Homes for Sale in Chicago, IL with 5-Bedrooms

• 

  

  

  /23

  $250,500

  • 5 Beds
  • 1.5 Baths
  • 1,698 Sq Ft

  6909 S Ada St, Chicago, IL 60636

  Stunning 5 Bedroom Split-Level: Reimagined, Updated & Move-In Ready! The perfect balance of class and efficiency in this rapidly appreciating neighborhood. Spanning over three levels of living space and centered around a timeless kitchen. Featuring premium cabinetry, stone countertops, and a social breakfast island that blends seamlessly into the open-concept dining area. Contemporary 1.5 baths

  M Maeda Kale Realty

  6909 S Ada St, Chicago, IL 60636
• 

  

  

  /30

  $379,000

  Pending

  • 7 Beds
  • 3 Baths

  7223 S Coles Ave, Chicago, IL 60649

  This classic Chicago brick income-producing two-flat offers a rare opportunity for investors or owner-occupants seeking strong upside potential. Tucked away on an oversized lot in a quiet, character-filled pocket near the lakefront, this property blends space, charm, and location. Inside, you'll find hardwood floors, decorative fireplaces, and spacious layouts throughout. The first-floor duplex

  Samuel Razo Kale Realty

  7223 S Coles Ave, Chicago, IL 60649
• 

  

  

  /42

  $600,000

  • 10 Beds
  • 3 Baths

  5033 W Washington Blvd, Chicago, IL 60644

  WE ARE IN A MULTIPLE OFFER SITUATION. ALL OFFERS ARE DUE BY 5 PM on WEDNESDAY, MAY 13, 2026. Welcome! to a perfectly rehabbed, all brick, legal 3-unit building in an excellent area! This building was rehabbed with City of Chicago plans and permits. There is nothing to do. And, the best part? Notice all the new construction in the area! This property has two strategies. First, it is perfect for a

  Peter Drossos Peter Drossos Real Estate

  5033 W Washington Blvd, Chicago, IL 60644
• 

  

  

  /24

  $895,000

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

  6128 N Kildare Ave, Chicago, IL 60646

  Solid and expansive traditional home in the highly sought-after Sauganash Park neighborhood. This spacious 5 bedroom, 3.5 bath residence offers the perfect blend of timeless construction and modern comfort. Fully rebuilt in 2000, the home features an open, light filled floor plan with generous room sizes and tasteful finishes throughout. Step inside to a bright main level with hardwood floors

  Beata Rogowski Coldwell Banker Realty

  6128 N Kildare Ave, Chicago, IL 60646
• 

  

  

  /4

  $270,000

  • 9 Beds
  • 3 Baths

  10419 S State St, Chicago, IL 60628

  Fantastic Opportunity for Homeowners & Investors Alike! This solid brick legal two-unit building has a potential additional 3-bedroom basement unit with two bedrooms. At this price you can get exceptional value and incredible income potential. Looking to live in one unit and rent the others? Perfect!! Looking to Add a strong performer to your investment portfolio, this property checks all the

  Gary Alveranga Real People Realty

  10419 S State St, Chicago, IL 60628
• 

  

  /3

  $695,000

  New Construction

  • 9 Beds
  • 6 Baths

  Chicago, IL 60620

  Simeon Manor Contemporary New Construction in West Chatham Owner-Occupant Buyers Only for one of four 3-unit residential buildings offering three spacious units, each featuring 3 bedrooms and 2 full bathrooms with open-concept layouts. Designed for modern living, each unit includes private outdoor deck space and high-quality finishes throughout. Kitchens feature stainless steel appliances,

  Lydel Blade Village Realty, Inc.

  Chicago, IL 60620
• 

  

  /27

  $364,900

  • 5 Beds
  • 2 Baths
  • 2,400 Sq Ft

  7234 S Ridgeway Ave, Chicago, IL 60629

  LARGE SOLID BRICK HOME CAPE COD DESIGN IN WEST LAWN. HOME HAS 5 LARGE ROOMS AND 2 BATHROOMS. THE MAIN FLOOR FEATURES A SPACIOUS LIVING ROOM FEATURING MODERN FLOORING, LARGE COAT CLOSET BY THE THE FRONT ENTRANCE, 2 BEDROOMS, A BATHROOM AND A LARGE KITCHEN. THE KITCHEN LEADS OUT TO A HUGE 17'x10' DECK. THE KITCHEN HAS BEEN UPDATED WITH GLASS TILE BACKSPLASH AND RECESSED LIGHTING. THE STAINLESS

  Salvador Gonzalez RE/MAX Mi Casa

  7234 S Ridgeway Ave, Chicago, IL 60629
• 

  

  /8

  $280,000

  Pending

  • 8 Beds
  • 4 Baths

  2252 S Sacramento Ave, Chicago, IL 60623

  Solid brick 2-flat offering exceptional space and versatility! Each unit features 3 generously sized bedrooms, ideal for large families or strong rental potential. The finished attic adds even more living space with 2 additional bedrooms and a full bath-perfect for extended family or duplex-up possibilities. Conveniently located near schools, shopping, and public transportation. A great

  Elva Chavez ERA Partners

  2252 S Sacramento Ave, Chicago, IL 60623
• 

  /2

  $699,000

  • 12 Beds
  • 4 Baths

  6336 S Albany Ave, Chicago, IL 60629

  Fantastic Investment Opportunity! Spacious, well-maintained 4-unit brick building situated on an oversized 50-foot lot. Each unit features 3 bedrooms, 1 bath, plus separate living and dining rooms, offering generous space and classic Chicago charm with beautiful hardwood floors throughout. Building improvements include a new roof (2016), updated windows (2016), and fresh tuckpointing (2025). All

  Ashour Rehana Kale Realty

  6336 S Albany Ave, Chicago, IL 60629
• 

  

  /44

  $1,495,000

  Pending

  • 5 Beds
  • 3.5 Baths
  • 3,875 Sq Ft

  5720 S Dorchester Ave, Chicago, IL 60637

  Welcome to 5720 South Dorchester Avenue, a beautifully updated residence nestled on a picturesque, tree-lined street in the heart of Hyde Park. This elegant and historic home seamlessly blends classic Chicago architecture with modern updates, offering bright, open living spaces designed for today's lifestyle - all in a location that truly cannot be beat. Originally constructed during the era when

  Susan O'Connor Berkshire Hathaway HomeServices Chicago

  5720 S Dorchester Ave, Chicago, IL 60637
• 

  

  /24

  $650,000

  Pending

  • 6 Beds
  • 3 Baths

  4947 N Troy St, Chicago, IL 60625

  Exceptional opportunity on a desirable Albany Park street. This updated property offers 2 well appointed and updated 3bed 1 bath units updated in 2022 and an additional basement living space . New Electric, New pluming, All New Lintels. Ideally located in the heart of Albany Park, with easy access to some of the neighborhood's most beloved green spaces, including nearby parks along the Chicago

  Chris Crumlish Hunter Properties, Inc.

  4947 N Troy St, Chicago, IL 60625
• 

  

  /35

  $869,000

  • 6 Beds
  • 3.5 Baths
  • 4,416 Sq Ft

  1619 N Sayre Ave, Chicago, IL 60707

  Not just a house but a home. A sanctuary to share with those you call family. Welcome home to Galewood. A suburb within the city. The true pulse of this residence is the amazing chef's kitchen, a high-capacity hub featuring a professional 6-burner cooktop, double ovens, and a massive granite island with seating for six. This space flows into a bright informal dining area with custom built-ins for

  Renee Moravek Coldwell Banker Realty

  1619 N Sayre Ave, Chicago, IL 60707
• 

  

  /28

  $249,000

  Pending

  • 6 Beds
  • 2 Baths
  • 1,890 Sq Ft

  7117 S Wolcott Ave, Chicago, IL 60636

  Fully rehabbed home! Move in to this house and don't have any worries! The entire house has been updated and upgraded with new floors, new paint, new doors, new appliances, new bathrooms, and more. The house has a big dining room and living room when entering. Also upon entering is the staircase leading upstairs where there are 2 bedrooms. The kitchen is entirely new with a counter-top and

  Patryk Klima Chicagoland Brokers Inc.

  7117 S Wolcott Ave, Chicago, IL 60636
• 

  

  /33

  $2,495,000

  Pending

  • 6 Beds
  • 5.5 Baths
  • 6,502 Sq Ft

  1460 W Byron St, Chicago, IL 60613

  A beautiful stone facade sets the tone for this ideally located Southport Corridor residence on an extra-deep 150' lot. This elegantly appointed home offers expansive rooms, abundant natural light, and wood floors throughout. A sun-filled living room with southern exposure and one of 3 gas fireplaces with beautiful stone surrounds. The white kitchen is thoughtfully designed with ample cabinetry,

  Millie Rosenbloom Baird & Warner

  1460 W Byron St, Chicago, IL 60613
• 

  

  /30

  $650,000

  Pending Pre-Foreclosure

  • 9 Beds
  • 6 Baths

  6500 S Dorchester Ave, Chicago, IL 60637

  Rarely does an opportunity like this come along at this price point. Priced at $650,000, this 3-unit sits just steps from the future Obama Presidential Center and near the rapidly transforming 63rd Street corridor. The $800M Woodlawn Central development, an 8-acre mixed-use project, is expected to bring a hotel, theater, technology center, retail, restaurants, residential towers, and a vertical

  Darryl Toney Jason Mitchell Real Estate IL

  6500 S Dorchester Ave, Chicago, IL 60637
• 

  

  /34

  $699,900

  • 6 Beds
  • 3 Baths
  • 2,740 Sq Ft

  5624 W Pensacola Ave, Chicago, IL 60634

  Extra-large English Tudor in a prime Jefferson Park location. No detail was overlooked in the complete renovation of this stunning home, now offering three full levels of living space. The main level showcases a luxurious open-concept design with a spacious living room and elegant formal dining area. It also features two generously sized bedrooms and a full bath. The beautifully updated chef's

  Min Yu Concentric Realty Inc.

  5624 W Pensacola Ave, Chicago, IL 60634
• 

  

  /15

  $360,000

  • 6 Beds
  • 4 Baths
  • 2,300 Sq Ft

  Unlisted Address

  2-story, 6 Bedroom, 4 Bathroom Home Features Large Bedrooms And Wonderful Living Space. Second Floor Was Added In 2017. Finished Full Basement. This Home Is Perfect For Entertaining And Raising A Family! Superb School District! Great Location Pulaski And 83rd. Transportation Within Walking Distance And Shopping Minutes Away. Make this your Dream Home.

  Cassandra Muhammad Kale Realty

  Unlisted Address
• 

  

  /34

  $599,900

  Pending

  • 5 Beds
  • 3 Baths

  2702 W Adams St, Chicago, IL 60612

  Fully renovated all-brick 2-unit building! This fully vacant property features a spacious 3-bedroom, 2-bath duplex-down unit and a beautifully updated 2-bedroom, 1-bath second-floor unit. Both units offer hardwood flooring throughout, updated kitchens and bathrooms, modern finishes, private rear porch/deck space, and updated heating and central A/C systems. Property also includes a garage for

  Frank Montro Keller Williams Preferred Rlty

  2702 W Adams St, Chicago, IL 60612
• 

  

  /28

  $725,000

  Pending

  • 6 Beds
  • 4 Baths

  Unlisted Address

  Brick 2-Unit Multi-Family Opportunity in Prime Lincolnwood. Discover a rare and versatile investment opportunity in the highly sought-after Lincolnwood area. This solid brick, two-story duplex offers a spacious layout, making it an ideal choice for an owner-occupant looking to balance out their mortgage or a savvy investor seeking a high-yield property in a premium location. wo large units, each

  Oscar Darden DEI Realty LLC

  Unlisted Address
• 

  

  /35

  $639,000

  • 6 Beds
  • 3 Baths

  6316 W Warwick Ave, Chicago, IL 60634

  Well-maintained legal 3-unit property offering a truly low-maintenance ownership opportunity. The property features a two-flat in the front and a separate coach house in the rear, equipped with its own heating and central air systems. Exterior work last completed in 2012, including new roofs, siding, gutters, and downspouts. Newer concrete sidewalks further enhance the property's curb appeal and

  Kristin Gonnella Coldwell Banker Realty

  6316 W Warwick Ave, Chicago, IL 60634
• 

  

  /22

  $169,900

  $19K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,672 Sq Ft

  11548 S State St, Chicago, IL 60628

  Spacious 2 floor 5-Bedroom Updated Home! This beautifully updated single-family residence offers 5 bedrooms and 2 full baths across two floors, perfect for a large family. The main level features a bright and airy living room, a formal dining room, and an updated kitchen filled with natural light. Upstairs, you'll find additional bedrooms providing ample space for everyone. The unfinished

  Elvia Padilla RE/MAX Mi Casa

  11548 S State St, Chicago, IL 60628
• 

  

  /7

  $430,000

  • 8 Beds
  • 2 Baths

  5234 S Carpenter St, Chicago, IL 60609

  Welcome to the perfect blend of comfort, space, and income potential. This outstanding multiunit property is ideal for anyone looking to live in one unit while generating reliable rental income from the other - a smart investment that supports your lifestyle from day one. Both units feature recent updates, including newly renovated bathrooms and refreshed flooring that add a clean, modern feel

  clinton brown MASCVEA Real Estate Inc.

  5234 S Carpenter St, Chicago, IL 60609
• 

  

  /28

  $769,000

  $80K PRICE DROP

  • 6 Beds
  • 3.5 Baths
  • 3,900 Sq Ft

  4545 N Lawndale Ave, Chicago, IL 60625

  Welcome home to this spacious open and airy 6 bedroom home in beautiful Albany Park close to Mayfair, Irving Park and Ravenswood. Features include vaulted high ceilings with skylights throughout, hardwood floors, fireplace, large gated yard, three full bedrooms on the second level with two more on the main floor and two separate finished basements including a possible in law suite. Enjoy the

  Kirby Pearson Pearson Realty Group

  4545 N Lawndale Ave, Chicago, IL 60625
• 

  

  /16

  $769,000

  New Construction

  • 9 Beds
  • 6 Baths

  538 N Trumbull Ave, Chicago, IL 60624

  **$20,000 Grant Available Through the Cook County Land Bank!** Introducing this stunning new construction 3-flat in the heart of Humboldt Park, ideally located just off Franklin Boulevard - only 10 minutes from Downtown Chicago and 2 minutes from the Garfield Park Conservatory. This exceptional property offers a rare opportunity for owner-occupancy while generating strong rental income. Each

  Luis Saldana Dwell

  538 N Trumbull Ave, Chicago, IL 60624
• 

  

  /29

  $595,000

  • 6 Beds
  • 4 Baths

  1645 N Central Park Ave, Chicago, IL 60647

  Investor Goldmine! This is an ultra-rare value-add opportunity on a gigantic 177 ft lot backing right up to Simons Park and with immediate access to the 606 Trail. The building features highly desirable 3-bedroom, 2-bathroom layouts in both primary units, offering fantastic rent potential. The property is being sold with existing city code violations requiring the removal of the current basement

  Santiago Valdez Compass

  1645 N Central Park Ave, Chicago, IL 60647
• 

  

  /47

  $699,900

  Open House 6/06

  • 8 Beds
  • 3 Baths

  4124 W Barry Ave, Chicago, IL 60641

  Meticulously maintained true TURNKEY legal 2-unit in sought-after Avondale close to Old Irving park & Logan Square. This unique brick beauty comes complete with original Chicago architectural charm featuring sun-drenched living areas with deco fireplaces, crown moulding, glistening hardwood floors, and separate large dining rooms perfect for entertaining. This cash cow brings is currently leased

  Kristin Sanchez Chicagoland Brokers, Inc.

  4124 W Barry Ave, Chicago, IL 60641
• 

  

  /16

  $415,000

  Pre-Foreclosure

  • 6 Beds
  • 1.5 Baths
  • 1,836 Sq Ft

  435 W Winneconna Pkwy, Chicago, IL 60620

  Welcome to this beautifully renovated Victorian home overlooking Auburn Park Lagoon in the heart of Chicago. Thoughtfully updated in 2025 while preserving its timeless architectural character, this spacious 6-bedroom, 1.5-bath residence offers the perfect blend of vintage charm and modern comfort for today's large or growing family. From the moment you arrive, the striking turret, fresh exterior

  Alicia Bowens Keller Williams Preferred Rlty

  435 W Winneconna Pkwy, Chicago, IL 60620
• 

  

  /38

  $699,999

  • 6 Beds
  • 3 Baths

  820 N Monticello Ave, Chicago, IL 60651

  Discover a true value add opportunity right here in Humboldt Park. This is a legal 3-unit brick building paired with a separately-deeded and fenced lot next door at 822 N. Monticello Avenue. This property boasts a new, oversized, tandem parking garage and loft. The garage and loft are spray foam insulated, making it the perfect all-weather living space. Unit layout, long-term income potential,

  Joseph Reyna Real People Realty

  820 N Monticello Ave, Chicago, IL 60651
• 

  

  /26

  $475,000

  Pending

  • 8 Beds
  • 5 Baths

  Unlisted Address

  Renovation at it's finest!! This property has been complete renovated with ALL required permits, inspections!! Beautifully done. Natural colored hardwood floors, bedrooms that will hold queen / king sized beds. Large sun filled primary suite with modern bathroom finishes. Open kitchen with solid wood cabinets, granite counters, LED lighting, in unit laundry and enclosed porch with storage room.

  April Troope TADD Realty

  Unlisted Address
• 

  

  /19

  $222,000

  $28K PRICE DROP Pending

  • 5 Beds
  • 2 Baths
  • 1,320 Sq Ft

  Unlisted Address

  Spacious sun filled home in a very peaceful neighborhood with amazing neighbors. Home has five comfortable upper level bedrooms, two on the main level and three on the 2nd level. New custom kitchen cabinets with quartz countertop and beautiful herringbone tile backsplash. New stainless steel appliances, water heater, furnace, flooring and light fixtures throughout. Kitchen also has a walk in

  Herman Lopez Kale Realty

  Unlisted Address
• 

  

  /34

  $1,750,000

  Pending

  • 5 Beds
  • 9 Baths
  • 4,200 Sq Ft

  2664 N Hartland Ct, Chicago, IL 60614

  Gorgeous 5-bedroom, 4.5-bath solid masonry home located in highly coveted Hartland Park. This extra-wide residence offers timeless architecture, superior craftsmanship, and a functional open floor plan flooded with natural light. Designed with elegance in mind, the home features beautiful millwork, soaring ceilings, designer lighting, and custom window treatments throughout. The gracious living

  Brant Booker Jameson Sotheby's Intl Realty

  2664 N Hartland Ct, Chicago, IL 60614
• 

  

  /29

  $749,000

  • 5 Beds
  • 3 Baths

  2839 N Central Park Ave, Chicago, IL 60618

  Exceptional investment opportunity in hot Avondale neighborhood. Updated 2unit building with a duplexup 3BD/2BA unit, first floor 2BD/1BA unit and 2-car garage; all are leased through July 31. Steps from Milwaukee Ave restaurants, nightlife, and shopping, this property sits in a highgrowth area with ongoing redevelopment. Quick access to the Blue Line and 90/94 makes commuting effortless.

  Elizabeth Muscare Rooney Realty Ltd.

  2839 N Central Park Ave, Chicago, IL 60618
• 

  

  /23

  $205,000

  $15K PRICE DROP Pending

  • 5 Beds
  • 2 Baths
  • 1,100 Sq Ft

  9419 S Wabash Ave, Chicago, IL 60619

  PRICED TO SELL! Investor special / fixer-upper with strong value-add potential in Chicago-perfect for investors, rehabbers, flippers, or handy homebuyers looking to build equity. This 4-bedroom, 2-bath home features a spacious layout with large bedrooms, generous living areas, and a full unfinished basement ready for renovation, expansion, or additional living space. Property needs work and is

  Lance Ellazar Realty of America, LLC

  9419 S Wabash Ave, Chicago, IL 60619
• 

  

  /47

  $419,900

  Pending

  • 7 Beds
  • 3 Baths

  6527 S Marshfield Ave, Chicago, IL 60636

  Stunning Fully Remodeled Legal 2-Unit Brick Building with Finished Basement - A Must-See Investment Opportunity! Welcome to this exceptional, fully remodeled large brick multi-unit property - an incredible opportunity for investors, house hackers, and investment-minded buyers looking to build long-term wealth through real estate! This is the deal savvy investors have been waiting for - a truly

  Ivan Hernandez Realty of America, LLC

  6527 S Marshfield Ave, Chicago, IL 60636
• 

  

  /30

  $249,900

  Pending

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

  8611 S Kingston Ave, Chicago, IL 60617

  Beautifully updated 5-bedroom, 3-bath home in the South Chicago neighborhood. The main level features a spacious living room, remodeled dining room/kitchen with stainless steel appliances, two bedrooms, and a full bathroom. The second level offers 2 bedrooms (one of them the huge master), and a second full bath. The finished basement includes a large family room, utility area, laundry room, a

  Jose Martinez RE/MAX Mi Casa

  8611 S Kingston Ave, Chicago, IL 60617
• 

  

  /28

  $186,000

  • 5 Beds
  • 1.5 Baths
  • 1,900 Sq Ft

  8136 S Manistee Ave, Chicago, IL 60617

  SOUTHEAST CHICAGO BEAUTY! THIS CHARMING 5-BEDROOM, 1.5-BATH BRICK BUNGALOW IS THE PERFECT PLACE TO CALL HOME! STEP INSIDE TO A BRIGHT, OPEN LIVING ROOM FILLED WITH NATURAL SUNLIGHT THAT FLOWS INTO A LARGE FORMAL DINING ROOM - PERFECT FOR ENTERTAINING OR FAMILY GATHERINGS. THE SPACIOUS KITCHEN OFFERS PLENTY OF CABINETS AND STORAGE SPACE. THE MAIN LEVEL FEATURES THREE COMFORTABLE BEDROOMS AND A

  Daniel Walsh Prime Real Estate Group Inc

  8136 S Manistee Ave, Chicago, IL 60617
• 

  

  /28

  $810,000

  Pending

  • 8 Beds
  • 4 Baths

  2142 W 18th St, Chicago, IL 60608

  Location, location, location! Ideal for an investor or owner-occupant, live in one unit while the other three generate income. Located in Pilsen, one of the city's fastest-growing rental markets. This all-brick 4-unit building features extensive interior and exterior upgrades. Each unit offers 2 bedrooms and 1 bath and have been updated with paint, flooring, bathrooms, kitchens, quartz

  Dorothy Kolschowsky RE/MAX All Pro - St Charles

  2142 W 18th St, Chicago, IL 60608
• 

  

  /16

  $422,000

  • 8 Beds
  • 3 Baths

  7118 S Mozart St, Chicago, IL 60629

  Marcos Gonzalez Cloud Gate Realty LLC

  7118 S Mozart St, Chicago, IL 60629
• 

  

  /26

  $39,900

  $8K PRICE DROP Pending

  • 5 Beds
  • 2 Baths
  • 1,400 Sq Ft

  Unlisted Address

  Five bedroom home needs a full rehab. Great space with 2 bathrooms and a full, unfinished basement. Sold as is. No survey provided.

  David Williamson Choice Realty Group Inc.

  Unlisted Address
• 

  

  /45

  $799,900

  Pending

  • 6 Beds
  • 3 Baths

  1423 W Hollywood Ave, Chicago, IL 60660

  Highest/Best Due at Noon Tuesday, May 12TH Endless possibilities in one of the most desirable locations on Chicago's North Side. Nestled in the charming Andersonville neighborhood, this classic brick two-flat offers a rare opportunity for both savvy investors and lovers of vintage character. Situated on an oversized 30-foot-wide lot along one of Andersonville's most sought-after streets, this

  Heather Heinlein Baird & Warner

  1423 W Hollywood Ave, Chicago, IL 60660

Showing Results 241 - 280, Page 7 of 18