Homes for Sale in Chicago, IL with 5-Bedrooms

• 

  

  

  /22

  $498,000

  • 6 Beds
  • 2 Baths
  • 2,280 Sq Ft

  1835 W 34th St, Chicago, IL 60608

  Beautiful Brick Single-Family Home in the rapidly growing McKinley Park neighborhood! This spacious residence offers 6 bedrooms and 2 full baths with a functional layout and modern updates. The main floor features 3 bedrooms, 1 bath, and a bright kitchen with custom cabinets, granite countertops, and stainless steel appliances including refrigerator, stove, dishwasher, microwave, and exhaust fan.

  Michael Ng Mango Realty Group

  1835 W 34th St, Chicago, IL 60608
• 

  

  

  /42

  $600,000

  • 10 Beds
  • 3 Baths

  5033 W Washington Blvd, Chicago, IL 60644

  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 house hacking strategy. In other words, you can live in one unit and rent out the other two

  Peter Drossos Peter Drossos Real Estate

  5033 W Washington Blvd, Chicago, IL 60644
• 

  

  

  /14

  $125,000

  • 5 Beds
  • 3 Baths

  6237 S May St, Chicago, IL 60621

  Attention Investors! Discover the incredible potential for this Multi-Unit! This property is ready for a full rehab and awaits your creative vision to bring it back to life. The standout feature is the spacious second-floor duplex-up unit, offering two bedrooms upstairs and one bedroom on the main level-an ideal layout for maximizing living space and rental income. Both units are serviced by a

  Vivian Washington Crumpton POWER Realty Chicagoland,PLLC

  6237 S May St, Chicago, IL 60621
• 

  

  

  /8

  $600,000

  • 7 Beds
  • 3 Baths

  3923 W Lexington St, Chicago, IL 60624

  Beautiful legal 3-unit Greystone! Located minutes to train, bus and expressway. 1st and 2nd floor feature Hardwood floors, Central A/C, in unit laundry hookup, carpet in the bedrooms, granite counter tops. Garden unit features ceramic tile floors throughout, in unit laundry, White shaker cabinets, granite counter top, SS Steel appliances (fridge, stove, microwave). Much more PRE-APPROVAL MUST BE

  Pamela Brown Baird & Warner

  3923 W Lexington St, Chicago, IL 60624
• 

  

  

  /42

  $484,900

  • 6 Beds
  • 2 Baths

  742 N Trumbull Ave, Chicago, IL 60624

  Wonderful opportunity for homeowners, investors, Recently remodeled 2 unit with finished basement. Located in a prime Chicago neighborhood with great potential Discover the potential of this classic brick 2-unit building in Chicago's West Garfield Park neighborhood. Each spacious unit features 3 bedrooms and 1 full bath, ideal for rental income or multigenerational living. A finished basement is

  Louis Kiessling City Life Realty

  742 N Trumbull Ave, Chicago, IL 60624
• 

  

  /67

  $3,499,999

  • 6 Beds
  • 5.5 Baths
  • 6,300 Sq Ft

  1936 N Wilmot Ave, Chicago, IL 60647

  A showpiece of refined design and modern innovation, this extraordinary residence, featured in Modern Luxury and Crate & Barrel, was masterfully reimagined in 2021 to deliver a seamless blend of architectural character and state-of-the-art living, anchored by a breathtaking 35' atrium crowned by a dramatic spiral staircase that sets an unforgettable first impression. Striking interiors captivate

  Melanie Giglio-Vakos Compass

  1936 N Wilmot Ave, Chicago, IL 60647
• 

  

  /13

  $290,000

  • 5 Beds
  • 3 Baths
  • 2,000 Sq Ft

  6953 S Indiana Ave, Chicago, IL 60637

  Welcome to this renovated 5-bedroom, 3-bathroom home in Chatham, renovated in 2025. This spacious property offers the perfect layout for large families, multigenerational living, or homeowners seeking additional rental potential. The main level features bright, open living spaces designed for everyday living and entertaining. Kitchen adjacent to a dining room space and extra large porch perfect

  Yanira Doyle Century 21 IMPACT

  6953 S Indiana Ave, Chicago, IL 60637
• 

  

  /37

  $315,000

  • 6 Beds
  • 3 Baths
  • 1,392 Sq Ft

  8051 S Yale Ave, Chicago, IL 60620

  All Brick Home, Home has total of 6 huge Bedrooms, 3 full bathrooms. Total home Sq. Ft. is 1390 and 2085 including Finished Basement, New New Landescape & Deck off the kitchen, Fenced backyard with mature trees, 2 detached car garage, Home is totally updated and remodeled, New Windows, New furnace. All Doors have been replaced, New finished Harwood floors, New Hot water Tank, ALL New ELECTRIC

  Ryed Douedari Coldwell Banker Realty

  8051 S Yale Ave, Chicago, IL 60620
• 

  

  /32

  $524,700

  • 6 Beds
  • 3 Baths

  5317 W Van Buren St, Chicago, IL 60644

  Prime Investment Opportunity: Fully Renovated 2-Unit Duplex in the hot Austin neighborhood! Updated from top-to-bottom, this stunning 2-unit property delivers modern luxury, strong rental income potential, and that coveted Austin vibe. Perfect for house-hackers, investors, or owner-occupants who want to live in one unit and let the other help with the mortgage. Unit 1 - Duplex-Down 3 Beds & 2

  Eric Wicencyjusz eXp Realty

  5317 W Van Buren St, Chicago, IL 60644
• 

  

  /40

  $329,999

  • 5 Beds
  • 3 Baths

  6748 S Wabash Ave, Chicago, IL 60637

  Welcome home to this fully renovated brick residence in Chicago, blending modern style with timeless appeal. Featuring 5 generously sized bedrooms and 3 updated bathrooms, this home provides abundant space for family, guests, and entertaining. Step inside to an inviting living room with an open-concept layout that flows seamlessly into a spacious dining area-perfect for memorable gatherings. The

  Brittany Strale Redfin Corporation

  6748 S Wabash Ave, Chicago, IL 60637
• 

  

  /21

  $135,000

  • 6 Beds
  • 3 Baths
  • 882 Sq Ft

  8332 S Kerfoot Ave, Chicago, IL 60620

  Located in the Auburn Gresham community, this spacious home presents an exciting opportunity for investors or owner-occupants ready to bring their vision to life! Featuring 6 bedrooms and 3 bathrooms, the property offers a generous layout with incredible potential for renovation and value-add. The second floor includes its own full living space with a separate kitchen, creating flexibility for

  Amaiya Smith Keller Williams ONEChicago

  8332 S Kerfoot Ave, Chicago, IL 60620
• 

  

  /25

  $509,900

  • 6 Beds
  • 3 Baths
  • 1,005 Sq Ft

  6342 W Henderson St, Chicago, IL 60634

  Now priced right for a quick sale!! MOVE IN READY SPACIOUS BRICK BUNGALOW! Great Location surrounded by new construction.!!3 levels of living space six bedrooms three full bathrooms With 2 recently upgraded. Major Updates. Newer windows and roof. / 2025 Boiler, tankless water heather and 4 mini/split for AC & Heat as welL Near transportation shopping and more.. Don't miss it!!

  Juan Armenta Coldwell Banker Realty

  6342 W Henderson St, Chicago, IL 60634
• 

  

  /27

  $599,999

  • 6 Beds
  • 4 Baths

  63 E 56th St, Chicago, IL 60637

  Exceptional Greystone opportunity in Chicago's evolving Washington Park community-ideal for investors and owner-occupants seeking versatility and long-term value. This property features a finished basement with a private 1-bedroom, 1-bathroom mother-in-law suite complete with a full kitchen, creating the perfect setup for multi-generational living, guest accommodations, or potential rental

  Dishenda Mock Mock Realty LLC

  63 E 56th St, Chicago, IL 60637
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  /28

  $250,000

  • 12 Beds
  • 4 Baths

  5843 S Peoria St, Chicago, IL 60621

  Huge 4 unit building with plans and permits in place. Each unit is 3 beds 1 bath. Newer rear porch, 6 foot wrought iron fence around building and yard. Exterior brick was tuckpointed, interior demo complete, framing is ready for rough inspection. Tons of potential.

  Steve Budzik ICandy Realty LLC

  5843 S Peoria St, Chicago, IL 60621
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  /36

  $560,000

  • 13 Beds
  • 5 Baths

  8705 S Saginaw Ave, Chicago, IL 60617

  Great opportunity for investors or owner-occupants looking to maximize rental income potential! This unique multi-unit property features a main building with two spacious duplex units plus a separate coach house, offering multiple streams of income. The first duplex combines the main level with the basement and offers 6 bedrooms and 2 bathrooms, providing ample space for large households or

  Lorena Ramirez-Carrillo YUB Realty Inc

  8705 S Saginaw Ave, Chicago, IL 60617
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  /36

  $429,900

  • 5 Beds
  • 3 Baths
  • 1,967 Sq Ft

  5542 W 64th St, Chicago, IL 60638

  Move-in ready and fully updated, this Southwest Side home delivers the space today's buyers are hunting for: 5 bedrooms, 3 full baths, a finished basement, a huge backyard, and a 2-car garage. The main level offers a comfortable, functional layout that works for real life, whether you're growing into more room, hosting family, or setting up dedicated work-from-home space. With five bedrooms,

  Jorge Vega New Avenue Realty LLC

  5542 W 64th St, Chicago, IL 60638
• 

  

  /19

  $349,900 Open Sat 1:30PM - 3:30PM

  • 5 Beds
  • 2.5 Baths
  • 2,611 Sq Ft

  5632 S Christiana Ave, Chicago, IL 60629

  Located on a quiet residential street in the vibrant South Side of Chicago, this well-maintained home offers three levels of generous living space and classic Chicago charm. The home has been well taken care of by the owner and long term tenants. The property features a finished attic and basement that expand the home's versatility with two additional bedrooms, a kitchen, office space, storage,

  Annette Medina Realty of America, LLC

  5632 S Christiana Ave, Chicago, IL 60629
• 

  

  /17

  $495,000

  • 12 Beds
  • 6 Baths

  5718 S Green St, Chicago, IL 60621

  Beautiful grey stone rarely available , this is a great investment, 4 large unit , new roof , property in good shape and ready to move in with a little elbow grease, tall full basement , all individual heat back yard parking available , front units was made into SRO but can be easily de-convert ,great location , walk to Kennedy king college , just off the i 94 new electrical panel , some new

  Leroy Viamille Mills Realty Inc

  5718 S Green St, Chicago, IL 60621
• 

  

  /23

  $295,000

  • 5 Beds
  • 2 Baths
  • 672 Sq Ft

  2823 S Troy St, Chicago, IL 60623

  Previous buyer fell through, which gives you a perfect opportunity to own the home. Perfect home for a large family or you can live in one unit and rent out the other. Home has 5 bedrooms. (3 bdrms in upper unit-2 bdrms in lower level). Newer laminate wood flooring. Newly painted. Newer plumbing. Home has 2 separate kitchens in each unit. The home has a 5th bedroom upstairs or turn the room into

  Jennifer Corso Charles Rutenberg Realty of IL

  2823 S Troy St, Chicago, IL 60623
• 

  

  /28

  $895,000

  • 8 Beds
  • 5 Baths

  3044 N Kolmar Ave, Chicago, IL 60641

  Desirable All-Brick 3-Unit Building on Oversized Lot in prime boulevard location. Don't miss this rare opportunity to own a solid, all-brick 3-unit building situated on a humongous lot along a picturesque, tree-lined boulevard. This well-maintained property offers exceptional value with separate utilities and individual laundry connections for each unit-perfect for owner-occupants or savvy

  Stan Sierotnik Century 21 Circle

  3044 N Kolmar Ave, Chicago, IL 60641
• 

  

  /31

  $855,000

  • 5 Beds
  • 4 Baths

  2118 N Bingham St, Chicago, IL 60647

  Hot Logan Square Opportunity! Discover this rare 2-unit property with a private coach house, perfectly situated in the heart of Logan Square. This versatile investment offers multiple income streams or the chance to live in one unit while renting the others. Main Building: Two spacious units with natural light, hardwood floors, and functional layouts. Coach House: A charming, fully separate

  Maria Valdez Roble Realty Group, LLC

  2118 N Bingham St, Chicago, IL 60647
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  /6

  $279,000

  • 5 Beds
  • 2 Baths
  • 836 Sq Ft

  5730 S Washtenaw Ave, Chicago, IL 60629

  Single family home located in a fast appreciating gage park area surrounded by all commodities. House has 5 large rooms w/closets, large kitchen, new windows, new A/C, new boiler. Bath on 1st floor has been remodeled with whirlpool. Beautiful full finished basement with full bath, bar and family rm. Property has front iron fence, new private fence in the back yard and concrete patio and two car

  Victor Macias PROSALES REALTY

  5730 S Washtenaw Ave, Chicago, IL 60629
• 

  

  /62

  $6,200,000

  • 6 Beds
  • 5.5 Baths
  • 6,500 Sq Ft

  1755 N Mohawk St, Chicago, IL 60614

  Magnificent custom-built limestone masonry single-family home, with over 6,500 Sq. Ft. of pure luxury. Situated on a coveted East Lincoln Park double lot, the home offers an unparalleled blend of privacy, luxury, and outdoor living rarely found in the city. Still in the hands of its original owners, this remarkable residence was thoughtfully designed for both family living and grand entertaining.

  Natasha Motev Jameson Sotheby's Intl Realty

  1755 N Mohawk St, Chicago, IL 60614
• 

  

  /45

  $1,950,999

  • 13 Beds
  • 4 Baths

  3136 W Logan Blvd, Chicago, IL 60647

  Four-unit vintage brick apartment building located along one of Logan Square's most iconic and sought-after residential corridors. The property consists of 4,860 rentable square feet across a desirable unit mix of (1) two-bedroom, (1) three-bedroom, and (2) four-bedroom units, offering a strong blend of unit sizes that appeal to both owner-occupants and long-term rental demand. Constructed in

  Jack Doyle Essex 312, LLC

  3136 W Logan Blvd, Chicago, IL 60647
• 

  

  /31

  $1,095,000

  • 6 Beds
  • 2 Baths

  4335 N Damen Ave, Chicago, IL 60618

  Natural sunlight fills this timeless Greystone in Chicago's highly desirable North Center neighborhood. This elegant 2-flat has been thoughtfully updated with contemporary kitchens featuring stainless steel appliances and granite countertops. Situated on an oversized lot, the property offers an expansive backyard ideal for entertaining or relaxing. A large basement provides ample storage, and a

  Brent Hendricks @properties Christie's International Real Estate

  4335 N Damen Ave, Chicago, IL 60618
• 

  

  /59

  $850,000

  • 7 Beds
  • 4 Baths

  2018 W Birchwood Ave, Chicago, IL 60645

  Fabulous Rogers Park investment opportunity featuring a well-maintained 3-flat plus an additional garden apartment. The fully leased, spacious 2BR/1BA units offer front sunrooms, formal separate dining rooms, and additional rear rooms off the kitchens-ideal for home offices, another bedroom or expanded living space.The 3-car garage includes a newer roof and doors with automatic openers. Major

  Jacqueline Alter Redfin Corporation

  2018 W Birchwood Ave, Chicago, IL 60645
• 

  

  /18

  $109,900

  • 5 Beds
  • 1.5 Baths
  • 1,718 Sq Ft

  706 E 72nd St, Chicago, IL 60619

  Newly remodeled 5 bedroom & 2 bath house with large living room in a quiet neighborhood. The house features newer furnace, newer water heater, laminated floors throughout, new kitchen, iron fence and many more.... - Sold AS IS Condition with S8 tenant - Show and sale!!!

  Nicholas Confederat New Hope Realty Group, Inc.

  706 E 72nd St, Chicago, IL 60619
• 

  

  /26

  $1,450,000

  • 7 Beds
  • 4 Baths

  1330 W Roscoe St, Chicago, IL 60657

  All Brick 2 flat on oversized 30 x 100 lot. Gut rehab in 2005-2006. Plumbing, electrical, sewer, roof, kitchens, baths, flooring, windows, etc. Central heat and AC in each unit with separate meters - tenants pay gas and electric. Washer dryer in each unit. $8200 per month gross rent with very low expense load. Great for investor or potential owner occupant. Both units have a legitimate primary

  Ben Dohmen Benjamin Dohmen

  1330 W Roscoe St, Chicago, IL 60657
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  /41

  $380,000

  • 5 Beds
  • 2.5 Baths
  • 1,730 Sq Ft

  8353 S Hermitage Ave, Chicago, IL 60620

  Welcome to this stunning, fully renovated brick bungalow in the heart of Auburn Gresham, located in vibrant Chicago. Completely transformed with modern, high-end finishes, this home offers the perfect blend of classic charm and contemporary luxury. Step inside to an impressive open-concept layout filled with natural light and thoughtful design. The show-stopping kitchen features quartz

  Michael Zapart Compass

  8353 S Hermitage Ave, Chicago, IL 60620
• 

  

  /5

  $280,000

  • 6 Beds
  • 2 Baths

  8329 S Burnham Ave, Chicago, IL 60617

  Explore the potential of this oversized two-flat featuring a total of six bedrooms across two well-proportioned units. Each unit offers three bedrooms, a full bathroom, a comfortable living area, and a generously sized eat-in kitchen. Enclosed rear porches provide additional storage and functional space. The full, unfinished basement includes coin-operated laundry and offers room for future

  Oscar Estrada eXp Realty

  8329 S Burnham Ave, Chicago, IL 60617
• 

  

  /32

  $599,000

  • 8 Beds
  • 6 Baths

  2727 N Oak Park Ave, Chicago, IL 60707

  Fantastic opportunity to own this 4 family home which may bring the owner buyers extra money and for the investors return on investment or rental possibilities. Property has two car detached garage plus driveway for extra parking. Subject is located within walking distance to Locke Elementary School and Bell Park with baseball fields, a volleyball, tennis courts, playground and much more. The

  Katia Craig Coldwell Banker Realty

  2727 N Oak Park Ave, Chicago, IL 60707
• 

  

  /14

  $310,500

  • 5 Beds
  • 2 Baths

  6209 S Justine St, Chicago, IL 60636

  Welcome to this charming two-unit property in a rapidly revitalizing Englewood neighborhood. With an affordable list price, this property is brimming with potential. This building offers a fantastic opportunity for investors or those looking to live in one unit and collect rent from the other! There is separate heating, which is great for maximizing rental income. The second-floor unit is move-in

  Shari Smith Red Pro Realty LLC

  6209 S Justine St, Chicago, IL 60636
• 

  

  /55

  $399,000

  • 6 Beds
  • 3 Baths

  4820 W Washington Blvd, Chicago, IL 60644

  Long-time family-owned and lovingly maintained Chicago Greystone with rear parking and a full basement. Most of this beauty's century-old stained oak trim, wood flooring, coffered ceilings, and built-ins are beautifully preserved. Each unit has a living room, kitchen with granite countertops, 3-bedrooms, and 1-bath. Hardwood floors throughout. Unit 2 features modern tile work in the bathroom.

  Ashley Kaehn Compass

  4820 W Washington Blvd, Chicago, IL 60644
• 

  

  /21

  $399,900

  • 5 Beds
  • 2 Baths

  5239 S Troy St, Chicago, IL 60632

  Two-Flat Opportunity with Owner-Occupant Potential! Looking for a two-flat with starter home potential? Look no further than 5239 S Troy St, Chicago, IL 60632! This beautifully maintained and updated property offers a great opportunity for both homeowners and investors - all while benefiting from low property taxes. This well-cared-for building features two units with a total of five bedrooms:

  Esmeralda Gil WE Realty

  5239 S Troy St, Chicago, IL 60632
• 

  

  /17

  $350,000

  • 6 Beds
  • 2.5 Baths
  • 3,130 Sq Ft

  6932 S Calumet Ave, Chicago, IL 60637

  This home features 3 bedrooms upstairs, 3 bonus rooms in the basement, 2.5 bathrooms and so much more. Front and rear porch, bright living room that flows into the formal dining room. Updated kitchen with newer stainless steel appliances. Finish basement for entertaining and additional living space with bedrooms. Great backyard oasis for entertaining, family or just you. A lot of updates done in

  sidney taylor Sir Sid Realty, LTD

  6932 S Calumet Ave, Chicago, IL 60637
• 

  

  /34

  $595,900

  • 6 Beds
  • 4 Baths

  1633 W 38th St, Chicago, IL 60609

  PRICE DROPPED!!! Exceptional investment opportunity in a highly desirable Chicago location. This sun-filled brick 2-flat offers 16 total rooms plus a full attic with exciting expansion potential, delivering both character and long-term value. Unit 1 and Unit 2 each feature 3 spacious bedrooms, generous living and dining areas, hardwood flooring, and remodeled bathrooms plus 2 bathrooms in each

  Israel Dominguez Realty of America, LLC

  1633 W 38th St, Chicago, IL 60609
• 

  

  /30

  $500,000

  • 5 Beds
  • 3 Baths

  3301 N Ozanam Ave, Chicago, IL 60634

  Excellent investment opportunity in a desirable Northwest Chicago neighborhood. This fully leased, well-maintained building generates $3,500 per month in gross rental income ($42,000 annually), with an estimated net operating income of $26,613.52 and a current cap rate of approximately 5.32%. With only a modest 10% increase in rents, the cap rate would exceed 6%, presenting strong upside

  David Mahoney Jameson Sotheby's Intl Realty

  3301 N Ozanam Ave, Chicago, IL 60634
• 

  

  /32

  $255,000

  • 5 Beds
  • 2 Baths
  • 1,434 Sq Ft

  8367 S Baltimore Ave, Chicago, IL 60617

  WELCOME HOME - because this property has everything you're looking for! Enjoy a spacious living room with beautiful hardwood floors, five bedrooms and two bathrooms providing ample space for your family. The eat-in kitchen boasts plenty of cabinets and generous counter space, perfect for cooking and gatherings. The basement features a large family room, ideal for entertaining, along with an

  Ursula Shine Exit Strategy Realty / EMA Management

  8367 S Baltimore Ave, Chicago, IL 60617
• 

  

  /18

  $990,000

  • 5 Beds
  • 3 Baths

  1922 W Wolfram St, Chicago, IL 60657

  Located on a quiet, tree-lined street in Chicago's highly desirable North Center neighborhood, 1922 W Wolfram St presents a rare opportunity to acquire a legal three-unit building blending vintage character with modern upgrades. The property features an attractive unit mix consisting of two spacious 2 bed / 1 bath units and one 1 bed / 1 bath garden unit, making it well-suited for both investors

  Karen Schwartz Baird & Warner

  1922 W Wolfram St, Chicago, IL 60657
• 

  

  /29

  $658,888

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

  6119 W 55th St, Chicago, IL 60638

  Welcome to this well-maintained and inviting home, offering comfort, functionality, and great potential. The layout provides generous living space, ideal for both everyday living and entertaining. Natural light flows throughout, creating a warm and welcoming atmosphere from the moment you walk in. This property is move-in ready and offers a solid foundation for a homeowner looking to personalize

  Alexis Rendon Realty of America, LLC

  6119 W 55th St, Chicago, IL 60638

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