Homes for Sale in Chicago, IL with 5-Bedrooms

• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
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  /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

  $309,000

  $26K 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
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  /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
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  /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
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  /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
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  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  /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
• 

  

  /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
• 

  

  /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

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