5-Bedroom Homes for Sale in Cook County IL

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  /31

  $800,000 Open Sat 11AM - 12:30PM

  • 6 Beds
  • 3 Baths

  4870 N Magnolia Ave, Chicago, IL 60640

  WALK THRU VIDEO ON VIRTUAL TOUR BUTTON. Legal 2 unit (not a 3 unit - BEDROOMS CAN HOLD TWIN BEDS) with 3 bedrooms top floor and a 3bed/2bth/2 kitchen duplex down (basement can be it's own unit. The basement height is 6 ft 5 at it's highest point - you take the back interior stairs to get to basement) 25 x 180 oversized lot! Rental comps around 2500 and 3500 for a total of 6k a month. 2025

  Klopas Stratton Team Jameson Sotheby's Int'l Realty

  4870 N Magnolia Ave, Chicago, IL 60640
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  /36

  $1,249,000

  • 5 Beds
  • 4.5 Baths
  • 4,581 Sq Ft

  1106 S Kensington Ave, La Grange, IL 60525

  Striking all brick home built in 2004, ideally situated in the highly sought-after LaGrange Country Club area. Boasting timeless curb appeal, situated on an expansive 75-foot-wide lot and features an attached three-car garage, creating an impressive exterior presence. Welcoming two-story foyer highlights a grand staircase and captivating views of the second-floor wraparound landing, offering

  Catherine Pajauskas @properties Christie's International Real Estate

  1106 S Kensington Ave, La Grange, IL 60525
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  /35

  $434,900

  • 5 Beds
  • 3 Baths

  5009 W Addison St, Chicago, IL 60641

  Amazing opportunity in sought-after Portage Park! This spacious legal 2-unit property offers versatility and strong investment potential. The first unit(front) features 2 bedrooms and 1 bath, while the second unit (rear) includes 3 bedrooms and 2 baths - ideal for extended family or rental income. Enjoy a large backyard, private green space, and a detached garage. Located near Portage Park,

  Baltazar Nunez Realty of America, LLC

  5009 W Addison St, Chicago, IL 60641
• 

  

  

  /27

  $489,900

  • 5 Beds
  • 3.5 Baths
  • 2,371 Sq Ft

  9131 S Exchange Ave, Chicago, IL 60617

  Stunning Fully Renovated 5-Bedroom Home with Additional Lower-Level Bedroom | 3.5 Baths Welcome to 9131 S Exchange Ave, where contemporary design meets everyday comfort. This beautifully renovated home offers outstanding curb appeal and a spacious layout designed for modern living. Step inside to an open-concept main level filled with natural light. The inviting living area flows seamlessly

  Eduardo Camargo 24/7 Real Estate Inc

  9131 S Exchange Ave, Chicago, IL 60617
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  /39

  $449,900

  • 5 Beds
  • 3 Baths

  4155 Eberly Ave, Brookfield, IL 60513

  Welcome to this beautifully maintained, oversized brick bungalow situated in the award-winning Lyons Township School District. This home offers a perfect blend of space, modern updates, and an unbeatable location. Whether you're commuting or exploring, the Metra train station is just a few blocks away, downtown La Grange is only a 2-minute drive, and Ehlert Park is within walking distance,

  Nick Temen HomeSmart Realty Group

  4155 Eberly Ave, Brookfield, IL 60513
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  /32

  $599,000

  • 7 Beds
  • 3 Baths

  322 S Kostner Ave, Chicago, IL 60624

  Turn Key Opportunity! Stunning fully Renovated legal 3-Unit Property in the rapidly appreciating West Garfield Park neighborhood! Extremely LOW taxes! This all new construction was fully permitted and inspected by the City Of Chicago, a true turnkey opportunity for investors or house hackers. Every inch of this building has been redesigned with quality and style in mind. Each unit features

  Lawanda Gooden Hometown Real Estate Group LLC

  322 S Kostner Ave, Chicago, IL 60624
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  /58

  $1,399,900

  • 7 Beds
  • 6 Baths
  • 4,007 Sq Ft

  1104 Fair Oaks Ave, Oak Park, IL 60302

  The handsome brick and stone exterior with a lovely front porch welcomes you to this big and beautiful vintage home. Dream kitchen with top of the line Miele/Bosch/Sub Zero appliances and amenities that you didn't even think of but will love like a 48 inch fridge, induction cooktop, built-in coffee/espresso station, under-counter icemaker, thoughtful cabinet/storage design and more! The

  Marion Digre RE/MAX In The Village

  1104 Fair Oaks Ave, Oak Park, IL 60302
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  /38

  $899,900 Open Sat 11AM - 1PM

  • 7 Beds
  • 3 Baths

  4624 N Springfield Ave, Chicago, IL 60625

  Welcome to this stunning, fully renovated legal 3-flat on a quiet, tree-lined street in the heart of Albany Park, one of Chicago's most vibrant and diverse neighborhoods. Perfect for multigenerational living, house hacking or a savvy investment, this turnkey property features two spacious 3-bedroom/1-bath units and a charming 1-bedroom/1-bath top-floor unit, each with its own private outdoor

  Maria DelBoccio @properties Christie's International Real Estate

  4624 N Springfield Ave, Chicago, IL 60625
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  /50

  $2,699,000

  • 5 Beds
  • 8 Baths
  • 5,542 Sq Ft

  1669 Monterey Dr, Glenview, IL 60026

  Experience the height of luxury and functionality in this exceptional custom-built residence crafted by builder as a personal residence with exquisite finishes in every room. This home features five fireplaces and impressive ceilings reaching up to 24 feet, creating a grand ambiance throughout. On the first floor, you'll find a sunroom, library, and a full bedroom suite, providing perfect spaces

  Missy Jerfita Compass

  1669 Monterey Dr, Glenview, IL 60026
• 

  

  /24

  $489,000

  • 5 Beds
  • 3 Baths

  2539 N 74th Ct, Elmwood Park, IL 60707

  This PERFECTLY maintained two-flat apartment COVERS ALL THE BASES and offers the OPPORTUNITY to enjoy a home plus income! You will appreciate the MOVE-RIGHT- IN CONDITION and the convenient center of town setting with shops, dining, parks and services all at hand. You will be charmed by its picture perfect curb appeal! The home's traditional design is enhanced by a restored and welcoming covered

  Victoria Atkins Compass

  2539 N 74th Ct, Elmwood Park, IL 60707
• 

  

  /30

  $750,000

  • 6 Beds
  • 4 Baths

  736 N Ada St, Chicago, IL 60642

  Tremendous opportunity for investment of living space in the great community of West Town, Thise building offer two units w/three bedrooms in each one plus full finished basement w/extra rooms and full bath can be duplex w/1st floor, two car garage and big yard. Great location, easy access to parks, cultural hot sports, expressway access, transportation, and much more to offers.

  Maria Galindo RE/MAX 10

  736 N Ada St, Chicago, IL 60642
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  /32

  $449,999

  • 6 Beds
  • 2 Baths

  3738 S Hermitage Ave, Chicago, IL 60609

  Well-maintained and move-in ready! This solid brick 2-flat features beautifully refinished hardwood floors, updated kitchens and bathrooms, and separate utilities for each unit. Enjoy the comfort of central A/C, forced air heat, and the convenience of in-unit washer/dryers on both floors. Each unit has its own mechanicals. A spacious 2-car garage adds value and functionality. Perfect for

  Ryan Grober Jameson Sotheby's Intl Realty

  3738 S Hermitage Ave, Chicago, IL 60609
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  /8

  $899,900

  • 14 Beds
  • 5 Baths

  Unlisted Address

  HARD TO FIND SUCH GREAT SOLID BRICK BUILDING FOR SALE. GOOD INVESTMENT, 3 FLAT + FINISHED BASEMENT + 2 CAR BRICK GARAGE. EACH UNIT WITH HARDWOOD FLOOR ,CENTRAL AIR/HEAT . UNIT WASHER/DRYER, GREAT LOCATION, CONVENIENT TO EVERYWHERE, MINS. TO CHINATOWN/ CHICAGO DOWNTOWN.

  Helen Dai Pilsen Realty Group

  Unlisted Address
• 

  

  /21

  $208,000

  • 6 Beds
  • 2 Baths

  3730 W 140th Place, Robbins, IL 60472

  Looking for a great investment property? Don't miss out on this brick 2 unit! There are two 3 bedroom 1 bathroom units. This can be a desirable set-up for investors and potential tenants. Rent out all 2 units, or live in one unit and rent the out the other to cover your mortgage and expenses. Don't let this one go by because it will not last long! Desirable 218 school district.

  Steve Olszewski Berkshire Hathaway HomeServices Starck Real Estate

  3730 W 140th Place, Robbins, IL 60472
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  /25

  $6,250,000

  • 5 Beds
  • 9 Baths
  • 10,179 Sq Ft

  451 W Superior St, Chicago, IL 60654

  Recently completed, beautifully RENOVATED luxury at its finest within the sought-after Kingsbury Estates (including private, gated alley). Exquisite six bedroom, six full & three half bath residence offering 10,000 sq ft of ultimate living in the heart of River North. Features include a 5-stop elevator, recreation/billard room, theatre room, wine cellar, library/office, 4 fireplaces, 2 covered

  Paul Gorney eXp Realty

  451 W Superior St, Chicago, IL 60654
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  /41

  $210,000

  • 5 Beds
  • 3 Baths
  • 2,238 Sq Ft

  3205 Oak Ct, Hazel Crest, IL 60429

  Discover the space and comfort this 5-bedroom, 3-bath home has to offer, ideally located in the heart of Hazel Crest. With over 2,200 square feet, this property features a bright, sunlit living area, an open kitchen with plenty of cabinets and counter space, modern bathrooms, and generously sized bedrooms. An attached 2-car garage provides added convenience. Sold as-is. Come see the

  Halina Zdanowski LPT Realty

  3205 Oak Ct, Hazel Crest, IL 60429
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  /24

  $479,000

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

  754 Central Park Ave, Flossmoor, IL 60422

  This stunning Colonial home is now on the market and ready for new owners! This charming five-bedroom residence features an abundance of updates, too numerous to mention. The kitchen has been completely remodeled, showcasing beautiful cabinets, gold hardware, a farmhouse sink, and a butcher block countertop. The living room boasts hardwood floors and a lovely brick fireplace surround. The updated

  Howard Thomas RE/MAX Premier

  754 Central Park Ave, Flossmoor, IL 60422
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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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  /28

  $500,000

  • 7 Beds
  • 3 Baths

  2500 Lombard Ave, Berwyn, IL 60402

  Welcome to this charming 2-unit brick bungalow offering space and flexibility. The main level features 3 bedrooms, a bright dining room, a cozy living room, and a well-equipped kitchen with a full bath and in-unit laundry. The finished attic provides a versatile area with a bedroom, living space, and half bath, perfect for a home office or guest suite. The garden apartment offers 3 additional

  J. Alday Realty of America, LLC

  2500 Lombard Ave, Berwyn, IL 60402
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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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  /95

  $2,250,000

  • 5 Beds
  • 7 Baths
  • 9,152 Sq Ft

  153 Algonquin Rd, Barrington, IL 60010

  A rare opportunity to own 20+ prime acres in sought-after Barrington Hills! This exceptional 9,000+ sq ft estate offers resort-style living with an incredible indoor pool, expansive living areas, and a separate log-cabin-style guest house-all set amidst serene countryside. The main residence features 5 bedrooms and 7 full baths, including a convenient main-floor suite with ensuite bath, ideal for

  John Morrison @properties Christie's International Real Estate

  153 Algonquin Rd, Barrington, IL 60010
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  /22

  $279,000

  • 5 Beds
  • 3 Baths
  • 2,016 Sq Ft

  1336 Cuyler Ave, Berwyn, IL 60402

  Welcome to this Spacious 5 Bedroom Berwyn Brick Bungalow with a spacious Dormer! This character-filled 5-bedroom, 3-bathroom home offers over 2,000 square feet of living space plus a mostly finished full basement-perfect for extended families or those seeking extra room to spread out. Layed out like a two-unit building; this property is ideal for Growing families, with a flexible layout and

  Israel Valadez Realty of America, LLC

  1336 Cuyler Ave, Berwyn, IL 60402
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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

  Santiago Valdez 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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  /56

  $1,389,000

  • 6 Beds
  • 4.5 Baths
  • 6,229 Sq Ft

  26 Forest Ln, South Barrington, IL 60010

  Stunning custom brick and stone waterfront estate on 1.3 acres in Forest Knoll. Home features 6 bedrooms and 4.5 baths, the home showcases remarkable architectural details throughout. First floor includes a formal living room and dining room with coffered ceilings, inviting family room with a copper ceiling and turret, large kitchen with a fireplace and breakfast room, private office and three

  Judy Bruce Compass

  26 Forest Ln, South Barrington, IL 60010
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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
• 

  

  /47

  $1,100,000

  • 5 Beds
  • 4.5 Baths
  • 2,713 Sq Ft

  1633 S Vine Ave, Park Ridge, IL 60068

  Welcome to your dream home in Park Ridge-where timeless charm meets modern luxury. As you step inside, you're immediately greeted by the thoughtful design of the first floor, where the warmth of two fireplaces anchors both the elegant living room and the separate dining room. The beautifully renovated kitchen (2024) is the heart of the home, complete with heated floors, high-end appliances, and a

  Danny McGovern RE/MAX Properties Northwest

  1633 S Vine Ave, Park Ridge, IL 60068
• 

  

  /25

  $365,000

  • 5 Beds
  • 2 Baths

  1843 S 57th Ct, Cicero, IL 60804

  Fantastic Opportunity! This well-maintained 2-unit building offers great versatility and potential. The second-floor unit features 3 spacious bedrooms, 1 full bath, a comfortable living and dining room, an eat-in kitchen, and an enclosed porch with washer and dryer hookups-perfect for added convenience. The ground-level unit offers an open-concept layout with 2 bedrooms and 1 full bath,

  Esmeralda Alvarez Realty of America, LLC

  1843 S 57th Ct, Cicero, IL 60804
• 

  

  /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
• 

  

  /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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