5-Bedroom Homes for Sale in Cook County IL

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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
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  /55

  $474,900

  • 5 Beds
  • 3 Baths

  3432 W Palmer St, Chicago, IL 60647

  ***MULTIPLE OFFERS RECEIVED. OFFERS DUE ON MONDAY AT 1 PM.*** 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

  Sarah Maxwell @properties Christie's International Real Estate

  3432 W Palmer St, Chicago, IL 60647
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  /50

  $2,595,000

  • 5 Beds
  • 3.5 Baths
  • 4,036 Sq Ft

  42 E Schiller St, Chicago, IL 60610

  Hidden in Plain Sight - A Gold Coast Gem. Just half a block from Lake Michigan, tucked into the architectural charm of Chicago's iconic Gold Coast, this extraordinary brownstone blends timeless elegance with modern sophistication. Set on a quiet, tree-lined, one-way street between legendary Lake Shore Drive and historic Astor Street, this 5-bedroom, 3 and a half bath residence spans over 4,000

  Jill Silverstein Compass

  42 E Schiller St, Chicago, IL 60610
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  /51

  $1,620,000 Open Sat 12PM - 2PM

  • 5 Beds
  • 4.5 Baths
  • 5,100 Sq Ft

  1133 Manor Dr, Wilmette, IL 60091

  Stunning Custom-Built Colonial in Prime Wilmette Location! Welcome to this gorgeous, meticulously maintained, custom-built Colonial-style home offering a sensational layout and an unbeatable location! Boasting over 5,100 square feet of refined living space, this 5-bedroom, 4.5-bath residence perfectly blends timeless craftsmanship with modern comfort. Step into the dramatic two-story foyer

  Vanessa Carlson iRealty Flat Fee Brokerage

  1133 Manor Dr, Wilmette, IL 60091
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  /10

  $320,000

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

  8732 S Laflin St, Chicago, IL 60620

  An Auburn Gresham Gem. It will be hard to find this type of space, quality rehabbed property at this low price in this community. This bungalow features 5 generous sized bedrooms and 1 in basement. Two full bathrooms and One 1/2 bathroom. A living room, a family room, kitchen with stainless steel appliances, a laundry with washer and dryer, a full finished basement, a rear deck and a two car

  James Dukes Illinois Real Estate Partners

  8732 S Laflin St, Chicago, IL 60620
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  /27

  $600,000

  • 9 Beds
  • 6 Baths

  7711 S Essex Ave, Chicago, IL 60649

  Welcome to 7711 S. Essex Ave - a beautifully renovated jumbo three-flat boasting approximately 5,600 sq ft of total living space, offering a rare blend of size, style, and modern convenience in one of Chicago's most up-and-coming neighborhoods. Each spacious unit features 3 large bedrooms and 2 full bathrooms, thoughtfully designed with contemporary finishes throughout. The property has

  Colleen Berg Berg Properties

  7711 S Essex Ave, Chicago, IL 60649
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  /43

  $459,000

  • 9 Beds
  • 3 Baths

  4322 W Jackson Blvd, Chicago, IL 60624

  Tastefully updated 2 unit building with in-law arrangement. Full finished basement. Three floors of living space featuring 9 bedrooms and 3 bathrooms. First floor unit features 3 bedrooms, one bathroom, kitchen and living room. Second floor unit features 4 bedrooms, one bathroom, kitchen, living room, dining room and mechanical room. There are additional two bedrooms, a bathroom, living room,

  Damian Wojcik Chicagoland Brokers, Inc.

  4322 W Jackson Blvd, Chicago, IL 60624
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  /41

  $1,350,000

  • 6 Beds
  • 6 Baths

  1242 W Huron St, Chicago, IL 60642

  Fully gut-renovated in 2017, this well-maintained 3-flat in West Town is a smart, income-producing asset with a projected $108,000/year in rental income and an estimated 8% cap rate. Each of the three 2 bed / 2 bath units features open-concept living, quartz countertops, white soft-close cabinets, subway tile backsplash, West Elm lighting, hardwood floors, and in-unit laundry. Two of the three

  Elizabeth Jones Keller Williams ONEChicago

  1242 W Huron St, Chicago, IL 60642
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  /22

  $599,900

  • 8 Beds
  • 4 Baths

  2800 S Saint Louis Ave, Chicago, IL 60623

  Unique, completely remodeled 2 unit/duplex. Everything brand new- Roof, windows, furnance. Each unit with 2 story with 10ft ceilings on first floor. Each unit with built laundry hook ups. Unit one with partially finished basement. Plenty of parking with 2 car gararage, side apron and driveway. This is the best that Little Village has to offer.

  Rayed Yasin ELLSBURY GROUP LLC

  2800 S Saint Louis Ave, Chicago, IL 60623
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  /9

  $319,900

  • 12 Beds
  • 3 Baths

  3944 W Gladys Ave, Chicago, IL 60624

  BRICK 3 unit plus basement LOCATED IN the WEST GARFIELD PARK NEIGHBORHOOD. FIRST, SECOND AND THIRD FLOOR UNITS HAVE 4 BEDROOMS, LIVING ROOM SEPARATE FROM FORMAL DINING ROOM, HIGH CEILINGS, HARDWOOD FLOORS, some original woodwork. ALL WITH HISTORIC CHARM. CONVENIENT LOCATION. CLOSE TO BEAUTIFUL GARFIELD PARK, SCHOOLS, PUBLIC TRANSPORTATION, I-290 EXPRESS WAY. Fourteen MINUTES TO DOWNTOWN/30

  David Williamson Choice Realty Group Inc.

  3944 W Gladys Ave, Chicago, IL 60624
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  /21

  $699,000

  • 5 Beds
  • 3 Baths

  3633 W Oakdale Ave, Chicago, IL 60618

  Don't miss this upgraded brick 2-flat situated in the vibrant Avondale neighborhood of Chicago. Each unit offers 2 spacious bedrooms, 1 full bathroom, separate living and dining rooms, a generous kitchen, laundry room, and an enclosed back porch. Both units are equipped with central heating and cooling. The basement includes additional living space-perfect for related living or future expansion.

  Arkadiusz Szejgiec Coldwell Banker Real Estate Group

  3633 W Oakdale Ave, Chicago, IL 60618
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  /25

  $395,000

  • 6 Beds
  • 4 Baths

  1657 N Austin Ave, Chicago, IL 60639

  CLASSIC CHICAGO Brick 2 flat Building now available in Beautiful North Austin/Galewood. The building offers 2 apartments with an unfished basement. The 1st floor offers a spacious living room with separate dining room, 3 bedrooms single bathroom, modern kitchen with additional space in porch area. The 2nd floor offers the same layout, large living room, separate dining room, 3 bedrooms, 2

  Fernando Roman RE/MAX Partners

  1657 N Austin Ave, Chicago, IL 60639
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  /20

  $385,000

  • 7 Beds
  • 3 Baths

  8122 S Kingston Ave, Chicago, IL 60617

  Investor's Dream! Don't miss this opportunity to own a spacious and well-maintained 2-unit property offering immediate rental income. Both units are currently tenant-occupied, providing instant cash flow for the savvy investor. The second-floor unit features a bright and airy 3-bedroom layout filled with natural light. The first-floor unit is a modern 3-bedroom apartment with updated

  Reggie Eaton Park Place Realty Group LLC

  8122 S Kingston Ave, Chicago, IL 60617
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  /33

  $420,000

  • 5 Beds
  • 2 Baths

  611 N Monticello Ave, Chicago, IL 60624

  Discover this solid 5-bedroom, 2-bathroom multi-unit property located in the heart of Humbolt/West Garfield Park. Featuring a partially finished basement, this home offers excellent potential for added living space or future rental income. Enjoy the convenience of a brand-new garage, a newly installed privacy fence, and one new furnace - all enhancing the value and comfort of the property. Each

  Morgan Fernandez Luna Realty Group

  611 N Monticello Ave, Chicago, IL 60624
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  /16

  $459,900

  • 6 Beds
  • 3 Baths
  • 1,997 Sq Ft

  1428 N Central Ave, Chicago, IL 60651

  AMAZING EXTRA-LARGE BUNGALOW!! - A High-End Luxury Masterpiece at 1428 N Central Ave, Chicago, IL 60651. Welcome to this stunning, fully-renovated brick bungalow where luxury, space, and craftsmanship meet. Situated on an extra-wide lot in one of Chicago's most vibrant neighborhoods, this home is a true showstopper-a property where no detail has been overlooked and no expense has been spared.

  Rob Wilczynski Luna Realty Group

  1428 N Central Ave, Chicago, IL 60651
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  /25

  $349,900

  • 5 Beds
  • 3 Baths
  • 2,005 Sq Ft

  11322 S Lowe Ave, Chicago, IL 60628

  I THINK YOU CAN STOP LOOKING NOW! Welcome to 11322 S Lowe-a fully updated Chicago classic that checks every box on your wish list! This tastefully renovated brick bungalow features 5 bedrooms, 3 full bathrooms, a finished basement with a sixth additional guest room and just about everything you will need to call this "HOME." It is not just gorgeous, with coffered ceilings and green accents

  Pamela Mondane Coldwell Banker Realty

  11322 S Lowe Ave, Chicago, IL 60628
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  /35

  $530,000

  • 6 Beds
  • 2.5 Baths
  • 2,263 Sq Ft

  49 Stacy Ct, Glenview, IL 60025

  Welcome to 49 Stacy Ct, an updated home offering the perfect balance of comfort, style, and investment potential. This two-story property features 6 bedrooms and 2.5 bathrooms, ideal for comfortable living or generating rental income. Step inside to a bright living room with large windows and hardwood floors. The modern kitchen includes quartz countertops, Samsung appliances, and a functional

  Odennys Pinto RE/MAX LOYALTY

  49 Stacy Ct, Glenview, IL 60025
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  /32

  $350,000

  • 6 Beds
  • 2 Baths

  7436 S Langley Ave, Chicago, IL 60619

  Discover this beautifully rehabbed legal 2unit building offering a fantastic opportunity for both homeowners and investors. Each spacious unit features 3 bedrooms and 1 full bath, thoughtfully updated with modern finishes while maintaining a warm, inviting feel. The property boasts a recent renovation throughout, giving you peace of mind and a moveinready experience. The unfinished basement

  Diego Andrade Coldwell Banker Realty

  7436 S Langley Ave, Chicago, IL 60619
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  /29

  $615,000

  • 5 Beds
  • 4 Baths

  6604 S Langley Ave, Chicago, IL 60637

  Welcome to Woodlawn! This beautifully renovated grey stone building offers the perfect blend of classic charm and modern living. The property features two thoughtfully designed units, making it ideal for a multi-generational setup, rental income, or as a spacious primary residence. The building has been equipped with all new mechanicals, roof and windows. The first unit is a stunning duplex-up,

  Teneshia Brass Premier Midwest Realty, INC

  6604 S Langley Ave, Chicago, IL 60637
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  /7

  $75,000

  • 5 Beds
  • 2 Baths

  3830 W Fillmore St, Chicago, IL 60624

  TOTAL REHAB, INSIDE AND OUTSIDE! OWNER WILLING TO QUIT CLAIM IT TO ANY BUYER, BUT...COMPLICATIONS. HE HASN'T PAID TAXES SINCE 2011, BUT THEY ARE NOT SOLD. I PULLED REDEMPTION, BUT NOT FORFEITURES. ORDER OF DEMOLITION FROM 2016 MUST BE VACATED. BUILDING IS STILL THERE. MUST FILE MOTION TO VACATE INJUNCTION AGAINST SELLING. SO BUYER MUST PROVE, NOT ONLY CAPABILITY OF PURCHASING PROPERTY, BUT ALSO

  Andy Gerakaris Ziggy Realty and Builders

  3830 W Fillmore St, Chicago, IL 60624
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  /22

  $360,000

  • 6 Beds
  • 3 Baths

  8227 S Evans Ave, Chicago, IL 60619

  Yellow brick 3 unit building with a 3 car brick garage! Yup!!! All brick. Perfect opportunity to own and occupy a multi-unit building in Chatham. 2 of the three units have been updated and are income generating. The third unit is waiting for you.

  Yanira Doyle Century 21 IMPACT

  8227 S Evans Ave, Chicago, IL 60619
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  /43

  $1,130,000 Open Sat 10AM - 12PM

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

  1037 Dodge Ave, Evanston, IL 60202

  Rare, Fully Renovated Luxury in Prime Evanston Location - Just Minutes from the Lake. Welcome to your dream home-where timeless charm meets modern luxury. This stunning 3,500 sq ft residence has been completely reimagined from top to bottom, offering impeccable craftsmanship and high-end finishes across all four expansive levels. Situated in a sought-after Evanston neighborhood just minutes from

  JOSEPH GULI Compass

  1037 Dodge Ave, Evanston, IL 60202
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  /6

  $295,000

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

  4236 W 78th St, Chicago, IL 60652

  Home has had same owners for over 40 years. Being Sold as is. This is an estate sale we have little information. Many updates to systems Heat and air 6 years, roof approximately 5 years water heater 3 years but not updated needs new owner Ideas. Buyer can do an inspection, but owner will not negotiate or give credits. Structure is sound Needs cosmetic decorating.

  Pat Cesario Compass

  4236 W 78th St, Chicago, IL 60652
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  /29

  $499,000

  • 5 Beds
  • 2 Baths
  • 2,352 Sq Ft

  10829 S Maplewood Ave, Chicago, IL 60655

  Gorgeous Brick Victorian - this charming rehab features new electrical, new copper plumbing, exterior concrete new electric boiler, drywall, carpet, back deck. The upstairs features four bedrooms, with a master that has a separate changing area, as well an attached home office/fitness room and balcony. The first floor, with original hardwood flooring has an additional bedroom and full bath with

  Jaime Coates Baird & Warner

  10829 S Maplewood Ave, Chicago, IL 60655
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  /26

  $2,199,000

  • 5 Beds
  • 4 Baths
  • 5,112 Sq Ft

  69 E Cedar St, Chicago, IL 60611

  Welcome to 69 E Cedar Street - a timeless Greystone residence nestled on a tree-lined street in Chicago's coveted Gold Coast, just steps from Lake Michigan. This 5-bedroom, 4-bath home offers over 5,100 square feet of beautifully designed living space, blending historic charm with modern updates. Inside, you'll find soaring ceilings, oversized bay windows, a formal dining room, and a gourmet

  Julie Harron Jameson Sotheby's Intl Realty

  69 E Cedar St, Chicago, IL 60611
• 

  

  /23

  $549,900

  • 5 Beds
  • 3 Baths

  5638 N Parkside Ave, Chicago, IL 60646

  Jefferson Park very nice 2 flat with extra in law suite in basement. Separate gas forced air furnaces with central air. Updated cabinets in kitchens and nicely tiled baths. Refinished hardwood floors. 6 room 3 bedroom one bath apartment on 1st floor. Sharp looking 5 room 1 bedroom + office on 2nd floor and a nice open/spacious 1 bedroom unit in basement. 2 car garage and a very nice yard in

  Matthew Mika Compass

  5638 N Parkside Ave, Chicago, IL 60646
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  /50

  $1,499,000

  • 6 Beds
  • 16 Baths
  • 21,182 Sq Ft

  1 Maros Ln, Olympia Fields, IL 60461

  ***TAXES HAVE BEEN SUCCESSFULLY APPEALED! ASSESSED VALUE REDUCED from $4.7MM to $2.5MM. NEW TAX BILL COMING JULY 2025. NEW TAX BILL ESTIMATED TO BE $120,000 - $130,000.*** Behind the iron gates, against the leafy backdrop of Olympia Fields Country Club is one of the most exclusive enclaves in Chicago's South Suburbs, 1 Maros Lane. Just 33 miles from downtown Chicago, 1 Maros Lane is an expansive

  Alex Wolking Keller Williams ONEChicago

  1 Maros Ln, Olympia Fields, IL 60461
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  /35

  $759,000

  • 8 Beds
  • 3 Baths

  814 S Leavitt St, Chicago, IL 60612

  Fully rehabbed! turn key opportunity. Hot Tri-Taylor Historic district, walking distance to University of Illinois and Medical Center, Very easy access to expressway and Metra station. University school bus covered area. Great investment opportunity to live in one unit and rent out the other one. currently fully rented to travel nurses

  Jenny Fultz Jin's Group Corporation LTD

  814 S Leavitt St, Chicago, IL 60612
• 

  

  /23

  $599,999

  • 8 Beds
  • 4 Baths

  2356 S Lawndale Ave, Chicago, IL 60623

  Incredible opportunity to own a well-maintained multi-unit property in the heart of Chicago's Little Village neighborhood sitting on a DOUBLE LOT!! (Separate PIN) This solid brick building features three spacious apartments plus a fully equipped mother-in-law unit, perfect for extended family living. Total of 10 bedrooms 4 bathrooms. Each unit offers generous living space, hardwood floors,

  Miguel Gutierrez GMC Realty LTD

  2356 S Lawndale Ave, Chicago, IL 60623
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  /84

  $2,195,000

  • 5 Beds
  • 6 Baths
  • 6,500 Sq Ft

  379 W County Line Rd, Barrington, IL 60010

  Welcome to this stunning contemporary estate where luxury meets comfort in a truly breathtaking setting. Nestled within an exclusive and private enclave just west of County Line Road, this remarkable home is beautifully tucked away on over 5 professionally landscaped acres. Completely transformed over the past two years with no detail overlooked-absolutely everything is new. From the moment

  Ludmila Clim Renovo Realty

  379 W County Line Rd, Barrington, IL 60010
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  /29

  $549,000

  • 8 Beds
  • 3 Baths

  6816 S Champlain Ave, Chicago, IL 60637

  Calling All Owner-Occupiers and Turnkey Investors looking for high rent potential. Come see this newly renovated duplex down 2 Flat in the HOT Woodlawn area teeming with new development. The building consist of a 1st floor duplex down unit with 5 bedrooms, 2 baths and a laundry room. The 2nd floor unit has 3 bedrooms and 1 bathroom. With stainless steel appliances, central heat and AC, 2-car

  Darvel Desroches 1804 Realty Group LLC

  6816 S Champlain Ave, Chicago, IL 60637
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  /27

  $1,130,000

  • 5 Beds
  • 2.5 Baths
  • 3,300 Sq Ft

  4923 S Blackstone Ave, Chicago, IL 60615

  North Kenwood Living at Its Finest! This beautiful 5 bedroom, 2.1 bath home offers everything you're looking for, beginning with an exquisite front entry that opens into a refreshingly functional and elegant layout. The main level is ideal for both entertaining and everyday living, featuring a formal living room, a private parlor, a spacious dining room, and a gourmet chef's kitchen with a

  Naja Morris @properties Christie's International Real Estate

  4923 S Blackstone Ave, Chicago, IL 60615
• 

  

  /17

  $360,500

  • 5 Beds
  • 2.5 Baths

  2234 N Neva Ave, Chicago, IL 60707

  Enormous 5 bedroom and 2.5 bathroom home with new windows, roof and siding. The lot is 200 feet deep. All of the exterior work has been done and the interior is partially gutted. This is a great opportunity to renovate the way you want it! There is a full bathroom, a 1/2 bathroom, living room, dining room, eat-in kitchen and 2 bedrooms on the first floor. The second floor has a full bathroom, 3

  JASON REINER Solid Realty Services Inc

  2234 N Neva Ave, Chicago, IL 60707
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  /38

  $2,270,000

  • 6 Beds
  • 6 Baths
  • 5,416 Sq Ft

  225 Hamilton St, Evanston, IL 60202

  Discover timeless elegance at 225 Hamilton in South East Evanston, Steps from Lake michigan, beaches,schools,trains,restaurants,shops and so much more. This enchanting residence recently updated marries classic architectural details and modern amenities, creating an inviting space perfect for relaxing and both formal and informal entertaining. Entering the home you are welcomed into the grand

  Maxine Goldberg Engel & Voelkers Chicago North Shore

  225 Hamilton St, Evanston, IL 60202
• 

  

  /31

  $599,900

  • 5 Beds
  • 3 Baths

  4845 N Keystone Ave Unit 1S, Chicago, IL 60630

  Welcome to your dream home now available in North Mayfair! This luxurious and spacious 5-bedroom, 3-full-bath duplex has everything you've been searching for plus more. With hardwood floors throughout and a bright, open floor plan, this home is perfect for comfortable living and effortless entertaining. The modern kitchen features quartz countertops, stainless-steel appliances, and tons of

  Vikrant Saluja Real Properties Realty Group, Inc.

  4845 N Keystone Ave Unit 1S, Chicago, IL 60630
• 

  

  /60

  $799,999

  • 5 Beds
  • 3 Baths

  3331 N Drake Ave, Chicago, IL 60618

  Discover this beautifully renovated 2-flat in the heart of Chicago's vibrant Avondale neighborhood, a perfect opportunity for both owner-occupants and investors seeking modern luxury and income potential. Nestled in one of the city's most sought-after areas, this property seamlessly blends high-end finishes with the practicality of a revenue-generating unit, all in a prime location that's

  Donald Hajdari AAA Real Estate

  3331 N Drake Ave, Chicago, IL 60618

Showing Results 241 - 280, Page 7 of 18