Homes for Sale in Cook County IL with 5-Bedrooms

• 

  

  

  /50

  $1,355,000

  • 7 Beds
  • 6 Baths

  2342 N Lawndale Ave, Chicago, IL 60647

  WOW! Rare, Beautiful, NEW Multi-Unit Building in Prime Logan Square! Everything redone! Incredible Investment opportunity to own a one-of-a-kind, multi-unit building featuring a Duplexed Top Unit & In-Law Garden Unit! Duplexed Top Unit features 4 bed 2.5 bath! Spacious 1st Floor Unit Features 2 bed 1 bath! Garden Unit 1 bed 1 bath! Meticulously maintained and updated by current owners. Each unit

  Gregorio Cirone xr realty

  2342 N Lawndale Ave, Chicago, IL 60647
• 

  

  

  /13

  $409,000

  • 5 Beds
  • 2 Baths

  7144 S Ingleside Ave, Chicago, IL 60619

  Grand Crossing | 2-Unit Greystone | Airbnb Income | Third Unit Potential A rare opportunity to acquire a fully stabilized, income-producing grey stone two-flat in one of Chicago's most connected and fast-evolving neighborhoods. Meticulously maintained and recently remodeled throughout, this property delivers immediate above-market cash flow - with a third unit conversion opportunity that sets it

  Dalila Arellano A List Homes Realty

  7144 S Ingleside Ave, Chicago, IL 60619
• 

  

  

  /18

  $545,000

  Pending

  • 6 Beds
  • 3 Baths

  2246 N Lockwood Ave, Chicago, IL 60639

  Welcome to this well-maintained brick 2-flat located in the desirable Hansen Park neighborhood of Chicago. Both the first and second-floor units feature hardwood floors through out, 2 spacious bedrooms, separate living and dining areas, spacious kitchens with NEW stainless steel appliances and NEW bathrooms on both floors. The fully finished basement offers additional living space, complete with

  Miguel Gutierrez GMC Realty LTD

  2246 N Lockwood Ave, Chicago, IL 60639
• 

  

  

  /25

  $919,999

  Pending

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

  9229 Natchez Ave, Morton Grove, IL 60053

  Welcome to this spacious and inviting 5-bedroom, 3 full bath home offering approximately 3,500 square feet of comfortable living space in sought-after Delaine Farms. Step inside to impressive architectural details, including a dramatic two-story foyer with a curved staircase, soaring 17-foot vaulted ceilings, and a striking Swarovski crystal chandelier that creates a stunning first impression.

  Mohammed Iftikhar Guidance Realty

  9229 Natchez Ave, Morton Grove, IL 60053
• 

  

  /2

  $83,000

  $2K PRICE DROP

  • 6 Beds
  • 2 Baths

  1663 School St, Chicago Heights, IL 60411

  2 unit building with full basement ready to be completed. Interior demo has been done. New roof on both building and garage. Architectural drawings have already been approved by the city. Please take drill for access and flashlight as there is currently no service. Listing agent is related to seller

  Nadia Santos Realty of America, LLC

  1663 School St, Chicago Heights, IL 60411
• 

  

  /43

  $3,750,000

  • 5 Beds
  • 6 Baths
  • 6,600 Sq Ft

  1000 N Lake Shore Plaza Unit 47AB, Chicago, IL 60611

  Perched on the 47th floor at the iconic intersection of Lake Shore Drive and Oak Street, this full-floor luxury condominium for sale in Chicago's Gold Coast offers a rare combination of scale, privacy, and unobstructed views. Spanning approximately 6,600 square feet, the residence delivers refined, high-rise living in one of Chicago's most prestigious neighborhoods. This exceptional home features

  Emily Sachs Wong @properties Christie's International Real Estate

  1000 N Lake Shore Plaza Unit 47AB, Chicago, IL 60611
• 

  

  /44

  $2,049,000

  New Construction

  • 5 Beds
  • 6 Baths
  • 4,060 Sq Ft

  1418 W Warner Ave, Chicago, IL 60613

  Distinguished 5 bedroom, 4.2 bath new construction single-family home in the heart of Graceland West. One-of-a-kind luxury home with stunning limestone and brick exterior, fully enclosed yard, multiple outdoor entertaining spaces including roof top deck, and detached 2-car garage with second roof deck. Step inside to a welcoming living/dining area highlighted by oversized front windows and

  Jason O'Beirne Jameson Sotheby's Intl Realty

  1418 W Warner Ave, Chicago, IL 60613
• 

  

  /41

  $315,000

  Pending

  • 5 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  16327 Dobson Ave, South Holland, IL 60473

  Welcome to this stunning brick home that blends modern style with comfort in all the right ways. As you walk in, you're greeted by warm hardwood floors that carry throughout the home, setting the tone for a well designed and functional layout. The main living area offers a comfortable and practical bedroom arrangement that provides a great balance of privacy and everyday living. The heart of the

  Jorge Villegas Real Broker LLC

  16327 Dobson Ave, South Holland, IL 60473
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  /24

  $550,000

  $50K PRICE DROP

  • 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 Pinkney Real People Realty

  3912 W Congress Pkwy, Chicago, IL 60624
• 

  

  /21

  $299,000

  • 5 Beds
  • 2 Baths
  • 2,343 Sq Ft

  1133 N Kedvale Ave, Chicago, IL 60651

  Exceptional opportunity in a solid brick single-family home offering 5 bedrooms and 2 full bathrooms, including a private master suite. Major renovations were initiated in 2019 with key system upgrades already completed: new electrical, new plumbing, new furnace, and a new tankless water heater-providing peace of mind and a strong foundation for future value. This property sits in an area

  Melida Orbe Kale Realty

  1133 N Kedvale Ave, Chicago, IL 60651
• 

  

  /57

  $1,050,000

  Pending

  • 5 Beds
  • 3.5 Baths
  • 2,739 Sq Ft

  2740 Lincoln Ln, Wilmette, IL 60091

  This beautifully updated mid-century contemporary home, located in the highly sought-after New Trier School District, was fully renovated and expanded in 2012. A thoughtfully designed top-level addition created a stunning primary suite retreat with a spa-inspired bath. The home features hardwood floors throughout, with carpet and tile in the lower-level family room. The main level offers

  David Yocum @properties Christie's International Real Estate

  2740 Lincoln Ln, Wilmette, IL 60091
• 

  

  /8

  $749,000

  New Construction Pending

  • 9 Beds
  • 6 Baths

  535 N Lawndale Ave, Chicago, IL 60624

  New Construction in Booming Humboldt Park. Owner Occupants qualify for the $20,000 Grant from the Cook County Land Bank. Each unit features an open layout 3 bed/2 bath, featuring everything you would expect from a new construction development: stainless steel appliances, quartz countertops, and extra foam insulation. Each unit includes luxury vinyl flooring, in unit laundry and includes a rear

  Lawrence Dunning Fulton Grace Realty

  535 N Lawndale Ave, Chicago, IL 60624
• 

  

  /18

  $990,000

  Pending

  • 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
• 

  

  /22

  $449,000

  $13K PRICE DROP

  • 6 Beds
  • 2 Baths

  5256 S Carpenter St, Chicago, IL 60609

  Welcome to 5256 S Carpenter, a beautifully reimagined two-unit home where modern comfort, long term durability, and smart investing come together. Every inch of this property has been thoughtfully redesigned with brand new finishes, giving you the rare chance to own a turnkey building with zero updates needed. Inside each unit, you'll find sleek quartz countertops, rich hardwood flooring

  Sherry Davis Epique Realty Inc

  5256 S Carpenter St, Chicago, IL 60609
• 

  

  /39

  $800,000

  • 5 Beds
  • 2.5 Baths
  • 3,135 Sq Ft

  1626 E Barberry Ln, Mount Prospect, IL 60056

  Welcome to 1626 Barberry, a spacious & well cared for 5-bedroom, 2.1-bath, 2-story located within the highly acclaimed Hersey High School district. Step inside to discover a freshly painted interior complemented by brand-new carpeting. The main floor boasts a spacious living room bathed in natural light from a charming bay window, an adjacent dining room perfect for hosting expansive holiday

  David Schwabe Compass

  1626 E Barberry Ln, Mount Prospect, IL 60056
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  /2

  $350,000

  $75K PRICE DROP Pending

  • 8 Beds
  • 5 Baths

  7914 S May St, Chicago, IL 60620

  This is like a fire sale. This solid brick building has been reduced to sell quickly. This building is waiting for the astute buyer. Each spacious unit features 2 bedrooms. One of the units have 1 1/2 bathrooms. There is an enclosed porch in each unit. There are many uses it can be used as.. A new boiler was put in 2025. The seller is selling "as is" You cannot go wrong!

  Marie Yarbrough Marie's Quality Homes

  7914 S May St, Chicago, IL 60620
• 

  /2

  $410,000

  • 10 Beds
  • 4 Baths

  4535 S Honore St, Chicago, IL 60609

  Investment opportunity in Back of the Yards! This solid 4-unit building at 4535 S Honore offers strong value-add potential with below-market rents, perfect for an investor looking to increase cash flow. Each unit provides functional layouts with steady tenant demand in a growing area. Bring your ideas and unlock the upside through rent increases and light improvements. Don't miss this chance to

  Mark Madera First In Realty, Inc.

  4535 S Honore St, Chicago, IL 60609
• 

  /2

  $159,000

  $4K PRICE INCREASE Pending

  • 8 Beds
  • 2 Baths

  2861 E 93rd St, Chicago, IL 60617

  Rigoberto Garcia Grinker & Garcia Real Estate

  2861 E 93rd St, Chicago, IL 60617
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  /38

  $719,900

  New Construction Pending

  • 5 Beds
  • 4 Baths
  • 4,000 Sq Ft

  8011 S Oconto Ave, Bridgeview, IL 60455

  New construction in Bridgeview-nearing completion and ready to impress. This exceptional two-story home is just awaiting final electrical service by ComEd, with the builder estimating occupancy by late June. Designed with both style and function in mind, this five-bedroom, four full bath residence offers an incredible open floor plan, expansive room sizes, and thoughtfully curated premium

  John Sackett RE/MAX 10

  8011 S Oconto Ave, Bridgeview, IL 60455
• 

  

  /29

  $799,000

  $21K PRICE DROP

  • 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
• 

  

  /17

  $2,599,000

  New Construction

  • 6 Beds
  • 5 Baths
  • 4,500 Sq Ft

  440 Briarhill Rd, Glenview, IL 60025

  This gorgeous new luxury home from a premier North Shore custom builder sits on a peaceful cul-de-sac in the heart of Glenview. Its modern yet timeless design features stone and siding, black-framed windows, and a welcoming front porch, making it just as stunning inside as out. Inside, you'll find soaring ceilings, a dramatic floor-to-ceiling stone fireplace, and walls of windows flooding the

  Daniel Danko HomeSmart Connect LLC

  440 Briarhill Rd, Glenview, IL 60025
• 

  

  /14

  $200,000

  • 5 Beds
  • 2 Baths
  • 1,034 Sq Ft

  8728 S Carpenter St, Chicago, IL 60620

  Check out this spacious 5 bedroom 2 bath home . The Main level offers Hardwood floors, spacious living room, dining room. eat-in kitchen, and full bathroom. Finished attic with two added bedrooms. Nice vintage features such as high ceilings, wood wind trim. Two car garage, fenced yard, good area for transportation.

  Taurino Morales eXp Realty

  8728 S Carpenter St, Chicago, IL 60620
• 

  

  /30

  $1,450,000

  • 5 Beds
  • 1.5 Baths
  • 2,350 Sq Ft

  11708 139th St, Orland Park, IL 60467

  Step into a rare blend of timeless character and future potential with this exceptional Orland Park estate set on 5 picturesque acres. This one of a kind farmhouse offers over 2,300 square feet of living space, featuring up to 5 bedrooms and preserved original details, including antique cut glass doorknobs and exquisite woodwork that showcase true craftsmanship. Recent updates include a new roof

  Brittany Zickus eXp Realty

  11708 139th St, Orland Park, IL 60467
• 

  

  /17

  $899,900

  • 9 Beds
  • 4 Baths

  2312 W Taylor St, Chicago, IL 60612

  Welcome to this beautifully maintained classic 2-unit brick building. Located in the vibrant Tri-Taylor neighborhood, just steps away from the Medical District and UIC campus. This prime location offers easy access to a variety of restaurants, shops, and public transportation options, making it perfect for investors and owner-occupants. All units have tenants on a month to month arrangement.

  ARACELY AVILA Coldwell Banker Realty

  2312 W Taylor St, Chicago, IL 60612
• 

  

  /68

  $725,000

  New Construction Pending

  • 5 Beds
  • 4 Baths
  • 4,063 Sq Ft

  6517 82nd St, Burbank, IL 60459

  Brand new construction-currently under construction and move-in soon with a walkout basement. This magnificent home features 5 bedrooms and 4 baths with exceptional quality, high-quality materials, and solid construction throughout. Open, bright floor plan with 10-ft ceilings (9-ft ceilings in the lower level) and oversized windows providing abundant natural light. Stunning kitchen with quartz

  Anna Villarejo Ruiz RE/MAX Plaza

  6517 82nd St, Burbank, IL 60459
• 

  

  /20

  $295,000

  Pending

  • 6 Beds
  • 3 Baths

  6029 S Loomis Blvd, Chicago, IL 60636

  Great investment opportunity in the heart of Chicago! This well maintained 2-unit building offers spacious layouts, with each unit featuring 3 bedrooms, making it ideal for strong rental income potential. The finished basement adds additional usable space, perfect for extended living or storage. The property has undergone recent updates, providing added value and peace of mind for the next owner.

  Jaqueline Valenzuela Baird & Warner

  6029 S Loomis Blvd, Chicago, IL 60636
• 

  

  /12

  $385,000

  Pending

  • 8 Beds
  • 5 Baths

  6333 S Racine Ave, Chicago, IL 60636

  Discover this spacious and beautifully updated 2-flat offering comfort, functionality, and peace of mind. Unit 1 (Duplex-Down): 5 generously sized bedrooms, 3 full bathrooms, Modern kitchen with updated finishes, Lower-level family/recreational room ideal for entertaining. Unit 2: 3 bedrooms, 2 bathrooms. Bright and open floor plan, Updated kitchen and baths. 2025 Upgrades: Newly installed

  Wale Bello The Bello Portfolio LLC

  6333 S Racine Ave, Chicago, IL 60636
• 

  

  /20

  $330,000

  $20K PRICE DROP Pending

  • 8 Beds
  • 5 Baths

  7548 W 61st St, Summit, IL 60501

  Great investment opportunity!**Legal 4-unit building with value-add potential. Property is being sold "as-is". Cash or conventional financing preferred. Excellent upside with stabilized rents once improvements are completed.

  Jose Hernandez Coldwell Banker Realty

  7548 W 61st St, Summit, IL 60501
• 

  

  /78

  $2,349,000

  • 6 Beds
  • 5.5 Baths
  • 11,020 Sq Ft

  5 S Meadow Ct, South Barrington, IL 60010

  This TURN KEY LUXURY home in the desirable Meadow Lakes community is a true gem! With 6 bedrooms, 5.5 bathrooms, and over 11,000 sq ft of finished living space, every detail exudes contemporary elegance. The home is freshly painted, features new hardwood flooring, a new chandelier and light fixtures throughout, as well as updated metal balusters. The new kitchen is a chef's dream with Cristalo

  Hosnia Qader American International Realty Corp.

  5 S Meadow Ct, South Barrington, IL 60010
• 

  

  /34

  $875,000

  • 7 Beds
  • 3 Baths

  3600 S Union Ave, Chicago, IL 60609

  Welcome to 3600 S. Union Avenue, Chicago, IL. 60609 a meticulously maintained, 3 unit all brick building with 35 solar roof panels providing energy efficiency and cost savings, plus full walk-out basement!! Adjacent 4 car brick garage boasts (2) EV charging stations! Units feature spacious living/dining room combinations, new carpeting, with 2 bedrooms on the 1st and 2nd floors, and 3 bedrooms on

  Gale Ruggiero McColly Real Estate

  3600 S Union Ave, Chicago, IL 60609
• 

  

  /49

  $674,700

  Pending

  • 7 Beds
  • 6 Baths

  1315 N 17th Ave, Melrose Park, IL 60160

  Unique, Rarely Available & Desired Ranch Brick Duplex ~Beautiful Updated 2 Units with Finished English Basement, Balconies, Fenced Yard with Paver Patios & Walk-ways, Brick 2 Car Garage & Extra Parking Spaces ~Each Unit Features Spacious Bedrooms, 3 Full Baths, Living room with Volume Ceils, Bay Window, Large Family Rooms with Inviting Fireplace, Door to Balcony and Fenced Yard ~ Laundry ~ North

  Marla Kubik HomeSmart Connect LLC

  1315 N 17th Ave, Melrose Park, IL 60160
• 

  

  /14

  $289,000

  Pending

  • 5 Beds
  • 3 Baths
  • 1,158 Sq Ft

  10557 S Indiana Ave, Chicago, IL 60628

  Gorgeous Cape Cod- Just Move Right In! Get ready to fall in love with this beautifully updated Cape Cod that perfectly blends timeless charm with modern, sleek finishes and generously sized rooms. Enter through the jaw dropping, open living and dining area, ideal for both everyday living and entertaining. The fresh, bright kitchen features crisp white cabinetry, newer stainless steel appliances,

  Sadeebra Watson Coldwell Banker Realty

  10557 S Indiana Ave, Chicago, IL 60628
• 

  

  /60

  $925,000

  Open Sun 12PM - 2PM $75K PRICE DROP

  • 6 Beds
  • 6.5 Baths
  • 7,881 Sq Ft

  1418 Western Ave, Flossmoor, IL 60422

  Flossmoor's Grande Dame has been meticulously and completely renovated with nearly $1 million in improvements, and is an incredible value priced @ $117.37 per sf. This magnificent residence masterfully preserves its historic soul while introducing every luxury demanded for modern living. Set behind lush, professionally landscaped grounds and framed by towering mature trees, this extraordinary

  Brad Lippitz Compass

  1418 Western Ave, Flossmoor, IL 60422
• 

  

  /19

  $340,000

  $10K PRICE DROP Pending

  • 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
• 

  

  /33

  $499,000

  • 6 Beds
  • 3 Baths
  • 2,331 Sq Ft

  1441 N Kolin Ave, Chicago, IL 60651

  Beautifully Remodeled 5-6 bedroom, 3 full bathroom two story home! Main level features refinished hardwood floor, Living room, dining room, two bedrooms. Remodeled Kitchen with White shaker cabinets, quarts countertops and all Stainless steel appliances. Upstairs has a Large Primary suite with a siting room or can be used as two additional bedrooms. Finished Basement with laundry room and 2

  George Filippidis Delta Realty, Corp.

  1441 N Kolin Ave, Chicago, IL 60651
• 

  

  /30

  $287,000

  $6K PRICE DROP Pending

  • 5 Beds
  • 2 Baths
  • 1,747 Sq Ft

  2218 S 11th Ave, Broadview, IL 60155

  Welcome to this charming and spacious 2-story Brick Georgian in the heart of Broadview! Boasting 5 bedrooms and 2 full bathrooms, this home offers a flexible layout perfect for a variety of buyers. The main level features a large family room with gleaming hardwood floors just off the front entrance, leading into an open kitchen with ample space for a dining table or cozy breakfast nook. Three

  Michael Scanlon eXp Realty

  2218 S 11th Ave, Broadview, IL 60155
• 

  

  /29

  $1,599,900

  New Construction

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

  3107 N Oakley Ave, Chicago, IL 60618

  Welcome to this stunning new-construction, 5-bedroom, 3.5-bath single-family home in the heart of West Lakeview. Nestled on a picturesque, tree-lined street, it showcases an inviting layout and stylish finishes throughout. Tall ceilings and gleaming hardwood floors fill the home with light and create a bright, open feel. Step past the charming front porch into the main level, where the living and

  Karen Schwartz Baird & Warner

  3107 N Oakley Ave, Chicago, IL 60618
• 

  

  /23

  $599,900

  Pending

  • 6 Beds
  • 2 Baths

  2110 N Avers Ave, Chicago, IL 60647

  Well-maintained property with recent updates including fresh interior paint, new carpet, and a new roof on both the main house and garage, plus miscellaneous improvements throughout. The home provides a clean, functional layout and conveniently located near schools, parks, major roadways, and local amenities.

  Christopher Lobrillo Grandview Realty, LLC

  2110 N Avers Ave, Chicago, IL 60647
• 

  

  /35

  $625,000

  • 8 Beds
  • 5 Baths

  1619 N 35th Ave, Melrose Park, IL 60160

  INVESTOR ALERT! Welcome to 1619 N 35th Ave-a meticulously maintained, all-brick 3-flat offering strong income potential and long-term value. This property stands out as one of the best-kept buildings in the area. The building features two spacious 3-bedroom, 1.5-bath units and a 2-bedroom garden apartment, offering ideal flexibility for investors or owner-occupants. All units are in solid

  Kathleen Long Citypoint Illinois LLC

  1619 N 35th Ave, Melrose Park, IL 60160
• 

  

  /48

  $749,000

  $81K PRICE DROP Pending

  • 5 Beds
  • 3 Baths
  • 2,700 Sq Ft

  9226 Kilbourn Ave, Skokie, IL 60076

  Don't let the age fool you! This gorgeous 5 bedroom, 3 bath home has been completely updated on all four levels! The main floor has an open concept floor plan with the living rm, dining rm and kitchen w/beautiful granite counter-tops, stainless appliances, 42" custom cabinets, solid oak 6-panel doors and hardwood floors throughout. The top floor entertains the primary suite w/His & Hers closets,

  Renee Daniels Results Realty USA

  9226 Kilbourn Ave, Skokie, IL 60076

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