5-Bedroom Homes for Sale in Chicago, IL

• 

  

  

  /35

  $759,000

  • 8 Beds
  • 3 Baths

  814 S Leavitt St, Chicago, IL 60612

  Fully rehabbed! turn key opportunity. Hot Tri-Taylor Historic district, walking distance to University of Illinois and Medical Center, Very easy access to expressway and Metra station. University school bus covered area. Great investment opportunity to live in one unit and rent out the other one. currently fully rented to travel nurses

  Jenny Fultz Jin's Group Corporation LTD

  814 S Leavitt St, Chicago, IL 60612
• 

  

  

  /23

  $599,999

  • 8 Beds
  • 4 Baths

  2356 S Lawndale Ave, Chicago, IL 60623

  Incredible opportunity to own a well-maintained multi-unit property in the heart of Chicago's Little Village neighborhood sitting on a DOUBLE LOT!! (Separate PIN) This solid brick building features three spacious apartments plus a fully equipped mother-in-law unit, perfect for extended family living. Total of 10 bedrooms 4 bathrooms. Each unit offers generous living space, hardwood floors,

  Miguel Gutierrez GMC Realty LTD

  2356 S Lawndale Ave, Chicago, IL 60623
• 

  

  

  /29

  $549,000

  • 8 Beds
  • 3 Baths

  6816 S Champlain Ave, Chicago, IL 60637

  Calling All Owner-Occupiers and Turnkey Investors looking for high rent potential. Come see this newly renovated duplex down 2 Flat in the HOT Woodlawn area teeming with new development. The building consist of a 1st floor duplex down unit with 5 bedrooms, 2 baths and a laundry room. The 2nd floor unit has 3 bedrooms and 1 bathroom. With stainless steel appliances, central heat and AC, 2-car

  Darvel Desroches 1804 Realty Group LLC

  6816 S Champlain Ave, Chicago, IL 60637
• 

  

  

  /27

  $1,130,000

  • 5 Beds
  • 2.5 Baths
  • 3,300 Sq Ft

  4923 S Blackstone Ave, Chicago, IL 60615

  North Kenwood Living at Its Finest! This beautiful 5 bedroom, 2.1 bath home offers everything you're looking for, beginning with an exquisite front entry that opens into a refreshingly functional and elegant layout. The main level is ideal for both entertaining and everyday living, featuring a formal living room, a private parlor, a spacious dining room, and a gourmet chef's kitchen with a

  Naja Morris @properties Christie's International Real Estate

  4923 S Blackstone Ave, Chicago, IL 60615
• 

  

  

  /17

  $360,500

  • 5 Beds
  • 2.5 Baths

  2234 N Neva Ave, Chicago, IL 60707

  Enormous 5 bedroom and 2.5 bathroom home with new windows, roof and siding. The lot is 200 feet deep. All of the exterior work has been done and the interior is partially gutted. This is a great opportunity to renovate the way you want it! There is a full bathroom, a 1/2 bathroom, living room, dining room, eat-in kitchen and 2 bedrooms on the first floor. The second floor has a full bathroom, 3

  JASON REINER Solid Realty Services Inc

  2234 N Neva Ave, Chicago, IL 60707
• 

  

  /31

  $599,900 Open Sun 1PM - 4PM

  • 5 Beds
  • 3 Baths

  4845 N Keystone Ave Unit 1S, Chicago, IL 60630

  Welcome to your dream home now available in North Mayfair! This luxurious and spacious 5-bedroom, 3-full-bath duplex has everything you've been searching for plus more. With hardwood floors throughout and a bright, open floor plan, this home is perfect for comfortable living and effortless entertaining. The modern kitchen features quartz countertops, stainless-steel appliances, and tons of

  Vikrant Saluja Real Properties Realty Group, Inc.

  4845 N Keystone Ave Unit 1S, Chicago, IL 60630
• 

  

  /60

  $799,999

  • 5 Beds
  • 3 Baths

  3331 N Drake Ave, Chicago, IL 60618

  Discover this beautifully renovated 2-flat in the heart of Chicago's vibrant Avondale neighborhood, a perfect opportunity for both owner-occupants and investors seeking modern luxury and income potential. Nestled in one of the city's most sought-after areas, this property seamlessly blends high-end finishes with the practicality of a revenue-generating unit, all in a prime location that's

  Donald Hajdari AAA Real Estate

  3331 N Drake Ave, Chicago, IL 60618
• 

  

  /39

  $1,040,000

  • 11 Beds
  • 3 Baths

  1527 N Western Ave, Chicago, IL 60622

  Calling all investors and house hackers! Brick legal three-flat with an additional garden unit on the edge of Wicker Park. This SOLID building features eleven bedrooms and four bathrooms across approximately 4,600 square feet, with all units on separate meters and equipped with central air conditioning. Each of the three main units includes three bedrooms and one bathroom plus porch, all

  Michael Scanlon eXp Realty

  1527 N Western Ave, Chicago, IL 60622
• 

  

  /24

  $505,000

  • 8 Beds
  • 3 Baths

  511 W 25th Place, Chicago, IL 60616

  Good location in Bridgeport, close to Chinatown and Downtown. Nearby public transportation: Orange Line Halsted station and Red Line Chinatown station, bus stops, easy access to all major highways. Healy Elementary School district. 2 units front building plus a coach house, sunny corner house and basement provides ample storage space. Front building: 1st floor brick, 2nd floor frame, sidings

  Fanny Zhao Century 21 Realty Associates

  511 W 25th Place, Chicago, IL 60616
• 

  

  /22

  $380,000

  • 7 Beds
  • 3 Baths

  4439 W Van Buren St, Chicago, IL 60624

  Classic Chicago Greystone 2-Unit in the heart of West Garfield Park! Recently renovated and flooded with natural light perfect blend of timeless architecture and modern finishes. Situated on a standard Chicago lot, this building features two spacious units with sizable back porches and a beautiful huge backyard Unit 1 is a large duplex-down with 4 bedrooms and 2 full bathrooms. Unit 2 includes 3

  Erick Ervin Coldwell Banker Realty

  4439 W Van Buren St, Chicago, IL 60624
• 

  

  /30

  $1,675,000

  • 5 Beds
  • 3.5 Baths
  • 2,950 Sq Ft

  3033 N Seminary Ave, Chicago, IL 60657

  Nestled on tree-lined Seminary Avenue in the heart of Lakeview, this fully rehabbed single-family home is a rare gem, offering the quintessential city living experience in one of Chicago's most sought-after neighborhoods. Completely updated in 2025, this home is flooded with light, featuring an open floorplan on the main floor and spacious rooms throughout. Stepping into the home, you'll be

  Ryan Cherney Circle One Realty

  3033 N Seminary Ave, Chicago, IL 60657
• 

  

  /23

  $240,000

  • 5 Beds
  • 3 Baths

  7129 S Prairie Ave, Chicago, IL 60619

  Unlock the potential in this legal 2-flat located in the heart of Greater Grand Crossing. This solid-brick building has great bones and is ready for your vision. Both units offer spacious layouts and original character waiting to be restored. This is an as-is sale, ideal for seasoned investors or buyers utilizing a renovation loan. The basement presents the opportunity to create a third unit.

  Jakeshia Thomas Blue Door Dave Inc

  7129 S Prairie Ave, Chicago, IL 60619
• 

  

  /3

  $675,000

  • 5 Beds
  • 4 Baths

  2148 W Erie St, Chicago, IL 60612

  Fantastic opportunity in the heart of Ukrainian Village! This fully rented brick 2-flat plus a charming coach house generates approximately $59K in annual income. The main building features 1st floor 2 bed/2 bath unit and a 2nd floor 2 bed/1 bath unit, complete with high ceilings, hardwood floors, and a cozy fireplace. Tucked away in the rear of the property is a unique 1 bed/1 bath coach house.

  Dawn Lynch @properties Christie's International Real Estate

  2148 W Erie St, Chicago, IL 60612
• 

  

  /19

  $439,000

  • 6 Beds
  • 2 Baths

  6234 S California Ave, Chicago, IL 60629

  Newly rehabbed brick two flat. 3 bed/1bath units. Updated bathrooms, porch, and refinished hardwood floors. Kitchen features granite counter tops. Separate utilities. Full basement. Some fresh tuck pointing. 2 car garage. Perfect for owner-occupants or investors. It's a smart setup for house hacking where you can live in one unit and let the other unit help cover the mortgage or simply add it to

  Alex Tantas New Hope Realty Group, Inc.

  6234 S California Ave, Chicago, IL 60629
• 

  

  /27

  $450,000

  • 8 Beds
  • 4 Baths

  8734 S Escanaba Ave, Chicago, IL 60617

  Live rent free/ tenants pay for the mortgage. Brick 4 flat building; Units offer 2 bedrooms, living room, kitchen and bathroom. Roof was done in 2020, HVAC was just installed 6 months ago. Stove, refrigerator, and A/C window unit for all 4 units. Building offers a basement with washer and dry (extra income) laundry area for added storage. The rear of the building also offers 2 parking spaces.

  Nadia Meza Classic Realty Group Prestige

  8734 S Escanaba Ave, Chicago, IL 60617
• 

  

  /41

  $575,000

  • 6 Beds
  • 3 Baths

  1621 N Tripp Ave, Chicago, IL 60639

  Welcome to this multi-unit property in the heart of Hermosa! This well-maintained building offers two spacious units, each featuring a desirable 3-bedroom, 1-bath layout. Both units are move-in ready with generous living and dining areas, eat-in kitchens equipped with stainless steel appliances, and sizable bedrooms with abundant closet space. The property also includes a finished in-law suite

  Johnpaul Salcedo Coldwell Banker Realty

  1621 N Tripp Ave, Chicago, IL 60639
• 

  

  /20

  $149,900

  • 5 Beds
  • 2 Baths
  • 760 Sq Ft

  4953 S Paulina St, Chicago, IL 60609

  CASH OR REHAB LOAN ONLY!! THIS HOME HAS VIOLATIONS WITH THE CITY OF CHICAGO. SELLING IN "AS-IS" CONDITION. THIS PROPERTY IS OCCUPIED. SELLER NEEDS 60 DAYS TO CLOSE.

  Hill Torres Urbanitas Inc.

  4953 S Paulina St, Chicago, IL 60609
• 

  

  /35

  $485,000

  • 5 Beds
  • 3 Baths

  1939 S Sawyer Ave, Chicago, IL 60623

  FOR SALE: Stunning 2-Unit Stone & Brick 2-Flat | Prime Location Near Pink Line. Welcome to this beautifully maintained stone, limestone & brick 2-flat in a highly desirable North Lawndale - just feet from the Pink Line and minutes from downtown! This spacious property features a total of 5 bedrooms & 3 full baths, ideal for both owner-occupants and investors alike. Property Highlights: Solid

  Ignacio Marquez Midwest Real Estate Brokerage LLC

  1939 S Sawyer Ave, Chicago, IL 60623
• 

  

  /30

  $449,900

  • 6 Beds
  • 2 Baths

  4032 W Wilcox St, Chicago, IL 60624

  Welcome to this beautiful two-story Building!! Both floors incorporate spacious living and dining room areas with incredible lighting. You'll find yourself in a fully renovated bathroom with brand new flooring. First floor has two bedrooms and Second floor has 3 bedrooms. Remodeled kitchens which feature stainless steel appliances. In addition, the basement is unfinished for your Ideas. As you

  Rocio Rodriguez Solaris Enterprises Inc

  4032 W Wilcox St, Chicago, IL 60624
• 

  

  /16

  $340,000

  • 5 Beds
  • 2 Baths

  7846 S Bennett Ave, Chicago, IL 60649

  Welcome to 7846 S Bennett Ave, a charming two-flat on a quiet residential block in Chicago's South Shore neighborhood. This spacious brick building offers updated kitchens and baths, original hardwood floors, and generous living and dining areas in both units-perfect for owner-occupants or investors. Location Highlights: Convenient access to CTA buses and the Metra Electric 79th St. station makes

  Kelsey Kyser Baird & Warner

  7846 S Bennett Ave, Chicago, IL 60649
• 

  

  /11

  $105,000

  • 6 Beds
  • 2 Baths

  730 W 51st St, Chicago, IL 60609

  Great opportunity to own a solid Frame 2 flat in the up-and-coming Fuller Park neighborhood. Both units feature spacious 3-bedroom layouts with separate living areas. The full finished basement offers additional living or storage space. 2 car detached garage and large yard, perfect for entertaining. Tremendous potential for rehabbers, investors, or savvy owner-occupants.

  Michael Olszewski Area Wide Realty

  730 W 51st St, Chicago, IL 60609
• 

  

  /33

  $697,500

  • 9 Beds
  • 3 Baths

  6030 N Claremont Ave, Chicago, IL 60659

  Location! Location!! Live one unit, rents other unit while your tenants paid your mortgage. Welcome to Charming, beautifully updated & well-maintained legal 2 flat building & finished Garden unit offers -Bright & Sunny jumbo Living room with decorative brick fireplaces, formal larger Dining room, refinish Hardwood floor, newly Paint, newer Kitchen, Dishwasher (2024), Tuck pointing (2024), Roof

  MD Islam Century 21 Circle

  6030 N Claremont Ave, Chicago, IL 60659
• 

  

  /13

  $650,000

  • 9 Beds
  • 6 Baths

  4407 W 53rd St, Chicago, IL 60632

  Exceptional investment opportunity! This fully legal 3-unit multifamily building features 3-bedroom,2 full bathroom units, each thoughtfully designed for comfortable living. Every unit offers a generous layout with private full kitchens, in-unit laundry hookups, and ample natural light throughout. Each unit is individually metered with separate gas and electric meters, ensuring straightforward

  Karla Boccelli RE/MAX MI CASA

  4407 W 53rd St, Chicago, IL 60632
• 

  

  /13

  $689,900

  • 7 Beds
  • 6 Baths

  3659 W Palmer St, Chicago, IL 60647

  Attention Investors & Rehabbers - Logan Square Two-Unit building with endless potential! Bring your vision to this vintage brick property in the heart of Logan Square. With exposed brick accent walls, generous room sizes, and great bones, this building is ready for renovation to truly make it shine. High ceilings create an airy open feel. Recessed lighting and big windows throughout. Two story

  Patti Furman Coldwell Banker Realty

  3659 W Palmer St, Chicago, IL 60647
• 

  

  /13

  $99,900

  • 6 Beds

  7225 S Woodlawn Ave, Chicago, IL 60619

  Calling all Rehabbers, Investors, and Contractors! Check out this 2 unit building on a corner lot in the Woodlawn Neighborhood! The building it completely gutted and nothing stands in your way of making it completely come to life again! Each unit can have 3 bedrooms 1 bath units, live in one unit and collect steady cash flow from the other. GREAT INVESTMENT OPPORTUNITY! Call and schedule your

  Frank Montro Keller Williams Preferred Rlty

  7225 S Woodlawn Ave, Chicago, IL 60619
• 

  

  /25

  $389,900

  • 6 Beds
  • 2 Baths

  5460 W Ferdinand St, Chicago, IL 60644

  Welcome to this beautifully maintained, all-brick two-flat nestled on a quiet, tree-lined city street directly across from a sprawling park, perfect for outdoor fun and family gatherings! Each spacious unit features three generously sized bedrooms, a living room, formal dining room, bonus room, with gleaming hardwood floors throughout. The full-height basement with 7-foot ceilings is primed for

  Shirley Fields Coldwell Banker Realty

  5460 W Ferdinand St, Chicago, IL 60644
• 

  

  /35

  $650,000

  • 6 Beds
  • 3 Baths

  4614 N Springfield Ave, Chicago, IL 60625

  Beautiful Chicago Multi-unit with 120,000 worth of updates completed by owner when he was an occupant. The property sits on a tree-lined street, lots of new construction in the area and fantastic cash flow/tenants. Property is close to 90 & 94, Parks, public transportation. Cathedral ceilings in attic in-law arrangement unit. Building is a legal 2 flat with a convertable in-law arrangement unit.

  David Wilkerson eXp Realty

  4614 N Springfield Ave, Chicago, IL 60625
• 

  

  /37

  $399,000

  • 8 Beds
  • 3 Baths

  5915 S Sangamon St, Chicago, IL 60621

  Renovated 2 unit with a 2 car garage. Unit 1 is duplex down to basement. Units are vacant and easy to show. All appliances included with 2 sets of washer dryer in unit. Ask your lender about the $20k downpayment assistance program and with a solid offer, seller is willing to offer an additional $10k in closing costs allowing you to get into the house for barely any money down!

  Jaskirat Vig Blue Door Dave Inc

  5915 S Sangamon St, Chicago, IL 60621
• 

  

  /18

  $519,900

  • 6 Beds
  • 3 Baths

  5107 S Luna Ave, Chicago, IL 60638

  Amazing Opportunity - Legal 2-Unit in Garfield Ridge on Oversized Lot! Don't miss this incredible investment or live-in opportunity! This well-maintained legal 2-unit property sits on an oversized 50x134 lot and offers a beautifully landscaped, fully fenced backyard featuring a garden, grilling area for tenants, and a gazebo with a cozy seating area-perfect for entertaining or relaxing. The top

  Anna Krzemien RE/MAX 10

  5107 S Luna Ave, Chicago, IL 60638
• 

  

  /11

  $400,000

  • 5 Beds
  • 2 Baths

  814 S Karlov Ave, Chicago, IL 60624

  Luxurious Living Meets Exceptional Investment at 814 S. Karlov Welcome to this stunningly renovated two-unit gem nestled in the heart of West Garfield Park, a neighborhood on the rise and brimming with new development. This elegant brick building boasts a total of 5 bedrooms and 2 full baths, offering the perfect blend of modern comfort, style, and serious income potential. Step inside to

  Eva Diaz ExaRealty LLC

  814 S Karlov Ave, Chicago, IL 60624
• 

  

  /28

  $235,000

  • 7 Beds
  • 3 Baths

  648 W 60th St, Chicago, IL 60621

  Don't miss this incredible opportunity to own a move-in ready, income-generating two-unit building with equity waiting to be unlocked! Featuring a finished walkout basement perfect for owner-occupancy or related living, this property is ideal for both homeowners looking reduce housing expenses and investors. The numbers make GREAT sense!!! The FIRST FLOOR unit offers 3 BEDROOMS, a formal

  Eve Benton Exit Infinity Realty

  648 W 60th St, Chicago, IL 60621
• 

  

  /18

  $389,000

  • 7 Beds
  • 3 Baths

  7608 S Peoria St, Chicago, IL 60620

  Amazing Potential Here! Building has Hardwood flooring throughout, Both units have been updated with the first floor duplex featuring 4 bedroom and 2 full bathrooms; with the second floor having 3 bedroom and 1 full bathroom exterior has been previously tuck-pointed, enclosed porch has been repaired w/new drywall & replaced posts, gorgeous original wood through both units, Selling in As-Is

  Bryant Triplett RE/MAX 10

  7608 S Peoria St, Chicago, IL 60620
• 

  

  /31

  $522,000

  • 5 Beds
  • 3 Baths

  6317 W Roscoe St, Chicago, IL 60634

  All the space you need-inside and out-on a peaceful, tree-lined street in the Portage Park neighborhood. This beautifully updated home offers three finished levels, 5 true bedrooms, 3 full baths, and stylish finishes throughout, all on an oversized 37'-wide lot. The heart of the home is the spacious eat-in kitchen, complete with quartz countertops, stainless steel appliances, a pantry closet and

  Cynthia Sodolski Compass

  6317 W Roscoe St, Chicago, IL 60634
• 

  

  /21

  $149,900

  • 5 Beds
  • 3 Baths

  10901 S Michigan Ave, Chicago, IL 60628

  Beautiful Single Family Residence with basement and outdoor parking, being used as a 2 Unit property. 1 Bedroom in first floor Unit, and 4 Bedrooms in second floor Unit. Seller is addressing zoning for this property, it should be a 2 Unit. Great investment opportunity, live in one and rent the other!

  Michael Olszewski Area Wide Realty

  10901 S Michigan Ave, Chicago, IL 60628
• 

  

  /43

  $675,000

  • 6 Beds
  • 4 Baths

  1643 S Fairfield Ave, Chicago, IL 60608

  Douglas Park is hot! This is a well-maintained, all brick, legal 3-unit building in a fantastic location! It is within walking distance to Mount Sinai, Douglas Park, Lagunitas Brewery and Cinespace. It is a gem! This property has two strategies. First, you can live in one unit and rent out the other two units. Second, you can just keep the building as an investment property! This building

  Peter Drossos Peter Drossos Real Estate

  1643 S Fairfield Ave, Chicago, IL 60608
• 

  

  /62

  $1,199,900

  • 5 Beds
  • 4.5 Baths
  • 3,900 Sq Ft

  6035 N Navarre Ave, Chicago, IL 60631

  Stunning Norwood Park custom built home boast almost 4000 square feet above grade. Large living, formal dining room with custom built in Amish hutch. Huge Chef's kitchen has custom Amish cabinets, new refrigerator, 10 foot Island, adjacent eating area and 25 x 20 family room with wood burning fireplace. Rare front and rear interior oversized oak staircases, bonus three car brick garage with

  Dympna Fay-Hart Baird & Warner

  6035 N Navarre Ave, Chicago, IL 60631
• 

  /2

  $280,000

  • 7 Beds
  • 3 Baths

  4211 W Gladys Ave, Chicago, IL 60624

  Beautiful 3 unit (including basement) greystone building on gorgeous street. During 2016, the building received new electrical, plumbing, furnaces, a new back porch, plus new windows, among other updates, too many to list. Amazing attention to detail. Hardwood floors throughout! Large units, 4 bedrooms on the 2nd & 3 bedrooms on the 1st. Extra living space in the basement would be a great

  Maria Ruiz Brokerocity Inc

  4211 W Gladys Ave, Chicago, IL 60624
• 

  

  /31

  $800,000

  • 6 Beds
  • 3 Baths

  4870 N Magnolia Ave, Chicago, IL 60640

  WALK THRU VIDEO ON VIRTUAL TOUR BUTTON. Legal 2 unit (not a 3 unit - BEDROOMS CAN HOLD TWIN BEDS) with 3 bedrooms top floor and a 3bed/2bth/2 kitchen duplex down (basement can be it's own unit. The basement height is 6 ft 5 at it's highest point - you take the back interior stairs to get to basement) 25 x 180 oversized lot! Rental comps around 2500 and 3500 for a total of 6k a month. 2025

  Klopas Stratton Team Jameson Sotheby's Int'l Realty

  4870 N Magnolia Ave, Chicago, IL 60640
• 

  

  /35

  $434,900

  • 5 Beds
  • 3 Baths

  5009 W Addison St, Chicago, IL 60641

  Amazing opportunity in sought-after Portage Park! This spacious legal 2-unit property offers versatility and strong investment potential. The first unit(front) features 2 bedrooms and 1 bath, while the second unit (rear) includes 3 bedrooms and 2 baths - ideal for extended family or rental income. Enjoy a large backyard, private green space, and a detached garage. Located near Portage Park,

  Baltazar Nunez Realty of America, LLC

  5009 W Addison St, Chicago, IL 60641
• 

  

  /33

  $489,900

  • 5 Beds
  • 3.5 Baths
  • 2,371 Sq Ft

  9131 S Exchange Ave, Chicago, IL 60617

  Stunning Fully Renovated 5-Bedroom Home with Additional Lower-Level Bedroom | 3.5 Baths Welcome to 9131 S Exchange Ave, where contemporary design meets everyday comfort. This beautifully renovated home offers outstanding curb appeal and a spacious layout designed for modern living. Step inside to an open-concept main level filled with natural light. The inviting living area flows seamlessly

  Eduardo Camargo 24/7 Real Estate Inc

  9131 S Exchange Ave, Chicago, IL 60617

Showing Results 201 - 240, Page 6 of 18