabinets, modern counter-tops, and stainless steel appliances. 3 main floor comfortable bedrooms, and fully remodelled

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    Amy Gillham

    HomeSmart Connect LLC

    (464) 266-9389

    12750 S Aberdeen St, Calumet Park, IL 60827
  • /38

    $329,900

    • 5 Beds
    • 2 Baths

    292 Bensley Ave, Calumet City, IL 60409

    GOLDEN OPPORTUNITY! Whether you are looking for a lucrative addition to your investment portfolio or an opportunity to live in one unit and rent out the other, this all-brick 2-unit building offers a strong opportunity for an investor or an owner-occupant. Both units feature functional layouts designed for modern living. The kitchens are equipped with granite countertops, wood cabinetry, pantry

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    Angela Walker

    Angela Walker Homes Real Estate Group

    (464) 249-8499

    292 Bensley Ave, Calumet City, IL 60409
  • /49

    $1,249,999

    New Construction Open Sat 11AM - 1PM
    • 5 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    1728 N Sawyer Ave Unit A, Chicago, IL 60647

    Welcome to Logan Square's newest development - an exceptional opportunity to own a newly built, extra-wide, 3,000 square-feet townhome encompassing 3 floors. This stunner lives like a single-family home, with 5 bedrooms, 3.5 baths, and a private roof-top deck with 360 views - including the city skyline and the Bloomingdale 606 Trail, which is only 1 block away. This thoughtfully designed

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    David Schatz

    Compass

    (773) 804-8795

    1728 N Sawyer Ave Unit A, Chicago, IL 60647
  • /48

    $2,600,000

    New Construction
    • 6 Beds
    • 5.5 Baths
    • 6,000 Sq Ft

    6022 N Ionia Ave, Chicago, IL 60646

    New construction at its finest! Sauganash's newest masterpiece has arrived! This stunning luxury residence, crafted by the renowned Avia Design, offers nearly 6,000 square feet of impeccable European craftsmanship and timeless sophistication. Every inch of this home has been thoughtfully designed to elevate your living experience. Step inside to discover a bright, elegant floor plan offering the

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    Patty Cerny

    Compass

    (872) 358-8897

    6022 N Ionia Ave, Chicago, IL 60646

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