5-Bedroom Homes for Sale in Chicago, IL

• 

  

  

  /20

  $550,000

  • 5 Beds
  • 2 Baths

  2921 W Lyndale St, Chicago, IL 60647

  Perfect opportunity for an owner occupant to have a rental unit to help with mortgage or an investor looking for a solid ROI. 2 unit building with 3 beds and 1 bath in one unit and 2 beds, 1 bath in the other in the hottest part of Logan Square. Parking slab for 2 cars in the back. Steps from the Blueline train. Easy access to 90/94 expressway, groceries, restaurants, shopping and more. This

  Moises Pacheco Coldwell Banker Realty

  2921 W Lyndale St, Chicago, IL 60647
• 

  

  

  /29

  $365,000

  • 6 Beds
  • 2 Baths

  7924 S Lowe Ave, Chicago, IL 60620

  Check out this incredible investment opportunity in the vibrant and highly desirable Auburn Gresham community. This multifamily 2 flat was beautifully rehabbed in 2021. Both units feature stainless steel appliance packages along with dishwashers, central AC, and laundry in the basement. This property is a commuters dream; close to parks, restaurants, stores, public transportation, expressways,

  Deja Blair Blue Door Dave Inc

  7924 S Lowe Ave, Chicago, IL 60620
• 

  

  

  /16

  $383,000

  • 6 Beds
  • 2 Baths

  6660 S Michigan Ave, Chicago, IL 60637

  Welcome Home to this Beautiful Multiunit. This charming and spacious property offers 6 bedrooms and 2 full bathrooms, perfect for extended families, house hacking, or savvy investors looking for strong rental potential. Each unit has been thoughtfully updated with brand new cabinets, gleaming granite countertops, custom light fixtures, and stainless steel appliances that add a modern touch to

  Anna Comer HomeSmart Realty Group

  6660 S Michigan Ave, Chicago, IL 60637
• 

  

  

  /15

  $349,900

  • 5 Beds
  • 3 Baths

  7208 S Calumet Ave, Chicago, IL 60619

  Just listed on Chicago's vibrant South Side, this solid brick duplex is located just minutes from Hyde Park-an area rich in culture, community, and growth. Both tenant-occupied units feature hardwood floors, charming artificial fireplaces, separate furnaces and central A/C, and individual gas meters. A detached two-car garage completes this well-maintained investment. Current rental income is

  Alina Alexa McCurdy Engel & Voelkers Chicago

  7208 S Calumet Ave, Chicago, IL 60619
• 

  

  

  /5

  $1,099,000

  • 8 Beds
  • 13 Baths

  2137 W Chicago Ave, Chicago, IL 60622

  Outstanding 4-Unit Investment in Prime Ukrainian Village. Incredible opportunity to own a well-maintained, mixed-use 4-unit building in the heart of Ukrainian Village, featuring a fully detached coach house and approximately 4,924 sq. ft. of livable space. The property includes three residential units and a commercial storefront currently owner-occupied. This classic brick building showcases

  Nataliya Nedoshytko Cirque Groupe, Inc.

  2137 W Chicago Ave, Chicago, IL 60622
• 

  

  /33

  $344,900

  • 6 Beds
  • 4 Baths

  8132 S Marshfield Ave, Chicago, IL 60620

  Gain instant income with this updated classic brick 2-flat in the Auburn Gresham. This property offers (2) 3-bed, 2-bath units featuring: sun-filled living rooms with decorative fireplaces; formal dining rooms; large kitchens with shaker cabinets, quartz counts, stainless appliances and loads of storage; stylish bathrooms; spacious bedrooms; in-unit laundry; full un-finished basement and detached

  Anthony Disano Parkvue Realty Corporation

  8132 S Marshfield Ave, Chicago, IL 60620
• 

  

  /32

  $499,000

  • 6 Beds
  • 2.5 Baths
  • 3,850 Sq Ft

  1511 N Monitor Ave, Chicago, IL 60651

  Classic Chicago Bungalow Duplex on tree-lined street, wood floors, separate sitting room. large kitchen. New Listing - Ideal for First-Time Buyers or Investors! 6-Bedroom Duplex Single-Family Home in Hot Austin Neighborhood Welcome to 1511 N Monitor Ave - a spacious and versatile duplex-style single-family home featuring 6 bedrooms and 2 full bathrooms on an oversized lot in the vibrant and

  Edgar Yuquilima Real People Realty Inc

  1511 N Monitor Ave, Chicago, IL 60651
• 

  

  /22

  $250,000

  • 9 Beds
  • 3 Baths

  8151 S Bennett Ave, Chicago, IL 60617

  This expansive brick 2-flat offers versatile living across three fully finished levels. Entire home was recently rented for $3500+! The 1st floor and lower level duplex down unit level features 6 bedrooms, 2 full baths, full kitchen, large living room/dining combo and an enclosed front patio room. New vinyl tile flooring throughout 1st floor and lower level. The finished basement includes a rec

  Eric Marcus Keller Williams ONEChicago

  8151 S Bennett Ave, Chicago, IL 60617
• 

  

  /59

  $2,495,000

  • 19 Beds
  • 11 Baths

  1509 N Sedgwick St, Chicago, IL 60610

  Incredible investment opportunity in the heart of Old Town, just steps from the vibrant bars, restaurants, and shops of Wells Street. This oversized 3-flat spans over 7,000 square feet across five levels, offering exceptionally large units and tremendous income potential. The property features three expansive apartments: an 8-bedroom, 7-bedroom, and 4-bedroom unit-perfect for an Airbnb operator

  Tyler Weekes Star Realty & Management

  1509 N Sedgwick St, Chicago, IL 60610
• 

  

  /33

  $495,000

  • 9 Beds
  • 3 Baths

  7654 S Emerald Ave, Chicago, IL 60620

  Stunning fully-rehabbed 3-unit greystone located in the Auburn Gresham neighborhood. This 3-unit building offers modern luxury and classic charm. Featuring a total of 9 bedrooms and 3 full bathrooms, each unit boasts beautiful hardwood floors, spacious layouts, and separate living/dining rooms. A full gut rehab in 2025 includes new roof, porch, windows, tuckpointing, central air/heat, stainless

  Jessica Hayes Century 21 S.G.R., Inc.

  7654 S Emerald Ave, Chicago, IL 60620
• 

  

  /16

  $655,000

  • 6 Beds
  • 3 Baths

  5352 W Dakin St, Chicago, IL 60641

  Exceptional Legal 3-Flat Investment Opportunity in Sought-After Portage Park! Proudly presenting this well-maintained brick legal 3-flat located in the heart of Portage Park - one of Chicago's most desirable neighborhoods. Perfect for investors or owner-occupants seeking rental income, this property offers stability, upside potential, and long-term value. Each spacious unit features

  Zain Nasir Illinois Real Estate Partners

  5352 W Dakin St, Chicago, IL 60641
• 

  

  /66

  $1,725,000

  • 6 Beds
  • 4.5 Baths
  • 4,000 Sq Ft

  1252 W Carmen Ave, Chicago, IL 60640

  Welcome to 1252 W Carmen Avenue, a beautifully renovated Greystone situated on an oversized lot on a quiet, tree-lined street in Andersonville, offering convenient access to the shops, dining, and cultural destinations of Andersonville and Broadway. Sitting on a rare 40' x 150' lot with no alley behind it, the spacious backyard is truly a peaceful oasis in the city providing a unique, private

  Kathleen Bradshaw @properties Christie's International Real Estate

  1252 W Carmen Ave, Chicago, IL 60640
• 

  

  /21

  $199,900

  • 5 Beds
  • 3 Baths
  • 6,200 Sq Ft

  7225 S Princeton Ave, Chicago, IL 60621

  HIGHLY MOTIVATED SELLER**PRICE TO SELL QUICKLY**BRING ALL OFFERS**AWESOME OPPORTUNITY TO OWN THIS MASSIVE HOME 5 BEDROOMS, 3 BATHROOMS IN GREATER GRAND CROSSING. PLENTY OF LIVING SPACE. SOLD AS IS CLOSE TO THE EXPRESSAY AND PUBLIC TRANSPORTATION**GROCERY STORES AND SHOPPING**

  Ola Sanni Centurion Realty & Estates Inc

  7225 S Princeton Ave, Chicago, IL 60621
• 

  

  /26

  $650,000

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

  5863 N Kenmore Ave Unit 2, Chicago, IL 60660

  Welcome to this stunning vintage condo in the heart of Edgewater, offering five spacious bedrooms and three beautifully appointed bathrooms within an expansive 3,800 square feet of living space. Nestled just one block from the serene lakefront, this second-floor walk-up combines classic charm with modern comforts. The unit boasts meticulously restored woodwork throughout, adding warmth and

  Sarah Dermody Compass

  5863 N Kenmore Ave Unit 2, Chicago, IL 60660
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  /32

  $519,000

  • 9 Beds
  • 3 Baths

  7959 S Essex Ave, Chicago, IL 60617

  Great Investment opportunity! Beautifully rehabbed 3 unit building. You can live in one unit and collect steady cash flow from the other two units. Basement has been converted into a legal 3rd unit. Each unit has been completely redone with freshly painted walls, recessed lighting, refinished hardwood flooring or vinyl flooring, brand new bath rooms with white subway tile showers and new

  Frank Montro Keller Williams Preferred Rlty

  7959 S Essex Ave, Chicago, IL 60617
• 

  

  /18

  $349,900

  • 5 Beds
  • 1 Bath
  • 1,704 Sq Ft

  3751 W 63rd Place, Chicago, IL 60629

  Don't miss this impressive West Lawn two-story home situated on a rare double city lot (with just one tax bill). This spacious property features a bright living room, formal dining room, kitchen with new countertops and a walk-in pantry, plus a versatile 5th bedroom or office, and welcoming foyer, all on the main level. Upstairs, you'll find three generously sized bedrooms and a large master

  Osvaldo Contreras Urbanitas Inc.

  3751 W 63rd Place, Chicago, IL 60629
• 

  

  /20

  $415,000

  • 6 Beds
  • 3 Baths

  5722 S Aberdeen St, Chicago, IL 60621

  Take a look at this legally zoned three-unit property, featuring all two-bedroom, one-bath units, plus an unfinished coach house in the rear. The coach house is what qualifies the property as a three-unit setup, though it is currently stripped down to the studs. We have an estimate for its demolition, and the seller is open to offering a price reduction for its removal. Additionally, there's a

  dontes gartley Blue Door Dave Inc

  5722 S Aberdeen St, Chicago, IL 60621
• 

  

  /21

  $449,000

  • 5 Beds
  • 2 Baths

  4555 S Halsted St, Chicago, IL 60609

  New investment opportunity at 4555 S. Halsted, conveniently located near Bridgeport and Chicago"s vibrant neighborhoods with great shopping, dining and employment opportunities. Easy access to public transportation and major highways.Many updates including new roof 2024, kitchens and floor Canaryville Classic Great investment or live in owner opportunity. Two units. Both are large units move-in

  Michael Rychtanek Berkshire Hathaway HomeServices Chicago

  4555 S Halsted St, Chicago, IL 60609
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  /34

  $829,000

  • 7 Beds
  • 3 Baths

  2826 N Rockwell St, Chicago, IL 60618

  Prime 3-flat in the highly sought-after AVONDALE neighborhood! This well-maintained building sits on an EXTRA-WIDE LOT and offers a total of 7 bedrooms and 3 full bathrooms, along with a 3-car brick garage with NEW (2024) tuckpointing, concrete floors and walls. Each unit is spacious with hardwood floors throughout and separate utilities. The First and Second floor units features 3 bedrooms with

  Regina Rueda Exit Grace Realty

  2826 N Rockwell St, Chicago, IL 60618
• 

  

  /16

  $619,900

  • 5 Beds
  • 2 Baths

  3326 W Crystal St, Chicago, IL 60651

  Beautiful 2-Unit Brick Building Steps from Humboldt Park Located just steps from vibrant Humboldt Park, this spacious and well-maintained 2-unit brick building offers a fantastic investment opportunity or live-in owner option in one of Chicago's most desirable and rapidly developing neighborhoods. Surrounded by new construction and recent rehabs, this property is ideally situated for long-term

  Michael Sahli Home-Site Realty, Inc.

  3326 W Crystal St, Chicago, IL 60651
• 

  

  /8

  $220,000

  • 6 Beds
  • 2 Baths

  5256 S Carpenter St, Chicago, IL 60609

  Welcome to 5256 S Carpenter St, Chicago, IL 60609! This is a unique opportunity to own a property within a vibrant community. The home is currently gutted, providing a blank canvas for your vision, with brand new windows installed. Whether you're looking to create your dream residence or looking to invest in a very promising project. The property features a spacious layout ready for your

  Sherry Davis Epique Realty Inc

  5256 S Carpenter St, Chicago, IL 60609
• 

  /2

  $465,000

  • 8 Beds
  • 6 Baths

  Unlisted Address

  Rarely available 4 flat with 2 units occupied on a month-to-month tenancy. Spacious units, with separate heating, brick garage and shed. Two units are vacant, needs some updates but has a lot of potential.

  Susan Durham Durham Realty

  Unlisted Address
• 

  

  /17

  $424,900

  • 7 Beds
  • 2 Baths

  7835 S Carpenter St, Chicago, IL 60620

  WOW,PREPARE TO BE IMPRESSED WITH THIS STUNNING 2 UNITS HOME . FIRST FLLOR UNIT HAS 4 BEDROOMS SECON FLOOR HAS 3 BEDROOMS ,EACH UNIT HAS BEAUTIFUL BATHROOMS,HUGE KITCHENS WITH GRANITE COUNTER TOPS AND SS APPL.NEW DOORS AND ALL TRIMS,FRESHLY PAINTED.EACH UNIT HAS OWN LAUNDRY.

  Zofia Strzep Housecenter Realty,Inc.

  7835 S Carpenter St, Chicago, IL 60620
• 

  

  /30

  $335,000

  • 7 Beds
  • 3 Baths

  2743 S Sawyer Ave, Chicago, IL 60623

  Solid Brick 2-Unit with Finishesd Attic - Great Investment in Little Village! 3BR/1BA units with great rental potential. Second floor recently updated; first floor ready for your finishing touches. Finished attic adds extra bedroom and living space-ideal for extended family or additional income. Features include a enclosed porch, additional room, backyard, 2-car garage, and ample street

  Dolores Raya Coldwell Banker Realty

  2743 S Sawyer Ave, Chicago, IL 60623
• 

  

  /25

  $430,000

  • 5 Beds
  • 3 Baths

  4138 W Potomac Ave, Chicago, IL 60651

  Renovated Brick 2-Flat with Garden Unit in Humboldt Park. Features: updated kitchens, baths, hardwood flooring, and mechanicals-including 3 furnaces (2016), updated electrical/plumbing, and newer roof layer with rebuilt parapet walls. Features PWC windows, 4 electric meters, 3 gas meters, and a 2-car garage. The garden-level 1-bed unit adds rental potential. Ideal for investors or owner-occupants

  Stilian Dinev Vanguard Realty, Inc.

  4138 W Potomac Ave, Chicago, IL 60651
• 

  

  /38

  $248,900

  • 6 Beds
  • 3 Baths
  • 2,500 Sq Ft

  1 E 114th St, Chicago, IL 60628

  6 large bedrooms, 3 full baths plus office/study area. New rehab throughout with modern ceiling fans in all the bedrooms. living room with fireplace, new kitchen with granite countertops and stainless-steel appliances. Huge family/dining room for entertainment. Full walkout basement with a lot of extra storage. New roof, electric, and tuckpoint. Private backyard for family relaxation and for

  Ola Sanni Centurion Realty & Estates Inc

  1 E 114th St, Chicago, IL 60628
• 

  

  /47

  $670,000

  • 6 Beds
  • 4 Baths

  2713 S Crowell St, Chicago, IL 60608

  Two Homes, One Opportunity, Live, Rent, Prosper,2713 S Crowell St, Chicago, IL 60608, Move-In Ready 2-Flat located in the heart of Bridgeport, one of Chicago's most vibrant and fast-growing neighborhoods. The building stands out in the street. Step into this beautifully updated 2-flat, perfect for multi-generational living or as a turnkey investment opportunity. First Floor (2024 completed

  linda lin RE/MAX Suburban

  2713 S Crowell St, Chicago, IL 60608
• 

  

  /26

  $330,000

  • 5 Beds
  • 2 Baths

  2909 W Harrison St, Chicago, IL 60612

  THIS IS IT! WELL MAINTAINED BRICK BUILDING NEAR 290 EXPRESSWAY WHERE YOU'RE MINUTES FROM DOWNTOWN OR WESTERN SUBURBS, THE MEDICAL DISTRICT, RUSH UNIVERSITY, & THE UNITED CENTER. PUBLIC TRANSPORTATION BASICALLY OUTSIDE YOUR DOOR AND PLENTY OF STREET PARKING. PROPERTY WAS UPDATED IN 2019 WITH NEW FURNACES, HOT WATER TANKS, ELECTRIC, FRONT AND BACK PORCHES, WINDOWS & ROOF REPAIR. SOME TUCKPOINTING

  Josephine Kelton LL Realty

  2909 W Harrison St, Chicago, IL 60612
• 

  

  /10

  $74,900

  • 6 Beds
  • 2 Baths

  1517 W Marquette Rd, Chicago, IL 60636

  Frame 2 Flat with a full unfinished Basement. Large 3 bedroom units, modern kitchens and baths. The property needs rehab and is sold as is. No survey provided.

  David Williamson Choice Realty Group Inc.

  1517 W Marquette Rd, Chicago, IL 60636
• 

  

  /11

  $800,000

  • 7 Beds
  • 5 Baths

  2567 S Emerald Ave, Chicago, IL 60616

  Welcome to this corner 4 unit building in prime Bridgeport Neighborhood. Well care and maintained. Front building has 2 units + finish basement with extra living space, lots of updates (2023). Roof (2012), Siding (2020), main door (2020), sidewalk (2024). Rear Building has 2 units, beautiful complete rehab (2020). All units have central air and force heat. Lots of improvements. Security

  David Fuentes American International Realty

  2567 S Emerald Ave, Chicago, IL 60616
• 

  

  /20

  $314,900

  • 8 Beds
  • 3 Baths

  6948 S Eberhart Ave, Chicago, IL 60637

  Two unit is excellent condition and fully occupied is waiting for its new owner. Premium property in the Greater Grand Crossing community on quiet block. Unit 1 is duplexed down 5 bed 2 baths. Unit 2 is 3 bed 1 bath. Rent is below average for the market. Some notice needed to show - please do not disturb occupants.

  Lisa Foster @properties Christie's International Real Estate

  6948 S Eberhart Ave, Chicago, IL 60637
• 

  

  /49

  $385,000

  • 6 Beds
  • 3 Baths

  6632 S Maplewood Ave, Chicago, IL 60629

  This well-kept gem offers flexibility, charm, and investment potential. Each unit features 3 spacious bedrooms, a full bath, and approximately 1,000 sq ft of living space, plus original woodwork and large eat-in kitchens that blend character with functionality. The upstairs unit features a private balcony, ideal for savoring morning coffee or unwinding in the evening. A full basement and attic

  Crystal Banks Landstar Realty Group, Inc.

  6632 S Maplewood Ave, Chicago, IL 60629
• 

  

  /8

  $85,900

  • 6 Beds
  • 2 Baths

  347 W 59th Place, Chicago, IL 60621

  2 flat building located conveniently off the expressway. There are plans for city improvements within walking distance of property. Building requires full rehab. Investors welcomed. Signed hold harmless agreement required before entering.

  Kelly Turner Century 21 Circle

  347 W 59th Place, Chicago, IL 60621
• 

  /2

  $700,000

  • 7 Beds
  • 6 Baths

  1526 E 65th Place, Chicago, IL 60637

  Excellent investment opportunity in the thriving Woodlawn community! This well-constructed, three-unit brick building presents significant potential for investors or homeowners interested in generating rental income. Unit 1 features two bedrooms and two bathrooms; Unit 2 offers two bedrooms and two bathrooms; and Unit 3 includes three bedrooms and one bathroom, providing flexible living

  Stephon Walker Compass

  1526 E 65th Place, Chicago, IL 60637
• 

  

  /17

  $80,000

  • 8 Beds
  • 3 Baths

  6835 S May St, Chicago, IL 60621

  Experience Englewood from a Place called HOME. Plant a Seed and Watch it Grow. Related Living Opportunity Alert! Multi-Generational Design Provides for Small Residential Income Use as Well Get 2 Legal Dwelling Units to Maximize Efficiency and Minimize Cost. 2 "Doors" Instead of 1 Increases the Value Exponentially. Opportunity to Duplex Up from Main Level while Having a 2 Bedroom Garden Unit as

  Benjamin Randle HomeSmart Connect LLC

  6835 S May St, Chicago, IL 60621
• 

  

  /80

  $8,790,000

  • 5 Beds
  • 8 Baths
  • 9,512 Sq Ft

  1878 N Orchard St, Chicago, IL 60614

  Stunning beyond words, this East Lincoln Park masterpiece redefines luxury at every turn. Set on a 36x131 on coveted Orchard street, this 9,500 square foot home speaks to a most discerning buyer seeking the ultimate blend of superior craftsmanship and refined luxury. A chic city retreat featuring a plunge pool and beautifully landscaped yard. Upon entering, you are welcomed by the striking drama

  Susan Miner Premier Relocation, Inc.

  1878 N Orchard St, Chicago, IL 60614
• 

  

  /20

  $349,900

  • 7 Beds
  • 3 Baths

  6324 S Morgan St, Chicago, IL 60621

  This beautifully rehabbed multi-unit would be a great opportunity for a new investor or a buyer looking to house hack! A full gut rehab was completed in 2022 along with full tear off and replacement of the roof. The upstairs unit is duplexed with 5 bedrooms and 2 full bathrooms. The downstairs unit is a walk-out with 2 bedrooms and 1 full bath. Both units are furnished with full appliances,

  Sarah Qualls Coldwell Banker Realty

  6324 S Morgan St, Chicago, IL 60621
• 

  

  /50

  $2,595,000

  • 5 Beds
  • 3.5 Baths
  • 4,036 Sq Ft

  42 E Schiller St, Chicago, IL 60610

  Hidden in Plain Sight - A Gold Coast Gem. Just half a block from Lake Michigan, tucked into the architectural charm of Chicago's iconic Gold Coast, this extraordinary brownstone blends timeless elegance with modern sophistication. Set on a quiet, tree-lined, one-way street between legendary Lake Shore Drive and historic Astor Street, this 5-bedroom, 3 and a half bath residence spans over 4,000

  Jill Silverstein Compass

  42 E Schiller St, Chicago, IL 60610
• 

  

  /10

  $300,000

  • 5 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  8732 S Laflin St, Chicago, IL 60620

  An Auburn Gresham Gem. It will be hard to find this type of space, quality rehabbed property at this low price in this community. This bungalow features 5 generous sized bedrooms and 1 in basement. Two full bathrooms and One 1/2 bathroom. A living room, a family room, kitchen with stainless steel appliances, a laundry with washer and dryer, a full finished basement, a rear deck and a two car

  James Dukes Illinois Real Estate Partners

  8732 S Laflin St, Chicago, IL 60620
• 

  

  /29

  $327,500

  • 5 Beds
  • 2.5 Baths
  • 1,852 Sq Ft

  3710 W 60th Place, Chicago, IL 60629

  Updated West Lawn Home - Move-In Ready! This well-maintained 4-bed, 1.5-bath home in West Lawn has been recently refreshed with new paint, updated landscaping, and thoughtful touches throughout. The finished basement features 3 bonus rooms and an additional bathroom-perfect for added living space, a home office, or entertaining. Located just minutes from Midway Airport, local shops,

  Alexander Soto Realty of America

  3710 W 60th Place, Chicago, IL 60629

Showing Results 481 - 520, Page 13 of 18