5-Bedroom Homes for Sale in Chicago, IL

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  /118

  $2,700,000

  • 11 Beds
  • 7 Baths

  1535 W Estes Ave, Chicago, IL 60626

  Introducing 1535 West Estes Avenue, located in the heart of East Rogers Park! This 2025 beautiful, enormous, completely renovated to the studs 4 unit multi-family building features top-notch design and craftsmanship throughout. The property sits on a huge 30x180 foot lot located on a quiet street and showcases exquisite gorgeous limestone as well as new tuckpointing, a complete tear off roof, all

  Peter Fotopoulos Dream Town Real Estate

  1535 W Estes Ave, Chicago, IL 60626
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  /59

  $1,695,000

  • 10 Beds
  • 9 Baths

  2239 W Cornelia Ave, Chicago, IL 60618

  Heart of Roscoe Village, 3 blocks from Brown Line, 1 block from Roscoe Street, restaurants, boutiques, & shopping. Great opportunity with 2 buildings on 1 corner lot with 5 apartments divided as follows: main building has 3 units and coach house has 2 units. The coach house was gut-rehabbed in 2021 with brand-new plumbing, electrical, HVAC, siding, walls, windows, designer kitchens, baths, and

  Luminita Ispas Century 21 S.G.R., Inc.

  2239 W Cornelia Ave, Chicago, IL 60618
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  /17

  $160,000

  • 8 Beds
  • 4 Baths
  • 4,140 Sq Ft

  7859 S Eggleston Ave, Chicago, IL 60620

  ATTENTION INVESTORS | 2 unit Cash Flow Opportunity once renovation is complete! Large 6 bedroom / 2 bath, 2,680 sq. ft. Single Family home + separate COACH HOUSE (1,460 sq. ft 2 bedroom / 2 bath) in fantastic location near Auburn Park & Lagoon! 6,600 sq. ft lot. Great location near Winneconna Parkway and beautiful Auburn Park lagoons. Easy access to public transportation, Expressways, Shopping,

  Spiro Georgelos Standard Properties Group LLC

  7859 S Eggleston Ave, Chicago, IL 60620
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  /4

  $160,000

  • 6 Beds
  • 3.5 Baths
  • 2,063 Sq Ft

  7700 S Emerald Ave, Chicago, IL 60620

  ATTENTION INVESTORS! Opportunity to add value to this 3-story single family home with 6 bedrooms and 3.1 baths with full unfinished basement and 1 car detached garage in fantastic Gresham location. Ready to show!

  Spiro Georgelos Standard Properties Group LLC

  7700 S Emerald Ave, Chicago, IL 60620
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  /14

  $350,000

  • 6 Beds
  • 2 Baths

  6942 S Harvard Ave, Chicago, IL 60621

  Come check out this great rehab that can earn you and your family passive income for years to come. 1 Unit is a 3-bedroom duplex with 1 bath. The 2nd Unit is 3 bedrooms and 1 bath. Recently renovated in 2023 it's a cash flowing investment. Located on a quiet block with great tenants. It's a must have for any investor's portfolio.

  Emory Brown TADD Realty

  6942 S Harvard Ave, Chicago, IL 60621
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  /28

  $519,995

  • 7 Beds
  • 3 Baths

  651 N Long Ave, Chicago, IL 60644

  Brick Two Flat with a Duplex Unit that Combines All the Amenities You Need with a Touch of Style that will Blow You Away! Absolutely Gorgeous Kitchens with quartz Counters, backsplash. As You Step Inside, You'll Immediately Notice the Freshly Installed Fixtures That Bring a Delightful Sparkle to This Jewel, Recessed Lighting, Amazingly Beautiful Flooring & Panel Doors Unit 1 Duplex Includes two

  Catrell Dyer Blue Door Dave Inc

  651 N Long Ave, Chicago, IL 60644
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  /31

  $329,900

  • 6 Beds
  • 3 Baths

  1923 W Garfield Blvd, Chicago, IL 60636

  ATTENTION FIRST TIME BUYERS AND INVESTORS. GREAT INVESTMENT OPPORTUNITY. BRICK 2 FLAT WITH FULL FINISH BASEMENT. The apartments were remodel 2 yers ago. 1st Floor apt with 2 bedrooms, LR, Kitchen with quarts counter tops and bathroom. 2nd Floor with 2 bedrooms, hardwood floors, LR, Kitchen and dining room. Furnaces are 3 yrs young, AC 3 years young. Water tanks 3 years young. Roof was just

  Jesse Macias Parks Homes Real Estate Inc

  1923 W Garfield Blvd, Chicago, IL 60636
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  /23

  $224,900

  • 5 Beds
  • 1.5 Baths
  • 1,465 Sq Ft

  5814 S Laflin St, Chicago, IL 60636

  Welcome to your new home, a truly one-of-a-kind split level ranch that exudes character and charm! The striking mosaic painting on the front of the home immediately catches the eye, setting the tone for the unique features that await inside. Boasting a spacious layout, this home offers sunny, expansive bedrooms that provide plenty of room to relax and unwind. The house has been

  Kris Clymer Kale Realty

  5814 S Laflin St, Chicago, IL 60636
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  /25

  $294,900

  • 6 Beds
  • 3 Baths

  4908 S Indiana Ave, Chicago, IL 60615

  Rarely available legal 3-flat in the heart of Bronzeville. Prime location close to Washington Park, I-90, and transportation. Building has extensive fire damage and will require a full renovation. Buyer must take subject to open violations/code compliance requirements/housing case. Sold strictly as-is. Cash or renovation loans only.

  Anthony Disano Parkvue Realty Corporation

  4908 S Indiana Ave, Chicago, IL 60615
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  /33

  $349,000

  • 7 Beds
  • 2 Baths

  7734 S Saginaw Ave, Chicago, IL 60649

  Attention investors. Get ready to add your finishing touches to this beautifully rehabbed jumbo 2-flat nestled on a quiet block in the vibrant South Shore neighborhood. Presenting an exciting investment opportunity. Both units are updated with new flooring, paint, light fixtures, bathrooms and cabinets in the kitchen. First floor features 3 beds and the potential to duplex down to the framed but

  Brittany Strale Redfin Corporation

  7734 S Saginaw Ave, Chicago, IL 60649
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  /35

  $625,000

  • 9 Beds
  • 4 Baths

  5300 S Parkside Ave, Chicago, IL 60638

  Attention! Discover this charming. Each spacious unit features bright living areas, big kitchens, cozy bedrooms, and a full bath. The property includes a full basement for extra storage and a well-maintained yard for outdoor enjoyment. Conveniently located near parks, schools, and public transportation, this is a fantastic opportunity for homeownership or investment in a vibrant community! Sold

  Maksym Haruk KOMAR

  5300 S Parkside Ave, Chicago, IL 60638
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  /16

  $259,000

  • 5 Beds
  • 3 Baths

  7421 S Dante Ave, Chicago, IL 60619

  RECENTLY REFRESHED BRICK 2 FLAT WITH BASEMENT INCLUDING TWO EXTRA FINISHED ROOMS AND A FULL BATHROOM. HARDWOOD FLOORS. SEPARATE HEATING SYSTEMS PER UNIT. 2 CAR GARAGE. CONVENTIONAL OR REHAB LOANS ONLY.

  Joseph Konney Top Care Realty LLC

  7421 S Dante Ave, Chicago, IL 60619
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  /38

  $789,900

  • 5 Beds
  • 2 Baths

  2913 N Washtenaw Ave, Chicago, IL 60618

  Welcome to 2913 North Washtenaw Avenue, a stunning residence in the vibrant East Avondale neighborhood of Chicago. This elegant property, fully rehabbed in 2021, boasts modern upgrades including new electrical, plumbing, mechanical systems, and a newer roof, ensuring peace of mind and contemporary comfort. The property features two distinct units. Unit 1 offers three bedrooms, a beautifully

  Cirenio Jimenez Compass

  2913 N Washtenaw Ave, Chicago, IL 60618
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  /35

  $389,000

  • 7 Beds
  • 2 Baths

  8348 S Saginaw Ave, Chicago, IL 60617

  Great investment opportunity with this multi-unit property! This property has 2 legal units and an additional 2 non-conforming units that provide endless opportunities. All 4 units have been updated in the last 5 years and feature vinyl plank flooring throughout. Unit 1 & 2 both have 2 bedrooms, a full bath, spacious living rooms and great sized kitchens. Parking pad in the rear of the home.

  Cesar Juarez Redfin Corporation

  8348 S Saginaw Ave, Chicago, IL 60617
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  /58

  $998,000

  • 5 Beds
  • 4 Baths
  • 3,800 Sq Ft

  6530 S University Ave, Chicago, IL 60637

  I am pleased to introduce the Flemish House, the most exclusive single-family residence in Woodlawn. The Flemish House, built around 1888, is fully embellished and is a spectacular property adorned with a slate roof, cooper gutters, two wood-burning fireplaces and the largest yard in Woodlawn. It is registered as a historic home "having significant historical and architectural significance." Five

  Don Robinson Coldwell Banker Realty

  6530 S University Ave, Chicago, IL 60637
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  /22

  $415,000 Open Sun 10AM - 12PM

  • 6 Beds
  • 2 Baths
  • 2,655 Sq Ft

  7121 S Yale Ave, Chicago, IL 60621

  Welcome to this beautifully remodeled 6-bedroom, 2-bathroom home, offering an incredible blend of modern updates and classic charm! Bright and airy first floor, features a welcoming living room, a formal dining room, a stylishly updated kitchen, a home office/study, a full bathroom, a mudroom, a front and back porch. The second floor boasts four spacious bedrooms and a full bathroom. Continue

  Arkadiusz Szejgiec Coldwell Banker Real Estate Group

  7121 S Yale Ave, Chicago, IL 60621
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  /23

  $699,500

  • 6 Beds
  • 6 Baths

  6412 S Central Ave, Chicago, IL 60638

  WOW !!! Breath-taking , MUST SEE this Legal 3 flat/Condo building. You will be impressed once you see the gorgeous 3 units each unit with 2 bedrooms , 2 bathrooms in unit washer /dryer, Central Air , custom kitchen cabinets with granite counter top and SS appliances. Hardwood floors thru-out kitchens, dining, LV rooms, carpet in bedrooms. Rooms have special designed light fixtures. Every room

  Bernadeta Szczech RE/MAX 10

  6412 S Central Ave, Chicago, IL 60638
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  /17

  $1,169,650

  • 8 Beds
  • 4 Baths

  6109 S Greenwood Ave, Chicago, IL 60637

  This beautiful, rare, and meticulously maintained vintage greystone is a fantastic, solid investment opportunity and an investor's dream! An ideal turnkey operation, it features two 3BR rentals plus a fully-furnished, top-rated, 2BR Airbnb, allowing several options for the buyer: enjoy income from the popular Airbnb and the fully-rented units; reside in a unit (or two) and reduce your mortgage

  John Konrath Greater Metropolitan Real Estate Services

  6109 S Greenwood Ave, Chicago, IL 60637
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  /22

  $1,197,500

  • 9 Beds
  • 6 Baths

  1734 W Cullerton St, Chicago, IL 60608

  Three Unit Newer Condo Quality Building In Hot Pilsen with all three units offering 3 bedrooms and 2 baths with stunning finishes: Quartz counters and vanity countertops, spa baths, cathedral ceilings, foam insulation in walls, foam insulation under slab, masonry cement board siding and brick facade, 3 car parking, back yard, back decks, all stainless steel appliances, built in shelving in

  Phil Buoscio Keller Williams ONEChicago

  1734 W Cullerton St, Chicago, IL 60608
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  /34

  $359,000

  • 6 Beds
  • 2 Baths

  7430 S Crandon Ave, Chicago, IL 60649

  Brick 2 flat rehabbed in 2016, each unit has 3bd, 1 bth, equipped with central air/ central heat, unfinished basement. Both units are rented, no deposit, no lease. garage for 2, brick garage for 2 cars, garage door need repairs. Sold as is condition. Buyer to asume tenants. CONVENTIONAL OR CASH ONLY, NO FHA.

  Jose Tenezaca RE/MAX City

  7430 S Crandon Ave, Chicago, IL 60649
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  /22

  $8,000,000

  • 5 Beds
  • 7 Baths
  • 7,500 Sq Ft

  1865 N Fremont St, Chicago, IL 60614

  The Savane Design + Build team presents an exceptional turnkey custom new construction home on THE most desirable block in Chicago on an ultra-rare double 50' x 125' lot. This home offers 5 to 8 Bedrooms, 5 plus baths, state-of-the-art luxury finishes, expansive indoor/outdoor living spaces, lavish master suite, 5 plus car attached heated garage, and highlighted with a penthouse great room with

  Tom Moran @properties Christie's International Real Estate

  1865 N Fremont St, Chicago, IL 60614
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  /11

  $929,000

  • 10 Beds
  • 4 Baths

  438 E 49th St, Chicago, IL 60615

  A meticulously renovated, luxurious, sunny3 flat greystone building situated on a peaceful and charming block in Bronzeville. This building enjoys a large 1st floor duplex down, plus two large simplex units. Gorgeous units with spacious interiors, high ceilings, central AC, top of the line appliances including an in-unit washer/dryer. The kitchens are a standout, equipped with imported European

  Greg Viti Keller Williams ONEChicago

  438 E 49th St, Chicago, IL 60615
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  /46

  $729,900

  • 5 Beds
  • 3.5 Baths
  • 3,290 Sq Ft

  6626 S Ingleside Ave, Chicago, IL 60637

  BEAUTIFUL FURNISHED MODEL NOW OPEN! BRAND NEW CONSTRUCTION...IN POPULAR WOODLAWN NEIGHBORHOOD! READY FOR MOVE-IN! Contemporary 5BR/3.5BA features modern design and stunning finishes. Including; spacious kitchen with white shaker style cabinetry, stainless steel appliances w/beverage cooler, breakfast bar, & STUNNING BRAND NEW CONSTRUCTION IN THE HIGHLY DESIRABLE WOODLAWN NEIGHBORHOOD! MOVE-IN

  Duval Williams @properties Christie's International Real Estate

  6626 S Ingleside Ave, Chicago, IL 60637
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  /36

  $1,400,000

  • 8 Beds
  • 6 Baths

  2554 W Augusta Blvd, Chicago, IL 60622

  Incredible investment opportunity in hot UK Village! Fully renovated 3 unit all brick multi-family on extra wide 37x125 lot. All units are TURN KEY. The building was completely renovated with condo quality finishes throughout in 2006. All units feature in-unit laundry, individual heat & central A/C, hardwood flooring, maple cabinets, granite counters, stainless steel appliances, crown molding

  Stephanie Pagone Compass

  2554 W Augusta Blvd, Chicago, IL 60622
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  /23

  $680,000

  • 9 Beds
  • 4 Baths

  4247 W Haddon Ave, Chicago, IL 60651

  Fully remodeled 3-unit building in the heart of West Humboldt Park! Situated on a spacious double lot, this property offers separate utilities for each unit, providing convenience and efficiency. Granite counter tops. New Kitchens, new bathrooms. Features include a fenced yard for added privacy and a durable shingle roof. An excellent investment opportunity or perfect for owner-occupants. Don't

  Maria Jerusalimiec Inter-City Realty, Inc.

  4247 W Haddon Ave, Chicago, IL 60651
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  /24

  $925,000

  • 9 Beds
  • 5 Baths

  339 W 23rd Place, Chicago, IL 60616

  great building in the heart of chinatown ,new brick front wall and windows . this building has 3 residential units , 2 units has 3 bedrooms , 1 and half baths , one unit have 3 bedrooms and 1 bath . great opportunity to own a building in high demand location .

  Qian Kun Chen Kale Realty

  339 W 23rd Place, Chicago, IL 60616
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  /30

  $450,000

  • 7 Beds
  • 3 Baths

  167 N Lavergne Ave, Chicago, IL 60644

  Welcome to this charming 2-flat nestled in the Austin area! All 3 units have spacious living rooms that offer 3 bedrooms, 1 bath, a comfortable living room, dining area near a window, and a fully equipped kitchen featuring both, stove and fridge appliances. Each unit has a washer and dryer hookup, that will be convenient for tenants. This property boasts recent upgrades including a brand new

  Eva Stephenson Oladiji Realty LLC

  167 N Lavergne Ave, Chicago, IL 60644
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  /13

  $329,900

  • 5 Beds
  • 4 Baths

  1025 E 93rd St, Chicago, IL 60619

  Well cared for two unit, 1960s built with side drive and garage. Perfect for those needing more space, or investors looking for a new rental property. First floor unit has two bedrooms, one and one half bathrooms, living room and kitchen. Second floor unit has three bedrooms, one and one half bathrooms, living room and kitchen. Both units have central air! Building has been well maintained:

  John Wilson John Wilson

  1025 E 93rd St, Chicago, IL 60619
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  /21

  $539,000

  • 5 Beds
  • 3 Baths
  • 1,650 Sq Ft

  4511 N Melvina Ave, Chicago, IL 60630

  Unlock the potential of this promising single-family home nestled in the lovely Portage Park neighborhood! Ideal as a single-family home or an investor looking to customize and maximize their return. This home features 5 large bedrooms and 2 full baths above grade, with a spacious basement in-law arrangement featuring 1 bed plus den and 1 full bath. Hardwood floors throughout first and second

  Kenan Kreso Baird & Warner

  4511 N Melvina Ave, Chicago, IL 60630
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  /50

  $2,625,000 Open Sun 1PM - 3PM

  • 6 Beds
  • 4.5 Baths
  • 5,900 Sq Ft

  1414 N Mohawk St, Chicago, IL 60610

  Welcome to one of Old Town's finest homes built on and oversized lot and surrounded by mature gardens of Boxwood, Limelight Hydrangea and Thorndale Ivy. Enter through its custom iron gates and be ready to fall in love. This home views like a story book with all of its special features and architectural details. Full limestone and brick construction originally built in 2012 and perfected

  Cara Buffa Berkshire Hathaway HomeServices Chicago

  1414 N Mohawk St, Chicago, IL 60610
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  /29

  $599,000 Open Sun 2AM - 4PM

  • 7 Beds
  • 2 Baths

  6607 S Ingleside Ave, Chicago, IL 60637

  As the expansion of the neighborhood continues create generational wealth with this 3150 sq ft 2-flat in the revived Woodlawn community. This property boasts 2 units that have stainless steel appliances with washer and dryer in each unit. They also each have their own hot water heater and HVAC with central air. 2nd floor unit is 4bedrooms and 1 bath, 1st floor is 3bedroom and 1 bath with an

  Gregory Lee Coldwell Banker Realty

  6607 S Ingleside Ave, Chicago, IL 60637
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  /22

  $1,270,000

  • 7 Beds
  • 7 Baths

  2215 W Medill Ave, Chicago, IL 60647

  Turn-key 3-unit property in the heart of Bucktown, fully remodeled in 2017 with modern finishes and top-tier amenities. The building includes a 3-bed/3-bath unit and two 2-bed/2-bath units, all featuring individual HVAC systems, water heaters, and in-unit laundry. Stylish interiors boast hardwood floors, granite countertops, and stainless steel appliances. The third-floor unit has a private deck,

  Philip Leigh Essex 312, LLC

  2215 W Medill Ave, Chicago, IL 60647
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  /56

  $2,995,000

  • 6 Beds
  • 6.5 Baths
  • 6,400 Sq Ft

  1112 W Wrightwood Ave, Chicago, IL 60614

  Timeless and meticulously updated, this remarkable 6000+ sq. ft. single-family home in Lincoln Park offers exceptional space and turnkey design on a 33-ft wide lot near Jonquil Park. Boasting a commanding street presence, the home is both elegant and comfortable with 6 bedrooms and 6.5 bathrooms, high-end finishes and amazing natural light throughout, plus a picture-perfect, French-inspired

  Tim Salm Jameson Sotheby's Intl Realty

  1112 W Wrightwood Ave, Chicago, IL 60614
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  /31

  $249,000

  • 12 Beds
  • 3 Baths

  7524 S Colfax Ave, Chicago, IL 60649

  Calling all investors & rehabbers! Fully gutted 3 flat building with 4 beds 1 bath apartments in each unit in the South Shore Neighborhood, close to the Lake and city life. Property being sold AS-IS, plans approved! Call and schedule your showing today!

  Frank Montro Keller Williams Preferred Rlty

  7524 S Colfax Ave, Chicago, IL 60649
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  /3

  $90,000

  • 5 Beds
  • 2 Baths

  7002 S Paulina St, Chicago, IL 60636

  Calling all Investors. This 2 unit building is ready for your complete rehab - or could be rehabbed to a large single family home. It has 3 bedrooms on the first floor, two bedrooms on the second floor. Sold as is. Buyer is responsible for getting rid of all debri in the building. Property currently has one tenant on the second floor on a month to month. This area is up and coming.

  Willie Johnson Real People Realty

  7002 S Paulina St, Chicago, IL 60636
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  /12

  $325,000

  • 7 Beds
  • 4 Baths

  4821 W Washington Blvd, Chicago, IL 60644

  Duplex with large rooms and sun porches. Located near I290, with easy access to the Chicago and surrounding suburbs. Priced for "as is" purchase

  Terrell Johnson eXp Realty, LLC

  4821 W Washington Blvd, Chicago, IL 60644
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  /9

  $127,900

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

  7047 S Eberhart Ave, Chicago, IL 60637

  Attention Investors! Check out this awesome turn-key single family home rental opportunity in the red-hot Greater Grand Crossing neighborhood! This house is much large than it looks and includes 5 bedrooms, 2.5 baths and a detached garage. Currently rented to a tenant in a month in a month-to-month lease. Property needs some work (some exterior repairs, tree trimming, etc,) but is priced to

  Keith Hatzfeld Homeriver Illinois LLC

  7047 S Eberhart Ave, Chicago, IL 60637
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  /29

  $369,900

  • 5 Beds
  • 2 Baths

  4859 S Keeler Ave, Chicago, IL 60632

  All-brick corner Chicago famous bungalow is suited on a 30-ft wide lot. 1st floor features an oversized living room with plenty of windows, formal dining room, a beautifully-updated kitchen with quartz countertops, full subway tile backsplash, newer flooring, a spa-like bathroom with floor-to-ceiling tiles, large vanity with plenty of storage, 3 generous-sized bedrooms, and a sun room off the

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

  4859 S Keeler Ave, Chicago, IL 60632
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  /47

  $3,300,000

  • 6 Beds
  • 5 Baths
  • 5,400 Sq Ft

  461 W Melrose St, Chicago, IL 60657

  East Lakeview is the setting for this gorgeous contemporary masterpiece. The home is comprised of four levels of living space. The spaces are all accessible by an elevator that can transport you from the basement to the roof and all levels in between. There is a beautiful and spacious living room that combines and flows with the large dining room. The kitchen is a chef's dream and perfect for

  Lorenzo Sanchez Engel & Voelkers Chicago

  461 W Melrose St, Chicago, IL 60657
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  /4

  $130,000

  • 6 Beds
  • 2 Baths

  10925 S State St, Chicago, IL 60628

  investors wanted WILL need rehab .... MOST work completed Large 3 bedroom one bath in each unit separate entrances, separate furnace and hot water heaterS close to expressways will qualify for 203K loan AS IS Motivated Seller will NOT last!!!! submit all offers PARKING IN REAR AND FENCED YARD MAKE THIS YOUR HOME OR JUST MAKE MONEY !!!!

  Lynn Carter Carter Professional Realty

  10925 S State St, Chicago, IL 60628

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