Homes for Sale in Cook County IL with 5-Bedrooms

• 

  

  /2

  $699,000

  Pending

  • 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
• 

  

  

  /56

  $1,249,000

  • 7 Beds
  • 4 Baths

  2455 N Sawyer Ave, Chicago, IL 60647

  All-brick three-flat on a wide corner lot in the heart of Logan Square - well-maintained, meaningfully updated, and built for low-overhead ownership. The two first-floor 2BD/1BA units (1F and 1R) feature soaring 12-foot ceilings, open floorplans, hardwood floors, updated kitchens and baths, and excellent natural light. The top-floor 3BD/2BA unit offers the same hardwood floors throughout, updated

  Chris Sweitzer Compass

  2455 N Sawyer Ave, Chicago, IL 60647
• 

  

  

  /35

  $869,000

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

  1619 N Sayre Ave, Chicago, IL 60707

  *Galewood* ~ over 4000 square feet! Not just a house but a home. A sanctuary to share with those you call family. Welcome 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

  Renee Moravek Coldwell Banker Realty

  1619 N Sayre Ave, Chicago, IL 60707
• 

  

  

  /4

  $3,300,000

  • 5 Beds
  • 8 Baths
  • 7,704 Sq Ft

  11 Brooke Ln, Barrington, IL 60010

  Exquisite proposed new construction in desirable Hidden Lakes, offering a refined blend of elegance, comfort, and modern design, highlighted by a coveted first-floor primary suite. Thoughtfully designed for both everyday living and upscale entertaining, the home features a grand open-concept layout with a dramatic great room and an expansive breakfast area complete with a fireplace and inviting

  Denise D'Amico RE/MAX Liberty

  11 Brooke Ln, Barrington, IL 60010
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /25

  $1,150,000

  $240K PRICE DROP Pending

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

  418 W County Line Rd, Barrington, IL 60010

  Introducing 418 W County Line Road, a rare and refined estate offered for the first time, gracefully positioned on over five acres of manicured grounds just moments from downtown Barrington and directly across from the prestigious Barrington Hills Country Club. A lighted tree-lined drive leads to this expansive ranch-style residence featuring over 5,500 square feet of finished living space, five

  Patricia Goddard RE/MAX Properties Northwest

  418 W County Line Rd, Barrington, IL 60010
• 

  /2

  $2,850,000

  New Construction Pending

  • 6 Beds
  • 6.5 Baths
  • 5,595 Sq Ft

  801 Harvard St, Wilmette, IL 60091

  Estimated Completion is September 2026. This is a residence for those who appreciate design at its finest with a visionary approach to the way we live today. This stunning new construction home is designed with both form and function in mind. The open-concept layout is a celebration of space and light. Every angle and every surface reflect a commitment to quality and innovation. Upon entering,

  Christopher Miroslaw Gateway Realty LLC

  801 Harvard St, Wilmette, IL 60091
• 

  

  /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
• 

  

  /46

  $1,627,500

  $23K PRICE DROP

  • 7 Beds
  • 6 Baths
  • 4,379 Sq Ft

  11022 Fawn View Cir, Orland Park, IL 60467

  Don't miss this chic, custom-built home, thoughtfully designed to embody refined luxury, timeless elegance, superior craftsmanship with over 7,800 sq ft.! Ideally situated within the prestigious Deer Haven Estates of Orland Park, this residence offers an exceptional living experience defined by meticulous attention to detail and elevated design at every turn. A grand two-story foyer introduces

  Elaine Pagels Berkshire Hathaway HomeServices Chicago

  11022 Fawn View Cir, Orland Park, IL 60467
• 

  

  /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
• 

  

  /35

  $639,000

  Pending

  • 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
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  /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
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  /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
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  /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
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  /38

  $339,900

  $50K PRICE DROP Pending

  • 5 Beds
  • 2.5 Baths
  • 2,600 Sq Ft

  18439 Locust St, Lansing, IL 60438

  Welcome to this beautifully maintained 1.5-story home tucked away on a quiet street! Offering 5 spacious bedrooms and 3 full bathrooms, this home provides plenty of room to live, work, and entertain. The finished basement features a large great room plus a separate flex space currently used as a fitness room-gym equipment can stay for the new owner if desired. You'll appreciate the abundant

  Jennifer Miga McColly Real Estate

  18439 Locust St, Lansing, IL 60438
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  /29

  $499,000

  $96K PRICE DROP

  • 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
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  /35

  $1,049,000

  • 5 Beds
  • 3 Baths
  • 2,593 Sq Ft

  131 N Taylor Ave, Oak Park, IL 60302

  Discover this beautifully renovated 5-bedroom, 3-bath traditional American Foursquare home located in Oak Park's nationally recognized Ridgeland/Oak Park Historic District and within the highly sought-after William Beye School District. Thoughtfully transformed for modern living, the home blends restored exterior charm with today's high-end finishes and updated systems throughout. The original

  Steven Taromina HomeSmart Connect LLC

  131 N Taylor Ave, Oak Park, IL 60302
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  /63

  $699,900

  • 8 Beds
  • 3 Baths

  4124 W Barry Ave, Chicago, IL 60641

  Meticulously maintained true TURNKEY legal 2-units, sitting on a wide lot 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, & separate large dining rooms perfect for entertaining. This cash cow

  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
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  /48

  $579,000

  Pending

  • 5 Beds
  • 2 Baths

  4430 N Mulligan Ave, Chicago, IL 60630

  Desirable close-to-everything location in the highly sought-after Jefferson Park neighborhood! Tastefully rehabbed in 2026, this stunning 3+2 bedroom, 2-bath ranch offers modern living in a pleasant residential pocket of highly desirable Jefferson Park. Situated on a quiet, low-traffic street surrounded by charming single-family homes and friendly neighbors, this move-in-ready property truly

  Gerard Scheffler Home Gallery Realty Corp.

  4430 N Mulligan Ave, Chicago, IL 60630
• 

  

  /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
• 

  

  /23

  $499,999

  Pending

  • 6 Beds
  • 3 Baths

  1626 Home Ave, Berwyn, IL 60402

  Welcome to this Chicago Bungalow style 3 Unit! Property features: new roof, new furnace, new hot water tank, newer fence, original hardwood floors & trim, large yard & 2.5 car garage! Blocks to school! Blocks to fine dining & night life! 10 min. to Downtown Chicago!

  Frank Christiano Skydan Real Estate Sales, LLC

  1626 Home Ave, Berwyn, IL 60402
• 

  

  /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
• 

  

  /55

  $2,995,000

  • 7 Beds
  • 8 Baths
  • 6,160 Sq Ft

  325 Princeton Rd, Hinsdale, IL 60521

  Set on a beautifully landscaped corner lot in one of Hinsdale's most sought-after neighborhoods, this exceptional 7-bedroom, 6.2-bath residence offers over 6,100 square feet of refined living space thoughtfully designed for both everyday comfort and grand-scale entertaining. Timeless architecture, a circular front drive, and a brand-new DaVinci composite slate roof create an unforgettable first

  Lauren Walz Coldwell Banker Realty

  325 Princeton Rd, Hinsdale, IL 60521
• 

  

  /21

  $525,000

  Pending

  • 5 Beds
  • 3.5 Baths
  • 3,540 Sq Ft

  3330 Oregon Trail, Olympia Fields, IL 60461

  Welcome to this beautiful and spacious 5-bedroom, 3.5-bath home offering over 3,500 square feet of living space in one of Olympia Fields' most desirable neighborhoods. From the moment you step inside, you're greeted by stunning ceiling heights and an open, airy feel that makes a lasting impression. Designed for both everyday living and entertaining, the layout offers generous living spaces and a

  Shanika Nolen IOR Realty LLC

  3330 Oregon Trail, Olympia Fields, IL 60461
• 

  

  /50

  $1,349,900

  • 5 Beds
  • 3.5 Baths
  • 3,493 Sq Ft

  10728 Chaucer Dr, Willow Springs, IL 60480

  Welcome to the kind of home buyers wait for-and rarely find. This designer showpiece in Willow Springs delivers the perfect blend of style, space, and smart updates, all wrapped in classic all-brick construction. From the moment you arrive, the circular brick paver drive, attached 2-car garage, and inviting front patio set the tone: this is a home built to impress and designed to be enjoyed. Step

  Beau Shirley Coldwell Banker Realty

  10728 Chaucer Dr, Willow Springs, IL 60480
• 

  

  /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
• 

  

  /101

  $1,200,000

  • 5 Beds
  • 5 Baths
  • 3,413 Sq Ft

  420 Ford Ln, Bartlett, IL 60103

  This stunning custom-built 5BED/5BATH home offers luxury living on an oversized lot, thoughtfully designed for modern comfort and functionality. From the moment you arrive, the NEW Blue Stone walkway and inviting entrance set the tone for the quality found throughout. Upstairs hosts a formal Primary en Suite with a sitting room, fireplace and private balcony! TWO Jack & Jill ensuite layouts,

  Vince Dinh HomeSmart Connect LLC

  420 Ford Ln, Bartlett, IL 60103
• 

  

  /19

  $374,900

  • 5 Beds
  • 2.5 Baths
  • 1,995 Sq Ft

  800 Elm St, Flossmoor, IL 60422

  Enjoy easy living in this well-maintained home featuring a newly updated kitchen, fresh paint, and brand-new carpeting throughout. The flexible layout includes a private office with its own entrance, ideal for working from home or a small business. The primary bath offers a whirlpool tub, and the home is handicap accessible for added convenience. Relax outdoors on two spacious patios, one with a

  Frank Montro Keller Williams Preferred Rlty

  800 Elm St, Flossmoor, IL 60422
• 

  

  /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
• 

  

  /20

  $799,000

  Open Sat 10AM - 1PM

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

  17123 Pointe Dr, Orland Park, IL 60467

  Welcome Home! As you enter this stunning 5-bedroom, 3+1/2 bathroom Ranch home you are welcomed by a 2-story foyer that leads to a family room featuring tray ceilings, a custom wooden mantle, and a gas/wood-burning fireplace. The main level also includes a dedicated office/bedroom with French doors and a formal living and dining room. This home was designed and detailed with vaulted, tray ceilings

  Anthony Meier Keller Williams Preferred Rlty

  17123 Pointe Dr, Orland Park, IL 60467
• 

  

  /16

  $422,000

  Pending

  • 8 Beds
  • 3 Baths

  7118 S Mozart St, Chicago, IL 60629

  Marcos Gonzalez Cloud Gate Realty LLC

  7118 S Mozart St, Chicago, IL 60629

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