5-Bedroom Homes for Sale in Chicago, IL

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  /17

  $395,000

  • 8 Beds
  • 4 Baths

  4418 S Honore St, Chicago, IL 60609

  Spacious and well-designed 4-unit property offering excellent rental potential or multi-generational living. Includes a 2-car garage, storage shed, & shared laundry area. Basement Unit: * 3 bedrooms * 1 full bathroom * Kitchen with stove and refrigerator First Floor Unit: * 2 bedrooms * 1 full bathroom * Kitchen with stove and refrigerator * Dining room * Living room Second

  Irais Torres Barron Extreme Realty LLC

  4418 S Honore St, Chicago, IL 60609
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  /33

  $749,900

  • 5 Beds
  • 3 Baths

  5155 W Roscoe St, Chicago, IL 60641

  Whether you're searching for your next savvy investment or looking to maximize your purchase, this fantastic property in Portage Park is not to be missed! Rebuilt with meticulous architectural plans, Property features two units, offering the flexibility to live in one and lease the other, or generate income from both. Stylish interiors await you, characterized by dark walnut hardwood flooring,

  Harris Ali Sky High Real Estate Inc.

  5155 W Roscoe St, Chicago, IL 60641
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  /16

  $95,000

  • 5 Beds
  • 2 Baths

  6044 S Justine St, Chicago, IL 60636

  Opportunity to own a large Frame 2 Flat located in the West Englewood neighborhood of the City. Each unit features a Formal Dining Room and Eat-In Kitchen. Other features include full unfinished Basement, large Fenced Yard and a 2 Car detached Garage. Close to Shopping and Transportation (green line and bus lines). (2,228 Sq Ft.) HUD Case 137-322452, Insured Status: UI (Uninsured). HUD owned

  Arthur Cirignani Chicago Realty Partners, Ltd

  6044 S Justine St, Chicago, IL 60636
• 

  

  

  /23

  $699,000

  • 7 Beds
  • 4 Baths

  5709 N Spaulding Ave, Chicago, IL 60659

  Rarely available 3-Flat in the heart of Hollywood Park. This exceptional property features three spacious units, each with two bedrooms and an additional den adjacent to the second bedroom, ideal for use as an office or storage. Each unit boasts large living rooms, formal dining rooms and eat-in kitchens. The property also includes a garden-level studio. Convenient amenities such as coin-operated

  GEORGE PANOUTSOS Leading Edge Realty Advisors

  5709 N Spaulding Ave, Chicago, IL 60659
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  /9

  $290,000

  • 5 Beds
  • 2 Baths

  2720 W Flournoy St, Chicago, IL 60612

  Welcome to this classic two-Flat....with full basement just waiting to be converted into an in-law unit. Located on a quiet, tree-lined street with new construction all around. This well-maintained building offers two spacious units; one 3bdrm unit and one 2bdrm unit. Perfect for owner-occupants or investors, each unit features separate utilities. Major updates included newer roof, hot water

  Shirley Fields Coldwell Banker Realty

  2720 W Flournoy St, Chicago, IL 60612
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  /37

  $1,050,000

  • 9 Beds
  • 6 Baths

  4634 S Langley Ave, Chicago, IL 60653

  Attention Investors and Owner-Occupants! Don't miss this stunning new construction 3-unit building in the heart of Bronzeville. Each unit features 3 bedrooms, 2 baths, a spacious living room, and a custom-designed kitchen with appliances, ample cabinet space, a wine rack, garbage pull-out, and granite countertops. Enjoy premium finishes like hardwood floors, ceramic tile, and carpet, plus modern

  Omor Eguasa Baird & Warner

  4634 S Langley Ave, Chicago, IL 60653
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  /32

  $320,000

  • 5 Beds
  • 1.5 Baths

  9826 S Walden Pkwy, Chicago, IL 60643

  Welcome to this charming and unique 1.5-story stucco Bungalow, brimming with character and curb appeal. Many thoughtful updates have already been completed. Step through the sun filled enclosed front porch and enter into a warm and inviting living room where beautiful hardwood floors, custom moldings, and stained-glass windows frame a refaced fireplace. The open layout is enhanced by custom

  Nancy Hotchkiss Berkshire Hathaway HomeServices Chicago

  9826 S Walden Pkwy, Chicago, IL 60643
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  /14

  $1,375,000

  • 7 Beds
  • 4 Baths

  2957 N Avers Ave, Chicago, IL 60618

  Attention Investors and Owner-Occupants!! Triton presents the exclusive opportunity to acquire 2957 N. Avers, a 4-unit with one additional in-law suite. Renovated in 2019, the property features high-end kitchens with beautiful Calacatta quartz counter tops, 42" white shaker cabinets, stainless steel appliances, in-unit laundry, modern open layout floor plans, and large windows for lots of

  Harrison Cohen Triton Realty Group LLC

  2957 N Avers Ave, Chicago, IL 60618
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  /41

  $515,000

  • 5 Beds
  • 3 Baths

  3904 W Montrose Ave, Chicago, IL 60618

  Income-Producing Two-Flat with Duplexed Owner's Unit in Prime Irving Park! Don't miss this fantastic opportunity to own a versatile two-unit property at 3904 W Montrose Ave, ideally located in the heart of Irving Park. This well-maintained frame building features a tenant-occupied first-floor unit with 2 bedrooms and 1 full bath - providing steady, immediate rental income. The spacious

  Maria Coimbra Casa Moderna Real Estate

  3904 W Montrose Ave, Chicago, IL 60618
• 

  

  /20

  $400,000

  • 6 Beds
  • 3 Baths

  7543 S Yates Blvd, Chicago, IL 60649

  LARGE 3 FLAT WITH 2 BEDROOMS/1BATH UNITS, 3 CAR BRICK GARAGE, BRICK PATIO AREA, UPDATED KITCHEN/BATHS IN 2ND AND 3RD FL UNITS, LARGE DINING ROOMS, HARDWOOD FLOORS, SUNROOMS AND DENS, UNFINISHED WALKOUT BASEMENT READY FOR CONVERSION TO ANOTHER UNIT OR IN-LAW SUITE, NEWER BOILER AND HOT WATER TANK (12yrs old). GREAT INVESTMENT OPPORTUNITY IN SOUTH SHORE, MINUTES AWAY FROM THE CULTURAL CENTER, LAKE

  Jimmy Dover New Harvest Investments, LLC

  7543 S Yates Blvd, Chicago, IL 60649
• 

  

  /28

  $470,000

  • 7 Beds
  • 3 Baths

  1351 N Latrobe Ave, Chicago, IL 60651

  Well maintained brick 3 flat building. 1st floor unit has hardwood floors, living Rm/Dining Rm. combo, updated bath, 3 large bedrooms and a 21'X10' eat-in kitchen. 2nd floor unit living Rm/Dining Rm. combo, 3 spacious bedrooms and enclosed back porch. Basement studio with bathroom. Building features: newer hot-water tanks, sump pump, windows, gutters, tuck pointing, some newer appliances. Patio

  Nancy Eisele Coldwell Banker Realty

  1351 N Latrobe Ave, Chicago, IL 60651
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  /48

  $389,900

  • 8 Beds
  • 3 Baths

  5630 S Green St, Chicago, IL 60621

  Spectacular multi-unit building featuring 2 gorgeous apartments and a full finished basement with a private front and back entrance. A rare find, featuring tons of space, high ceilings, plenty of natural light and a stunning fireplace on each level in the spacious living rooms. All units feature formal dining rooms, perfect for entertaining. Beautiful brand new floors throughout. New HVAC,

  Arturo Olivares Grandview Realty LLC

  5630 S Green St, Chicago, IL 60621
• 

  

  /22

  $279,000

  • 5 Beds
  • 2 Baths
  • 1,225 Sq Ft

  14101 S Saginaw Ave, Chicago, IL 60633

  Charming Brick Split-Level Home Offering Space, Style & Comfort! Welcome to this beautifully completly renovated home. Featuring 5 spacious bedrooms, 2 full baths, and a bright, open living area, this home is ideal for both everyday living and entertaining. The main level boasts gleaming hardwood floors, a sun-filled living room, and an updated kitchen with new appliances and ample 42"

  Maria Salazar HomeSmart Connect LLC

  14101 S Saginaw Ave, Chicago, IL 60633
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  /28

  $1,200,000

  • 8 Beds
  • 4 Baths

  1640 W Melrose St, Chicago, IL 60657

  Attention Buyers: Great 3-Flat in West Lakeview / Roscoe Village. Great location, this property is a 5 minute walk from the Brown Line, surrounded by local restaurants, a one-mile walk to Wrigley, and an easy walk away from the lake. This 3-Flat features two 3-Bedroom, 1 Bathroom units, and a duplex owners unit featuring 2-Bedrooms and 2 recently renovated bathrooms. Each unit has an

  Mike Tassone DNV Solutions LLC

  1640 W Melrose St, Chicago, IL 60657
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  /28

  $1,175,000

  • 5 Beds
  • 4.5 Baths
  • 3,240 Sq Ft

  2908 W Gregory St, Chicago, IL 60625

  Live Large in Budlong Woods! Step into this elegant urban oasis where spacious design meets timeless charm. Nestled on a generous 60x133 lot, this 5-bedroom, 4.1-bath stunner delivers everything today's discerning buyer dreams of-space, style, and serenity. On the main floor, a dramatic two-story foyer welcomes you to a layout crafted for effortless entertaining. Picture cozy evenings by the

  Liliana Lohan Lohan Realty, Inc.

  2908 W Gregory St, Chicago, IL 60625
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  /5

  $269,900

  • 5 Beds
  • 2 Baths

  6639 S Sangamon St, Chicago, IL 60621

  Fresh clean 2 flat with new everything in 2021. Furnace, central air, windows, gutters, doors, sod, siding, kitchens and bathrooms, new plumbing, new fencing.. 1st floor long term tenant mtm. 2nd floor va tenant vacating 8/31/25.

  Lenor Sherman 360 Realty & Development, LLC

  6639 S Sangamon St, Chicago, IL 60621
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  /27

  $2,100,000

  • 6 Beds
  • 8 Baths
  • 5,486 Sq Ft

  3926 N Greenview Ave, Chicago, IL 60613

  This is 6 bedroom, 6 full bath and 2 half bath residence is not your average city home-this extra deep lot features four levels of sophisticated luxe living totaling 5,486 Sq Ft. The main living space is meticulously designed for a light & open feel perfect for entertaining and living. It features custom millwork, dramatic soaring and coffered ceilings and stone fireplaces. A gourmet chef's

  Melissa Siegal @properties Christie's International Real Estate

  3926 N Greenview Ave, Chicago, IL 60613
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  /18

  $309,900

  • 5 Beds
  • 2 Baths

  1229 E 71st St, Chicago, IL 60619

  AMAZING INVESTMENT OR OWNER-OCCUPANT OPPORTUNITY! THIS VACANT TWO-FLAT BUILDING IS READY FOR ITS NEXT CHAPTER-PERFECT FOR A SAVVY INVESTOR OR FIRST-TIME HOME BUYER LOOKING TO LIVE IN ONE UNIT AND RENT THE OTHER! CONVENIENTLY LOCATED NEAR RETAIL AND TRANSPORTATION, THIS SOLID BRICK 2-FLAT FEATURES A TOTAL OF 5 BEDROOMS AND 2 FULL BATHS, SITUATED ON A FULLY FENCED LOT WITH FRONT AND BACK YARDS, AN

  Daniel Walsh Prime Real Estate Group Inc

  1229 E 71st St, Chicago, IL 60619
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  /30

  $385,000

  • 7 Beds
  • 3 Baths

  7131 S Carpenter St, Chicago, IL 60621

  Welcome to this attractive remodeled brick 2-flat that offers a unique blend of character, space, and great investment potential. The property features a total of 7 bedrooms and 3 bathrooms across two well-appointed units. Both units have new laminate flooring throughout, with stunning chandeliers adorning the living rooms and dining rooms. All three bathrooms were remodeled with elegant ceramic

  Maria Garcia REMAX Legends

  7131 S Carpenter St, Chicago, IL 60621
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  /46

  $499,000

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

  5865 N Manton Ave, Chicago, IL 60646

  This spacious bungalow has been well maintained, preserving many of the home's wonderful original details. The exterior is highlighted by a lovely bay window and handsome blond and taupe face bricks. There is beautiful, unpainted woodwork throughout the main living spaces, generous room sizes, and storage for everything. The home opens to the foyer and original mirrored closet-door and woodwork,

  Lee Diamond Big Shoulders Realty, LLC

  5865 N Manton Ave, Chicago, IL 60646
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  /40

  $749,990

  • 9 Beds
  • 6 Baths

  3714 S Hermitage Ave, Chicago, IL 60609

  All-brick, newer 3-flat located in a quiet block near 64-acre McKinley Park. Spacious units offer approximately 1,200 sq ft of living space per floor, 3 generous-sized bedrooms, 2 full baths, spacious living room, dining area, central heat/air, and in-unit laundry. Master suites offer walk-in closet and full bath. Newer water heaters from 2023. Hardwood floors for 1st and 2nd floors. Granite

  Qizhong Guan Century 21 S.G.R., Inc.

  3714 S Hermitage Ave, Chicago, IL 60609
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  /27

  $475,000

  • 5 Beds
  • 2 Baths
  • 2,135 Sq Ft

  10940 S Trumbull Ave, Chicago, IL 60655

  Beautifully rehabbed charming brick Cape Cod nestled in the heart of higly sought-after Mount Greenwood neighborhood. This luxurious residence features a new designer kitchen with white shaker-style cabinets, new stainless steel appliances, and gorgeous quartz countertops.The trendy natural-colored light ,new gleaming floors flow throughout,fresh crisp paint in all house adding warmth and

  Magdalena Malyszko HomeSmart Connect LLC

  10940 S Trumbull Ave, Chicago, IL 60655
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  /25

  $3,550,000

  • 6 Beds
  • 7 Baths

  1653 W Division St, Chicago, IL 60622

  This striking mixed-use building on Wicker Park's premier Division Street offers a unique blend of residential and commercial space. The property features two spacious, condo-quality finished apartments, each boasting three bedrooms, two bathrooms, and generous outdoor areas. The ground-level retail space, currently occupied by a kickboxing gym, features soaring 16-foot ceilings and the

  Madeleine Pearl Station Cities

  1653 W Division St, Chicago, IL 60622
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  /16

  $230,000

  • 6 Beds
  • 2 Baths
  • 1,504 Sq Ft

  7031 S Damen Ave, Chicago, IL 60636

  Check out this recently rehabbed 1.5 story home, perfect for a growing family! Main level has 3 bedrooms, 1 full bathroom, living room, dining room, and a kitchen equipped with your very own built in wine bar! Second level has 3 bedrooms, 1 full bathroom, a cozy reading nook, along with a family room to host movie night! Home was rehabbed in 2024/2025. Majority of windows have been replaced. New

  Marisol Puentes Real People Realty

  7031 S Damen Ave, Chicago, IL 60636
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  /14

  $650,000

  • 7 Beds
  • 4 Baths

  4423 S Indiana Ave, Chicago, IL 60653

  Oversized 4-Unit in Booming Bronzeville! This well-maintained, spacious building features a unique unit mix: one 3-bedroom, two 2-bedroom units, and a studio apartment-perfect for maximizing rental income. Priced to sell, the property showcases original architectural details and solid bones, preserving its historic charm. An excellent opportunity for investors or owner-occupants in one of

  Kaela Clay Hunter's Realty, Inc.

  4423 S Indiana Ave, Chicago, IL 60653
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  /15

  $139,900

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

  7542 S Prairie Ave, Chicago, IL 60619

  Welcome to this spacious 5-bedroom, 2-bathroom brick home in the heart of the Greater Grand Crossing neighborhood. This classic Chicago home offers plenty of space, featuring a full finished basement and exterior parking. Inside, you ll find generously sized bedrooms, a functional layout and tons of potential to make it your own. This home presents an excellent opportunity for investors or

  Michael Olszewski Area Wide Realty

  7542 S Prairie Ave, Chicago, IL 60619
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  /45

  $399,000

  • 6 Beds
  • 3 Baths

  7645 S Morgan St, Chicago, IL 60620

  Welcome to this beautiful rehabbed 2-unit property with a finished basement. Combined with modern and classic charm throughout. Move-in ready for new homeowners looking to house hack, or perfect as an investment property to add to your real estate portfolio. This multi-unit offers a duplex down unit with 2 bedrooms and 2 bathrooms plus a den, and the second unit offers 3-bedrooms with one

  Edy Ramirez Cloud Gate Realty LLC

  7645 S Morgan St, Chicago, IL 60620
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  /26

  $43,000

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

  10514 S Perry Ave, Chicago, IL 60628

  Five bedroom home needs a full rehab. Great space with 2 bathrooms and a full, unfinished basement. Sold as is. No survey provided.

  David Williamson Choice Realty Group Inc.

  10514 S Perry Ave, Chicago, IL 60628
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  /11

  $49,000

  • 5 Beds
  • 2 Baths
  • 1,600 Sq Ft

  116 E 118th Place, Chicago, IL 60628

  5 bedroom 2 bath home set up for related living. Main floor has 3 bedrooms, dining room, 1 bath with a kitchen and the second floor has 2 bedrooms Livingroom , dining room , kitchen and bath . Repairs are needed but it will make someone with a larger family a great home once repairs are done. Property is being sold as-is. No survey provided.

  David Williamson Choice Realty Group Inc.

  116 E 118th Place, Chicago, IL 60628
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  /8

  $64,999

  • 6 Beds
  • 2 Baths

  11745 S Union Ave, Chicago, IL 60628

  Nice, brick 2 flat with full basement. Solid rental property. Both units have 3 bedrooms, 1 bath. Hardwood floors in unit 1. Separate furnaces and hot water heaters. Newer Roof and rear porch. Tenants pay heat and electric. Property is sold in "as is" condition. No survey provided.

  David Williamson Choice Realty Group Inc.

  11745 S Union Ave, Chicago, IL 60628
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  /15

  $659,000

  • 7 Beds
  • 5 Baths

  5618 N Saint Louis Ave, Chicago, IL 60659

  Beautiful jumbo brick 2 flat, Each Unit has 3 bd, 1.1 baths, Eat-in kitchen, formal living & dining rooms, Hardwood floors, Finished basement with 1bd, 1barh, Washer & Dayer, Storage rooms, Individual Central heat and A/C system, Walking distance to North Eastern University, Long term tenants at below market rent, Sold As-Is Condition. 24 HR notice please.

  Andy Chung Partners 4U Realty Inc

  5618 N Saint Louis Ave, Chicago, IL 60659
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  /28

  $359,000

  • 5 Beds
  • 3 Baths
  • 1,510 Sq Ft

  6459 S California Ave, Chicago, IL 60629

  Stunning and beautifully remodeled home featuring 7 spacious bedrooms and 3 full bathrooms. The gorgeous, updated kitchen boasts brand-new appliances. Gleaming hardwood floors enhance the main level, adding warmth and elegance. With endless possibilities, this home offers the perfect blend of style, space, and comfort. Don't miss this incredible opportunity!

  Digna Payes Chicagoland Brokers Inc.

  6459 S California Ave, Chicago, IL 60629
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  /28

  $499,000

  • 8 Beds
  • 8 Baths

  1817 S Ashland Ave, Chicago, IL 60608

  Most Desirable Pilsen location within the business shopping district at 18th and Ashland Ave...with fantastic rental possibilities! A deceptively large building with approx. 1,300 sq. ft. per floor (times 4 levels)! You can walk to the 18th St.-PINK Line elevated train station. Minutes from downtown Chicago, lakefront, UIC campus, 18th St. entertainment and restaurants district, Thalia Hall,

  Mike Santore Keller Williams Thrive

  1817 S Ashland Ave, Chicago, IL 60608
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  /43

  $289,000

  • 6 Beds
  • 2 Baths
  • 2,000 Sq Ft

  6501 S Hamilton Ave, Chicago, IL 60636

  One-of-kind Remodeled Classic 2 Story Brick Home on charming tree lined street. Modern decor with Gleaming Cafe Color Floors and Paint Color Choices present a Clean and Contemporary Look. Inside you will find a Great flowing floor plan with 3 Levels of Living Space. The first floor has Living Room and separate Dining Room, 2 Bedrooms, Full Bath, Kitchen, and Back Deck. 2nd Floor features: 4

  Dean Chowaniec RE/MAX 10

  6501 S Hamilton Ave, Chicago, IL 60636
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  /12

  $59,900

  • 5 Beds
  • 2 Baths
  • 1,350 Sq Ft

  5747 S La Salle St, Chicago, IL 60621

  Large single family home sold as-is. Five bedrooms, two bathrooms. House needs work. No survey provided.

  David Williamson Choice Realty Group Inc.

  5747 S La Salle St, Chicago, IL 60621
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  /60

  $799,000

  • 7 Beds
  • 7 Baths

  2244 S Sawyer Ave, Chicago, IL 60623

  Rarely Available and Gut Rehabbed masonry 4-unit in Booming Little Village. Fully rented with great tenants at $5,835/month. All units include stainless appliances, quartz counters, wood floors throughout & in-unit laundry. Very low maintenance and low turnover building with massive potential for both cash flow and upside appreciation.

  Lawrence Dunning Main Street Real Estate Group

  2244 S Sawyer Ave, Chicago, IL 60623
• 

  

  /11

  $269,000

  • 6 Beds
  • 3 Baths
  • 1,845 Sq Ft

  6938 S Michigan Ave, Chicago, IL 60637

  Income, Income, Income! Its Multiunit - 3 Units, 2 3br 1 bath about 1000 SQFT, 1 basement 3 be Unit about 800 SQFT. The top floor is rented for $1,500 and prepaid till September 2025. The basement is rented for $900 and prepaid till September 2025. 1st floor is vacant now to show the unit.

  Sergey Ognev Citiland Real Estate Inc

  6938 S Michigan Ave, Chicago, IL 60637
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  /39

  $195,000

  • 5 Beds
  • 2 Baths

  5045 W Erie St, Chicago, IL 60644

  Located in the sought after South Austin community this all brick, solid two unit with finished basement offers tons of upside any way you slice the pie. Each unit provides that classic character you have grown to love with these multi units with hardwood floors and natural wood trim running throughout the building. The first-floor unit features two bedrooms while the second-floor unit has three

  Ryan Smith RE/MAX Premier

  5045 W Erie St, Chicago, IL 60644
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  /43

  $1,099,000

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

  8040 W Balmoral Ave, Chicago, IL 60656

  Norwood Park Township - Park Ridge Schools! This stunning all-brick & stucco home offers a true 5-bedroom layout plus a main-floor office/bedroom Finished Basement with 2nd Kitchen, Recreaction room and full bath, ideal for an in-law arrangement. Almost 7000 Sq ft of living space! Double Entry doors to a Welcoming 2 Story Entry with granite staircase with acrylic railings, custom crystal

  Giuseppe Battista Fulton Grace Realty

  8040 W Balmoral Ave, Chicago, IL 60656
• 

  

  /37

  $424,900

  • 6 Beds
  • 3 Baths
  • 1,584 Sq Ft

  3722 S Wabash Ave, Chicago, IL 60653

  Rare single-family home in the heart of historic Bronzeville, one of the fastest growing neighborhoods in the city! Freshly-painted and full of potential, this renovated six bedroom, three bathroom home is bright, spacious, and ready for a two-unit conversion or multi-generational living. The main level features oak hardwood floors, four bedrooms, two full baths, a formal living and dining room,

  Jerome Harper Keller Williams ONEChicago

  3722 S Wabash Ave, Chicago, IL 60653

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