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5-Bedroom Homes for Sale in Chicago, IL

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  • /46

    $1,695,000 Open Sun 11AM - 1PM

    • 7 Beds
    • 6 Baths

    2528 N Fairfield Ave, Chicago, IL 60647

    Architecturally Striking & Fully Renovated Three-Flat in Prime Logan Square! This is not your average multi-family. Welcome to an amazing full renovation of a legal 3-unit building that perfectly blends modern design with architectural character in the heart of Logan Square. Every detail has been meticulously crafted, showcasing style and quality from top to bottom. The owner's residence spans

    Daniel Merrion Coldwell Banker Realty

    2528 N Fairfield Ave, Chicago, IL 60647
  • /45

    $850,000

    • 6 Beds
    • 2.5 Baths
    • 3,250 Sq Ft

    4305 N Mobile Ave, Chicago, IL 60634

    Stunning Modern Renovation | Over 3,250 Sq Ft. 4 Levels of Luxury Living on an oversized lot with privacy, backing up to an open meadow & school. Home has a lage driveway with a 2.5 car garage with pleanty of parking space + street parking for guests. Completely new, it's a sophisticated, fully renovated showpiece. This architecturally striking home blends sleek modern design with warm, natural

    John Salidas @properties Christie's International Real Estate

    4305 N Mobile Ave, Chicago, IL 60634
  • /22

    $429,900

    • 6 Beds
    • 2 Baths

    3738 S Hermitage Ave, Chicago, IL 60609

    Ready to move it and very well maintained! This solid brick 2-flat features beautifully refinished hardwood floors, updated kitchens and bathrooms, and separate utilities for each unit. Enjoy the comfort of central air, forced heat, and the convenience of in-unit washer and dryers on both floors. Each unit has it's own mechanicals. A spacious two car garage adds value and ease. Perfect for

    Ryan Grober Jameson Sotheby's Intl Realty

    3738 S Hermitage Ave, Chicago, IL 60609
  • /55

    $420,000

    • 9 Beds
    • 6 Baths

    7825 S Phillips Ave, Chicago, IL 60649

    Welcome to 7825 S Phillips Ave in the revitalized South Shore neighborhood- a prime choice for investors or buyers seeking both lifestyle and income potential. This property is a legal 3-flat, with each spacious unit offering 3 bedrooms and 2 baths. The property's updates include newer windows. A full spacious basement, with a 3-car garage with a driveway which provides secure parking- a rare

    Sergio Hernandez Coldwell Banker Realty

    7825 S Phillips Ave, Chicago, IL 60649
  • /29

    $820,000

    • 10 Beds
    • 3 Baths

    1749 W North Shore Ave, Chicago, IL 60626

    Fantastic Investment Opportunity! Don't miss this solid brick legal 3-flat that combines space, comfort, and strong rental potential. Two of the units feature 4 bedrooms and 1 bath, each with central A/C, while the third unit offers 3 bedrooms and 1 bath-layouts that appeal to a wide range of tenants. This is a must-see property, packed with the amenities renters value most: Two garage parking

    Pabel Reinoso Bright Future Realty

    1749 W North Shore Ave, Chicago, IL 60626
  • /21

    $635,000

    • 6 Beds
    • 3 Baths

    2342 N Kimball Ave, Chicago, IL 60647

    Ideally situated in Chicago's thriving Logan Square neighborhood. This 2 units plus attic apartment building offers excellent potential. The property features two spacious 2-bedroom + den/office units, along with one 1-bedroom attic apartment. All units are well-lit and finished with hardwood floors, with updates completed approximately 15 years ago. Recent improvements include updated siding,

    Mark Kishtow Jameson Commercial

    2342 N Kimball Ave, Chicago, IL 60647
  • /47

    $2,995,000

    • 6 Beds
    • 5.5 Baths

    2678 N Orchard St, Chicago, IL 60614

    Spectacular 6-bedroom Lincoln Park home on oversized lot! All brick and limestone, this home is anything but cookie-cutter. Perfectly situated on picturesque, tree-lined Orchard Street, on an exceptionally deep 25' x 145' lot and offers a generous floor plan, private elevator to all levels, two-car garage, and incredible outdoor space. Sophistication, functionality, and thoughtful design define

    Joanne Nemerovski Compass

    2678 N Orchard St, Chicago, IL 60614
  • /57

    $3,195,000

    • 6 Beds
    • 8 Baths
    • 7,120 Sq Ft

    4717 N Paulina St, Chicago, IL 60640

    Step into this stunning, custom-built Ravenswood home on an extra-wide 50' x 165' lot and prepare to be wowed. At its heart is a dramatic two-story atrium that floods the home with light and opens onto a private stone courtyard with an outdoor fireplace-blending architecture, light, and outdoor living in a way rarely seen in Chicago.A wraparound stone porch and gated front yard create a warm

    Jeffrey Lowe Compass

    4717 N Paulina St, Chicago, IL 60640
  • /12

    $530,000

    • 6 Beds
    • 3 Baths

    6843 S Cornell Ave, Chicago, IL 60649

    Looking to become a homeowner and an investor at the same time? This classic brick three-flat in Chicago's red-hot South Shore neighborhood is your chance to live for less while your investment grows. Live and Invest in a Prime South Shore Location. Just steps from the beautiful Jackson Park Golf Course, the harbor, and the lakefront, this property puts you right in the heart of everything.

    Wayne Beals Exit Strategy Realty / EMA Management

    6843 S Cornell Ave, Chicago, IL 60649
  • /17

    $410,000

    • 8 Beds
    • 5 Baths

    7220 S Carpenter St, Chicago, IL 60621

    Spacious 3 unit all brick building updated with stainless steel appliances and granite counter tops. 1st and 2nd floor units have hardwood floors. 1st floor unit features 2 bedrooms and 2 baths, including ensuite master bath. 2nd floor unit has 3 bedrooms and 2 baths, including master bath and in-unit laundry. Basement unit has walk-up access with 3 bed rooms, 1 bathroom. Laundry room located in

    Sandra Bennett Village Realty, Inc.

    7220 S Carpenter St, Chicago, IL 60621
  • /43

    $675,000

    • 5 Beds
    • 3 Baths

    3812 S Wallace St, Chicago, IL 60609

    Updated 2-flat in coveted Bridgeport location! Spacious second floor owner's unit features 3 large bedrooms, 2 full baths, and a versatile loft area - ideal for a home office, reading room, or easily converted into a 4th bedroom. The first-floor unit boasts high ceilings, 2 bedrooms, and ample space for a formal dining area. Both units have private balconies, while the expansive party deck in

    Stephanie Rollison @properties Christie's International Real Estate

    3812 S Wallace St, Chicago, IL 60609
  • /23

    $699,500

    • 7 Beds
    • 6 Baths

    3020 W Washington Blvd, Chicago, IL 60612

    This fantastic property features three spacious units, perfect for investors or owner-occupants seeking strong rental income in a quality building. Unit 1, occupied by the owners is 2bed / 2 bath and completely updated. Units 2 is 3 bed/2 bath occupied by long term tenant. Unit 3 is 2 bed/2bath with some upgrades and tenant occupied until mid September. All units include in-unit laundry and

    Elizabeth Avila Baird & Warner

    3020 W Washington Blvd, Chicago, IL 60612
  • /58

    $875,000

    • 8 Beds
    • 5 Baths

    2531 W Lyndale St, Chicago, IL 60647

    Stunning rehabbed legal 4-unit in the Heart of Logan Square/West Bucktown! This multi-unit building is currently operating as a rehabbed 3-unit with a legal, 4th unit that is currently an unfinished garden apartment. This very large building was recently beautifully rehabbed and features a Brand NEW ROOF, very large, rear addition and huge rehabbed 1ST FLOOR UNIT SIMPLEX + 2 Rehabbed

    Derek Disera Compass

    2531 W Lyndale St, Chicago, IL 60647
  • /43

    $834,999

    • 5 Beds
    • 4.5 Baths
    • 4,400 Sq Ft

    4243 S King Dr, Chicago, IL 60653

    This stunning historic Greystone, located in the heart of Bronzeville on iconic King Drive, seamlessly blends timeless Chicago architecture with modern luxury. Thoughtfully renovated, the home features a spacious and airy main level designed for both everyday living and entertaining. The first floor includes a formal sitting room, dining room, living room, and a stylish kitchen-complete with

    Krystal Corley RE/MAX Premier

    4243 S King Dr, Chicago, IL 60653
  • /19

    $385,000

    • 5 Beds
    • 2 Baths

    7630 S Peoria St, Chicago, IL 60620

    Welcome to this beautifully updated two-unit property located in Auburn Gresham. The first-floor unit offers 2 bedrooms and 1 bathroom with updated finishes and a comfortable layout, while the second-floor unit features 3 bedrooms and 1 bathroom with an open floor plan. A full unfinished basement provides ample storage space and the potential to finish for added living area or a future

    London Ross Real People Realty

    7630 S Peoria St, Chicago, IL 60620
  • /40

    $1,875,000

    • 11 Beds
    • 11 Baths

    4537 N Greenview Ave, Chicago, IL 60640

    Sitting on a quiet, tree-lined block, this jumbo Greystone Multi-Unit Building offers unbelievable space with over 6,900 square feet of living space! The layout consists of a 4BR, 3.5BTH duplex-down apartment, two, 2BR, 2BTH simplex apartments on the 2nd and 3rd floor and another 4BR, 3BTH duplex apartment in the rear of the property as well as a 3-car brick garage. This truly one of a kind

    Michael Hall Baird & Warner

    4537 N Greenview Ave, Chicago, IL 60640
  • /5

    $369,000

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

    5810 S Austin Ave, Chicago, IL 60638

    This spacious raised ranch in Garfield Ridge offers comfort and flexibility with thoughtful updates throughout. The main level features hardwood floors, a sun-filled living room, and a stylish kitchen with rich cabinetry, stainless steel appliances, and a decorative backsplash. The lower level has been reconfigured to include two bedrooms with ample closet space, a full bathroom, and a cozy

    Xitlali Astudillo Luna Realty Group

    5810 S Austin Ave, Chicago, IL 60638
  • /43

    $1,250,000 Open Sun 12:15PM - 2PM

    • 5 Beds
    • 4 Baths

    6129 N Ravenswood Ave, Chicago, IL 60660

    Modern Luxury Meets Smart Investment at 6129 N Ravenswood Ave - A Fully Renovated Two-Unit Gem in Edgewater. This exceptional property has been completely rehabbed down to the studs, offering two spacious duplex units that blend contemporary design with functional layouts-perfect for an owner-occupant seeking rental income or an investor looking for a turnkey asset. Each unit features

    Gerardo Tapia-Quiroz Baird & Warner

    6129 N Ravenswood Ave, Chicago, IL 60660
  • /37

    $279,000

    • 6 Beds
    • 3 Baths
    • 1,921 Sq Ft

    8915 S Racine Ave, Chicago, IL 60620

    Welcome to this charming brick bungalow that has been completely renovated and is ready for you to move in and enjoy. Set on a quiet street, it offers plenty of curb appeal with new concrete walkways, epoxy-coated front steps, a brand-new back porch, new siding, a fresh tear-off roof, and a spacious backyard with parking for two cars. Inside, there's room for everyone with six bedrooms and three

    Gabriela Docarova HomeSmart Connect LLC

    8915 S Racine Ave, Chicago, IL 60620
  • /11

    $400,000

    • 8 Beds
    • 2 Baths

    7934 S Loomis Blvd, Chicago, IL 60620

    Brick 2-Flat in Historic Auburn Gresham! Each spacious unit offers 4 bedrooms and 1 bath, providing plenty of room for comfortable living. Each unit is equipped with its own furnace. The full basement adds potential for additional living or entertaining space. Don't miss this opportunity-schedule your private showing today!

    Phanethia Joe Charles Rutenberg Realty of IL

    7934 S Loomis Blvd, Chicago, IL 60620
  • /8

    $779,000

    • 6 Beds
    • 4 Baths

    847 S Miller St, Chicago, IL 60607

    Two units brick income generated apartments, located in the heart of Little Italy. Across from UIC library, within UIC neighborhood. Desirably located for residents close to or attending UIC, convenient location to downtown, west loop and public transportations, make this an all time desirable area for local and new generations. Full basement plus 2 parking spaces in the back of the building.

    Margaret Lau Renet Realty & Mgmt Co

    847 S Miller St, Chicago, IL 60607
  • /26

    $725,000

    • 8 Beds
    • 6 Baths

    6504 S Maryland Ave, Chicago, IL 60637

    Recently Renovated 3-Unit Investment Opportunity Near the Obama Presidential Center This beautifully rehabbed 3-unit building offers modern living in a prime location, just steps away from the highly anticipated Obama Presidential Library, opening in Spring 2026. Each unit has been thoughtfully updated to include a spacious master bedroom with an en-suite master bathroom, walk-in closet, and

    Brandon Williams Forward Realty

    6504 S Maryland Ave, Chicago, IL 60637
  • /17

    $599,900

    • 6 Beds
    • 3 Baths

    2453 N Tripp Ave, Chicago, IL 60639

    This well-maintained brick 2-unit building offers exceptional flexibility and charm, complete with a fully finished basement featuring 1 bedroom, 1 full bath, an eat-in kitchen, and generous living and dining areas-perfect for extended family, guests, or added rental income. Each main unit includes 2 spacious bedrooms and 1 full bath, highlighted by classic hardwood floors and timeless

    Ryan Casper eXp Realty

    2453 N Tripp Ave, Chicago, IL 60639
  • /39

    $359,900

    • 16 Beds
    • 4 Baths

    13351 S Baltimore Ave, Chicago, IL 60633

    GREAT INVESTMENT PRODUCING PROPERTY, This all brick building has over 4000 sqft of living space, side lot, 2 garages for 4 cars in a prime location in the business district of the close-knit Hegewisch community. The first floor front features living room, kitchen area, full bathrooms 1 bedroom, foyer area, that leads to 1 st foor rear apartment that features 2 bedrooms, eat-in kitchen, 1 full

    Elias Quintero Bloom/Sanchez Realty, Inc.

    13351 S Baltimore Ave, Chicago, IL 60633
  • /30

    $600,000

    • 11 Beds
    • 4 Baths

    4315 W Dickens Ave, Chicago, IL 60639

    Investor Opportunity in Hermosa - Rare 3-Unit Building with Detached Coach House Beautiful brick 3-unit building with an unfinished basement, plus a detached 2-bedroom 1 bath coach house with full basement and 1 parking space. The main building has been gutted and reframed for three spacious 3-bedroom apartments. Rough plumbing, conduit, new windows, and framing are already in place - ready for

    Mark Anthony arhome realty

    4315 W Dickens Ave, Chicago, IL 60639
  • /16

    $310,000

    • 6 Beds
    • 3 Baths

    8423 S Muskegon Ave, Chicago, IL 60617

    Time to get off the sidelines!!! Recently updated two unit building located in a highly appreciating neighborhood! 6 bedrooms total with 3 baths! Top unit is a 4 bedroom 2 bath duplex-up that can make an incredible owner's unit or rental unit with high cash flow possibility! Market for a 4bed 2bath in the area ranges from $2600-$3400 according to CHA's site. The building is ready to go with newer

    Dexter Harper Coldwell Banker Realty

    8423 S Muskegon Ave, Chicago, IL 60617
  • /20

    $375,000

    • 7 Beds
    • 3 Baths

    8122 S Kingston Ave, Chicago, IL 60617

    Investor's Dream! Don't miss this opportunity to own a spacious and well-maintained 2-unit property offering immediate rental income. Both units are currently tenant-occupied, providing instant cash flow for the savvy investor. The second-floor unit features a bright and airy 3-bedroom layout filled with natural light. The first-floor unit is a modern 3-bedroom apartment with updated

    Reggie Eaton Park Place Realty Group LLC

    8122 S Kingston Ave, Chicago, IL 60617
  • /26

    $699,000

    • 7 Beds
    • 4 Baths

    2440 S Oakley Ave, Chicago, IL 60608

    RARE CHANCE to own a huge solid all brick 4 unit apartment building on Oakley Avenue at the HEART of Heart of Chicago's classic dining scene and steps to public transit, shopping and much more. 2440 S Oakley has retained it's Victorian era charm inside and out with much of the original woodwork, hardwood flooring, hardware, fixtures and doors intact. Tall ceilings and large windows flood the

    Peter Gordon C. Gallucci Realty, Inc.

    2440 S Oakley Ave, Chicago, IL 60608
  • /21

    $299,900

    • 5 Beds
    • 2 Baths

    1320 N Homan Ave, Chicago, IL 60651

    Diamond in the rough. Two flat located in Humboldt Park. Rare opportunity to own and renovate in a very hot market. Property offers two apartments with a full basement, back yard, and detached garage. Don't miss this opportunity. Floor plans attached.

    Ken Yu Century 21 IMPACT

    1320 N Homan Ave, Chicago, IL 60651
  • /28

    $380,000

    • 5 Beds
    • 4 Baths
    • 3,112 Sq Ft

    601 E 32nd St Unit 210-211, Chicago, IL 60616

    A truly rare chance to reside in one of the most coveted private residences in Lake Meadows. Perfectly positioned just moments from downtown Chicago and mere seconds from DuSable Lake Shore Drive, this building offers unparalleled access to premier shopping, dining, and entertainment. This expansive corner unit is a true gem-comprised of two seamlessly combined units, creating an extraordinary

    Heidie Maslo @properties Christie's International Real Estate

    601 E 32nd St Unit 210-211, Chicago, IL 60616
  • /2

    $50,000

    • 7 Beds
    • 3 Baths

    8453 S Muskegon Ave, Chicago, IL 60617

    Great Opportunity For Rehabbers And Investors! This 2 Unit Building Offers A Clean Slate Ready For Redesign Or Fresh Ideas. The First Floor Unit Features 5 Bedrooms And 1.5 Baths, While The Second Floor Unit Includes 2 Bedrooms And 1 Bath.Possibilities With 7 Total Bedrooms And 2.5 Baths, This Property Has Incredible Potential For Transformation. Don't Miss Your Chance To Reimagine And Add Value!

    Toni Dortch Realty of America, LLC

    8453 S Muskegon Ave, Chicago, IL 60617
  • /48

    $479,900

    • 9 Beds
    • 3 Baths

    4918 W Washington Blvd, Chicago, IL 60644

    Welcome to 4918 Washington, a classic Chicago style brick 2-flat in fast appreciating Austin neighborhood. This property was completely remodeled in 2017 with luxurious appointments. Both units have large living rooms and expansive dining rooms and diagonal hardwood flooring, perfect for entertaining family and guests. The eat-in kitchen comes complete with white 42" cabinets and granite

    Ervin Rodriguez Mid City Realty

    4918 W Washington Blvd, Chicago, IL 60644
  • /20

    $540,000

    • 9 Beds
    • 3 Baths

    1657 S Central Park Ave, Chicago, IL 60623

    Beautifully rehabbed and move-in ready, this North Lawndale 3-flat is a fantastic opportunity for both owner-occupants and investors seeking a turnkey rental property. The building features a 2-bedroom garden unit, a spacious 3-bedroom unit on the first floor, and a large 4-bedroom unit on the top floor-offering excellent rental versatility. Each apartment has been thoughtfully updated, combining

    John Sciberras Coldwell Banker Realty

    1657 S Central Park Ave, Chicago, IL 60623
  • /27

    $399,000

    • 6 Beds
    • 2 Baths

    6450 S Fairfield Ave, Chicago, IL 60629

    Amazing and just beautiful! Seize the opportunity to own this all-brick, cash-flowing Tenant occupied two-unit building in one of Chicago's hottest markets! Both units offer oversized living rooms, separate dining rooms, and three spacious bedrooms - prime layouts that tenants love. This brick 2-flat features separate forced air heating and new 2.5 Garage. This property is already producing

    Elvia Padilla RE/MAX Mi Casa

    6450 S Fairfield Ave, Chicago, IL 60629
  • /28

    $539,000

    • 6 Beds
    • 3 Baths

    1132 N Lawndale Ave, Chicago, IL 60651

    Updated 2-Unit in Prime Humboldt Park - Ideal for First-Time Buyers! Welcome to this fully renovated (2022) 2-flat in the heart of Humboldt Park, featuring a spacious owner's duplex and strong rental potential. The 1st-floor unit offers 3 bedrooms, 2 bathrooms, and a finished lower level-perfect for a second living area, home office, or playroom. The basement has its own exterior entrance,

    Lucas Alvarado Jr Ready Properties Inc

    1132 N Lawndale Ave, Chicago, IL 60651
  • /30

    $624,999

    • 5 Beds
    • 2 Baths

    2131 N Springfield Ave, Chicago, IL 60647

    Welcome to 2131 N Springfield Ave, a beautifully maintained all-brick 2-flat in the heart of Logan Square, one of Chicago's most vibrant and sought-after neighborhoods. This solid building has been thoughtfully cared for with professional tuckpointing throughout, a new flat roof installed in 2020, and newer windows, ensuring long-term peace of mind for the next owner. The spacious first-floor

    Maria Rodriguez eXp Realty

    2131 N Springfield Ave, Chicago, IL 60647
  • /2

    $200,000

    • 6 Beds
    • 2 Baths

    6620 S Rhodes Ave, Chicago, IL 60637

    Gutted, framed, rough electrical complete. Property sold as is.

    Colleen Berg Berg Properties

    6620 S Rhodes Ave, Chicago, IL 60637
  • /2

    $230,000

    • 5 Beds
    • 2 Baths

    5746 S Wells St, Chicago, IL 60621

    BRICK 2-UNITS 5-BEDS. TENANTS PAYS FOR GAS & ELECT. OWNER PAYS WATER . M/M RENT. FULLY OCCUPIED. NEAR SHERWOOD ELEMENTARY SCHOOL. ONE UNIT RECENTLY PAINTED AND PARTAL PAINTED IN THE OTHER UNIT. SOLD AS IS. ELECT COMMON AREA $221/YR PAID BY LANDLORD.

    Charles Schindler Prestige Partners Realty, Inc.

    5746 S Wells St, Chicago, IL 60621
  • /34

    $309,990

    • 5 Beds
    • 3 Baths
    • 2,346 Sq Ft

    6407 S Paulina St, Chicago, IL 60636

    Amazing 5 bedroom, 3 bathroom that has been completely redone inside and out!!! New EVERYTHING. From the moment you walk in, you'll fall in love with the large open layout that flows effortlessly from the living area to a beautifully updated kitchen featuring bright quartz countertops, stainless steel appliance suite, and a two tone shaker cabinets with gorgeous gold hardware throughout. Modern

    Mitchell Blyumin Frontage Realty

    6407 S Paulina St, Chicago, IL 60636
  • /21

    $749,999

    • 6 Beds
    • 3 Baths

    5700 N Parkside Ave, Chicago, IL 60646

    Beautifully Updated 2-Unit Building in Jefferson Park - Modern Living with Garden Space! This well-maintained two-unit property was fully updated in 2024, offering modern comfort and style throughout. 6 Beds / 3 Baths, Each unit has 2 Beds with 1 Bath and features stainless steel appliances, refinished hardwood floors, and luxury vinyl tile (LVT) in the kitchen for a sleek, durable finish.

    Camelia Falkiewicz @properties Christie's International Real Estate

    5700 N Parkside Ave, Chicago, IL 60646

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