5-Bedroom Homes for Sale in Cook County IL

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  /4

  $299,900

  • 7 Beds
  • 2 Baths
  • 2,200 Sq Ft

  1103 W 16th St, Chicago, IL 60608

  Calling all investors and rehabbers! Check out this extremely rare brick workers cottage on a full-sized lot in the heart of east Pilsen. Bring this home back to life. Needs some TLC for this 7 bed 2 bath house featuring 4 bedrooms on the upper level and 3 in the lower level. Run your numbers and schedule a showing! Sold AS IS

  Frank Montro Keller Williams Preferred Rlty

  1103 W 16th St, Chicago, IL 60608
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  /11

  $800,000

  • 7 Beds
  • 5 Baths

  2567 S Emerald Ave, Chicago, IL 60616

  Welcome to this corner 4 unit building in prime Bridgeport Neighborhood. Well care and maintained. Front building has 2 units + finish basement with extra living space, lots of updates (2023). Roof (2012), Siding (2020), main door (2020), sidewalk (2024). Rear Building has 2 units, beautiful complete rehab (2020). All units have central air and force heat. Lots of improvements. Security

  David Fuentes American International Realty

  2567 S Emerald Ave, Chicago, IL 60616
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  /24

  $369,900

  • 5 Beds
  • 2 Baths

  4610 S Marshfield Ave, Chicago, IL 60609

  Don't miss this beautifully maintained, move-in ready 2 Unit in a rapidly growing neighborhood. Perfect for an owner occupant or immediate cash flow, this property offers flexibility and strong upside potential. The upper unit features 2 large bedrooms, a stylish modern kitchen, and a private balcony-ideal for relaxing or entertaining. The lower level offers 3 near equal sized bedrooms, all

  Kris Clymer Kale Realty

  4610 S Marshfield Ave, Chicago, IL 60609
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  /35

  $1,237,500

  • 5 Beds
  • 4.5 Baths
  • 4,500 Sq Ft

  5417 Lawn Ave, Western Springs, IL 60558

  Welcome to this lovely and pristinely kept home in the Forest Hills section of Western Springs. Set on a huge 60 x 187 foot lot, this property will steal your heart. Built in 2005 with many updates along the way and a refresh in 2023, this home is turn key with all the charm you would expect. Five full bedrooms all with walk in closets and beautiful natural light with treetop and garden views.

  Cara Buffa Berkshire Hathaway HomeServices Chicago

  5417 Lawn Ave, Western Springs, IL 60558
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  /15

  $55,000

  • 6 Beds
  • 2 Baths

  8127 S Burnham Ave, Chicago, IL 60617

  ***Attention investors and savvy home owners*** Frame 2-flat with excellent potential. The property is being sold strictly as-is. Buyer to verify zoning and take subject to any code violations or municipal requirements. Seller does not provide a survey.

  Anthony Disano Parkvue Realty Corporation

  8127 S Burnham Ave, Chicago, IL 60617
• 

  

  /20

  $314,900

  • 8 Beds
  • 3 Baths

  6948 S Eberhart Ave, Chicago, IL 60637

  Two unit is excellent condition and fully occupied is waiting for its new owner. Premium property in the Greater Grand Crossing community on quiet block. Unit 1 is duplexed down 5 bed 2 baths. Unit 2 is 3 bed 1 bath. Rent is below average for the market. Some notice needed to show - please do not disturb occupants.

  Lisa Foster @properties Christie's International Real Estate

  6948 S Eberhart Ave, Chicago, IL 60637
• 

  

  /22

  $315,000

  • 5 Beds
  • 2 Baths
  • 1,476 Sq Ft

  1635 Linden Rd, Homewood, IL 60430

  Welcome to this beautiful Homewood home. The foyer leads to a front office area and a spacious living room. There are 5 bedrooms and 2 bathrooms. Off the kitchen, there is a nice size pantry area. The unfinished basement offers further design possibilities. The two car garage sits in front a spacious back yard. The generous lot has a side drive on both sides of the house.

  Felice Barrett Baird & Warner

  1635 Linden Rd, Homewood, IL 60430
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  /31

  $729,999

  • 8 Beds
  • 5 Baths

  4305 W Schubert Ave, Chicago, IL 60639

  Come check out this RARE legal 3Flat in Belmont Gardens neighborhood. This 3Flat building boasts a 3Bdr with 1.5Bthr in its 1st and 2nd floor unit apartment. With a 2bdr, 1bthr Garden unit. Separate utilities and a 3 car detached garage.

  Enri Gamez RISING REALTY LLC

  4305 W Schubert Ave, Chicago, IL 60639
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  /14

  $130,000

  • 6 Beds
  • 3 Baths

  13345 S Baltimore Ave, Chicago, IL 60633

  Welcome to 13345 S Baltimore Avenue, a unique and spacious property offering both residential and commercial potential in the heart of Chicago's Hegewisch neighborhood. This well-maintained building features a storefront space in the front, perfect for a small business, boutique, or office, while the rear of the property houses a generous 6-bedrooms, -ideal for owner-occupancy, extended family,

  Jose Ayala Luna Realty Group

  13345 S Baltimore Ave, Chicago, IL 60633
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  /22

  $259,900 Open Sat 10:45AM - 3PM

  • 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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  /16

  $315,000 Open Thu 4PM - 5PM

  • 6 Beds
  • 4 Baths

  2427 Thornton Lansing Rd, Lansing, IL 60438

  This charming 4-unit building, just off Lansing's bustling Torrence Avenue, offers a desirable mix of 1- bedroom and 2-bedroom units in a high-demand rental market served by quality Lansing schools. With low maintenance requirements, strong upside for rent increases, and exciting value-add potential, this property is ideal for a live-in owner seeking both comfort and cash flow. Just minutes from

  Andrew Page Ellsbury Group LLC

  2427 Thornton Lansing Rd, Lansing, IL 60438
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  /49

  $385,000

  • 6 Beds
  • 3 Baths

  6632 S Maplewood Ave, Chicago, IL 60629

  This well-kept gem offers flexibility, charm, and investment potential. Each unit features 3 spacious bedrooms, a full bath, and approximately 1,000 sq ft of living space, plus original woodwork and large eat-in kitchens that blend character with functionality. The upstairs unit features a private balcony, ideal for savoring morning coffee or unwinding in the evening. A full basement and attic

  Crystal Banks Landstar Realty Group, Inc.

  6632 S Maplewood Ave, Chicago, IL 60629
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  /63

  $2,999,000

  • 5 Beds
  • 7 Baths
  • 6,547 Sq Ft

  4320 N Winchester Ave, Chicago, IL 60613

  Discover a residence that transcends typical new construction, a bespoke property with a rare coach house in a coveted Ravenswood location. Situated on a DEEP, oversized lot on a tree-lined, one-way street, this spectacular 7-bedroom, 5.2-bathroom property has been meticulously CUSTOMIZED and UPGRADED to the highest standards, representing nearly $600,000 in integrated enhancements not reflected

  Tanya Wirht @properties Christie's International Real Estate

  4320 N Winchester Ave, Chicago, IL 60613
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  /8

  $89,999

  • 6 Beds
  • 2 Baths

  347 W 59th Place, Chicago, IL 60621

  2 flat building located conveniently off the expressway. There are plans for city improvements within walking distance of property. Building requires full rehab. Investors welcomed. Signed hold harmless agreement required before entering.

  Kelly Turner Century 21 Circle

  347 W 59th Place, Chicago, IL 60621
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  /2

  $700,000

  • 7 Beds
  • 6 Baths

  1526 E 65th Place, Chicago, IL 60637

  Excellent investment opportunity in the thriving Woodlawn community! This well-constructed, three-unit brick building presents significant potential for investors or homeowners interested in generating rental income. Unit 1 features two bedrooms and two bathrooms; Unit 2 offers two bedrooms and two bathrooms; and Unit 3 includes three bedrooms and one bathroom, providing flexible living

  Stephon Walker Compass

  1526 E 65th Place, Chicago, IL 60637
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  /21

  $524,900

  • 8 Beds
  • 3 Baths

  6155 S Moody Ave, Chicago, IL 60638

  Fantastic Investment Opportunity ~ A 3-Unit Property with Owner-Occupant Potential! Don't miss this incredible chance to own a well-maintained 3-unit property offering both steady rental income and the option to live in one unit! Perfectly suited for investors or owner-occupants, this versatile property features two fully leased units generating consistent rental income, while the third unit is

  John Andres Direct Realty, LLC

  6155 S Moody Ave, Chicago, IL 60638
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  /15

  $625,000

  • 5 Beds
  • 2 Baths

  812 Marvin Pkwy, Park Ridge, IL 60068

  MAINE SOUTH SCHOOL DISTRICT! 95% COMPLETED NEWLY RENOVATED 5 BED + FAMILY ROOM 2 BATH BRICK RANCH IN PARK RIDGE WALKING DISTANCE TO THE METRA! WHITE/BLACK SHAKER CABINETS/SAMSUNG STAINLESS STEEL APPLIANCES/QUARTZ COUNTERTOP KITCHEN; BRIGHT SOUTH-FACING LIVING/DINING AREA W/ HARDWOOD FLOORS T/O THE MAIN LEVEL; LARGE PRIMARY BEDROOM AND SHARED HALLWAY TASTEFULLY DONE FULL BATH; GREAT SIZE SECONDARY

  Mario Greco Compass

  812 Marvin Pkwy, Park Ridge, IL 60068
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  /55

  $1,499,900 Open Sat 1PM - 3PM

  • 5 Beds
  • 6 Baths

  3550 Sorrel Dr, Northbrook, IL 60062

  Welcome to this meticulously maintained, solid brick home in the highly sought-after District 27 school district, just steps from Hickory Point School. This home truly checks all the boxes. Enter through a large foyer with a grand staircase and oversized windows that flood the main level with natural light. This floor is an entertainer's dream, featuring a spacious and functional layout with a

  Keith Brand Berkshire Hathaway HomeServices Chicago

  3550 Sorrel Dr, Northbrook, IL 60062
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  /87

  $2,995,000

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

  202 Greenwood St, Evanston, IL 60201

  Overlooking Evanston's Greenwood Beach and Dawes Park, this 1889 "country home in the city," designed and built by prominent architect Joseph Lyman Silsbee, combines restored Victorian elegance as well as spectacular gardens and grounds. The home, set on over an acre of land, is approached down a curved paver-stone driveway and front walkway. A steel carriage step and a long, red-tiled front

  Katie Hauser Compass

  202 Greenwood St, Evanston, IL 60201
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  /17

  $80,000

  • 8 Beds
  • 3 Baths

  6835 S May St, Chicago, IL 60621

  Experience Englewood from a Place called HOME. Plant a Seed and Watch it Grow. Related Living Opportunity Alert! Multi-Generational Design Provides for Small Residential Income Use as Well Get 2 Legal Dwelling Units to Maximize Efficiency and Minimize Cost. 2 "Doors" Instead of 1 Increases the Value Exponentially. Opportunity to Duplex Up from Main Level while Having a 2 Bedroom Garden Unit as

  Benjamin Randle HomeSmart Connect LLC

  6835 S May St, Chicago, IL 60621
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  /23

  $570,000 Open Sun 12PM - 2PM

  • 5 Beds
  • 3 Baths
  • 2,550 Sq Ft

  4901 Emerson Ave, Palatine, IL 60067

  This spacious 5 bedroom 3 bath Split Level home is perfect for the growing family. Situated on a corner lot. Large eat in kitchen with hardwood floor and fully applianced. Amazing size Master bedroom with fireplace, private bath and balcony. Family room with fireplace and sliding glass doors that lead to deck. Lower level offers rec room, 2 bedrooms and a full bath. Utility room on the lower

  Laura Majikes Coldwell Banker Realty

  4901 Emerson Ave, Palatine, IL 60067
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  /22

  $325,000

  • 5 Beds
  • 3 Baths

  7250 S Morgan St, Chicago, IL 60621

  Check out this wonderfully maintained 2-Unit Property rehabbed in 2019. Unit 1 and 2 are tenant occupied. Both units feature an eat-in kitchen and a separate dining room great for entertaining! Additional living space in the basement, can't confirm legality of basement. This property is perfect for Buyers of all type and new or seasoned investors. Close to schools, parks, and public

  Autoria Morrow A Morrow Properties

  7250 S Morgan St, Chicago, IL 60621
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  /44

  $1,939,000 Open Sat 11AM - 1PM

  • 5 Beds
  • 3.5 Baths
  • 4,680 Sq Ft

  822 W Oakdale Ave, Chicago, IL 60657

  Set on one of Lakeview's most picturesque blocks, this elegant graystone was gut-renovated by one of Chicago's leading modernist architects as his personal residence. The result is a masterfully designed, gently lived-in home offering a highly functional floor plan, sophisticated contemporary finishes, and a refined sense of style. The main level is designed for both entertaining and everyday

  Jennifer Ames Engel & Voelkers Chicago

  822 W Oakdale Ave, Chicago, IL 60657
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  /36

  $495,000

  • 5 Beds
  • 4.5 Baths
  • 4,500 Sq Ft

  2702 1st Private Rd, Flossmoor, IL 60422

  LUXURY ESTATE THAT MAKES A STATEMENT** GRAND EXTERIOR WITH CIRCULAR DRIVEWAY** 4500 Sq ft from top to bottom of goodies.** Finished basement w/heated flooring through out** Built in's for your home entertainment equipment**[] Welcoming foyer entry with sprawling wood floors & Wood stair case.**[] Wood burning fireplace in family room.** []Canned lighting in Living & Dining Room** Fabulous Bay

  Ellise Holt Holt Realty

  2702 1st Private Rd, Flossmoor, IL 60422
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  /29

  $349,900

  • 5 Beds
  • 2 Baths
  • 1,876 Sq Ft

  10114 S 81st Ct, Palos Hills, IL 60465

  **MULTIPLE OFFERS RECEIVED, HIGHEST AND BEST OFFERS DUE by SUNDAY, JULY 27th at 5PM** Charming and versatile 5 bedroom home on a large (.47 Acre) lot on a beautiful, quiet tree-lined street in desirable Palos Hills! Welcome home to this beautifully maintained and tastefully updated 5-bedroom, 2-bathroom tri-level home, nestled on an expansive half-acre lot in desirable Palos Hills-located within

  Robert Medinger Keller Williams Preferred Rlty

  10114 S 81st Ct, Palos Hills, IL 60465
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  /16

  $470,000 Open Sat 10AM - 2PM

  • 6 Beds
  • 3 Baths

  6107 S Richmond St, Chicago, IL 60629

  FOR SALE - SOLID BRICK 2-FLAT WITH RELATED LIVING & PRIME LOCATION! Incredible investment or owner-occupant opportunity! This well-maintained, all-brick 2-flat features two spacious 2-bedroom, 1-bath units plus a finished related living space in the basement, perfect for extended family or additional rental income. Freshly painted and ready for today's market, this property offers a

  sinoe torres Home Sales Realty INC.

  6107 S Richmond St, Chicago, IL 60629
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  /80

  $8,790,000

  • 5 Beds
  • 8 Baths
  • 9,200 Sq Ft

  1878 N Orchard St, Chicago, IL 60614

  Stunning beyond words, this East Lincoln Park masterpiece redefines luxury at every turn. Set on a 36x131 on coveted Orchard street, this 9,200 square foot home speaks to a most discerning buyer seeking the ultimate blend of superior craftsmanship and refined luxury. A chic city retreat featuring a plunge pool and beautifully landscaped yard. Upon entering, you are welcomed by the striking drama

  Susan Miner Premier Relocation, Inc.

  1878 N Orchard St, Chicago, IL 60614
• 

  

  /20

  $349,900

  • 7 Beds
  • 3 Baths

  6324 S Morgan St, Chicago, IL 60621

  This beautifully rehabbed multi-unit would be a great opportunity for a new investor or a buyer looking to house hack! A full gut rehab was completed in 2022 along with full tear off and replacement of the roof. The upstairs unit is duplexed with 5 bedrooms and 2 full bathrooms. The downstairs unit is a walk-out with 2 bedrooms and 1 full bath. Both units are furnished with full appliances,

  Sarah Qualls Coldwell Banker Realty

  6324 S Morgan St, Chicago, IL 60621
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  /43

  $324,900

  • 5 Beds
  • 2 Baths
  • 2,088 Sq Ft

  767 Dixon Ave, Elgin, IL 60120

  Charming Vintage Home on a Serene, Wooded Lot with Pond Views! Rehabbed in January 2023, this beautifully refreshed two-story home blends timeless charm with modern updates, all nestled on a tranquil lot with stunning pond views and mature trees. Step inside to tall ceilings, fresh paint, luxury vinyl plank flooring, and updated light fixtures throughout. The spacious layout includes 5 bedrooms

  Esther Zamudio Zamudio Realty Group

  767 Dixon Ave, Elgin, IL 60120
• 

  

  /20

  $349,999

  • 5 Beds
  • 3 Baths
  • 1,759 Sq Ft

  2017 W 68th St, Chicago, IL 60636

  Looking for space, style, and move-in ready convenience? This stunning 8-bedroom, 3-bathroom home checks all the boxes-and then some! From the moment you walk in, you'll fall in love with the large open layout that flows effortlessly from the living area to a beautifully updated kitchen featuring quartz countertops, stainless steel appliances, and plenty of cabinet space for all your cooking

  Monica Villarreal Baird & Warner

  2017 W 68th St, Chicago, IL 60636
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  /37

  $429,999

  • 5 Beds
  • 2 Baths
  • 1,100 Sq Ft

  9631 Fullerton Ave, Franklin Park, IL 60131

  This move-in ready brick home offers a spacious and versatile layout featuring a bright living room, formal dining room, a master bedroom, and four additional bedrooms-perfect for large families, guests, or home office needs. The home includes two full bathrooms and a fully finished basement with a dedicated laundry room. Step outside to a well-maintained yard that's perfect for entertaining

  Luis Ortiz RE/MAX Partners

  9631 Fullerton Ave, Franklin Park, IL 60131
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  /40

  $780,000

  • 6 Beds
  • 4 Baths

  3575 W Dickens Ave, Chicago, IL 60647

  Welcome to 3575 W Dickens Ave - Your new turn key investment is a LEGAL 4 Unit building in the highly sought-after Logan Square neighborhood. Where do I start? This beautiful building has been renovated over the last year, newer electrical, newer plumbing, new roof, new flooring, new kitchens, new bathroom, most of the windows are new, new siding, new grass, etc. The list goes on. 6 Total

  Antonio Sarmiento 606 Brokers LLC

  3575 W Dickens Ave, Chicago, IL 60647
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  /29

  $549,900 Open Sun 10AM - 12PM

  • 5 Beds
  • 4 Baths
  • 3,960 Sq Ft

  17730 Brook Hill Dr, Orland Park, IL 60467

  All offers must be submitted by 5pm Sunday 7/27! Welcome to the highly desirable Brook Hills subdivision! This exceptionally spacious home offers nearly 4,000 square feet of luxurious living, complete with a 3-car attached garage. The chef's kitchen features top-of-the-line appliances, quartz countertops, and sleek gray cabinetry-ideal for both everyday living and entertaining. The inviting

  Kim Lotka @properties Christie's International Real Estate

  17730 Brook Hill Dr, Orland Park, IL 60467
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  /46

  $499,000 Open Sat 11AM - 1PM

  • 5 Beds
  • 2 Baths

  2437 W Taylor St, Chicago, IL 60612

  Welcome to 2437 W Taylor St, a beautifully remodeled 2 flat on Taylor street featuring stunning hardwood floors that add warmth and charm to every room. Perfectly suited for UIC students or anyone studying or working in the medical district, offering both comfort and convenience in an ideal location. Don't let this opportunity slip away. Schedule your showing today. Unit 1 is a 2 bedroom 1 bath

  Mitir Patel Baird & Warner

  2437 W Taylor St, Chicago, IL 60612
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  /35

  $470,000

  • 6 Beds
  • 2 Baths

  5037 W Sunnyside Ave, Chicago, IL 60630

  Buyer financing fell through! Back on the market and a great investment opportunity in prime Portage Park. Bring your development ideas to this 2 flat on a 35 ft wide lot. Create a great duplex down with the first floor unit and continue to produce income with the second floor. Or build your dream single family home. Both units have 3 bedrooms and 1 bath plus a bright and spacious living

  Karen Hood @properties Christie's International Real Estate

  5037 W Sunnyside Ave, Chicago, IL 60630
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  /13

  $725,000

  • 11 Beds
  • 6 Baths

  4326 S Calumet Ave, Chicago, IL 60653

  Gorgeous, recently gut-rehabbed to the studs, this turn-key 3-unit building in Bronzeville blends modern finishes with timeless charm. Nestled on a quiet cul-de-sac beside a beautifully maintained park, this property offers serene surroundings perfect for relaxation, family play, or outdoor reading-all just steps from Bronzeville's emerging shopping district. Each spacious unit features a

  James Mattz Keller Williams Preferred Rlty

  4326 S Calumet Ave, Chicago, IL 60653
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  /43

  $399,999

  • 5 Beds
  • 2 Baths
  • 3,523 Sq Ft

  5823 S Francisco Ave, Chicago, IL 60629

  Welcome to one of the finest homes to hit Gage Park! Welcome to your dream residence at 5823 S Francisco. Chicago's rapidly growing Gage Park neighborhood is the neighborhood to lead with this stunning 2025 newly renovated luxury residence spanning over 3,500 square feet across three beautifully finished levels-delivering the perfect blend of modern elegance, space, and functionality with of

  Alejandro Trujillo RE/MAX PREMIER

  5823 S Francisco Ave, Chicago, IL 60629
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  /25

  $459,000

  • 6 Beds
  • 2 Baths

  5092 W Monroe St, Chicago, IL 60644

  Located in the vibrant Austin neighborhood of Chicago, this 2-unit property is an excellent opportunity for investors or owner-occupants. Each unit features 3 spacious bedrooms and 2 full bathrooms, with beautiful hardwood floors throughout. The kitchens and bathrooms have been recently remodeled, showcasing modern finishes that add a touch of elegance to the space. A full unfinished basement

  Adam Zagata Baird & Warner

  5092 W Monroe St, Chicago, IL 60644
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  /28

  $785,000

  • 9 Beds
  • 3 Baths

  2110 W Arthur Ave, Chicago, IL 60645

  Owner occupants or investors! Excellent opportunity to own this brick 3-flat (add 4th ADU unit in basement) in the heart of West Ridge. Unbeatable location backing up to Warren Park/Robert Black Golf course and just steps from shopping, restaurants, entertainment, transportation & more! Spacious apartments feature sun-filled living & dining rooms, hardwood floors, & decorative fireplaces.

  Mark Kurgan 33 Realty

  2110 W Arthur Ave, Chicago, IL 60645
• 

  

  /55

  $474,900 Open Sat 12PM - 1:30PM

  • 5 Beds
  • 3 Baths

  3432 W Palmer St, Chicago, IL 60647

  Come check out this oversize legal 2-unit in the heart of Logan Square just two blocks to Palmer Square! This home features many updates and a rare, finished 3rd floor to create an owner's duplex-up unit featuring 3 bedrooms and 2 bathrooms. Unit #1 is currently rented and features 2 bedroom and 1 bath with the bathroom recently redone (~2020). This unit features large, newer south-facing windows

  Sarah Maxwell @properties Christie's International Real Estate

  3432 W Palmer St, Chicago, IL 60647

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