5-Bedroom Homes for Sale in Chicago, IL

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  /8

  $389,500

  • 9 Beds
  • 3 Baths

  4141 W Jackson Blvd, Chicago, IL 60624

  Investors here you go - beautiful 2 flat brownstone plus garden unit in West Garfield Park! This is priced to generate nearly 20% cash on cash returns! The building contains (2) three bedroom/ 1 bathroom units, (1) four bedroom/1 bathroom (10 bedrooms / 3 bathrooms total). Fully occupied generating over $51k/year in rents with upside potential. Building has been occupied by great tenants

  Tian Xin Weichert,Realtors-FirstChicago

  4141 W Jackson Blvd, Chicago, IL 60624
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  /58

  $1,549,000

  • 5 Beds
  • 3.5 Baths
  • 4,640 Sq Ft

  2847 W Division St, Chicago, IL 60622

  Overlooking iconic Humboldt Park, this custom-built, four-level home is where elegance meets everyday comfort. Set on an extra-wide, extra-deep lot, it's designed for both lively entertaining and quiet retreats with generous space for gatherings and intimate corners for slowing down. Step inside to soaring 10-foot ceilings, oak-stained hardwood floors, and beautifully crafted details-wainscoting,

  Joe Betancourt Betancourt Realty

  2847 W Division St, Chicago, IL 60622
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  /18

  $175,000

  • 6 Beds
  • 4 Baths

  6151 S Marshfield Ave, Chicago, IL 60636

  Excellent Investment Opportunity in West Englewood! Solid brick 2-flat perfect for investors or rehabbers looking for their next project. The first-floor unit features 3 bedrooms and 1 bathroom, while the second-floor unit offers 3 bedrooms and 2 bathrooms. The property also includes a full basement with full bath-ideal for potential conversion into a legal third unit (buyer to verify zoning and

  Monique Rolling Baird & Warner

  6151 S Marshfield Ave, Chicago, IL 60636
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  /6

  $125,000

  • 7 Beds
  • 4 Baths

  645 E 113th St, Chicago, IL 60628

  Prime Investment Opportunity in Historic Pullman. For the savvy investor/discerning buyer, unlock the full potential of this 2-unit located in the rapidly revitalizing Pullman district. With a ton of square footage plus a full, unfinished basement, this property offers a rare opportunity to add significant value through renovation, reconfiguration, or redevelopment. Whether you're seeking to

  Sharial Howard @properties Christie's International Real Estate

  645 E 113th St, Chicago, IL 60628
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  /26

  $169,900

  • 5 Beds
  • 2 Baths

  7254 S Morgan St, Chicago, IL 60621

  This stunning property has been meticulously cared for and is prepared for its new owners to personalize it. Recently painted, it boasts five generous bedrooms and two elegant bathrooms, complete with modern new countertops. Additional highlights include a full unfinished basement and parking space for two vehicles. The expertly crafted construction offers both charm and durability, featuring

  Andres Olaez Keller Williams ONEChicago

  7254 S Morgan St, Chicago, IL 60621
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  /33

  $374,900

  • 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
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  /16

  $230,000

  • 6 Beds
  • 4 Baths

  32 E 119th St, Chicago, IL 60628

  Cash Flowing Brick Investment Property Opportunity! Fully Occupied with 1 market rent tenant and two CHA tenants. First floor is a step down duplex vibe consisting of 3 bedrooms and 1.5 bath. The second floor front unit consists of 1 bedroom and 1 bath second floor rear unit consists of 2 bedrooms and 1 bath. Market tenant os below current market rent. Also, included in the sale will be a full

  Jameelah Smith @properties Christie's International Real Estate

  32 E 119th St, Chicago, IL 60628
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  /33

  $799,800

  • 6 Beds
  • 3 Baths

  3215 S Lowe Ave, Chicago, IL 60616

  Welcome to 3215 S Lowe Avenue-an exceptionally well-maintained brick three-flat on one of Bridgeport's most desirable and picturesque blocks. Owned by the original family, this property has been lovingly cared for and thoughtfully updated throughout the years, offering a unique opportunity for investors or owner-occupants alike. The first-floor unit features a spacious layout with two

  Natalie Scumaci Jameson Sotheby's Intl Realty

  3215 S Lowe Ave, Chicago, IL 60616
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  /16

  $195,000

  • 5 Beds
  • 1 Bath
  • 1,150 Sq Ft

  12410 S Parnell Ave, Chicago, IL 60628

  Welcome to this beautifully maintained 5-bedroom home offering both space and peace of mind. Recently updated with a brand new roof and all-new copper piping, this home blends classic charm with essential modern upgrades. Whether you need extra bedrooms for family, guests, or work-from-home setups, this layout provides flexibility and comfort. Solid construction, upgraded systems, and room to

  Jose Luis Martinez GMC Realty LTD

  12410 S Parnell Ave, Chicago, IL 60628
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  /13

  $154,555

  • 8 Beds
  • 4 Baths

  5356 S Aberdeen St, Chicago, IL 60609

  GREAT INVESTMENT ON THIS LEGAL 4 UNIT BUILDING WITH GREAT SOLID BONES! PROPERTY HAS ALREADY BEEN GUTTED AND READY FOR YOUR IDEAS. IT FEATURES FOUR UNITS WITH 2 BEDROOMS EACH AND A FULL UNFINISHED BASEMENT FOR EXPANSION. ALSO, A TWO CAR GARAGE AND THE POTENTIAL OF ADJOINING THE LOT NEXT DOOR, SOUTH (NOT PART OF THE PROPERTY). SOLD IN "AS IS" CONDITIONS. SELLER NOR LISTING AGENT MAKE ANY

  Silverio Nodal Superior R.E. Services, Inc.

  5356 S Aberdeen St, Chicago, IL 60609
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  /46

  $2,595,000

  • 6 Beds
  • 4.5 Baths
  • 5,000 Sq Ft

  1407 N Dearborn St, Chicago, IL 60610

  Historic Gold Coast Row Home on Extra-Deep Lot with Rare Garden Oasis and 2-Car Garage! Perfectly positioned on a quiet, tree-lined block in Chicago's prestigious Gold Coast, this stately row home sits on an exceptional 25' x 132' lot-offering a rare combination of historic charm, expansive indoor-outdoor living, and coveted parking. A beautifully landscaped, oversized garden and a rare 2-car

  Carrie McCormick @properties Christie's International Real Estate

  1407 N Dearborn St, Chicago, IL 60610
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  /19

  $285,000

  • 5 Beds
  • 2 Baths

  8234 S Exchange Ave, Chicago, IL 60617

  Come see this beautiful solid brick 2 flat in the heart of South Chicago! This clean and move-in ready building is perfect for an investor or owner occupant. Both units feature spacious living rooms flowing to large, dedicated dining areas, and high ceilings. Kitchens offer espresso cabinets with timeless granite countertops and glass tile backsplash. Bathrooms are tastefully done with modern

  Andria Hernandez Compass

  8234 S Exchange Ave, Chicago, IL 60617
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  /32

  $525,000

  • 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
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  /25

  $315,000

  • 8 Beds
  • 3 Baths

  5514 S Winchester Ave, Chicago, IL 60636

  Nice 2 Flat home. Quiet neighborhood. Basement is renovated for in-law, but needs to be finished. The Building has 3 furnaces,( 2- Hi efficiency), 3 water heaters (140 Gals total), 4 electrical meter boxes (1 extra for Basement ) and an electrical service panel on each floor. (200amps total) 4 additional full Closets added. 2ND FLR has new central air conditioning (16 seer hi effiency) It has

  Ryan Gehris USRealty.com, LLP

  5514 S Winchester Ave, Chicago, IL 60636
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  /7

  $679,900

  • 6 Beds
  • 3 Baths

  7713 W Forest Preserve Ave, Chicago, IL 60634

  Legal Fully-Leased 3-Unit Investment Property in West Dunning - Coach House Included! Discover a rare and solid investment opportunity in the heart of West Dunning. Located at 7713 W Forest Preserve Ave, this unique property features two homes on one lot, fully leased to long-term tenants generating consistent rental income from day one. The front building is a classic solid brick two-flat

  Andy Olszowka Arc Red Inc Arc Realty Group

  7713 W Forest Preserve Ave, Chicago, IL 60634
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  /13

  $175,000

  • 5 Beds
  • 2 Baths

  2848 W 25th St, Chicago, IL 60623

  Prime Investment Opportunity in Little Village - RT-4 Zoned! Welcome to 2848 W 25th St - a rare opportunity in the heart of Little Village, one of Chicago's most vibrant and culturally rich neighborhoods. This RT-4 zoned property offers incredible potential for investors or owner-occupants looking to generate rental income or expand their portfolio. The first unit features 3 bedrooms, ideal for

  Ana Zuniga Coldwell Banker Realty

  2848 W 25th St, Chicago, IL 60623
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  /36

  $240,000

  • 5 Beds
  • 2 Baths
  • 1,900 Sq Ft

  11311 S Wallace St, Chicago, IL 60628

  Welcome to 11311 S Wallace Ave, a massive fully renovated bungalow situated in the middle of Chicago's West Pullman and West Roseland neighborhood. Boasting over 1,900 sq ft across the main and second floors, this beautifully updated home offers 5 bedrooms and 2 full bathrooms, making it ideal for large households or anyone craving extra space. Sitting on an extra-wide 35x125 lot, this property

  Hugo Araujo Coldwell Banker Realty

  11311 S Wallace St, Chicago, IL 60628
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  /10

  $349,900

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

  8718 S Marshfield Ave, Chicago, IL 60620

  Spacious 8 Room, 5 Bedrooms, 1 1/2 Baths Chicago Bungalow featuring formal living room with lead trim windows and bookshelves, formal dining room leading to new kitchen with custom cabinetry, backsplash, corian countertops, pantry. 3 Bedrooms on 1st Floor and 2 Bedrooms on 2nd Floor plus a Family Room. Enclosed Back Porch. Full unfinished basement with 1/2 bathroom. Brick 2 car garage.

  Sandra Patterson Coldwell Banker Realty

  8718 S Marshfield Ave, Chicago, IL 60620
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  /11

  $365,000

  • 5 Beds
  • 2 Baths

  Unlisted Address

  This renovated grey stone two-unit residence is a rare find, blending the grace and grandeur of historic architecture with the comfort and efficiency of modern upgrades. From granite countertops and solid wood cabinets to hardwood floors and energy-saving windows, every detail has been considered for today's lifestyle. The formal dining rooms and enclosed porches expand your options for living

  April Troope TADD Realty

  Unlisted Address
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  /58

  $7,250,000

  • 5 Beds
  • 5.5 Baths
  • 7,462 Sq Ft

  189 E Lake Shore Dr Unit 18, Chicago, IL 60611

  Amazing, dramatic penthouse in a classic vintage building on East Lake Shore Drive! This home has been completely renovated with over 7400 square feet of luxurious finishes and offers expansive lake & city views plus 2 terraces with 550 square feet of private outdoor space. Walk off the elevator into this full floor home featuring oversized windows and extraordinary ceiling height make this home

  Emily Sachs Wong @properties Christie's International Real Estate

  189 E Lake Shore Dr Unit 18, Chicago, IL 60611
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  /10

  $290,000 Open Sat 1PM - 3PM

  • 8 Beds
  • 3 Baths

  8041 S Laflin St, Chicago, IL 60620

  THIS AMAZING AUBURN GRESHAM BRICK MULTI UNIT FEATURES: - Two 3-bedroom apartments. - One 2-bedroom garden apartment. - Perfect for families, roommates and investors. - Both practical and profitable. - ALL units are occupied. - Tenants are on month-to-month leases. - Tenants pay heat, cooking gas and electricity. - Near parks, schools, multiple stores, and public transportation. -

  Kimya Buckner eXp Realty

  8041 S Laflin St, Chicago, IL 60620
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  /3

  $549,900

  • 7 Beds
  • 3 Baths

  4606 N Saint Louis Ave, Chicago, IL 60625

  Cozy two-unit building fully rented with finished basement and a lot of updates. Recent updates to the building: Hot Water Heater (2022), Tuckpointing (2022), Stairs (2022), Painted door, fence, and rail (2022), Concrete walkway (2021), Siding (2021), Furnace (2019), Garage Siding (2019). Roof is about 10-12 years old. Close to restaurants, shopping, and transportation such as Kimball Brown Line

  Quang Tran Chicago Realty Brokers, LLC

  4606 N Saint Louis Ave, Chicago, IL 60625
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  /37

  $469,000

  • 5 Beds
  • 4 Baths
  • 1,444 Sq Ft

  5748 W Erie St, Chicago, IL 60644

  Welcome to 5748 W Erie St, a fully renovated 5-bedroom, 4-bathroom home offering stylish finishes, generous living space, and a smart layout - just minutes from Oak Park. This beautifully updated home is situated on a quiet, tree-lined block and includes a brand-new sewer line from the home to the main street, offering both comfort and peace of mind. Step inside to a sunlit enclosed front porch

  Paula Tito eXp Realty

  5748 W Erie St, Chicago, IL 60644
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  /41

  $599,000

  • 6 Beds
  • 2 Baths

  4623 S Harding Ave, Chicago, IL 60632

  SOLID REHABBED TWO FLAT BUILDING PLUS IN-LAW BASEMENT ON AN OVERSIZE LOT. EACH FLOOR IS OVER 1100 SQUARE FEET. ALL CENTRAL HEAT/AIR. HARD FLOOR THROUGHOUT. IN-UNIT LAUNDRY EACH UNIT. FIRST FLOOR IS 3BD/1BA. SECOND FLOOR IS 3BD/1BA AND CAN BE DUPLEX UP TO ATTIC WITH 1BD 1BA. OPEN CONCEPT FOR THE BASEMENT WITH 1BA. BASEMENT DRAIN TILES AND SUMPUMP. ENJOY THE 2 CAR BRICK GARAGE AND A CONCRETE CAR

  Angela Kwan Goodland Realty Inc.

  4623 S Harding Ave, Chicago, IL 60632
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  /7

  $759,000

  • 12 Beds
  • 7 Baths

  1531 S Kolin Ave, Chicago, IL 60623

  Amazing investment opportunity! Beautifully rehabbed fully rented building boasting (3) 3bedroom/2bath and (1) 3bedroom/1bath units all with in unit laundry. New kitchens, hardwood flooring, cable pre-wired throughout with security system in place; fully paved parking in rear for four cars!

  Oksana Melnchyn Cambridge Realty LLC

  1531 S Kolin Ave, Chicago, IL 60623
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  /19

  $240,000

  • 5 Beds
  • 2 Baths

  12211 S Wallace St, Chicago, IL 60628

  Step into this charming and spacious 2-flat located in the heart of the historic Pullman neigborhood. This versatile property offers a total of 5 bedrooms and 2 full bathrooms, ideal for investors or multi-generational living. Each unit features generous living and dining spaces with plenty of natural light. The full finished basement provides extra living space or storage potential, while the

  Michael Olszewski Area Wide Realty

  12211 S Wallace St, Chicago, IL 60628
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  /77

  $1,749,000

  • 5 Beds
  • 5.5 Baths
  • 6,263 Sq Ft

  5851 N Newark Ave, Chicago, IL 60631

  Welcome to this extraordinary custom-built residence in the historic neighborhood of Old Norwood Park-a rare opportunity to own a home where timeless design, scale, and craftsmanship come together in a setting that feels both elegant and effortless. From the classic brick and limestone exterior to the thoughtful interior layout, every detail has been intentionally designed for both beauty and

  Nicole Hajdu Baird & Warner

  5851 N Newark Ave, Chicago, IL 60631
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  /38

  $425,000

  • 6 Beds
  • 2 Baths

  4426 S Artesian Ave, Chicago, IL 60632

  GREAT INVESTMENT opportunity! Live in one unit and collect steady cash flow from the other. Welcome home to your fully rehabbed 2 flat with 3 bedrooms and 1 full bath in each unit. Gorgeous hardwood flooring throughout both units. Spacious living and dining room combos, brand new kitchen with white shaker cabinetry with brushed nickel hardware, white subway tile backsplash, quartz countertops

  Frank Montro Keller Williams Preferred Rlty

  4426 S Artesian Ave, Chicago, IL 60632
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  /41

  $895,000

  • 6 Beds
  • 5 Baths

  3816 W Montrose Ave, Chicago, IL 60618

  This 3-unit property is a great investment opportunity or perfect for a Live/Work owner! The roof was replaced 2 years ago, and both the 2-bed and the coach house have new electrical. The 1600 Sq. Ft. storefront is currently operating as a catering/restaurant business and is on a long-term, month-to-month rent, so that gives flexibility to the new owner. The second floor has a 2-bedroom,

  Lora Vasileva Cedar Realty

  3816 W Montrose Ave, Chicago, IL 60618
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  /16

  $435,000

  • 8 Beds
  • 4 Baths

  7721 S Hermitage Ave, Chicago, IL 60620

  Beautiful All Brick 3 unit building with related living in basement and 2 car garage at desirable location. Building has generous sized rooms and seller. Lower level related living at its best. You will be in amazed with all the potential Detached garage. Clean as a whistle and ready for you and the whole family. You will not be disappointed, hurry please, before you miss the opportunity to start

  Mark Alleman Alleman & Alleman Realty

  7721 S Hermitage Ave, Chicago, IL 60620
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  /10

  $400,000

  • 6 Beds
  • 3 Baths

  5722 S Aberdeen St, Chicago, IL 60621

  ask about other off market 2-4 units

  dontes gartley Blue Door Dave Inc

  5722 S Aberdeen St, Chicago, IL 60621
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  /28

  $899,000

  • 8 Beds
  • 4 Baths

  6129 N Hermitage Ave, Chicago, IL 60660

  Turn-Key, Fully Leased Multi-Unit Investment in Prime Edgewater | $87,600 Annual Income Exceptional opportunity to own a fully tenant-occupied, cash-flowing property in the highly sought-after Edgewater neighborhood. This unique setup features a classic all-brick 2-flat in the front and a legal, detached coach house in the rear-perfectly suited for both seasoned investors and 1031 exchange

  Anthony Maione @properties Christie's International Real Estate

  6129 N Hermitage Ave, Chicago, IL 60660
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  /9

  $349,900 Open Sat 11AM - 1PM

  • 6 Beds
  • 3 Baths

  4744 S Union Ave, Chicago, IL 60609

  Spacious Two-Flat with Endless Possibilities in Canaryville! Welcome to 4744 S Union Ave, a well-maintained two-flat located on a quiet, tree-lined street directly across from Tilden High School in the vibrant Canaryville neighborhood. This versatile property features two spacious units, each offering 3 bedrooms and 1 bathroom, ideal for owner-occupants, investors, or those exploring

  Jessica Macey Real Broker LLC

  4744 S Union Ave, Chicago, IL 60609
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  /31

  $724,999 Open Sun 1PM - 3PM

  • 6 Beds
  • 3 Baths

  5759 N Bernard St, Chicago, IL 60659

  Hard to find Legal 3-Flat in the Heart of Albany Park This beautifully updated 3-flat offers spacious, modern living in one of Chicago's most diverse and vibrant neighborhoods. The first and second-floor units feature hardwood floors throughout, updated kitchens and baths, and generous closet space in each bedroom. The finished basement includes 2 bedrooms and 1 bathroom-ideal for in-law

  Mohammed Iftikhar Guidance Realty

  5759 N Bernard St, Chicago, IL 60659
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  /3

  $325,000

  • 6 Beds
  • 2 Baths

  4457 S Sacramento Ave, Chicago, IL 60632

  ALL BRICK 2 UNIT WITH BASEMENT AND 2-CAR GARAGE. CURRENTYLY OCCUPIED. SOLD AS-IS, TAXES PRORATED 100. NO SURVEY, NEEDS WORK.

  Randy Rantz Green Ivy Realty & Prop Mgmt

  4457 S Sacramento Ave, Chicago, IL 60632
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  /10

  $290,000

  • 5 Beds
  • 2 Baths

  2724 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

  2724 W Flournoy St, Chicago, IL 60612
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  /35

  $449,900 Open Sat 11AM - 1PM

  • 6 Beds
  • 2 Baths

  1637 N Keeler Ave, Chicago, IL 60639

  Don't miss out on this great opportunity! This move-in ready multi-unit building offers a fantastic opportunity for investors or owner-occupants. Both units feature a similar floor plan with 3 bedrooms, a formal dining room, eat-in kitchen, full bathroom, and a spacious pantry. Enjoy a fully fenced yard with decorative wrought iron in the front and a private backyard, plus a 2-car garage. The

  Jaime Gaytan Duarte Realty Company

  1637 N Keeler Ave, Chicago, IL 60639
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  /17

  $400,000

  • 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
• 

  

  /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

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