5-Bedroom Homes for Sale in Chicago, IL

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  /27

  $600,000

  • 9 Beds
  • 6 Baths

  7711 S Essex Ave, Chicago, IL 60649

  Welcome to 7711 S. Essex Ave - a beautifully renovated jumbo three-flat boasting approximately 5,600 sq ft of total living space, offering a rare blend of size, style, and modern convenience in one of Chicago's most up-and-coming neighborhoods. Each spacious unit features 3 large bedrooms and 2 full bathrooms, thoughtfully designed with contemporary finishes throughout. The property has

  Colleen Berg Berg Properties

  7711 S Essex Ave, Chicago, IL 60649
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  /43

  $459,000

  • 9 Beds
  • 3 Baths

  4322 W Jackson Blvd, Chicago, IL 60624

  Tastefully updated 2 unit building with in-law arrangement. Full finished basement. Three floors of living space featuring 9 bedrooms and 3 bathrooms. First floor unit features 3 bedrooms, one bathroom, kitchen and living room. Second floor unit features 4 bedrooms, one bathroom, kitchen, living room, dining room and mechanical room. There are additional two bedrooms, a bathroom, living room,

  Damian Wojcik Chicagoland Brokers, Inc.

  4322 W Jackson Blvd, Chicago, IL 60624
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  /41

  $1,350,000

  • 6 Beds
  • 6 Baths

  1242 W Huron St, Chicago, IL 60642

  Fully gut-renovated in 2017, this well-maintained 3-flat in West Town is a smart, income-producing asset with a projected $108,000/year in rental income and an estimated 8% cap rate. Each of the three 2 bed / 2 bath units features open-concept living, quartz countertops, white soft-close cabinets, subway tile backsplash, West Elm lighting, hardwood floors, and in-unit laundry. Two of the three

  Elizabeth Jones Keller Williams ONEChicago

  1242 W Huron St, Chicago, IL 60642
• 

  

  

  /22

  $599,900

  • 8 Beds
  • 4 Baths

  2800 S Saint Louis Ave, Chicago, IL 60623

  Unique, completely remodeled 2 unit/duplex. Everything brand new- Roof, windows, furnance. Each unit with 2 story with 10ft ceilings on first floor. Each unit with built laundry hook ups. Unit one with partially finished basement. Plenty of parking with 2 car gararage, side apron and driveway. This is the best that Little Village has to offer.

  Rayed Yasin ELLSBURY GROUP LLC

  2800 S Saint Louis Ave, Chicago, IL 60623
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  /9

  $319,900

  • 12 Beds
  • 3 Baths

  3944 W Gladys Ave, Chicago, IL 60624

  BRICK 3 unit plus basement LOCATED IN the WEST GARFIELD PARK NEIGHBORHOOD. FIRST, SECOND AND THIRD FLOOR UNITS HAVE 4 BEDROOMS, LIVING ROOM SEPARATE FROM FORMAL DINING ROOM, HIGH CEILINGS, HARDWOOD FLOORS, some original woodwork. ALL WITH HISTORIC CHARM. CONVENIENT LOCATION. CLOSE TO BEAUTIFUL GARFIELD PARK, SCHOOLS, PUBLIC TRANSPORTATION, I-290 EXPRESS WAY. Fourteen MINUTES TO DOWNTOWN/30

  David Williamson Choice Realty Group Inc.

  3944 W Gladys Ave, Chicago, IL 60624
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  /21

  $699,000

  • 5 Beds
  • 3 Baths

  3633 W Oakdale Ave, Chicago, IL 60618

  Don't miss this upgraded brick 2-flat situated in the vibrant Avondale neighborhood of Chicago. Each unit offers 2 spacious bedrooms, 1 full bathroom, separate living and dining rooms, a generous kitchen, laundry room, and an enclosed back porch. Both units are equipped with central heating and cooling. The basement includes additional living space-perfect for related living or future expansion.

  Arkadiusz Szejgiec Coldwell Banker Real Estate Group

  3633 W Oakdale Ave, Chicago, IL 60618
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  /25

  $395,000 Open Sat 1PM - 3PM

  • 6 Beds
  • 4 Baths

  1657 N Austin Ave, Chicago, IL 60639

  CLASSIC CHICAGO Brick 2 flat Building now available in Beautiful North Austin/Galewood. The building offers 2 apartments with an unfished basement. The 1st floor offers a spacious living room with separate dining room, 3 bedrooms single bathroom, modern kitchen with additional space in porch area. The 2nd floor offers the same layout, large living room, separate dining room, 3 bedrooms, 2

  Fernando Roman RE/MAX Partners

  1657 N Austin Ave, Chicago, IL 60639
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  /20

  $385,000

  • 7 Beds
  • 3 Baths

  8122 S Kingston Ave, Chicago, IL 60617

  Investor's Dream! Don't miss this opportunity to own a spacious and well-maintained 2-unit property offering immediate rental income. Both units are currently tenant-occupied, providing instant cash flow for the savvy investor. The second-floor unit features a bright and airy 3-bedroom layout filled with natural light. The first-floor unit is a modern 3-bedroom apartment with updated

  Reggie Eaton Park Place Realty Group LLC

  8122 S Kingston Ave, Chicago, IL 60617
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  /33

  $420,000

  • 5 Beds
  • 2 Baths

  611 N Monticello Ave, Chicago, IL 60624

  Discover this solid 5-bedroom, 2-bathroom multi-unit property located in the heart of Humbolt/West Garfield Park. Featuring a partially finished basement, this home offers excellent potential for added living space or future rental income. Enjoy the convenience of a brand-new garage, a newly installed privacy fence, and one new furnace - all enhancing the value and comfort of the property. Each

  Morgan Fernandez Luna Realty Group

  611 N Monticello Ave, Chicago, IL 60624
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  /16

  $459,900

  • 6 Beds
  • 3 Baths
  • 1,997 Sq Ft

  1428 N Central Ave, Chicago, IL 60651

  AMAZING EXTRA-LARGE BUNGALOW!! - A High-End Luxury Masterpiece at 1428 N Central Ave, Chicago, IL 60651. Welcome to this stunning, fully-renovated brick bungalow where luxury, space, and craftsmanship meet. Situated on an extra-wide lot in one of Chicago's most vibrant neighborhoods, this home is a true showstopper-a property where no detail has been overlooked and no expense has been spared.

  Rob Wilczynski Luna Realty Group

  1428 N Central Ave, Chicago, IL 60651
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  /25

  $349,900

  • 5 Beds
  • 3 Baths
  • 2,005 Sq Ft

  11322 S Lowe Ave, Chicago, IL 60628

  I THINK YOU CAN STOP LOOKING NOW! Welcome to 11322 S Lowe-a fully updated Chicago classic that checks every box on your wish list! This tastefully renovated brick bungalow features 5 bedrooms, 3 full bathrooms, a finished basement with a sixth additional guest room and just about everything you will need to call this "HOME." It is not just gorgeous, with coffered ceilings and green accents

  Pamela Mondane Coldwell Banker Realty

  11322 S Lowe Ave, Chicago, IL 60628
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  /32

  $350,000

  • 6 Beds
  • 2 Baths

  7436 S Langley Ave, Chicago, IL 60619

  Discover this beautifully rehabbed legal 2unit building offering a fantastic opportunity for both homeowners and investors. Each spacious unit features 3 bedrooms and 1 full bath, thoughtfully updated with modern finishes while maintaining a warm, inviting feel. The property boasts a recent renovation throughout, giving you peace of mind and a moveinready experience. The unfinished basement

  Diego Andrade Coldwell Banker Realty

  7436 S Langley Ave, Chicago, IL 60619
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  /29

  $615,000

  • 5 Beds
  • 4 Baths

  6604 S Langley Ave, Chicago, IL 60637

  Welcome to Woodlawn! This beautifully renovated grey stone building offers the perfect blend of classic charm and modern living. The property features two thoughtfully designed units, making it ideal for a multi-generational setup, rental income, or as a spacious primary residence. The building has been equipped with all new mechanicals, roof and windows. The first unit is a stunning duplex-up,

  Teneshia Brass Premier Midwest Realty, INC

  6604 S Langley Ave, Chicago, IL 60637
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  /7

  $75,000

  • 5 Beds
  • 2 Baths

  3830 W Fillmore St, Chicago, IL 60624

  TOTAL REHAB, INSIDE AND OUTSIDE! OWNER WILLING TO QUIT CLAIM IT TO ANY BUYER, BUT...COMPLICATIONS. HE HASN'T PAID TAXES SINCE 2011, BUT THEY ARE NOT SOLD. I PULLED REDEMPTION, BUT NOT FORFEITURES. ORDER OF DEMOLITION FROM 2016 MUST BE VACATED. BUILDING IS STILL THERE. MUST FILE MOTION TO VACATE INJUNCTION AGAINST SELLING. SO BUYER MUST PROVE, NOT ONLY CAPABILITY OF PURCHASING PROPERTY, BUT ALSO

  Andy Gerakaris Ziggy Realty and Builders

  3830 W Fillmore St, Chicago, IL 60624
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  /22

  $360,000

  • 6 Beds
  • 3 Baths

  8227 S Evans Ave, Chicago, IL 60619

  Yellow brick 3 unit building with a 3 car brick garage! Yup!!! All brick. Perfect opportunity to own and occupy a multi-unit building in Chatham. 2 of the three units have been updated and are income generating. The third unit is waiting for you.

  Yanira Doyle Century 21 IMPACT

  8227 S Evans Ave, Chicago, IL 60619
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  /6

  $295,000

  • 5 Beds
  • 2 Baths
  • 1,400 Sq Ft

  4236 W 78th St, Chicago, IL 60652

  Home has had same owners for over 40 years. Being Sold as is. This is an estate sale we have little information. Many updates to systems Heat and air 6 years, roof approximately 5 years water heater 3 years but not updated needs new owner Ideas. Buyer can do an inspection, but owner will not negotiate or give credits. Structure is sound Needs cosmetic decorating.

  Pat Cesario Compass

  4236 W 78th St, Chicago, IL 60652
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  /29

  $499,000

  • 5 Beds
  • 2 Baths
  • 2,352 Sq Ft

  10829 S Maplewood Ave, Chicago, IL 60655

  Gorgeous Brick Victorian - this charming rehab features new electrical, new copper plumbing, exterior concrete new electric boiler, drywall, carpet, back deck. The upstairs features four bedrooms, with a master that has a separate changing area, as well an attached home office/fitness room and balcony. The first floor, with original hardwood flooring has an additional bedroom and full bath with

  Jaime Coates Baird & Warner

  10829 S Maplewood Ave, Chicago, IL 60655
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  /24

  $450,000

  • 6 Beds
  • 3 Baths

  4028 W Crystal St, Chicago, IL 60651

  Unique 2 Unit building with finish basement, Must see all the updates that have been done, this building offer 2 master Bedroom with master bathrooms, 2 car garage plus slab for 2 extra cars, Basement has a lease until late November, very well taken care of building, Being sold AS-IS, Please allow 1/2 notice to show

  David Ortiz Keller Williams Infinity

  4028 W Crystal St, Chicago, IL 60651
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  /23

  $549,900

  • 5 Beds
  • 3 Baths

  5638 N Parkside Ave, Chicago, IL 60646

  Jefferson Park very nice 2 flat with extra in law suite in basement. Separate gas forced air furnaces with central air. Updated cabinets in kitchens and nicely tiled baths. Refinished hardwood floors. 6 room 3 bedroom one bath apartment on 1st floor. Sharp looking 5 room 1 bedroom + office on 2nd floor and a nice open/spacious 1 bedroom unit in basement. 2 car garage and a very nice yard in

  Matthew Mika Compass

  5638 N Parkside Ave, Chicago, IL 60646
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  /35

  $759,000

  • 8 Beds
  • 3 Baths

  814 S Leavitt St, Chicago, IL 60612

  Fully rehabbed! turn key opportunity. Hot Tri-Taylor Historic district, walking distance to University of Illinois and Medical Center, Very easy access to expressway and Metra station. University school bus covered area. Great investment opportunity to live in one unit and rent out the other one. currently fully rented to travel nurses

  Jenny Fultz Jin's Group Corporation LTD

  814 S Leavitt St, Chicago, IL 60612
• 

  

  /23

  $599,999

  • 8 Beds
  • 4 Baths

  2356 S Lawndale Ave, Chicago, IL 60623

  Incredible opportunity to own a well-maintained multi-unit property in the heart of Chicago's Little Village neighborhood sitting on a DOUBLE LOT!! (Separate PIN) This solid brick building features three spacious apartments plus a fully equipped mother-in-law unit, perfect for extended family living. Total of 10 bedrooms 4 bathrooms. Each unit offers generous living space, hardwood floors,

  Miguel Gutierrez GMC Realty LTD

  2356 S Lawndale Ave, Chicago, IL 60623
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  /29

  $549,000

  • 8 Beds
  • 3 Baths

  6816 S Champlain Ave, Chicago, IL 60637

  Calling All Owner-Occupiers and Turnkey Investors looking for high rent potential. Come see this newly renovated duplex down 2 Flat in the HOT Woodlawn area teeming with new development. The building consist of a 1st floor duplex down unit with 5 bedrooms, 2 baths and a laundry room. The 2nd floor unit has 3 bedrooms and 1 bathroom. With stainless steel appliances, central heat and AC, 2-car

  Darvel Desroches 1804 Realty Group LLC

  6816 S Champlain Ave, Chicago, IL 60637
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  /35

  $1,298,000

  • 9 Beds
  • 3 Baths

  1415 W George St, Chicago, IL 60657

  Built in 1893, this property has been in the same family since 1967. This historic, handsome and well-maintained three-unit property is not only a rare find, but also a must see. A classic brick and limestone three-flat that offers a unique blend of vintage charm and updates in one of Chicago's most desirable neighborhoods. Each of the three units features 2-3 bedrooms, one full bath, a

  Keith Goad Berkshire Hathaway HomeServices Chicago

  1415 W George St, Chicago, IL 60657
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  /17

  $360,500

  • 5 Beds
  • 2.5 Baths

  2234 N Neva Ave, Chicago, IL 60707

  Enormous 5 bedroom and 2.5 bathroom home with new windows, roof and siding. The lot is 200 feet deep. All of the exterior work has been done and the interior is partially gutted. This is a great opportunity to renovate the way you want it! There is a full bathroom, a 1/2 bathroom, living room, dining room, eat-in kitchen and 2 bedrooms on the first floor. The second floor has a full bathroom, 3

  JASON REINER Solid Realty Services Inc

  2234 N Neva Ave, Chicago, IL 60707
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  /31

  $599,900

  • 5 Beds
  • 3 Baths

  4845 N Keystone Ave Unit 1S, Chicago, IL 60630

  Welcome to your dream home now available in North Mayfair! This luxurious and spacious 5-bedroom, 3-full-bath duplex has everything you've been searching for plus more. With hardwood floors throughout and a bright, open floor plan, this home is perfect for comfortable living and effortless entertaining. The modern kitchen features quartz countertops, stainless-steel appliances, and tons of

  Vikrant Saluja Real Properties Realty Group, Inc.

  4845 N Keystone Ave Unit 1S, Chicago, IL 60630
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  /60

  $799,999

  • 5 Beds
  • 3 Baths

  3331 N Drake Ave, Chicago, IL 60618

  Discover this beautifully renovated 2-flat in the heart of Chicago's vibrant Avondale neighborhood, a perfect opportunity for both owner-occupants and investors seeking modern luxury and income potential. Nestled in one of the city's most sought-after areas, this property seamlessly blends high-end finishes with the practicality of a revenue-generating unit, all in a prime location that's

  Donald Hajdari AAA Real Estate

  3331 N Drake Ave, Chicago, IL 60618
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  /39

  $1,040,000

  • 11 Beds
  • 3 Baths

  1527 N Western Ave, Chicago, IL 60622

  Calling all investors and house hackers! Brick legal three-flat with an additional garden unit on the edge of Wicker Park. This SOLID building features eleven bedrooms and four bathrooms across approximately 4,600 square feet, with all units on separate meters and equipped with central air conditioning. Each of the three main units includes three bedrooms and one bathroom plus porch, all

  Michael Scanlon eXp Realty

  1527 N Western Ave, Chicago, IL 60622
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  /24

  $505,000 Open Sat 10:30AM - 12PM

  • 8 Beds
  • 3 Baths

  511 W 25th Place, Chicago, IL 60616

  Good location in Bridgeport, close to Chinatown and Downtown. Nearby public transportation: Orange Line Halsted station and Red Line Chinatown station, bus stops, easy access to all major highways. Healy Elementary School district. 2 units front building plus a coach house, sunny corner house and basement provides ample storage space. Front building: 1st floor brick, 2nd floor frame, sidings

  Fanny Zhao Century 21 Realty Associates

  511 W 25th Place, Chicago, IL 60616
• 

  

  /22

  $380,000

  • 7 Beds
  • 3 Baths

  4439 W Van Buren St, Chicago, IL 60624

  Classic Chicago Greystone 2-Unit in the heart of West Garfield Park! Recently renovated and flooded with natural light perfect blend of timeless architecture and modern finishes. Situated on a standard Chicago lot, this building features two spacious units with sizable back porches and a beautiful huge backyard Unit 1 is a large duplex-down with 4 bedrooms and 2 full bathrooms. Unit 2 includes 3

  Erick Ervin Coldwell Banker Realty

  4439 W Van Buren St, Chicago, IL 60624
• 

  

  /23

  $240,000

  • 5 Beds
  • 3 Baths

  7129 S Prairie Ave, Chicago, IL 60619

  Unlock the potential in this legal 2-flat located in the heart of Greater Grand Crossing. This solid-brick building has great bones and is ready for your vision. Both units offer spacious layouts and original character waiting to be restored. This is an as-is sale, ideal for seasoned investors or buyers utilizing a renovation loan. The basement presents the opportunity to create a third unit.

  Jakeshia Thomas Blue Door Dave Inc

  7129 S Prairie Ave, Chicago, IL 60619
• 

  

  /3

  $675,000

  • 5 Beds
  • 4 Baths

  2148 W Erie St, Chicago, IL 60612

  Fantastic opportunity in the heart of Ukrainian Village! This fully rented brick 2-flat plus a charming coach house generates approximately $59K in annual income. The main building features 1st floor 2 bed/2 bath unit and a 2nd floor 2 bed/1 bath unit, complete with high ceilings, hardwood floors, and a cozy fireplace. Tucked away in the rear of the property is a unique 1 bed/1 bath coach house.

  Dawn Lynch @properties Christie's International Real Estate

  2148 W Erie St, Chicago, IL 60612
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  /19

  $439,000

  • 6 Beds
  • 2 Baths

  6234 S California Ave, Chicago, IL 60629

  Newly rehabbed brick two flat. 3 bed/1bath units. Updated bathrooms, porch, and refinished hardwood floors. Kitchen features granite counter tops. Separate utilities. Full basement. Some fresh tuck pointing. 2 car garage. Perfect for owner-occupants or investors. It's a smart setup for house hacking where you can live in one unit and let the other unit help cover the mortgage or simply add it to

  Alex Tantas New Hope Realty Group, Inc.

  6234 S California Ave, Chicago, IL 60629
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  /27

  $450,000

  • 8 Beds
  • 4 Baths

  8734 S Escanaba Ave, Chicago, IL 60617

  Live rent free/ tenants pay for the mortgage. Brick 4 flat building; Units offer 2 bedrooms, living room, kitchen and bathroom. Roof was done in 2020, HVAC was just installed 6 months ago. Stove, refrigerator, and A/C window unit for all 4 units. Building offers a basement with washer and dry (extra income) laundry area for added storage. The rear of the building also offers 2 parking spaces.

  Nadia Meza Classic Realty Group Prestige

  8734 S Escanaba Ave, Chicago, IL 60617
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  /41

  $575,000

  • 6 Beds
  • 3 Baths

  1621 N Tripp Ave, Chicago, IL 60639

  Welcome to this multi-unit property in the heart of Hermosa! This well-maintained building offers two spacious units, each featuring a desirable 3-bedroom, 1-bath layout. Both units are move-in ready with generous living and dining areas, eat-in kitchens equipped with stainless steel appliances, and sizable bedrooms with abundant closet space. The property also includes a finished in-law suite

  Johnpaul Salcedo Coldwell Banker Realty

  1621 N Tripp Ave, Chicago, IL 60639
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  /20

  $149,900

  • 5 Beds
  • 2 Baths
  • 760 Sq Ft

  4953 S Paulina St, Chicago, IL 60609

  CASH OR REHAB LOAN ONLY!! THIS HOME HAS VIOLATIONS WITH THE CITY OF CHICAGO. SELLING IN "AS-IS" CONDITION. THIS PROPERTY IS OCCUPIED. SELLER NEEDS 60 DAYS TO CLOSE.

  Hill Torres Urbanitas Inc.

  4953 S Paulina St, Chicago, IL 60609
• 

  

  /35

  $485,000

  • 5 Beds
  • 3 Baths

  1939 S Sawyer Ave, Chicago, IL 60623

  FOR SALE: Stunning 2-Unit Stone & Brick 2-Flat | Prime Location Near Pink Line. Welcome to this beautifully maintained stone, limestone & brick 2-flat in a highly desirable North Lawndale - just feet from the Pink Line and minutes from downtown! This spacious property features a total of 5 bedrooms & 3 full baths, ideal for both owner-occupants and investors alike. Property Highlights: Solid

  Ignacio Marquez Midwest Real Estate Brokerage LLC

  1939 S Sawyer Ave, Chicago, IL 60623
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  /30

  $449,900

  • 6 Beds
  • 2 Baths

  4032 W Wilcox St, Chicago, IL 60624

  Welcome to this beautiful two-story Building!! Both floors incorporate spacious living and dining room areas with incredible lighting. You'll find yourself in a fully renovated bathroom with brand new flooring. First floor has two bedrooms and Second floor has 3 bedrooms. Remodeled kitchens which feature stainless steel appliances. In addition, the basement is unfinished for your Ideas. As you

  Rocio Rodriguez Solaris Enterprises Inc

  4032 W Wilcox St, Chicago, IL 60624
• 

  

  /16

  $340,000

  • 5 Beds
  • 2 Baths

  7846 S Bennett Ave, Chicago, IL 60649

  Welcome to 7846 S Bennett Ave, a charming two-flat on a quiet residential block in Chicago's South Shore neighborhood. This spacious brick building offers updated kitchens and baths, original hardwood floors, and generous living and dining areas in both units-perfect for owner-occupants or investors. Location Highlights: Convenient access to CTA buses and the Metra Electric 79th St. station makes

  Kelsey Kyser Baird & Warner

  7846 S Bennett Ave, Chicago, IL 60649
• 

  

  /11

  $105,000

  • 6 Beds
  • 2 Baths

  730 W 51st St, Chicago, IL 60609

  Great opportunity to own a solid Frame 2 flat in the up-and-coming Fuller Park neighborhood. Both units feature spacious 3-bedroom layouts with separate living areas. The full finished basement offers additional living or storage space. 2 car detached garage and large yard, perfect for entertaining. Tremendous potential for rehabbers, investors, or savvy owner-occupants.

  Michael Olszewski Area Wide Realty

  730 W 51st St, Chicago, IL 60609
• 

  

  /25

  $499,000

  • 9 Beds
  • 3 Baths

  5239 S Ingleside Ave, Chicago, IL 60615

  Exceptional investment opportunity in a prime Hyde Park location. Solid all-brick 2-unit building with a bonus garden apartment presents the perfect opportunity for investors or owner-occupants looking to build sweat equity. The main floor features a spacious 3-bedroom, 1-bath unit, while the upper level offers a generous 4-bedroom, 1-bath layout. The finished walk-out basement is configured as a

  Joan Couris Keller Williams Thrive

  5239 S Ingleside Ave, Chicago, IL 60615

Showing Results 121 - 160, Page 4 of 18