5-Bedroom Homes for Sale in Cook County IL

• 

  

  

  /47

  $1,199,900

  • 5 Beds
  • 4 Baths

  1100 W Wellington Ave, Chicago, IL 60657

  Don't miss this rare opportunity to own a beautifully maintained 3-unit building in the heart of Lakeview, ideally situated on a serene, tree-lined block. Owned and lovingly cared for by the same owner since 1984, this charming Victorian-style property offers timeless character, income potential, and versatile living options. The spacious owner's duplex-up that lives like a single-family home

  Jeanine McShea @properties Christie's International Real Estate

  1100 W Wellington Ave, Chicago, IL 60657
• 

  

  

  /16

  $419,900

  • 9 Beds
  • 3 Baths

  4936 S Loomis St, Chicago, IL 60608

  Solid brick 3-unit building featuring three spacious apartments, each with 3 bedrooms and 1 bath. All units are equipped with newer windows, in-unit laundry, maple cabinets, and granite countertops. Two units are currently occupied, providing immediate rental income. A great investment opportunity with strong potential!

  Jaime Birks eXp Realty

  4936 S Loomis St, Chicago, IL 60608
• 

  

  

  /17

  $325,000

  • 6 Beds
  • 2 Baths

  744 N Long Ave, Chicago, IL 60644

  This 2-unit property in the Austin neighborhood offers a great opportunity for buyers looking to customize a home to their vision. The property features generous space with both an attic and basement that provide potential to expand the current living areas on the top and bottom floors. Each unit has a solid layout, giving you a strong foundation to re-imagine and modernize. Perfect for an

  Asya Muhammad Coldwell Banker Realty

  744 N Long Ave, Chicago, IL 60644
• 

  

  

  /42

  $3,200,000

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

  1625 N Burling St Unit 401, Chicago, IL 60614

  One of a kind light-filled Lincoln Park duplex penthouse. Private elevator entrance brings you to this top floor hidden gem featuring 6 bedrooms, 6 bathrooms and 3 outdoor spaces including an expansive 1200 square foot deck with magnificent City & Sunset views. This boutique building in the most exclusive section of Lincoln Park is minutes from everything you'd want in Chicago, designed by

  Seth Captain Captain Realty LLC

  1625 N Burling St Unit 401, Chicago, IL 60614
• 

  

  

  /25

  $399,900

  • 5 Beds
  • 3 Baths

  5435 W Melrose St, Chicago, IL 60641

  For safety reasons the water and gas are off and should not be turned on. Welcome to this very large 5-bedroom 3-bathroom brick bungalow that is in need of your ideas and repair. The large bay window in the front of the home allows for lots of natural light and the classic hardwood floors, rich wood doors and 2 kitchens give you an idea of the home's potential! There is also a large garage which

  Vicki Vranas Berkshire Hathaway HomeServices Chicago

  5435 W Melrose St, Chicago, IL 60641
• 

  

  /34

  $459,000

  • 5 Beds
  • 3 Baths
  • 1,736 Sq Ft

  10927 Circle Dr, Palos Hills, IL 60465

  WELCOME HOME TO THIS BEAUTIFUL 5-BEDROOM, 3-BATH IN PRIME PALOS HILLS LOCATION! This light-filled home features a formal living room, dedicated dining room, extra-large family room and an eat-in kitchen with breakfast bar. The ensuite primary bedroom provides a private retreat, while each additional bedroom is generous in size with ample closet space. The downstairs bedroom is ideal for in-law

  Bob Kourelis Baird & Warner

  10927 Circle Dr, Palos Hills, IL 60465
• 

  

  /39

  $699,900

  • 8 Beds
  • 7 Baths

  6527 S Drexel Ave, Chicago, IL 60637

  Beautiful 3 unit building, in the heart of Woodlawn. (2) 2bd/2bth and (1) DUPLEX with 4bd/3bth. Completed in 2008, this building has been well maintained. New decks installed 2022, primed and re-painted 2025, tuck pointed and sealed 2025, new stairwell carpet and paint 2025, New water heaters in each unit and more! Full list of improvements available. Premier block in Woodlawn, minutes from

  Jaki Harding Berkshire Hathaway HomeServices Starck Real Estate

  6527 S Drexel Ave, Chicago, IL 60637
• 

  

  /15

  $285,000

  • 6 Beds
  • 2 Baths

  8329 S Burnham Ave, Chicago, IL 60617

  Solid South Chicago 2-Flat Spacious bedrooms + eat-in kitchens big enough for a dining table! Super dry basement w/ coin laundry & tenant storage, plus enclosed back porch for totes/holiday decor. CHA voucher tenants in place (both planning to move), with rents currently low-huge upside for an investor ready to raise them! Systems serviced this year + roof in great shape. Off-street parking pad

  chequita dobson Coldwell Banker Realty

  8329 S Burnham Ave, Chicago, IL 60617
• 

  

  /25

  $449,900

  • 6 Beds
  • 2 Baths

  5092 W Monroe St, Chicago, IL 60644

  Located in the vibrant Austin neighborhood of Chicago, this 2-unit property is an excellent opportunity for investors or owner-occupants. Each unit features 3 spacious bedrooms and 2 full bathrooms, with beautiful hardwood floors throughout. The kitchens and bathrooms have been recently remodeled, showcasing modern finishes that add a touch of elegance to the space. A full unfinished basement

  Loreal Urso Baird & Warner

  5092 W Monroe St, Chicago, IL 60644
• 

  

  /25

  $559,000

  • 6 Beds
  • 3 Baths

  2536 N Austin Ave, Chicago, IL 60639

  Welcome to this beautifully maintained, all-brick two-unit building in Chicago's desirable Belmont Cragin neighborhood. Whether you're an investor seeking steady rental income or looking for the perfect space for multi-generational living, this versatile property checks all the boxes. Step inside to discover two bright and spacious units, each featuring generous living areas, modern finishes, and

  Roberta Ruiz Baird & Warner, Inc.

  2536 N Austin Ave, Chicago, IL 60639
• 

  

  /31

  $799,000

  • 6 Beds
  • 3 Baths

  4742 N Kedvale Ave, Chicago, IL 60630

  Incredible opportunity to own a fully rehabbed two-flat in the heart of Mayfair! No detail overlooked, featuring hardwood floors, abundant natural light, and open-concept living. Brand-new kitchens with quartz countertops, breakfast bars, and stainless-steel appliances. Modern bathrooms with stylish fixtures and finishes. The duplex-down (rented for $3,000/month) offers 4 beds, 2 baths with

  Kelsey Mayher Jameson Sotheby's Intl Realty

  4742 N Kedvale Ave, Chicago, IL 60630
• 

  

  /25

  $1,025,000

  • 12 Beds
  • 4 Baths

  4621 N Monticello Ave, Chicago, IL 60625

  Jumbo Brick 3-Flat plus Garden unit in red hot Albany Park! All four apartments are 3 bedroom/1 bath and have been recently rehabbed. The top three apartments all feature spacious kitchens, updated bathrooms and beautifully refinished hardwood floors throughout the extra-large living room & sunroom, formal dining room and big bedrooms. 1st floor kitchen has newer cabinets with granite

  Dale Todd Core Realty & Investments Inc.

  4621 N Monticello Ave, Chicago, IL 60625
• 

  

  /61

  $2,999,000

  • 5 Beds
  • 5.5 Baths
  • 6,504 Sq Ft

  1 Briar Ln, Glencoe, IL 60022

  $500K reduction - the best value in Glencoe!! Welcome to 1 Briar Lane Glencoe - newly refreshed and restyled!! This is a charming and sophisticated red brick Georgian residence nestled on just under an acre overlooking the 8th hole at Skokie Country Club. Situated on a quiet, tree-lined street, this home offers a blend of classic architecture and modern amenities. With 5 bedrooms, 5 1/2 baths,

  Deborah Richwine @properties Christie's International Real Estate

  1 Briar Ln, Glencoe, IL 60022
• 

  

  /22

  $179,900

  • 5 Beds
  • 2 Baths

  2244 S Drake Ave, Chicago, IL 60623

  GREAT INVESTMENT OPPORTUNITY FOR THE SAVVY INVESTOR SOLD IN "AS IS" CONDITION, NO REPAIR CREDIT OFFERED, NO SURVEY OR TERMITE INSPECTION, TAX PRORATIONS 100%, BUYER TO VERIFY ROOM COUNT AND ALL SQ FOOTAGE. PROOF OF FUNDING/PRE-APPROVAL LETTER MUST ACCOMPANY ALL OFFERS.

  Emelin Brown Realty of America, LLC

  2244 S Drake Ave, Chicago, IL 60623
• 

  

  /21

  $520,000

  • 5 Beds
  • 2 Baths

  4829 S Champlain Ave, Chicago, IL 60615

  Discover this custom-style brick Georgian two-flat nestled in the heart of historic Bronzeville, Chicago. This well-maintained property features a two-bedroom, one-bath unit on the first floor and a spacious three-bedroom, one-bath unit on the second floor-perfect for investors or owner-occupants seeking rental income. Each unit showcases timeless architectural details, sun-filled living spaces,

  Omor Eguasa Baird & Warner

  4829 S Champlain Ave, Chicago, IL 60615
• 

  

  /44

  $859,900

  • 7 Beds
  • 3 Baths

  4624 N Springfield Ave, Chicago, IL 60625

  Be captivated by this move-in ready, vacant prime Albany Park 3-flat-a rare investment opportunity! This renovated legal 3-flat is a true gem located on a charming tree-lined street in Albany Park, a vibrant neighborhood celebrated for its cultural diversity, thriving local dining scene, walkable streets, and convenient access to top-rated schools, parks, and public transit. Unit 1 and Unit 2

  Maria DelBoccio @properties Christie's International Real Estate

  4624 N Springfield Ave, Chicago, IL 60625
• 

  

  /14

  $365,000

  • 7 Beds
  • 3 Baths

  7100 S Prairie Ave, Chicago, IL 60619

  Great "live in" investment opportunity! This sturdy structured 2unit, features a duplex down from the 1st floor to the basement. The duplex unit has 4beds 2baths and the 2nd floor unit has 3beds 1bath. Located 3 blocks from the express way and surrounded by public transportation.

  Perdure Carter Realty of America, LLC

  7100 S Prairie Ave, Chicago, IL 60619
• 

  

  /26

  $325,000

  • 5 Beds
  • 2 Baths

  2345 S Lawndale Ave, Chicago, IL 60623

  Charming brick two unit building on an extra wide lot in the heart of vibrant Little Village! The building, built in 1875, features 2 stylishly updated apartments. Unit 1 is a 3 bedroom 1 bath with a huge kitchen, stainless steel Whirlpool appliances, granite countertops, blue cabinets, and plenty of space for a dining table or floating island. New wood laminate flooring throughout the spacious

  Kat Barry Compass

  2345 S Lawndale Ave, Chicago, IL 60623
• 

  

  /34

  $425,000

  • 7 Beds
  • 3 Baths

  1008 Lathrop Ave, Forest Park, IL 60130

  Nestled in the charming community of Forest Park, this well maintained 3-unit building offers a unique investment opportunity or an ideal multi-generational living arrangement. The garden apartment features a cozy 2-bedroom layout, perfect for tenants seeking comfort and convenience. The middle unit boasts a spacious 3-bedroom, 1-bathroom floor plan, providing ample living space for families or

  Lisa Pasquesi @properties Christie's International Real Estate

  1008 Lathrop Ave, Forest Park, IL 60130
• 

  

  /24

  $569,900

  • 5 Beds
  • 2 Baths
  • 3,113 Sq Ft

  1018 E Kitson Dr, Palatine, IL 60074

  Welcome to this beautifully expanded raised ranch in the heart of Winston Park, where thoughtful updates and generous living space come together to create a truly inviting home. With five full-sized bedrooms (three located on the main level and two on the lower level) this layout offers flexibility for multiple living spaces. Step into the main level and you'll immediately notice the gleaming

  Jessica Pluda Berkshire Hathaway HomeServices Starck Real Estate

  1018 E Kitson Dr, Palatine, IL 60074
• 

  

  /23

  $535,000

  • 6 Beds
  • 2.5 Baths
  • 903 Sq Ft

  2714 N Mango Ave, Chicago, IL 60639

  Owner Relocating - Don't Miss This One! This huge 6-bedroom Chicago bungalow sits on a rare double lot (50x125) with a lovely long side drive-a great way to save on parking and a 2.5-car garage with party door. The renovated lower level offers extended living space with 2 bedrooms, while the main floor features hardwood floors throughout and original crown molding for timeless character.

  Yolanda Flores Windy City Realtors Inc.

  2714 N Mango Ave, Chicago, IL 60639
• 

  

  /12

  $109,900

  • 5 Beds
  • 3 Baths
  • 1,200 Sq Ft

  14924 Leavitt Ave, Harvey, IL 60426

  Huge Property with Related Living & tons of Possibilities!!! Great for Investors or a big Family!! Total of 5 Bedrooms 3 kitchens & 3 Full Baths !! big Yard in 2 Lots!! ** 1ST Floor: Open floor plan, Living Room, Eat-in Kitchen, 3 bedrooms, Full Bath & Enclosed Porch is the Laundry area. ** 2ND Floor is a Related Living, Kitchen, 2 Bedrooms, living room & A Full Bath. ** Full Basement has a Full

  Mina Munoz Re/Max 10

  14924 Leavitt Ave, Harvey, IL 60426
• 

  

  /17

  $539,000

  • 10 Beds
  • 4 Baths

  5310 S Wolcott Ave, Chicago, IL 60609

  Beautifully 2025 Remodeled 3-Unit Investment Property in great Location! A Rare Opportunity to own a Brick triplex ideal for investors, owner-occupants, or multi-generational living. Unit 3, duplexed up features 4 beds/1.5 bath with 2 living areas, new kitchens (quartz countertops, stainless steel appliances, In unit Washer/Dryer (installed before closing)), new plumbing, new electric, new

  Ali Sana HomeSmart Realty Group

  5310 S Wolcott Ave, Chicago, IL 60609
• 

  

  /10

  $298,000

  • 8 Beds
  • 3 Baths

  7514 S Dante Ave, Chicago, IL 60619

  Discover this updated 2023 multi-unit property that blends style, convenience, and income potential. Featuring beautiful hardwood floors throughout, this building offers two tenant-occupied units for immediate rental income, while the 1st floor unit will be delivered vacant prior to closing making this ideal for an owner-occupant. Located in a prime area near a new clinic, shopping, and

  Tom Sweeney Baird & Warner

  7514 S Dante Ave, Chicago, IL 60619
• 

  

  /57

  $3,350,000

  • 5 Beds
  • 7 Baths
  • 7,602 Sq Ft

  65 Round Barn Rd, Barrington, IL 60010

  Set on more than five acres of beautifully landscaped grounds with 400 feet of private shoreline, this French Country estate captures the essence of refined lakefront living on Barrington Hills' exclusive Hawley Lake. Commanding its rare position with timeless elegance and resort-style amenities, it offers a lifestyle of unparalleled beauty, inspiration, privacy, and sophistication. A seamless

  Heidi Seagren Compass

  65 Round Barn Rd, Barrington, IL 60010
• 

  

  /29

  $524,900

  • 5 Beds
  • 4 Baths

  3159 W Washington Blvd, Chicago, IL 60612

  Welcome to 3159 W Washington Blvd-a virtually turnkey, two-flat built in 2007 that blends modern convenience with classic Chicago charm. The ground-floor unit welcomes you with gleaming hardwood floors, two spacious bedrooms, and a well-appointed bath. Upstairs, your duplex retreat boasts soaring ceilings, skylights flooding the open living space with natural light, three generous bedrooms, and

  Sohail Salahuddin eXp Realty

  3159 W Washington Blvd, Chicago, IL 60612
• 

  

  /38

  $495,100

  • 6 Beds
  • 3 Baths

  6424 S Richmond St, Chicago, IL 60629

  MARVELOUS AND ABSOLUTELY STUNNING RENOVATION ON THIS NEWLY TUCKPOINTED BRICK 2-UNIT IN CHICAGO LAWN. MAKE THIS YOUR HOME FOR FINANCIAL INTEGRITY WITH 3 BEDROOMS IN EACH UNIT AND SEPARATE UTILITIES. STEP INTO LUXURY WITH ULTRA MODERN FINISHES AND NEW OPEN CONCEPT DINING AND ISLAND KITCHEN ADORNED WITH WAINSCOTTING AND ENGINEERED WOOD LAMINATE FLOORING. NEW HIGH- END STAINLESS STEEL APPLIANCES:

  James Bohannon Enterprise Realty Power Broker

  6424 S Richmond St, Chicago, IL 60629
• 

  

  /60

  $360,000

  • 5 Beds
  • 2 Baths

  1618 Ashland Ave, Des Plaines, IL 60016

  This is not just a deal - it's a steal! Welcome to this big, beautiful bungalow in the heart of Des Plaines. Sitting on an extra-large lot, this property offers a unique opportunity: the new owner could sell the adjoining vacant lot separately for added value - or even build another home on it. Key Features: 5 spacious bedrooms & 2 bathrooms, Full basement with potential for additional bedrooms

  Sikder Imam Century 21 Universal

  1618 Ashland Ave, Des Plaines, IL 60016
• 

  

  /46

  $1,695,000

  • 7 Beds
  • 6 Baths

  2528 N Fairfield Ave, Chicago, IL 60647

  Architecturally Striking & Fully Renovated Three-Flat in Prime Logan Square! This is not your average multi-family. Welcome to an amazing full renovation of a legal 3-unit building that perfectly blends modern design with architectural character in the heart of Logan Square. Every detail has been meticulously crafted, showcasing style and quality from top to bottom. The owner's residence spans

  Daniel Merrion Coldwell Banker Realty

  2528 N Fairfield Ave, Chicago, IL 60647
• 

  

  /20

  $465,000

  • 5 Beds
  • 2.5 Baths
  • 3,600 Sq Ft

  3106 Hermes Dr, Olympia Fields, IL 60461

  This property blends refined elegance with functional design; all set on a waterfront lot in the coveted Olympia Club subdivision. This 2007-built, two-story home spans over 3,565 sq ft and features: 5 spacious bedrooms and 2.5 bathroom. A luxurious first-floor master suite with ensuite bath and black out curtains for exceptional sleep, and a walk-in closet. Gourmet kitchen, with granite

  Tennille Winfrey Charles Rutenberg Realty

  3106 Hermes Dr, Olympia Fields, IL 60461
• 

  

  /24

  $459,000

  • 5 Beds
  • 2 Baths

  3213 Cuyler Ave, Berwyn, IL 60402

  Awesome investment two-flat in Berwyn! This Investment property has fantastic tenants who take pride in their residences. The 1st floor consists of 3Bed/1Bath unit has been recently updated throughout featuring newer kitchen countertop, new sink & faucet, repainted kitchen cabinetry, upgraded kitchen floor, added front room ceiling lighting, new carpeting, new shower, reglazed tub, new vanity &

  Edward Hall Baird & Warner

  3213 Cuyler Ave, Berwyn, IL 60402
• 

  

  /22

  $429,900

  • 6 Beds
  • 2 Baths

  3738 S Hermitage Ave, Chicago, IL 60609

  Ready to move it and very well maintained! This solid brick 2-flat features beautifully refinished hardwood floors, updated kitchens and bathrooms, and separate utilities for each unit. Enjoy the comfort of central air, forced heat, and the convenience of in-unit washer and dryers on both floors. Each unit has it's own mechanicals. A spacious two car garage adds value and ease. Perfect for

  Ryan Grober Jameson Sotheby's Intl Realty

  3738 S Hermitage Ave, Chicago, IL 60609
• 

  

  /70

  $1,998,000

  • 7 Beds
  • 7 Baths
  • 8,550 Sq Ft

  1314 Dunheath Dr, Inverness, IL 60010

  Where Every Room Meets the Lake. Welcome to this exceptional Evan Harris-custom home, uniquely designed to offer panoramic lake views from almost every room of your private 35-acre oasis. Combining timeless craftsmanship with modern luxury, this residence provides resort-style living in the heart of Inverness. This home has been meticulously renovated to reflect a sophisticated, magazine-worthy

  Kim Alden Compass

  1314 Dunheath Dr, Inverness, IL 60010
• 

  

  /37

  $2,100,000

  • 5 Beds
  • 7 Baths
  • 9,254 Sq Ft

  1380 Rosemary Ln, Northbrook, IL 60062

  Welcome to 1380 Rosemary - a stunning residence nestled on beautifully landscaped, sprawling grounds in east Northbrook. Be captivated by the calming sounds of the magnificent fountain imported from Europe. Step inside to an enormous family room with soaring ceilings, perfect for both everyday living and grand entertaining. The chef's kitchen is a showstopper, featuring a massive island, an

  Jenny Lim-Spiggos Coldwell Banker Realty

  1380 Rosemary Ln, Northbrook, IL 60062
• 

  

  /24

  $349,900

  • 5 Beds
  • 3 Baths
  • 2,055 Sq Ft

  10300 S Kathy Ct, Palos Hills, IL 60465

  MOTIVATED SELLER!!! Spacious home on a desirable corner lot offering 5 bedrooms, 3 full bathrooms, and a detached 2-car garage. The main level features 3 bedrooms, including a primary suite with an updated private bath, along with a bright living area and an eat-in kitchen boasting fairly new cabinets and backsplash and updated baths. The lower level offers 2 additional bedrooms, a large

  Adam Haleem Network Property Managment LLC

  10300 S Kathy Ct, Palos Hills, IL 60465
• 

  

  /29

  $820,000

  • 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
• 

  

  /40

  $1,250,000

  • 5 Beds
  • 6.5 Baths
  • 6,000 Sq Ft

  6909 Beckwith Rd, Morton Grove, IL 60053

  Welcome to this stately custom brick home, where timeless design meets modern comfort. Step inside to a dramatic two-story foyer that opens to an exceptional floor plan, designed for both everyday living and effortless entertaining. The spacious living and dining rooms flow seamlessly into a stunning family room with soaring vaulted ceilings, a cozy gas fireplace, and direct access to the outdoor

  Maria DelBoccio @properties Christie's International Real Estate

  6909 Beckwith Rd, Morton Grove, IL 60053
• 

  

  /21

  $635,000

  • 6 Beds
  • 3 Baths

  2342 N Kimball Ave, Chicago, IL 60647

  Ideally situated in Chicago's thriving Logan Square neighborhood. This 2 units plus attic apartment building offers excellent potential. The property features two spacious 2-bedroom + den/office units, along with one 1-bedroom attic apartment. All units are well-lit and finished with hardwood floors, with updates completed approximately 15 years ago. Recent improvements include updated siding,

  Mark Kishtow Jameson Commercial

  2342 N Kimball Ave, Chicago, IL 60647
• 

  

  /47

  $2,995,000

  • 6 Beds
  • 5.5 Baths

  2678 N Orchard St, Chicago, IL 60614

  Spectacular 6-bedroom Lincoln Park home on oversized lot! All brick and limestone, this home is anything but cookie-cutter. Perfectly situated on picturesque, tree-lined Orchard Street, on an exceptionally deep 25' x 145' lot and offers a generous floor plan, private elevator to all levels, two-car garage, and incredible outdoor space. Sophistication, functionality, and thoughtful design define

  Joanne Nemerovski Compass

  2678 N Orchard St, Chicago, IL 60614
• 

  

  /22

  $199,000

  • 6 Beds
  • 2 Baths

  3730 W 140th Place, Robbins, IL 60472

  Looking for a great investment property? Don't miss out on this brick 2 unit! There are two 3 bedroom 1 bathroom units. This can be a desirable set-up for investors and potential tenants. Rent out all 2 units, or live in one unit and rent the out the other to cover your mortgage and expenses. Don't let this one go by because it will not last long! Desirable 218 school district.

  Steve Olszewski Berkshire Hathaway HomeServices Starck Real Estate

  3730 W 140th Place, Robbins, IL 60472

Showing Results 361 - 400, Page 10 of 18