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5-Bedroom Homes for Sale in Chicago, IL

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  • /36

    $220,000

    • 5 Beds
    • 3 Baths
    • 1,500 Sq Ft

    4943 S Marshfield Ave, Chicago, IL 60609

    Welcome to this spacious home with 3 levels of living space. A full bathroom in every floor. Main floor offers bay window, living room, formal dining room which is currently used as a home office, three bedrooms a large kitchen with washer and dryer for easy access. The second floor offers two bedrooms, bathroom, family room and has a hall with skylights for plenty of natural light. Lower

    Alberto Avila RE/MAX 10

    4943 S Marshfield Ave, Chicago, IL 60609
  • /24

    $599,999

    • 7 Beds
    • 5 Baths

    3912 W Congress Pkwy, Chicago, IL 60624

    Legal 2 Unit with finished duplex-down basement in HOT Garfield Park! ** This spacious 2021 Rehab features a first floor duplex-down unit with 4 bedrooms and 2.5 baths. Two Beautifully updated kitchens, Spacious suites along with huge living and dining rooms. Brand new hardwood floors throughout, In-Unit Washer and Dryer, Individualized mechanicals and Jacuzzi tubs in each full bathroom. Each

    Khalilah Maddox Real People Realty

    3912 W Congress Pkwy, Chicago, IL 60624
  • /47

    $1,100,000

    • 7 Beds
    • 4 Baths

    2707 N Richmond St, Chicago, IL 60647

    Exceptional 3-Unit Investment Opportunity in the Heart of Logan Square! Located just one block from the iconic Logan Boulevard, this well-maintained property offers the perfect blend of investment potential and owner-occupant comfort on a quite tree lined street. The spacious owner's duplex-up features tons of natural light, hardwood floors, 3 bedrooms, 1.5 baths, in-unit laundry, master suite, a

    Anna Huls @properties Christie's International Real Estate

    2707 N Richmond St, Chicago, IL 60647
  • /11

    $699,000

    • 8 Beds
    • 4 Baths

    714 W 31st St, Chicago, IL 60616

    Prime mixed-use opportunity at 714 W 31st St - a versatile building featuring two residential units plus a street-level commercial space perfect for retail or a customer-facing business. The first-floor front is ideal for retail while the rear offers a comfortable resting area complete with a kitchen and an extra bathroom; the second floor houses two separate residential units and the basement is

    Evan Peng Landmark & Property Group, Inc

    714 W 31st St, Chicago, IL 60616
  • /17

    $320,000

    • 6 Beds
    • 4 Baths

    8205 S Houston Ave, Chicago, IL 60617

    Priced to sell and rarely available 4-Unit in South Chicago! Front units 1st/2nd 2 beds/1 bath. Rear units 1st/2nd 1 bed/1 bath. Recently rehabbed (5 yrs) wood laminate flooring in each unit, full unfinished basement for plenty of storage. Conveniently located near schools, parks and public transportation in a rapidly developing area, positioning it for long-term growth. 10 mins from the Obama

    Marjorie Tatum Keller Williams ONEChicago

    8205 S Houston Ave, Chicago, IL 60617
  • /22

    $1,350,000

    • 16 Beds
    • 8 Baths

    5127 S Indiana Ave, Chicago, IL 60615

    This exceptional 4-unit generates $125,000 in rental income! Spanning 8,000 sq. ft., this newly gut-rehabbed property offers modern luxury in every unit. Each space is designed with custom cabinets, stainless steel appliances, huge bedrooms, and all units feature master suites. Built with all proper permits, this building showcases quality craftsmanship and thoughtful finishes throughout.

    seviiri bunjo Chicagoland Brokers, Inc.

    5127 S Indiana Ave, Chicago, IL 60615
  • /49

    $1,175,000

    • 6 Beds
    • 6 Baths

    1836 S Carpenter St, Chicago, IL 60608

    Thoughtful rehab of this modern two-flat in the heart of Pilsen. The property consists of two duplex apartments with 3 bedrooms and 2.1 baths each. The first floor is a duplex down and the main level consists of a primary bedroom, with a spa-like primary bath that has two separate vanities and a large shower with beautiful marble tile. The main level also has a kitchen and dining area that look

    Mabél Guzmán Coldwell Banker Realty

    1836 S Carpenter St, Chicago, IL 60608
  • /31

    $350,000

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

    6130 S Washtenaw Ave, Chicago, IL 60629

    Welcome to this lovely bungalow featuring 5 bedrooms, 3 full baths and charming hardwood floors throughout the home. The functional kitchen and full basement open the door to enhanced living possibilities or in law suite. Situated near Fairfield Elementary and Gage Park High School, with convenient access to transit and local amenities, this home provides both comfort and convenience. Recent

    Maria Bello Remax Future

    6130 S Washtenaw Ave, Chicago, IL 60629
  • /13

    $335,000

    • 6 Beds
    • 3 Baths

    8041 S Justine St, Chicago, IL 60620

    What a great opportunity for buyers looking for an easy investment! Live in the spacious and beautifully updated top floor (currently owner's) unit, collect rent from the well-designed lower level unit, and bring your ideas to renovate the open spaces on the main floor! Once renovated and rented out, you will have steady income in your new home on an attractive street in Auburn-Gresham. Near

    Nina Gaspich Century 21 Universal

    8041 S Justine St, Chicago, IL 60620
  • /32

    $1,295,000

    • 8 Beds
    • 4 Baths

    2832 N Mozart St, Chicago, IL 60618

    Discover this striking octagonal 4-unit building offering spacious 2-bedroom, 1-bathroom apartments in one of Chicago's most vibrant neighborhoods. Perfectly situated in Avondale-enjoy all the energy of nearby Logan Square without the higher taxes-this property combines distinctive architecture with impressive income potential. Each unit features generous layouts designed for comfortable living,

    Israel Valadez Realty of America, LLC

    2832 N Mozart St, Chicago, IL 60618
  • /24

    $915,000

    • 9 Beds
    • 5 Baths

    339 W 23rd Place, Chicago, IL 60616

    great building in the heart of chinatown ,new brick front wall and windows . this building has 3 residential units , 2 units has 3 bedrooms , 1 and half baths , one unit have 3 bedrooms and 1 bath . great opportunity to own a building in high demand location .

    Qian Kun Chen Kale Realty

    339 W 23rd Place, Chicago, IL 60616
  • /41

    $780,000

    • 6 Beds
    • 4 Baths

    2537 N Luna Ave, Chicago, IL 60639

    Stunning fully renovated multi-unit in Belmont Cragin, a rare find! Your buyers will be amazed by the meticulous attention to detail in this remarkable building completely rebuilt from the ground up. It features two luxurious duplex units, perfect for maximizing living space. Every inch is brand new including Hardwood flooring, windows, plumbing and electrical. 6 delightful bedrooms, 3 state

    Ivan Santiago Re/Max Cityview

    2537 N Luna Ave, Chicago, IL 60639
  • /33

    $1,049,500

    • 7 Beds
    • 4 Baths

    3438 N Hamlin Ave Unit 3A, Chicago, IL 60618

    AVONDALE 4-FLAT: Huge Brick Four Unit Building located on a 50 x 125 lot. Newer windows and bathrooms. Updated electric, rehabbed kitchen and baths. Just seconds from 90/94 as well as the El and the Metra. All units have a living room, formal dining room and eat in kitchen. Hardwood floors throughout all units. Currently fully leased at below market rates.. Large basement includes storage

    Thomas O'Neill HomeSmart Realty Group

    3438 N Hamlin Ave Unit 3A, Chicago, IL 60618
  • /42

    $650,000

    • 8 Beds
    • 3 Baths

    2857 W Polk St, Chicago, IL 60612

    Discover this solid, well-maintained Greystone 3-flat in East Garfield Park, just minutes from the Medical District and a straight shot to downtown Chicago. Since acquiring the property, the current owner has refreshed the interior with new paint, updates throughout, and a brand-new furnace on the first floor. A full walkout basement adds flexibility for storage, additional living space, or

    Omar Sanchez Habloft LLC

    2857 W Polk St, Chicago, IL 60612
  • /28

    $409,900

    • 6 Beds
    • 3 Baths

    850 N Kildare Ave, Chicago, IL 60651

    Welcome to this fantastic investment opportunity! This meticulously maintained multi-unit building offers three separate living spaces, each featuring beautiful hardwood floors and central heating and cooling for year-round comfort. The first-floor unit is a spacious two-bedroom, one-bathroom apartment. The second-floor unit offers a three-bedroom, one-bathroom unit with the added convenience of

    Gabriela Melgoza Coldwell Banker Realty

    850 N Kildare Ave, Chicago, IL 60651
  • /20

    $415,000

    • 6 Beds
    • 3 Baths

    4226 W Ogden Ave, Chicago, IL 60623

    Ownership pride and joy. All plumbing and electrical updated very good condition, cash flow with no problems, fully occupied. Main floor and second floor are two bedrooms one bathroom plus laundry room. Third floor two bedroom and one bathroom and storage room that can easily be converted to a laundry room. Month to month tenants. 1st floor $1550 MTM, 2nd floor $1300 MTM,3rd floor $850 MTM long

    sinoe torres Home Sales Realty INC.

    4226 W Ogden Ave, Chicago, IL 60623
  • /32

    $645,000

    • 5 Beds
    • 3 Baths

    6727 N Maplewood Ave, Chicago, IL 60645

    Great 2 Flat Opportunity in West Ridge just steps to Warren Park & Northtown Library! First time on the market in over 50 years! You'll fall in love with the wonderful neighborhood & beautiful original details of the home and the 2-car garage! Each apartment has the same floor plan, hard wood floors throughout and an oversized coat closet in the foyer. The Sunny 18'x13' Living Room features six

    Ellen Baren @properties Christie's International Real Estate

    6727 N Maplewood Ave, Chicago, IL 60645
  • /18

    $354,900

    • 5 Beds
    • 2 Baths
    • 2,427 Sq Ft

    1047 N Kedvale Ave, Chicago, IL 60651

    Recently renovated Single Family Home in West Humbolt Park. This 5 bedroom 2 bath home still gives you plenty of opportunity with a full unfinished basement to create a family room, play room or even add a 3rd bathroom. The main level features a large living room and brand new kitchen, with 2 bedrooms and a stylish bathroom. Upstairs you'll find 3 additional bedrooms and full bathroom. The

    Olin Eargle @properties Christie's International Real Estate

    1047 N Kedvale Ave, Chicago, IL 60651
  • /27

    $1,319,900

    • 5 Beds
    • 4.5 Baths
    • 5,080 Sq Ft

    4915 S Doctor Martin Luther King Junior Dr, Chicago, IL 60615

    This stunning custom-built 5 bedroom/ 4.1 bath mansion with a plethora of natural light and expansive outdoor space on prestigious King Dr. An absolutely spectacular masterpiece that is located in the iconic Bronzeville neighborhood, steps away from University of Chicago, IIT and DuSable Museum. Expansive main living space with dining area with tray molding and uplighting leads to butler's

    Lisa Foster @properties Christie's International Real Estate

    4915 S Doctor Martin Luther King Junior Dr, Chicago, IL 60615
  • /27

    $380,000

    • 9 Beds
    • 3 Baths

    6945 S Peoria St, Chicago, IL 60621

    Welcome to this stunning, renovated 2-flat apartment building located in the heart of South Chicago/Englewood. Brick property has been thoughtfully updated, offering modern amenities while preserving classic Chicago charm. Whether you're an investor looking for a strong rental income or a homeowner wanting to live in one unit and rent the other, this property is move-in ready and full of

    Dumitru Cobza American Real Estate Services

    6945 S Peoria St, Chicago, IL 60621
  • /29

    $525,000

    • 14 Beds
    • 4 Baths

    6601 S St Lawrence Ave, Chicago, IL 60637

    Multi-unit investment property with strong upside. The building includes 4 units: two with 3 bedrooms and two with 4 bedrooms, totaling 14 beds and 4 full baths. Three units are occupied; one is vacant. AS IS sale. Cosmetic improvements will be needed. Estimated ARV in the area is around $750K, making this a solid option for those looking to build equity.

    Sherita Owens Keller Williams ONEChicago

    6601 S St Lawrence Ave, Chicago, IL 60637
  • /39

    $925,000

    • 7 Beds
    • 6 Baths

    815 S Bell Ave, Chicago, IL 60612

    Cash only buyers - Wonderful investment opportunity in the Tri-Taylor/Illinois Medical District with $93,000 gross and $72,029 proforma net income at 7.79% net ROI. Fully rented 4-unit building, well maintained and updated, with laundry in each unit. Large rooftop deck for summer enjoyment. Great location, minutes to the Loop, IL Medical District, UIC, I-290, and Blue Line. Beautiful quiet

    Christopher Secaur @properties Christie's International Real Estate

    815 S Bell Ave, Chicago, IL 60612
  • /29

    $450,000

    • 8 Beds
    • 5 Baths

    Unlisted Address

    Turnkey Investment Opportunity in Chicago! Discover this income-producing 4-unit building offering both stability and upside potential. Each spacious unit features 2 bedrooms, a living room, and a dining room perfect for attracting quality tenants. With separate heating and electricity, tenants handle their own utilities, keeping your expenses low. The full basement provides an exciting

    David Dominguez Realty of America, LLC

    Unlisted Address
  • /25

    $600,000

    • 9 Beds
    • 6 Baths

    3115 W Lexington St, Chicago, IL 60612

    Calling all investors!!! Looking for a money maker with LOW TAXES?? Look NO MORE! Don't miss this rare opportunity to own a solid all-brick building featuring 3 fully updated condo units-each with its own PIN! Originally built in 2005 and tastefully renovated in 2023, every unit offers 3 bedrooms, 2 full bathrooms with in-unit washer and dryer, and modern finishes throughout. This is a

    Erika Chavez Baird & Warner

    3115 W Lexington St, Chicago, IL 60612
  • /27

    $399,000 Open Sat 10AM - 12PM

    • 5 Beds
    • 3 Baths
    • 3,131 Sq Ft

    8746 S Wood St, Chicago, IL 60620

    Step into style, space, and sophistication with this fully renovated 5-bedroom, 3-bath beauty nestled on a quiet, tree-lined street in Auburn Gresham-a gem on Chicago's thriving South Side. Designed for those who value quality, comfort, and curb appeal, this maintenance-free residence delivers exceptional living across every level. From the moment you enter, you're greeted by a sun-drenched open

    Paulette Edwards Coldwell Banker Realty

    8746 S Wood St, Chicago, IL 60620
  • /9

    $1,100,000

    • 8 Beds
    • 4 Baths

    2423 W Moffat St, Chicago, IL 60647

    Attention Rehabbers & Investors! First time on the market in over 30 years, this rare opportunity offers a front building with three spacious 2BD/1BA units plus a separate 2BD coach house. Both buildings are in need of TLC. Bring your ideas to renovate and maximize rental income potential. Situated on a 24x125 lot, the property is being sold "As-Is". Prime location just steps from the Western Ave

    Jose Hernandez Coldwell Banker Realty

    2423 W Moffat St, Chicago, IL 60647
  • /8

    $949,000

    • 7 Beds
    • 3 Baths

    2224 W Eastwood Ave, Chicago, IL 60625

    2224 W. Eastwood Ave is a 2,472 square foot stabilized 2 flat on a 2,700 square foot lot with 7 bedrooms and 3 bathrooms in the desirable Lincoln Square neighborhood near shopping, restaurants, bars, shops and public transport. Units are in excellent condition and the owner has maintained the property professionally for more than a decade. New roof with a 20 year warranty, low temp electrical

    Stephen Fisher Westward360 RM

    2224 W Eastwood Ave, Chicago, IL 60625
  • /56

    $1,750,000

    • 9 Beds
    • 4 Baths

    1918 N Humboldt Blvd, Chicago, IL 60647

    Incredible restoration or redevelopment opportunity at one of the most architecturally significant properties in Logan Square. Revered architect Hermann Gaul, famous for designing some of Chicago's most significant churches and schools, drew only a few residential buildings in the city, this being one of them. Large covered balconies overlook the boulevard. The facade is amazing, abound with

    Lucas Blahnik @properties Christie's International Real Estate

    1918 N Humboldt Blvd, Chicago, IL 60647
  • /11

    $239,000

    • 6 Beds
    • 2 Baths

    8051 S Throop St, Chicago, IL 60620

    Welcome to this South Side red brick Two Flat, located in Auburn Highland Harts. Investor friendly solid property that needs some TLC w/ a potential ARV of 450K plus. Both units contain 3 bedrooms x 1 bathroom, eat-in kitchens w/ pantries, formal dining rooms and hardwood floors. This property also boosts a brick 3 car garage and a full building length unfinished basement. Solidify this as your

    Patrick Teague Coldwell Banker Realty

    8051 S Throop St, Chicago, IL 60620
  • /8

    $820,000

    • 5 Beds
    • 4 Baths

    8542 W Winnemac Ave, Chicago, IL 60656

    Excellent condition, excellent location. Building is in perfect shape, the owner took care of it so well. 2 flat with an additional garden unit make for 3 beautiful units, with so many new and newer features: newer windows, newer driveway, kitchens updated, and the garden unit is gorgeous. 2.5 car garage brings extra income. Lockers in basement for tenant usage.

    Ewa Kocoj Chicagoland Brokers, Inc.

    8542 W Winnemac Ave, Chicago, IL 60656
  • /40

    $3,795,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 3.5 Baths
    • 4,662 Sq Ft

    1837 N Fremont St, Chicago, IL 60614

    Located in the heart of Lincoln Park on one of Chicago's most coveted tree-lined blocks, 1837 N Fremont is a custom-crafted single family home originally constructed by Chicago's boutique luxury home builder, Crescent Rock Builders and designed by Studio Dwell. In its recent, full main floor renovation led by awarded Chicago designer Donna Mondi, walls were removed, floors redone, a new fireplace

    Margaret Baczkowski @properties Christie's International Real Estate

    1837 N Fremont St, Chicago, IL 60614
  • /14

    $1,150,000

    • 10 Beds
    • 6 Baths

    2900 W Foster Ave, Chicago, IL 60625

    BUDLONG WOODS - ACROSS FROM RIVER PARK- BLOCK FROM SWEDISH CONV HOSPITAL TO THE EAST. CTA AND NORTH PARK COLLEGE TO THE WEST. FANTASTIC LOCATION FOR RENTING. BRICK LEGAL 4 UNITS BUIDING WITH 2 BEDRM UNITS( LR=17X13 KIT= 12X11 BR1=12X11 BR2=11X10) WITH 2 EXTRA FINISH BSMT APARTMENT WITH 1 BEDRM EACH - FRONT AND REAR DOORS. 6 SEPARATE GAS FORCE AIR HEATING (NO CENTRAL ) , 6 HOT WATER TANKS. 6

    James Miller DIRECT BROKER LLC

    2900 W Foster Ave, Chicago, IL 60625
  • /19

    $675,000

    • 6 Beds
    • 3 Baths

    6224 S Greenwood Ave, Chicago, IL 60637

    Discover a prime investment opportunity in this exquisite Romanesque Revival three-flat, perfectly positioned just steps from the prestigious University of Chicago on an extra deep lot. This architecturally significant building has been well maintained and professionally managed, by a local investor/owner. The building is fully occupied with high-quality, performing leases, offering immediate

    Wayne Beals Exit Strategy Realty / EMA Management

    6224 S Greenwood Ave, Chicago, IL 60637
  • /7

    $189,900

    • 5 Beds
    • 2 Baths

    1244 E 70th St, Chicago, IL 60637

    Fantastic investment or live-in opportunity! This all-brick two-flat sits on an oversized, fully fenced corner lot in a rapidly growing pocket of Woodlawn. Each unit is thoughtfully laid out, featuring formal living and dining rooms, spacious eat-in kitchens with walk-in pantries, and individual heat and central air-ideal for both comfort and privacy. Rear porch and roof were replaced in 2017,

    James Mattz Keller Williams Preferred Rlty

    1244 E 70th St, Chicago, IL 60637
  • /28

    $280,000

    • 5 Beds
    • 2 Baths

    7549 S Langley Ave, Chicago, IL 60619

    Buyers will adore and make this a beautiful multi-family home and investors may appreciate this find as rentals in the area may rent as much as $1200 - $1700/mo. Both units boast HWFs, large bedrooms, formal dining room, sunroom, plenty of closet space, decorative fireplace, separate furnace and circuit breakers in each unit, enclosed back porch and fenced backyard. The 2-car garage has newer

    Carl Lowe Carl Lowe

    7549 S Langley Ave, Chicago, IL 60619
  • /21

    $450,000

    • 7 Beds
    • 4 Baths

    520 W 44th Place, Chicago, IL 60609

    Income producing 4 unit property. 3 units are currently rented and one duplex (2ff) is available for new home owner/investor or tenant. Come view this investment opportunity before it is Gone! New Back Porch

    Nicholas Clancy Chicagoland Brokers, Inc.

    520 W 44th Place, Chicago, IL 60609
  • /19

    $515,000

    • 12 Beds
    • 4 Baths

    1005 N Springfield Ave, Chicago, IL 60651

    Investors!!!!!! 1005-07 N SPRINGFIELD AVE.... incredible opportunity, 4 units, 2 bedroom 13x12 plus a tandem 9x10 rooms in each unit, with separate living and dining rooms, 1400 sqft per unit, plus 2 unfinished basements with front and rear entrance. 4 car brick garage with new roof. Property needs full rehab. ""PENDING VIOLATIONS"" (11 TOTAL) Sold as is condition: CASH OFFERS ONLY.

    Jose Tenezaca RE/MAX City

    1005 N Springfield Ave, Chicago, IL 60651
  • /44

    $2,720,000

    • 6 Beds
    • 5 Baths
    • 5,400 Sq Ft

    461 W Melrose St, Chicago, IL 60657

    Behind a classic Chicago facade, this contemporary four-level home in East Lakeview offers spacious living and thoughtful updates throughout. Renovated in 2020, this home includes all new mechanicals, windows, designer lighting, and an elevator that connects every level, from the finished basement to the 3rd level. The main level features a large living and dining area that flows into an open

    Lorenzo Sanchez Engel & Voelkers Chicago

    461 W Melrose St, Chicago, IL 60657
  • /41

    $389,000

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

    10642 S Avenue O, Chicago, IL 60617

    Beautifully remodeled from top to bottom, this 5-bedroom, 3-bath home blends classic architecture with striking modern updates. From the moment you arrive, the inviting front porch welcomes you in. Inside, a spacious layout offers the perfect balance for everyday living and entertaining. The first floor features gleaming hardwood floors, a bright living/dining area with recessed lighting, crown

    Maria Vega RE/MAX Realty Assoc.

    10642 S Avenue O, Chicago, IL 60617
  • /37

    $290,000

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

    8719 S Racine Ave, Chicago, IL 60620

    Welcome to 8719 S Racine, a spacious and fully rehabbed residence offering comfort, style, and functionality across three levels of living space including a finished basement (adding a 4th level or living space). Renovated in 2025, this home blends modern finishes with classic charm. The main floor features a bright living area, a fully updated kitchen, one bedroom, and a stylishly

    Jose Ayala Luna Realty Group

    8719 S Racine Ave, Chicago, IL 60620

Showing Results 401 - 440, Page 11 of 18

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