Homes for Sale in Cook County IL with 5-Bedrooms

• 

  

  

  /63

  $384,900

  Pending

  • 5 Beds
  • 3 Baths

  1824 S Harding Ave, Chicago, IL 60623

  Fully remodeled 3-unit investment opportunity in Chicago's South Lawndale neighborhood. Solid brick building featuring three updated units with strong income potential and low-maintenance ownership. The property includes two full above-grade units, each offering spacious 2-bedroom, 1-bath layouts with modern finishes, updated kitchens and baths, refreshed flooring, and in-unit laundry in each

  David Sengun HomeSmart Connect LLC

  1824 S Harding Ave, Chicago, IL 60623
• 

  

  

  /10

  $269,000

  • 5 Beds
  • 2 Baths

  124 W 108th Place, Chicago, IL 60628

  Rare opportunity to own a spacious 2-unit building with incredible income potential in a prime Chicago location ON A HUGE TRIPLE LOT! First time on the market in over a decade, this well-maintained property is perfect for investors or owner-occupants looking to build generational wealth. The first-floor unit offers 2 bedrooms and 1 bathroom, while the second-floor unit features 3 bedrooms and 1

  Eva Diaz ExaRealty LLC

  124 W 108th Place, Chicago, IL 60628
• 

  

  

  /45

  $2,350,000

  Pending

  • 5 Beds
  • 4.5 Baths
  • 4,672 Sq Ft

  1801 Elmwood Ave, Wilmette, IL 60091

  Custom design in sought after McKenzie with high-end finishes and casual comfort. Beautiful sight lines from front to back when you enter the welcoming foyer, with high ceilings, incredible millwork and abundant natural light throughout. Thoughtfully built by builder and homeowner, this home was thoughtfully designed with 4 finished levels of flexible living space on a private beautiful corner

  Paige Dooley Compass

  1801 Elmwood Ave, Wilmette, IL 60091
• 

  

  

  /17

  $229,900

  Pending

  • 5 Beds
  • 2 Baths
  • 1,584 Sq Ft

  3737 168th Place, Country Club Hills, IL 60478

  Spacious 5-bedroom, 2-bath two-story home in desirable Country Club Hills! This home offers generous room sizes throughout, including large bedrooms and a bright, inviting living room filled with beautiful natural light. The versatile lower-level den provides the perfect space for an entertainment area, home theater, gym, or private home office - ideal for today's flexible lifestyle. Enjoy the

  Michael Scanlon eXp Realty

  3737 168th Place, Country Club Hills, IL 60478
• 

  

  

  /32

  $339,000

  Pending

  • 5 Beds
  • 2.5 Baths
  • 1,167 Sq Ft

  8243 S Wabash Ave, Chicago, IL 60619

  Beautiful brick ranch offering 5 bedrooms and 2 1/2 bathrooms with a versatile layout and plenty of living space throughout. The main level features 3 bedrooms and 1 1/2 baths while the fully finished basement includes additional bedrooms and a full bath making it ideal for extended living arrangements, guests, or a home office setup. Enjoy cozy electric fireplaces, brand new stainless steel

  Steve Budzik ICandy Realty LLC

  8243 S Wabash Ave, Chicago, IL 60619
• 

  

  /32

  $475,000

  $25K PRICE DROP Pending

  • 8 Beds
  • 3 Baths

  4453 W Adams St, Chicago, IL 60624

  Welcome to this beautifully renovated brick **non-conforming 3-unit building in West Garfield Park**, a rare opportunity in today's market for both homeowners and savvy investors. This property combines historic Chicago charm with modern updates, offering spacious layouts, stylish finishes, and endless potential for generating income or enjoying multi-generational living. Step inside and you'll

  Alejandro Merida Realty of America, LLC

  4453 W Adams St, Chicago, IL 60624
• 

  

  /6

  $209,900

  • 7 Beds
  • 3 Baths

  7027 S Calumet Ave, Chicago, IL 60637

  Listing price $209,900 Great Opportunity to own this two unit building built in 1903 featuring 7 bedrooms and 2.5 bathrooms. ***SPECIAL NOTES: (1) This is a CASH ONLY transaction. (2) Seller to pay Taxes, HOA, and Municipal/Utility Liens. (3) Please read the Auction disclaimers carefully before placing a bid or submitting an offer. ***

  Val Laborevitch Realhome Services & Solutions, Inc.

  7027 S Calumet Ave, Chicago, IL 60637
• 

  

  /29

  $109,900

  Pending

  • 6 Beds
  • 2 Baths

  1007 S 1st Ave, Maywood, IL 60153

  MONEY MAKER!! Renovate and rent out both units or live in one unit and rent out the other for some income-either way this large two unit in Maywood has great potential. Over 1800 sq ft of combined living space. Each unit features 3 bedrooms, 1 bath, a kitchen and living room area. Rear porches. GFA Heating. Full unfinished basement. 61 ft wide lot with a long side drive and plenty of room for off

  Edward Lukasik RE/MAX Professionals

  1007 S 1st Ave, Maywood, IL 60153
• 

  

  /37

  $779,000

  Pending

  • 5 Beds
  • 3 Baths

  3261 N Central Park Ave, Chicago, IL 60618

  This gut-rehabbed two-unit building sits on an incredible extra-wide 33x125 lot in the heart of Avondale, just a 9-minute walk to the Belmont Blue Line stop and steps from endless neighborhood favorites. The property offers a beautiful 3 bed/2 bath owner's duplex-up home with a well appointed 2 bed/1 bath rental unit below. The charming front porch spans the width of the home and looks down

  Zachary Redden Redden+McDaniel

  3261 N Central Park Ave, Chicago, IL 60618
• 

  

  /15

  $379,900

  • 8 Beds
  • 3 Baths

  7704 S Carpenter St, Chicago, IL 60620

  Beautiful brick 2 unit offering an excellent opportunity for both owner occupants and investors. Updated throughout, including kitchens, bathrooms, basement, laundry hookups and mechanicals this property combines character, functionality, and income potential. The spacious first floor duplex unit offers 4 bedrooms and 2 bathrooms and is currently tenant occupied, providing immediate rental

  Nikki Boston-Brown Infiniti Properties, Inc.

  7704 S Carpenter St, Chicago, IL 60620
• 

  

  /29

  $240,000

  • 5 Beds
  • 4 Baths
  • 1,912 Sq Ft

  15117 Vine Ave, Harvey, IL 60426

  Classic Chicago Dormer Bungalow Well-maintained and full of character, this classic Chicago dormer bungalow is located in Harvey's desirable bungalow area and offers an exceptional amount of space-ideal for a large or multi-generational household. The home features five bedrooms and multiple bathrooms across all levels. The second level offers three bedrooms and a full bathroom. The main level

  Alejandra Salazar Realty of America, LLC

  15117 Vine Ave, Harvey, IL 60426
• 

  

  /17

  $230,000

  Pending

  • 5 Beds
  • 2 Baths

  1029 N Leamington Ave, Chicago, IL 60651

  Attention home buyers, investors, and rehabbers. Bring your renovation ideas to this spacious 2 unit, with full basement and enclosed back porch. Property located in Chicago's Austin neighborhood. Units are generously sized, with living rooms, dining rooms, hard wood floors and large windows that invite natural sun light. First floor has 2 bedrooms; second floor has 3 bedrooms. Property has an

  Latrice Harris Coldwell Banker Realty

  1029 N Leamington Ave, Chicago, IL 60651
• 

  

  /60

  $660,000

  $29K PRICE DROP

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

  7347 S Merrill Ave, Chicago, IL 60649

  South Shore has a history of producing greatness, and 7347 Merrill is a testament to that legacy. It has been an honor to work with the owner, whose commitment to quality transforms every project into a masterpiece. Unlike a typical "flip," this 4,000-square-foot home was built with exceptional thought, care, and the finest materials. This stunning property features: - Main Floor: A sun-drenched

  Kevin Glover HomeSmart Realty Group

  7347 S Merrill Ave, Chicago, IL 60649
• 

  

  /20

  $380,000

  • 7 Beds
  • 3 Baths

  8535 S Morgan St, Chicago, IL 60620

  Excellent opportunity to own a spacious income producing 2 unit building in the heart of Auburn Gresham! Investors will appreciate the strong rental potential in the area with separate utilities. The first floor unit is duplexed down to the basement and features 4 bedrooms and 2 full bathrooms with an expansive layout perfect for larger households. The second floor unit offers 3 bedrooms and 1

  Sherri Jordan Suite 527 Realty Group, LLC

  8535 S Morgan St, Chicago, IL 60620
• 

  /2

  $625,000

  • 5 Beds
  • 3 Baths

  1346 N Lawndale Ave, Chicago, IL 60651

  Beautiful all-brick legal two-flat in the West Humboldt Park neighborhood. Both units feature spacious rooms and tall ceilings that create an open, airy feel. The first-floor unit offers a large living room, formal dining room, two generous bedrooms, and a full bath, with original hardwood floors believed to be preserved under the carpet. The second-floor unit includes three bedrooms, updated

  Maria Garcia REMAX Legends

  1346 N Lawndale Ave, Chicago, IL 60651
• 

  

  /34

  $4,775,000

  • 5 Beds
  • 7 Baths
  • 6,800 Sq Ft

  488 Park Ave, Glencoe, IL 60022

  Designed to make daily living in Glencoe a walk in the Park, this exceptional new construction home blends crisp, transitional design with an ideal open layout for today's busy lifestyle. The main level features a fully equipped state of the art chef's kitchen, expansive family room with double-sided fireplace open to living room, custom-built library with fireplace and bright mudroom. The second

  Steven Aisen @properties Christie's International Real Estate

  488 Park Ave, Glencoe, IL 60022
• 

  

  /3

  $199,900

  Pending

  • 6 Beds
  • 2 Baths

  8328 S Baker Ave, Chicago, IL 60617

  Discover the possibilities in this charming twostory twoflat, complete with a partially finished basement and a walkup attic that opens the door to the possibility of additional living space. The home sits minutes from Lake Shore Drive, with the Metra just blocks away for effortless commuting to downtown. Whether you're seeking an investment property or a multigenerational living setup, this

  Rigoberto Garcia Grinker & Garcia Real Estate

  8328 S Baker Ave, Chicago, IL 60617
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  /46

  $1,999,900

  • 8 Beds
  • 6 Baths

  3317 N Avers Ave, Chicago, IL 60618

  LUXURY LIVING Redefined! Your Upscale Sanctuary at 3317 N Avers Avenue! Welcome to a realm of refined elegance and contemporary sophistication nestled at 3317 N Avers Ave in the prestigious Avondale neighborhood. This exquisite building epitomizes upscale living at its finest, offering a sanctuary of luxury and comfort in a prime location. As you step inside, you're greeted by a spacious living

  Rob Wilczynski Luna Realty Group

  3317 N Avers Ave, Chicago, IL 60618
• 

  

  /17

  $86,000

  Pending

  • 5 Beds
  • 2 Baths

  6606 S Carpenter St, Chicago, IL 60621

  Perfect for Investors or Rehabbers. Here's an opportunity to fix and flip or grow your own portfolio. First Floor 2 Bedrooms and Second Floor 3 Bedrooms. Property needs a lot of work but will be a good investment/flip. SOLD AS-IS!!! This property can be purchased as a package with neighboring vacant lots 6608 S Carpenter (MLS#12574191); 6610 S Carpenter (MLS#12572766) for a total price of

  LaDeana Hilley LaDeana Hilley

  6606 S Carpenter St, Chicago, IL 60621
• 

  

  /43

  $698,000

  Pending

  • 7 Beds
  • 3 Baths

  4311 N Melvina Ave, Chicago, IL 60634

  Welcome to 4311 N Melvina Ave, an exceptional investment opportunity in the heart of Portage Park/ Dunning neighborhood. This well appointed 2 flat offers updated interiors across the first floor and finished lower level. The first floor offers a beautifully updated kitchen (2021) with stainless steel appliances, hardwood floors throughout, 3 bedrooms, updated full bath. The second floor

  Magda Chwalek Gen Z Realty LLC

  4311 N Melvina Ave, Chicago, IL 60634
• 

  

  /19

  $340,000

  • 7 Beds
  • 2 Baths
  • 1,284 Sq Ft

  6740 S Laflin St, Chicago, IL 60636

  Space is the ultimate luxury, and this massive 6-bedroom, 2-bathroom residence delivers it with purpose. Whether you are looking to house a growing family or seeking a strategic investment to build long-term equity, this property is a fortress of opportunity. The main levels offer expansive living areas with a floor plan that maximizes privacy and flow. Below, the fully finished basement expands

  Saul Allen Realty of America, LLC

  6740 S Laflin St, Chicago, IL 60636
• 

  /2

  $895,000

  Pending

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

  606 S Roosevelt Ave, Arlington Heights, IL 60005

  LOCATION - EXPANDED - EXCELLENT SCHOOLS. This Park Manor colonial home is a gem. 2001 Flubacker design & JRC built addition makes this property a WOW. The floorplan is the perfect blend of traditional with sought after OPEN CONCEPT. Five bedrooms - 4.5 baths (steam shower).

  Susan Duchek Picket Fence Realty

  606 S Roosevelt Ave, Arlington Heights, IL 60005
• 

  

  /54

  $679,900

  Pending

  • 6 Beds
  • 3 Baths

  5055 W Argyle St, Chicago, IL 60630

  Perfect Opportunity for First-Time Buyer or Investor to own a 3 Flat in an Ideal Jefferson Park location! Close proximity to the award-winning Beaubien Elementary School and Taft High School! Park & playground is one block to the west, and CTA and Metra stops are just a few blocks and a short walk away. First time on the market in 39 years! Owner-occupied and/or Family-Occupied that whole time,

  Tom Brandt Keller Williams ONEChicago

  5055 W Argyle St, Chicago, IL 60630
• 

  

  /20

  $1,695,000

  • 5 Beds
  • 3.5 Baths
  • 4,100 Sq Ft

  9725 Woods Dr Unit 1913, Skokie, IL 60077

  MUST SEE THIS LUXURY AND ELEGANT PENTHOUSE ON THE 19TH FLOOR OF AN APARTMENT BUILDING. IT IS ONE OF THE LARGEST AND BEAUTIFUL RESIDENCES IN OPTIMA.OVER 4100 SQ FT OF LIVING AREA WITH PANORAMIC VIEWS.VERY PRIVATE. A LOT OF CUSTOM-MADE ITEMS LIKE WINDOW TREATMENTS, DESIGNER BATH FINISHES WITH ATTENTION TO DETAIL, AND MORE. BOTH SUITES ARE SEPARATED BY THE KITCHEN/DINING ROOM/GREAT ROOM. KITCHEN

  Urszula Topolewicz NowEquity Real Estate

  9725 Woods Dr Unit 1913, Skokie, IL 60077
• 

  

  /26

  $415,000

  Pending

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

  6535 S Kolin Ave, Chicago, IL 60629

  Welcome to this beautifully updated home located in the Midway Area. Nestled on a quiet, tree-lined block, this spacious residence offers 3 full levels of living space with room for everyone. This stunning home features 6 bedrooms and 2 full bathrooms, thoughtfully laid out with 2 bedrooms on each floor, providing flexibility for families, guests, or home office needs. The interior has been newly

  Andrea Maldonado Realty of America, LLC

  6535 S Kolin Ave, Chicago, IL 60629
• 

  

  /28

  $499,900

  Pending

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

  4430 Maple Ave, Richton Park, IL 60471

  BRAND NEW CONSTRUCTION - on 1.78 ACRES - MULTIPLE SHEDS/GARAGES - $10,000 CLOSING CREDIT - This spectacular 5 BR 3 bath custom home has been completely REBUILT from the ground up! Set back 100 feet from the street on an oversized 1.78 acre parcel, this newly constructed beauty boasts approximately 3,000 finished sq. ft, PLUS a full unfinished basement! Seller is offering a generous $10k CLOSING

  Cara Dulaitis Re/Max 10

  4430 Maple Ave, Richton Park, IL 60471
• 

  

  /47

  $479,900

  • 8 Beds
  • 3 Baths

  1419 S Kedvale Ave, Chicago, IL 60623

  Beautiful legal 3-unit building offering an excellent opportunity for both owner-occupants and investors. Spacious layouts, strong income-producing potential, and plenty of value-add opportunity make this property a standout option. Ideal for buyers looking to live in one unit while generating rental income or expand their investment portfolio with a solid multifamily property. Conveniently

  Edwin David Ruano Solaris Enterprises Inc

  1419 S Kedvale Ave, Chicago, IL 60623
• 

  

  /25

  $315,000

  $20K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 2,528 Sq Ft

  6210 S Sacramento Ave, Chicago, IL 60629

  Welcome to this beautifully maintained single-family home with exciting two-unit potential! Step inside to an inviting main level featuring a spacious living room, dedicated dining area, and two comfortable bedrooms. The second level boasts newly installed carpeting throughout, two additional bedrooms, and a convenient half bath. The lower level offers a generously sized bedroom, a three-quarter

  Michael Lopez Granada Realty LLC

  6210 S Sacramento Ave, Chicago, IL 60629
• 

  

  /35

  $298,000

  $2K PRICE DROP Pending

  • 5 Beds
  • 2.5 Baths
  • 2,718 Sq Ft

  11431 S Indiana Ave, Chicago, IL 60628

  This rare and expansive residence in Chicagoland has been beautifully and meticulously remodeled by one of the area's premier renovation groups, renowned for their exceptional craftsmanship and unwavering pride in delivering high-end transformations. Spanning an impressive three full levels of sophisticated living space, this truly exceptional home boasts 5 generously sized bedrooms, 3 luxurious

  Richard Harnik First Midwest Realty LLC

  11431 S Indiana Ave, Chicago, IL 60628
• 

  

  /9

  $239,000

  Pending

  • 5 Beds
  • 2 Baths

  6446 S Sangamon St, Chicago, IL 60621

  Turnkey investment opportunity you do not want to miss! Solid 2-unit building offering incredible income potential and endless possibilities for investors or owner-occupants looking to build generational wealth. Both units are fully vacant and move-in ready, allowing you to set your own rents immediately or live in one unit while collecting rental income from the other. The first unit features 2

  Eva Diaz ExaRealty LLC

  6446 S Sangamon St, Chicago, IL 60621
• 

  /2

  $140,000

  Pending

  • 6 Beds
  • 2 Baths

  339 S Kilbourn Ave, Chicago, IL 60624

  Short sale. Sold As-is

  Mike Tassone DNV Solutions LLC

  339 S Kilbourn Ave, Chicago, IL 60624
• 

  

  /6

  $2,300,000

  New Construction Pending

  • 6 Beds
  • 5.5 Baths
  • 4,200 Sq Ft

  4132 N Claremont Ave, Chicago, IL 60618

  Meath Custom Homes proudly presents an impeccably designed new-construction residence in the coveted North Center neighborhood. Ideally located at 4132 N Claremont, this home offers convenient access to Welles Park, the award-winning Coonley Elementary School, and the vibrant dining and shopping along Lincoln Avenue. Set on a 25X124 lot, the exterior showcases a timeless blend of Common Chicago

  Andre Nguyen Baird & Warner

  4132 N Claremont Ave, Chicago, IL 60618
• 

  

  /33

  $549,000

  Pending

  • 5 Beds
  • 3 Baths

  4217 W Grace St, Chicago, IL 60641

  One-of-a-kind opportunity to own a former bakery on a tree-lined street in highly sought after Old Irving Park. This two-flat home features a currently leased 2 bedroom/1 bathroom first floor unit, and a 3 bedroom/2-bathroom owner's unit. Long time owner of 20 years has lovingly taken care of the building with several recent improvements: roof 5-9 years, many windows under a year old, owner's

  Haylee Schwartz @properties Christie's International Real Estate

  4217 W Grace St, Chicago, IL 60641
• 

  

  /31

  $1,449,900

  New Construction Pending

  • 5 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  3055 N Christiana Ave, Chicago, IL 60618

  "The Christiana Collection". Development of six luxury single family homes being built by very experienced builder in Avondale/Logan Square. This is where elegance meets modern living with stunning craftsmanship, custom woodwork and attention to details. Open floor plan with 3 ensuite bedrooms on the second floor, including spa-like primary bath with heated floors, double vanity, separate shower

  Beata Gaska @properties Christie's International Real Estate

  3055 N Christiana Ave, Chicago, IL 60618
• 

  

  /62

  $5,795,000

  • 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
• 

  

  /10

  $750,000

  New Construction

  • 9 Beds
  • 6 Baths

  1309 S Avers Ave, Chicago, IL 60623

  Exceptional opportunity to build a brand-new three-unit building. The Lumen by Mosaic Chicago offers three thoughtfully designed 3-bedroom, 2-bath residences, each featuring open-concept living, durable wood-look plank flooring, shaker-style cabinetry, solid white quartz countertops, stainless steel appliances, tile backsplash, and porcelain tile bathrooms . Energy-efficient HVAC systems, smart

  Michael Saladino Keller Williams ONEChicago

  1309 S Avers Ave, Chicago, IL 60623
• 

  

  /12

  $399,997

  • 5 Beds
  • 2 Baths

  3704 W 58th St, Chicago, IL 60629

  *** Wonderful legal 2 flat located in the west lawn neighborhood***Features 5 bedrooms and 2 bathroom*** 1st FL features 3 bedroom along with 1 bathroom, laundry unit and has its own furnace and water tank..*** 2nd FL features a 2 bedroom, 1 bathroom laundry area, furnace and water tank*** Has a 2.5 car garage with a overhead door along with patio cover convenient for your gatherings *** located

  Marisela Mayorga Mayorga Realty Inc

  3704 W 58th St, Chicago, IL 60629
• 

  

  /25

  $574,999

  $15K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 1,187 Sq Ft

  3010 N Nottingham Ave, Chicago, IL 60634

  Welcome to this beautifully reimagined all-brick bungalow nestled in the desirable Mont Clare neighborhood. This fully renovated single-family home blends timeless charm with modern luxury, offering a truly move-in-ready experience. Step inside to a bright and inviting main level where refinished hardwood floors create warmth and elegance throughout. The heart of the home is the stunning,

  Gil Mendoza Space Finder Inc

  3010 N Nottingham Ave, Chicago, IL 60634
• 

  

  /9

  $240,000

  • 5 Beds
  • 2.5 Baths
  • 1,044 Sq Ft

  415 N Lawler Ave, Chicago, IL 60644

  Great Opportunity to Own this Fantastic 1.5 Story Home. Plenty of Space and Great Location!! Property features 3 bathrooms, 3 bedrooms on 2nd level and 2 bedroom in the basement, can also be used as recreation room of Family room. Newer flooring, newer mechanicals, newer roof, solid wood cabinetry including bathroom vanities and kitchen cabinets. Updated Electrical throughout. Huge back Yard with

  Francisco Ayala Chicagoland Brokers Inc.

  415 N Lawler Ave, Chicago, IL 60644
• 

  

  /17

  $625,000

  Pending

  • 10 Beds
  • 4 Baths

  2814 W Fletcher St, Chicago, IL 60618

  Attention Savvy Investors: Discover a rare, high-revenue opportunity in the heart of Chicago's buzzing Avondale neighborhood with this unique multi-unit property. Featuring two separate buildings on one lot, this asset offers a front building with two units and a rear building containing two units plus a finished basement with significant potential for a third garden unit, creating a clear path

  Oscar Darden DEI Realty LLC

  2814 W Fletcher St, Chicago, IL 60618

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