Homes for Sale in Cook County IL with 5-Bedrooms

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  /25

  $480,000

  • 8 Beds
  • 3 Baths

  2523 Grunewald St, Blue Island, IL 60406

  Beautifully-maintained brick 3-flat building with all units currently rented. The garden apartment features 2 bedrooms, while the two upper units offer 3 bedrooms each. The building is in great overall condition and features hardwood floors floors throughout, nice size bedrooms, and laundry facilities in the building. Additional highlights include an enclosed back porch, fenced yard, and a 2-car

  Blanca Moreno RE/MAX 1st Service

  2523 Grunewald St, Blue Island, IL 60406
• 

  

  

  /24

  $490,000

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

  3141 N Odell Ave, Chicago, IL 60707

  Turnkey Tudor with Fireplace, Finished Basement, and 2 Car Garage Beautiful turnkey all brick English Tudor home with a 2 car garage that blends classic charm with thoughtful updates. Refinished original hardwood floors highlight the main level and lead into a beautiful kitchen with stainless steel appliances. This spacious home offers five bedrooms with two conveniently located on the main level

  Colleen Berg Berg Properties

  3141 N Odell Ave, Chicago, IL 60707
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  /30

  $365,000

  • 7 Beds
  • 4 Baths

  81 Oglesby Ave, Calumet City, IL 60409

  This 4-unit brick building with stone accents and entrance awning in Calumet City offers a high-demand unit mix that caters to a variety of tenant needs. Conveniently located near shopping and dining. Commuters benefit from easy access to I-94 and Pace Bus on Torrence Ave. Parking in rear along with attached one car garage. Main unit has 3 bedrooms and 1.5 baths along with walkout deck. All units

  Pamela Perkins Pamela D. Perkins

  81 Oglesby Ave, Calumet City, IL 60409
• 

  

  

  /59

  $2,699,000

  • 6 Beds
  • 7 Baths
  • 4,689 Sq Ft

  2142 Harrison St, Glenview, IL 60025

  An entertainer's dream with incredible space and versatility, this custom-built oversized all-brick residence on nearly half an acre delivers timeless North Shore style with room for everyone. Inspired by the famous Home Alone home and lovingly maintained by its original owner, the property offers five bedrooms on the second floor, with a total of five full bathrooms, two half bathrooms across

  Thomas Gosse Berkshire Hathaway HomeServices Chicago

  2142 Harrison St, Glenview, IL 60025
• 

  

  

  /35

  $2,495,000

  • 7 Beds
  • 6 Baths

  1705 W Leland Ave, Chicago, IL 60640

  An exceptional opportunity awaits in the vibrant Ravenswood neighborhood. This handsome, historic residence combines elegant style, modern comfort, and rare investment potential. The property features a stunning luxury owner's duplex-up plus three well-appointed rental apartments, offering both refined living and multiple income streams. The owner's duplex-up is a true showpiece, with expansive

  Keith Goad Berkshire Hathaway HomeServices Chicago

  1705 W Leland Ave, Chicago, IL 60640
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  /14

  $599,900

  • 9 Beds
  • 6 Baths

  3107 W Polk St, Chicago, IL 60612

  Welcome to 3107 W Polk Street, an exceptional three-flat located in the vibrant neighborhood of East Garfield Park, Chicago. This solid multi-unit property offers an outstanding investment opportunity with its classic architecture and prime location. Each of the three spacious units is designed to provide comfortable living with ample natural light and modern amenities. Situated in East Garfield

  Romeo Harper Compass

  3107 W Polk St, Chicago, IL 60612
• 

  

  /27

  $950,000 Open Sat 11AM - 2PM

  • 5 Beds
  • 3 Baths
  • 4,252 Sq Ft

  484 W Haleys Hill Ct, Palatine, IL 60074

  Welcome to 484 W Haley Hill Ct - a beautifully updated 5-bedroom, 3-bath home with a 3-car garage, located in the highly desirable Dunhaven Woods subdivision. Updated in 2025, this home showcases thoughtful design, high-end finishes, and today's most desirable upgrades throughout. The stunning new kitchen features high-quality cabinetry, elegant quartz countertops, brand-new stainless steel

  Stephanie Voyls Redfin Corporation

  484 W Haleys Hill Ct, Palatine, IL 60074
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  /36

  $599,900

  • 5 Beds
  • 4 Baths

  6552 S Evans Ave, Chicago, IL 60637

  Welcome to this well-appointed two-unit building in the Woodlawn Pointe section of West Woodlawn. Minutes from the Obama Presidential Center, University of Chicago and Hyde Park's dining, shopping and entertainment scene! Offering thoughtfully designed layouts and quality finishes throughout making this property a strong opportunity for an owner-occupant or investor. The top unit features a

  Dione Craft @properties Christie's International Real Estate

  6552 S Evans Ave, Chicago, IL 60637
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  /35

  $585,000

  • 6 Beds
  • 3 Baths

  2618 73rd Ave, Elmwood Park, IL 60707

  A beauty of a building! This 3 unit - 6 bedroom, 3 full bathroom apartment building is now available after 40+ years of ownership! The building features a VACANT 3 bedroom 1 bathroom apartment on the 1st floor, 2 bedroom 1 bathroom apartment on the 2nd floor, and a LEGAL 1 bedroom 1 bath with the garden apartment. The building offers many updates including: backup generator installed in 2019, new

  Fernando Roman RE/MAX Partners

  2618 73rd Ave, Elmwood Park, IL 60707
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  /45

  $1,025,000

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

  7350 Forest Hill Rd, Burr Ridge, IL 60527

  Welcome to this stunning, 5 bedroom 3 bathroom home in the highly sought after neighborhood of Burr Ridge. This home has been fully renovated down to the studs in 2023 . New roof, ductwork, plumbing, electric, and mechanicals, including tankless water heater, 2 furnaces and 2 a/c units zoned for the first and second floors. When you walk in you will be blown away by all the natural light and 9

  Drew Kremper ARNI Realty Incorporated

  7350 Forest Hill Rd, Burr Ridge, IL 60527
• 

  

  /44

  $690,000

  • 6 Beds
  • 4 Baths

  940 Troost Ave, Forest Park, IL 60130

  Fully vacant 2-flat plus coach house on an unheard of oversized lot with parking for up to 12 cars including a 3-car garage with new electric! All kitchen and bathrooms have had updates in recent years with many other recent improvements. 2-flat basement features a finished room, full bath, tons of storage and a coin washer/dryer. Coach house features full basement for additional living space.

  Joseph Konney Top Care Realty LLC

  940 Troost Ave, Forest Park, IL 60130
• 

  

  /27

  $2,900,000

  • 5 Beds
  • 4.5 Baths

  476 Park Ave, Glencoe, IL 60022

  Luxury Redefined. A masterfully reimagined estate offering three expansive levels of refined living in one of Glencoe's most desirable locations. This exceptional residence features five bedrooms plus a private office and loft, four and a half beautifully appointed bathrooms, and top-of-the-line finishes throughout. The chef's kitchen is outfitted with premium, high-end appliance packages, a

  Jamie Ficco Jameson Sotheby's Intl Realty

  476 Park Ave, Glencoe, IL 60022
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  /59

  $1,599,000 Open Sat 12PM - 1:30PM

  • 5 Beds
  • 5.5 Baths
  • 6,200 Sq Ft

  11361 W Plainfield Rd, Indian Head Park, IL 60525

  This is Thee ONE! Come Peruse this Original Custom Built 6200sqft House that checks ALL the boxes and is in absolute Move-In Condition! This Stunning Home is an Absolute Showstopper and is in The Top School District in the Area! The property is set on almost an acre of Lush Private Grounds in one of the areas most sought after suburbs! The house Blends Beautiful Grand Architecture with warm

  David Mishel Real Broker LLC

  11361 W Plainfield Rd, Indian Head Park, IL 60525
• 

  

  /19

  $399,900

  • 9 Beds
  • 3 Baths

  6640 S Union Ave, Chicago, IL 60621

  Welcome to this beautifully renovated GREYSTONE 2-unit property offering incredible income potential and future upside. This oversized building features a massive duplex-down first unit with 5 bedrooms and 2 bathrooms, along with a spacious 4 bedroom, 1 bathroom second-floor unit-ideal for maximizing rental income. The property has been thoughtfully updated with modern finishes throughout, making

  Jaskirat Vig Blue Door Dave Inc

  6640 S Union Ave, Chicago, IL 60621
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  /16

  $309,999

  • 6 Beds
  • 2 Baths
  • 1,152 Sq Ft

  7707 S Damen Ave, Chicago, IL 60620

  WELCOME TO THIS BEAUTIFUL BRICK RAISED RANCH. THIS HOME FEATURES A SPACIOUS MODERN LAYOUT WITH A TOTAL OF 6 BEDROOMS, 3 ON THE MAIN FLOOR AND 3 IN THE BASEMENT. THE PROPERTY BOASTS ELEGANT DECOR THROUGHOUT, INCLUDING GLEAMING HARDWOOD FLOORS AND UPDATED KITCHEN COMPLETE WITH CUSTOM CABINETRY, GRANITE COUNTERTOPS AND NEWER STAINLESS STEEL APPLIANCES. THE FINISHED BASEMENT OFFERS A LARGE

  Angelica Rodriguez Coldwell Banker Realty

  7707 S Damen Ave, Chicago, IL 60620
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  /11

  $294,900

  • 8 Beds
  • 3 Baths

  7514 S Dante Ave, Chicago, IL 60619

  INCOME INCOME INCOME Producing property!! Come see this great 2-Unit with 3 beds on the first floor and 3 beds on the 2nd floor to maximize your earning potential. The basement is finished as well, great for an in-law suite! The property is fully occupied so you can come in and start earning!! There has been many updates done to the property come an see for yourself. Schedule a showing today!

  George Sierra RE/MAX LOYALTY

  7514 S Dante Ave, Chicago, IL 60619
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  /85

  $1,595,000 Open House 4/12

  • 5 Beds
  • 4.5 Baths
  • 4,350 Sq Ft

  6235 N Kedvale Ave, Chicago, IL 60646

  Elegant 95% New Construction in the Highly Desirable Sauganash Neighborhood! This exceptional 5-bedroom, 4.5-bath residence showcases refined luxury, impeccable craftsmanship, and thoughtful design throughout. From the moment you step inside, the home offers an immediate sense of warmth and sophistication, blending timeless elegance with modern comfort. Designed with an expansive open floor plan,

  Angela Hotca-Roos Berkshire Hathaway HomeServices Chicago

  6235 N Kedvale Ave, Chicago, IL 60646
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  /18

  $459,000

  • 7 Beds
  • 2 Baths
  • 2,400 Sq Ft

  2431 Gunderson Ave, Berwyn, IL 60402

  All new electrical, plumbing, HVAC, windows, mechanicals, fully updated bathrooms and just too many things to mention, everything has been done top to bottom ensuring years of worry-free living.

  Jose Medina Real Broker, LLC

  2431 Gunderson Ave, Berwyn, IL 60402
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  /51

  $3,249,000

  • 5 Beds
  • 7 Baths
  • 7,989 Sq Ft

  255 Harbor St, Glencoe, IL 60022

  Timeless East Glencoe elegance set on a beautifully landscaped .41-acre property with an expansive park-like setting as an extension of your backyard. 255 Harbor Street is a stately brick residence that blends architectural detail with refined, livable luxury in a premier location. A dramatic foyer creates an unforgettable first impression, introducing exquisite millwork, rich hardwood floors, 10

  Susan Maman @properties Christie's International Real Estate

  255 Harbor St, Glencoe, IL 60022
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  /24

  $599,000

  • 5 Beds
  • 3 Baths
  • 1,500 Sq Ft

  7241 N Mcvicker Ave, Chicago, IL 60646

  Welcome to 7241 McVicker, a fully rehabbed, move-in-ready ranch in Chicago. 3 Bedrooms on the main level and 2 additional bedrooms/multi-purpose rooms in the basement. beautiful chefs' kitchen and expansive yard. Too many highlights to list! Extremely motivated seller, schedule your showing today!

  Eliyahu Ben-Zev @properties Christie's International Real Estate

  7241 N Mcvicker Ave, Chicago, IL 60646
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  /59

  $1,749,900

  • 6 Beds
  • 5.5 Baths
  • 5,615 Sq Ft

  904 S Edgewood Ln, Mount Prospect, IL 60056

  What an exceptional home! Experience unparalleled luxury in this meticulously crafted 6-bedroom, 5.5-bathroom home, situated in a top-tier school district. Built by an old-world carpenter with solid 2x6 framing construction, this residence exemplifies impeccable quality and attention to detail, promising both elegance and comfort. Every inch of this home has been thoughtfully considered and

  Philip Defrancesco Dapper Crown

  904 S Edgewood Ln, Mount Prospect, IL 60056
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  /42

  $875,000

  • 6 Beds
  • 5 Baths

  3816 W Montrose Ave, Chicago, IL 60618

  This 3-unit property is fully rented and a great income-producing investment opportunity or perfect for a Live/Work owner! Lots of recent updates: the roof was replaced 2 years ago, the front windows of the 2-bedroom were replaced in 2025, and both the 2-bed and the coach house have new electrical. The 1600 Sq. Ft. storefront is currently operating as a catering/restaurant business and is on a

  Lora Vasileva Cedar Realty

  3816 W Montrose Ave, Chicago, IL 60618
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  /28

  $849,000

  • 6 Beds
  • 3.5 Baths
  • 3,900 Sq Ft

  4545 N Lawndale Ave, Chicago, IL 60625

  Welcome home to this spacious open and airy 6 bedroom home in beautiful Albany Park close to Mayfair, Irving Park and Ravenswood. Features include vaulted high ceilings with skylights throughout, hardwood floors, fireplace, large gated yard, three full bedrooms on the second level with two more on the main floor and two separate finished basements including a possible in law suite. Enjoy the

  Kirby Pearson Pearson Realty Group

  4545 N Lawndale Ave, Chicago, IL 60625
• 

  

  /21

  $525,000

  • 13 Beds
  • 6 Baths

  5319 S Calumet Ave, Chicago, IL 60615

  Strategic Investment Opportunity: 4 individual furnace and water heater-Unit Value-Add Near Obama Center Unlock Immense Appreciation in a Growing Tech & Cultural Hub Position yourself at the forefront of Chicago's South Side revitalization with this high-yield 4-unit property. Perfectly situated "right up the street" from the landmark Obama Presidential Center, which is confirmed to open in June

  Marcus Maxwell Green Breeze Realty LLC

  5319 S Calumet Ave, Chicago, IL 60615
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  /34

  $1,799,000

  • 5 Beds
  • 4.5 Baths
  • 11,000 Sq Ft

  50 Elizabeth Ln, Palos Park, IL 60464

  Welcome to this one-of-a-kind custom ranch estate located on a private street, offering around 11,000 sq ft of beautifully designed living space. Every part of this home shows quality, comfort, and style. The open layout flows easily from room to room, filled with natural light and featuring high-end finishes, custom woodwork, and heated floors throughout. The spacious bedrooms are thoughtfully

  Katarzyna Fuks Re/Max Millennium

  50 Elizabeth Ln, Palos Park, IL 60464
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  /9

  $189,900

  • 6 Beds
  • 4 Baths

  13701 S School St, Riverdale, IL 60827

  Well-maintained solid brick duplex-style 2-flat nestled in a quiet residential neighborhood, conveniently located within walking distance to schools, parks, and public transportation. Long-time owner is retiring, creating a great opportunity for investors or owner-occupants. This property features a highly desirable configuration with two spacious 3-bedroom, 2-bath units, offering strong rental

  James Mattz Keller Williams Preferred Rlty

  13701 S School St, Riverdale, IL 60827
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  /12

  $210,000

  • 5 Beds
  • 1.5 Baths
  • 1,811 Sq Ft

  444 Wilson Ave, Calumet City, IL 60409

  Embrace comfort and style in this spacious 5 bedroom, 1.5 bathroom single family home offering a generous layout and great natural light throughout. The home includes a front interior sunroom style space, fully partitioned off from the living room, providing additional flex space for seating, storage, or a cozy retreat within the main level. Plus a driveway leading to a 2 car garage for added

  Donna Johnson Century 21 IMPACT

  444 Wilson Ave, Calumet City, IL 60409
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  /36

  $1,075,000

  • 5 Beds
  • 4.5 Baths

  Unlisted Address

  Welcome to this stunning Timber Ridge Home home offering exceptional space, elegance and functionality throughout. A dramatic two-story entry sets the tone, leading into a breathtaking living room with soaring vaulted ceilings, floor to ceiling windows, and beautiful marble flooring that continues seamlessly into the formal dining room. The dining room is designed for both entertaining and

  David Braun @properties Christie's International Real Estate

  Unlisted Address
• 

  

  /32

  $408,000

  • 6 Beds
  • 2 Baths

  6331 S Justine St, Chicago, IL 60636

  Welcome to a beautifully remodeled 2unit building that feels inviting from the moment you step inside. Each spacious 3bedroom, 1bath unit offers a warm, comfortable layout with bright living spaces, generous bedrooms, and the kind of natural light that makes a home feel alive. This property is ideal for anyone dreaming of living in one unit while generating income from the other. It's also a

  Spiro Georgelos Standard Properties Group LLC

  6331 S Justine St, Chicago, IL 60636
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  /20

  $119,000

  • 8 Beds
  • 4 Baths

  11130 S Eggleston Ave, Chicago, IL 60628

  4- unit building for sale at a great price. THIS HOME IS OFFERED WITH A MOTIVATED SELLER. THIS IS NOT A BANK SHORT SALE OR FORECLOSURE. GREAT OPPORTUNITY FOR OWNERSHIP AT THIS PRICE. VACANT AND EASY TO SHOW. PLEASE INSPECT PRIOR TO SUBMITTING AN OFFER SINCE WE ARE SELLING "AS-IS". NO SURVEY. DISCLOSURES UNDER ADDITIONAL DOCUMENTS. AGENT HAS AN OWNERSHIP INTEREST IN THE PROPERTY.

  Timothy Gray The Chicagoland RE Auction Co.

  11130 S Eggleston Ave, Chicago, IL 60628
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  /64

  $450,000

  • 5 Beds
  • 3 Baths
  • 2,970 Sq Ft

  8631 S Constance Ave, Chicago, IL 60617

  All Brick & Stone Home, very rare and unique find style home. unique Roof Deck, Home has total of 5 huge Bedrooms, 3 full bathrooms & 2 Stone Fireplaces. Total home Sq. Ft. is 1980 and 2970 including 2 Master bedrooms (1st level and 2nd Level). Finished Basement. New Huge Deck off the kitchen, New Fenced backyard with mature trees, 2 detached car garage. Home is totally updated and remodeled, New

  Ryed Douedari Coldwell Banker Realty

  8631 S Constance Ave, Chicago, IL 60617
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  /17

  $549,900

  • 5 Beds
  • 3 Baths

  2045 N Tripp Ave, Chicago, IL 60639

  Great opportunity to own a zoned 2-flat in the highly sought-after Hermosa neighborhood of Chicago. Each unit features a spacious layout with separate living and dining rooms, two generously sized bedrooms, a full bathroom, and an eat-in kitchen with pantry space. Hardwood floors run throughout the living rooms, dining rooms, and bedrooms, adding warmth and character to both units. The finished

  Giuseppe Zerillo Zerillo Realty Inc.

  2045 N Tripp Ave, Chicago, IL 60639
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  /35

  $629,900

  • 6 Beds
  • 6 Baths

  6350 S Champlain Ave, Chicago, IL 60637

  Welcome Home! Take this opportunity to own a fully rehabbed Chicago Greystone. This legal 2-unit property feels like 3 units. Property includes an in-law arrangement in the lower level with separate entry. Great opportunity for generational living or short-term rental. Build equity while living in one unit and benefit from rental income to assist with mortgage payments. This property features a 3

  LaVette Jones ARNI Realty Incorporated

  6350 S Champlain Ave, Chicago, IL 60637
• 

  

  /18

  $420,000

  • 6 Beds
  • 2 Baths

  4505 S Justine St, Chicago, IL 60609

  All-brick, recently-remodeled 2-flat located off Ashland Ave. Both units have 3 bed/1 bath, and are gorgeously renovated, with a deck overlooking the backyard. The units feature a generously-sized living room, a formal dining area, & a newer contemporary kitchen complete with European-style cabinets, full glass tile backsplash, quartz countertops, & newer appliances. The bathroom boasts

  Virginia Gonzalez Village Realty, Inc.

  4505 S Justine St, Chicago, IL 60609
• 

  

  /37

  $795,000

  • 6 Beds
  • 4 Baths
  • 3,657 Sq Ft

  2416 W Morse Ave, Chicago, IL 60645

  Quintessential Chicago bungalow in the Tallman / West Ridge Bungalow Belt, ideally positioned between two of the neighborhood's most beloved green spaces-Indian Boundary Park and Warren Park. This fully reimagined six-window-wide brick bungalow blends timeless Chicago character with thoughtful modern design and remarkable flexibility for today's lifestyle. At the center of the home, the

  Trupti Patel Compass

  2416 W Morse Ave, Chicago, IL 60645
• 

  

  /45

  $1,400,000

  • 11 Beds
  • 7 Baths

  2900 W Glenlake Ave, Chicago, IL 60659

  Fully tenant-occupied, renovated 4-flat in sought-after West Rogers Park - an investor's dream opportunity. This turnkey building features a desirable unit mix: one 4-bedroom/2-bath, one 3-bedroom/2-bath, one 2-bedroom, 2 bath, and one 2-bedroom/1-bath unit. All residences have been updated with modern kitchens showcasing quartz countertops, stainless steel appliances, and crisp white cabinetry.

  Jacqueline Alter Redfin Corporation

  2900 W Glenlake Ave, Chicago, IL 60659
• 

  

  /26

  $295,000

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

  5541 W Grace St, Chicago, IL 60641

  Portage Park Handyman Special! This charming 5 bed 2 bath 2 kitchen home sits on a quiet tree lined street in Portage Park. The 1st floor features 3 bedrooms, spacious living room, formal dining room, updated bathroom, galley kitchen, and enclosed back porch. Basement features 2 more bedrooms, 2nd kitchen, 2nd bathroom, family room, and laundry area. The attic is accessible but unfinished. There

  gershon draiman Pearson Realty Group

  5541 W Grace St, Chicago, IL 60641
• 

  

  /16

  $484,000

  • 5 Beds
  • 2 Baths

  3510 N Oketo Ave, Chicago, IL 60634

  Modern Elegance Meets Every-Day Comfort - step into a home where every detail has been meticulously curated for the modern lifestyle. This beautifully updated two-story residence welcomes you with an expansive, sun-drenched open floor plan and gleaming new floors that flow seamlessly from room to room. At the heart of the home, the designer kitchen shines with crisp white shaker cabinetry, sleek

  Peter Deja Cross County Realty Inc.

  3510 N Oketo Ave, Chicago, IL 60634
• 

  

  /19

  $399,900

  • 5 Beds
  • 2.5 Baths
  • 1,995 Sq Ft

  800 Elm St, Flossmoor, IL 60422

  Enjoy easy living in this well-maintained home featuring a newly updated kitchen, fresh paint, and brand-new carpeting throughout. The flexible layout includes a private office with its own entrance, ideal for working from home or a small business. The primary bath offers a whirlpool tub, and the home is handicap accessible for added convenience. Relax outdoors on two spacious patios, one with a

  Frank Montro Keller Williams Preferred Rlty

  800 Elm St, Flossmoor, IL 60422
• 

  

  /37

  $334,900

  • 7 Beds
  • 4 Baths

  5114 S Justine St, Chicago, IL 60609

  A LEGAL 2-UNIT with a FINISHED BASEMENT and FINISHED ATTIC, offering TONS OF POTENTIAL for owner-occupants or investors. Both units feature 3 BEDROOMS, making this a GREAT AREA FOR RENTAL OPPORTUNITY with strong demand. The property includes a ROOF APPROX. 10 YEARS OLD, UPDATED ELECTRICAL, and COPPER PLUMBING for peace of mind. Conveniently located near MAJOR HIGHWAYS, including the I-55

  Xochil Wendy Escobar Realty of America, LLC

  5114 S Justine St, Chicago, IL 60609

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