5-Bedroom Homes for Sale in Cook County IL

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  /118

  $2,500,000

  • 11 Beds
  • 7 Baths

  1535 W Estes Ave, Chicago, IL 60626

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

  Peter Fotopoulos Baird & Warner

  1535 W Estes Ave, Chicago, IL 60626
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  /40

  $769,999

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

  4018 Yorkshire Ln, Northbrook, IL 60062

  Located within a tree lined cul-de-sac sits this 5 bedroom, 3 bathroom split level house which has been respected & well maintained over the decades by its current owner. Two car garage with large driveway, separate kitchenette area for the lower level bedrooms (in-law suite), expansive backyard space and beautiful greenery all around. As you can see in the pictures and virtual tour, the house is

  Rico Tallud @properties

  4018 Yorkshire Ln, Northbrook, IL 60062
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  /11

  $95,900

  • 5 Beds
  • 2 Baths

  14245 Lincoln Ave, Dixmoor, IL 60426

  REHABBERS DELIGHT!!! SEE THE POTENTIAL!!! Newer roof, and boiler is less than 10 years old and utilities are already separated . Long time tenant recently moved out. This 2 unit building has 3 possibly 4 bedrooms and 1 bath on the first floor and 2 bedrooms, 1 bath on the second floor for great cash flow. Future rent potential $1850-$2050 on the first floor and $1,450-$1,750 on the second floor.

  Yvette Ivy Rice Property Management & Realty L.L.C.

  14245 Lincoln Ave, Dixmoor, IL 60426
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  /9

  $279,000

  • 6 Beds
  • 2 Baths

  4643 W Monroe St, Chicago, IL 60644

  This Two unit brick property with 2 Car garage offers great potential! Both units are occupied by MTM tenants! Both Units need to be updated. First floor has 3 bedrooms and 1 bathroom. Second floor offers 3 bedrooms and 1 bathroom. Both units include separate living and dining rooms plus back porch. Full basement has a separate entrance and exit along with a kitchen, bathroom, and offering

  Autoria Morrow A Morrow Properties

  4643 W Monroe St, Chicago, IL 60644
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  /26

  $590,000

  • 6 Beds
  • 3 Baths

  2536 N Austin Ave, Chicago, IL 60639

  Welcome to this beautifully maintained, all-brick two-unit building in Chicago's desirable Belmont Cragin neighborhood. Whether you're an investor seeking steady rental income or looking for the perfect space for multi-generational living, this versatile property checks all the boxes. Step inside to discover two bright and spacious units, each featuring generous living areas, modern finishes, and

  Roberta Ruiz Baird & Warner, Inc.

  2536 N Austin Ave, Chicago, IL 60639
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  /33

  $559,900

  • 5 Beds
  • 3.5 Baths
  • 3,725 Sq Ft

  19811 Margaret Ct, Lynwood, IL 60411

  Impressive Custom Home in Lake Lynwood - Room for Everyone! This stunning 5+2 bedroom, 3.5-bath custom home sits on a beautifully landscaped large corner lot in the sought-after Lake Lynwood community. With custom finishes, quality upgrades, and a flexible layout, this home is better than new and designed to impress! Step inside to soaring vaulted ceilings, elegant stone countertops, and a

  Kimberly Van Ordstrand CRIS Realty

  19811 Margaret Ct, Lynwood, IL 60411
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  /18

  $289,000

  • 5 Beds
  • 3 Baths

  2327 S Trumbull Ave, Chicago, IL 60623

  LITTLE VILLAGE !!! BRICK 2 UNIT BUILDING !!WITH GARAGE !! 1ST FLOOR; 2 BEDROOMS WITH FORCED AIR HEATING & AC. 2ND FLOOR; DUPLEXED WITH FINISHED ATTIC!!! FEATURING 3 BEDROOMS, 2 BATHROOMS AND FORCED AIR. !!!NEAR SHOPPING , TRANSPORTATION, PARKS AND MINUTES TO I-55!! PROPERTY SOLD IN AS-IS CONDITION. TENANT OCCUPIED PLEASE ALLOW TIME TO SECURE THE APPOINMENT.

  Jose Villasenor Realty of America, LLC

  2327 S Trumbull Ave, Chicago, IL 60623
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  /59

  $6,499,900

  • 9 Beds
  • 11 Baths
  • 9,592 Sq Ft

  Unlisted Address

  After a sun-soaked day at the beach and a quick stroll home, the evening unfolds effortlessly-fire up the BBQ, let the spa heat up, and get ready for a magical night swim under the stars. This is the perfect way to end the perfect day at this incredible and rare East Kenilworth compound. A stunning shingle-style beauty just fully outfitted with a brand new cedar composite roof is tucked away on

  Jena Radnay @properties Christie's International Real Estate

  Unlisted Address
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  /22

  $235,000

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

  9520 S Sacramento Ave, Evergreen Park, IL 60805

  Amazing rehab project in Evergreen Park! Remodel has begun. Great layout features living room, kitchen, family room, 5 bedrooms and 3 full bathrooms plus recreation room in the basement. Big yard with side drive and oversized garage. Convenient location close to parks, schools, shopping and dining. Don't miss this great opportunity! AS IS

  Ream Masoud Dream Realty Services

  9520 S Sacramento Ave, Evergreen Park, IL 60805
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  /31

  $699,900

  • 5 Beds
  • 2.5 Baths
  • 2,641 Sq Ft

  4317 N Kenneth Ave, Chicago, IL 60641

  Welcome to this updated Victorian home in Old Irving Park on a double lot of 50x150'! There is a long concrete driveway to park several cars, and a garage can be built (there used to be one in the back yard). You will enter the home by way of the charming covered front porch! The main level has a wide open floorplan with a living room, dining area, and a family room. The kitchen has loads of

  Stephanie Cutter Coldwell Banker Realty

  4317 N Kenneth Ave, Chicago, IL 60641
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  /52

  $2,195,000

  • 7 Beds
  • 7 Baths

  1116 W Addison St, Chicago, IL 60613

  Prime Lakeview location just steps from iconic Wrigley Field! This beautifully renovated 3-flat offers a rare opportunity to own a turnkey, income-generating property in one of Chicago's most sought-after neighborhoods. Extensively rebuilt in 2020, the building features three spacious units with modern finishes and thoughtful design throughout. Each unit offers open layouts filled with natural

  Marta Kazmierczak Compass

  1116 W Addison St, Chicago, IL 60613
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  /14

  $854,000

  • 9 Beds
  • 6 Baths

  6349 S Maryland Ave, Chicago, IL 60637

  Set in exceptionally well-located Woodlawn on the confluence of Hyde Park walking distance to University of Chicago Campus. Built New 2022 Developer Owned and Operated. Expansive footprint, 3 flats all 3 bedroom 2 baths Exceptional Elegance, Intelligent Design, Professional Fully Appointed Kitchen Cabinetry, Integrated Appliances, Quartz Island Engineered floors, Fireplace, Curated Gallery of

  Karen Biazar North Clybourn Group, Inc.

  6349 S Maryland Ave, Chicago, IL 60637
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  /31

  $459,900

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

  7851 W Cressett Dr, Elmwood Park, IL 60707

  Spacious and well-maintained brick bungalow offering generous living space across all levels! The main floor features a bright living room, formal dining room, and a custom kitchen with granite countertops and stainless steel appliances. Three bedrooms, a full bath, and a convenient first-floor laundry room complete the main level. The second floor offers flexible living options with a

  Gabe Caporale Caporale Realty Group

  7851 W Cressett Dr, Elmwood Park, IL 60707
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  /28

  $775,000

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

  9305 S Hoyne Ave, Chicago, IL 60643

  Rarely Available, Updated Multi-Story Home with Timeless Finishes This exceptional multi-story home, rarely available in today's market, offers an expansive and thoughtfully designed layout featuring 4 to 5 bedrooms, ideal for modern living. Located on a generously sized lot, close to schools, this residence combines both comfort and elegance with timeless finishes throughout. The main

  Thomas O'Connor Berkshire Hathaway HomeServices Chicago

  9305 S Hoyne Ave, Chicago, IL 60643
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  /32

  $1,295,000

  • 8 Beds
  • 4 Baths

  2832 N Mozart St, Chicago, IL 60618

  Discover this striking octagonal 4-unit building offering spacious 2-bedroom, 1-bathroom apartments in one of Chicago's most vibrant neighborhoods. Perfectly situated in Avondale-enjoy all the energy of nearby Logan Square without the higher taxes-this property combines distinctive architecture with impressive income potential. Each unit features generous layouts designed for comfortable living,

  Israel Valadez Realty of America, LLC

  2832 N Mozart St, Chicago, IL 60618
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  /53

  $595,000

  • 5 Beds
  • 2.5 Baths
  • 3,532 Sq Ft

  202 Dallas Dr, Bartlett, IL 60103

  Beautiful 5-Bedroom Home in Bartlett with Park Views. This spacious and well-maintained 5-bedroom, 2.5-bathroom home is located in a highly desirable area of Bartlett. Backing directly onto a peaceful park, the property offers privacy, scenic views, and access to outdoor activities like bike trails, multiple parks, and an elementary school all within walking distances. The home features a

  Anna Kulach Chicagoland Brokers, Inc.

  202 Dallas Dr, Bartlett, IL 60103
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  /12

  $232,750

  • 5 Beds
  • 1 Bath
  • 1,102 Sq Ft

  2221 Home Ave, Berwyn, IL 60402

  Spacious 5-bedroom, 1-bathroom single family home located in the heart of Berwyn. This solid property offers incredible potential with a full finished basement, perfect for extended living space, entertaining, or storage. The home also includes a detached 2-car garage, ideal for off-street parking and additional storage. This property needs some TLC and is being sold in AS IS condition. Fantastic

  Michael Olszewski Area Wide Realty

  2221 Home Ave, Berwyn, IL 60402
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  /24

  $1,999,000

  • 5 Beds
  • 7 Baths
  • 6,078 Sq Ft

  2315 N Arlington Heights Rd, Arlington Heights, IL 60004

  A home unlike any you have ever seen before. This custom built estate like property was designed to surpass even the highest expectations. Elevated to new level of grandeur with the best in class finishes throughout. This traditional inspired masterpiece delivers a true formal entryway with a handcrafted 14 foot iron double door. Exquisitely tailored kitchen with dueling islands, furniture

  Maria DelBoccio @properties Christie's International Real Estate

  2315 N Arlington Heights Rd, Arlington Heights, IL 60004
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  /9

  $215,000

  • 5 Beds
  • 3 Baths

  4838 S Bishop St, Chicago, IL 60609

  Great building with two units with a full basement ready for your Ideas, one way street, 3 full baths , laundry area in basement. 2nd unit is vacant. 1st unit is occupied by owner's family members. 2 car garage. Live in one rent the other and start collecting rent. Super clean property, newer water heaters.

  Alba Diaz Premier EA Realty LLC

  4838 S Bishop St, Chicago, IL 60609
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  /55

  $1,299,770

  • 5 Beds
  • 3.5 Baths
  • 3,318 Sq Ft

  2900 W Birchwood Ave, Chicago, IL 60645

  Spacious & versatile 5BR/4BA home on a prime corner 65 foot lot! This beautifully maintained residence offers 3 fully finished levels with endless flexibility. Main level features a massive light-filled living room, formal dining room, large kitchen with pantry, sun-room, office, powder room, eat-in Kitchen and laundry area. Upstairs offers 4 generous bedrooms including a spacious primary suite,

  Andrew Glatz Crown Heights Realty

  2900 W Birchwood Ave, Chicago, IL 60645
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  /71

  $1,749,900

  • 10 Beds
  • 6 Baths

  2333 N Spaulding Ave, Chicago, IL 60647

  Exceptional Turn-Key Legal All-Brick 4-Unit on a Double Lot in Prime Logan Square. Rarely available and meticulously maintained by long-time owners, this spectacular all-brick 4-flat sits on an oversized 50' x 140' lot in the heart of vibrant Logan Square. The property consists of two attached brick buildings, almost 7000 square feet of space, each housing two units, for a total of four

  Brooke Daitchman Baird & Warner

  2333 N Spaulding Ave, Chicago, IL 60647
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  /25

  $349,900

  • 5 Beds
  • 2 Baths

  7548 S Harvard Ave, Chicago, IL 60620

  Welcome to this well-maintained brick 2-flat in the Greater Grand Crossing area-an excellent opportunity for both investors and owner-occupants! The first-floor unit offers a spacious layout with a comfortable living room, formal dining room, two bedrooms, a full bath, and a bright kitchen equipped with a stove, refrigerator, and microwave. Enjoy the added convenience of in-unit laundry and an

  Joe Castillo RE/MAX MI CASA

  7548 S Harvard Ave, Chicago, IL 60620
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  /48

  $1,200,000

  • 11 Beds
  • 5 Baths

  6321 N Oakley Ave, Chicago, IL 60659

  Welcome to Devon Avenue's Little India neighborhood! This unique Legal 4-Unit building on an over-sized lot has been completely renovated and all leased out! Currently generating $100,800/annually giving it an amazing 8-cap rate for your investment! Garden, 1st, and 3rd floor units are all 3BD/1BA units while the 2nd floor unit is a nicely split 2BD/2BA unit. Each unit has been intricately

  Feras Abbas Jameson Sotheby's Intl Realty

  6321 N Oakley Ave, Chicago, IL 60659
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  /22

  $1,880,000

  • 11 Beds
  • 11 Baths

  1017 S Claremont Ave, Chicago, IL 60612

  This stunning, newly constructed (2024) 3-unit multi-family building is located in the heart of Chicago's vibrant and rapidly growing Tri-Taylor neighborhood. The second and third floors each feature spacious, thoughtfully designed units with 3 generously sized bedrooms and 3 modern full bathrooms. The first-floor unit is a duplex that offers 2 bedrooms and 2 bathrooms on the main level,

  Sonny Ruan Chi Real Estate Group LLC

  1017 S Claremont Ave, Chicago, IL 60612
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  /29

  $525,000

  • 14 Beds
  • 4 Baths

  6601 S St Lawrence Ave, Chicago, IL 60637

  Multi-unit investment property with strong upside. The building includes 4 units: two with 3 bedrooms and two with 4 bedrooms, totaling 14 beds and 4 full baths. Three units are occupied; one is vacant. AS IS sale. Cosmetic improvements will be needed. Estimated ARV in the area is around $750K, making this a solid option for those looking to build equity.

  Sherita Owens Keller Williams ONEChicago

  6601 S St Lawrence Ave, Chicago, IL 60637
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  /49

  $1,799,000

  • 5 Beds
  • 5 Baths

  1054 Seneca Rd, Wilmette, IL 60091

  This modern colonial home has been expanded and beautifully updated. It's location in the heart of Indian Hill is within walking distance to all Wilmette schools through 8th grade and Thornwood Park. The attractive KITCHEN has granite counters, tile backsplash, a breakfast bar, and hardwood maple cabinets with slide out drawers. High-quality stainless-steel appliances include a Jenn Air

  John Nash Jameson Sotheby's International Realty

  1054 Seneca Rd, Wilmette, IL 60091
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  /37

  $359,900

  • 6 Beds
  • 3 Baths

  2745 S Sawyer Ave, Chicago, IL 60623

  Little Village 2-Flat with additional, finished attic. **Second floor unit is rented for the next 12 months.** Both units are 3BD/1BA, with up-to-date finishes. The finished attic has a family room, bedroom, full bath and kitchen area with a stove and refrigerator. All units have their own private entrances and units 1 & 2 have separate utilities. There's a good size yard and TWO EXTERIOR PARKING

  Jason Webb Baird & Warner

  2745 S Sawyer Ave, Chicago, IL 60623
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  /10

  $625,000

  • 5 Beds
  • 2 Baths

  1625 N Lawndale Ave, Chicago, IL 60647

  Amazing opportunity to own a fully gut-renovated 2-flat. just steps from the 606 Trail. New kitchens & baths with basement pre-plumbed for a shower giving you an easy duplex situation. 3BR on the 1st floor/2BR unit on the 2nd floor--both units feature open floor plans with sleek modern white cabinetry, farmhouse sinks, quartz countertops, and stainless steel appliances. Beautifully designed

  Susan Wooten @properties Christie's International Real Estate

  1625 N Lawndale Ave, Chicago, IL 60647
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  /31

  $1,325,000

  • 8 Beds
  • 6 Baths

  5641 W Carmen Ave, Chicago, IL 60630

  Exceptional 2025 investment opportunity in Chicago's desirable Jefferson Park neighborhood! This solid brick multifamily property offers multiple spacious, light-filled units with hardwood floors, updated kitchens, and strong rental potential. Ideal for owner-occupants or investors, the building features a large backyard, detached garage, and a full basement with expansion possibilities.

  Ben Lalez Compass

  5641 W Carmen Ave, Chicago, IL 60630
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  /25

  $1,175,000

  • 6 Beds
  • 4 Baths

  2244 W Augusta Blvd, Chicago, IL 60622

  Welcome to 2244 W Augusta Blvd, a 4-Unit in the heart of the Ukrainian Village. Built in 1927, this historic building offers a unique blend of vintage charm and modern amenities. This four flat sits on a 29 foot lot and has three spacious 2 bedroom units with hardwood floors and high ceilings. There is also a two room studio apartment. The property's prime location in Chicago's Ukrainian Village

  Tericia Ruff UTR Investments LLC

  2244 W Augusta Blvd, Chicago, IL 60622
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  /45

  $354,900

  • 6 Beds
  • 2 Baths
  • 1,800 Sq Ft

  7711 S Honore St, Chicago, IL 60620

  Beautiful brick bungalow completely remodeled. All new windows plumbing, electricity, kitchen cabinets with quartz countertops, hardwood floors, central heater and central air, side walks, all new wooden fence, and siding in the back of the house. Basement finished with extra rooms all laminated and a walk-in shower, wooden deck.

  Griselda Chaidez Su Familia Real Estate Inc

  7711 S Honore St, Chicago, IL 60620
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  /36

  $585,000

  • 5 Beds
  • 3 Baths
  • 2,257 Sq Ft

  2913 N Nordica Ave, Chicago, IL 60634

  BIG price drop Very motivated seller House is perfect for big family or in laws arrangements 3 floors with separate entrances Kitchen and full bathroom on each floor Hardwood floors 2 car garage independent heating and air condition on second floor Tons of storage space Agent related to the seller

  Greg Kowalik Hometown Real Estate Group LLC

  2913 N Nordica Ave, Chicago, IL 60634
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  /3

  $247,000

  • 11 Beds
  • 5 Baths

  8822 S Exchange Ave, Chicago, IL 60617

  Calling all Landlords!!! Looking for an income property? Here's a 3-unit building! FULLY OCCUPIED! Units 1 has 2 beds, 1 bath, unit 2 has 5 beds and 2 baths, and unit 4 beds 2 baths. Each unit has a refrigerator & stove and each has their own utilities. Full unfinished basement. Brand new front porch and there is a parking pad in the back of the house off the alley. Schedule a showing today!

  Frank Montro Keller Williams Preferred Rlty

  8822 S Exchange Ave, Chicago, IL 60617
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  /20

  $499,999

  • 7 Beds
  • 3 Baths

  5706 Saint Charles Rd, Berkeley, IL 60163

  Great solid brick 3 flat in superb convenient Berkeley location. This building offers 2/3 bedrooms one bath and 1/1 bedroom 1 bath units. 3 parking spaces in rear and fenced backyard. The units are bright and open spaces, long time tenants. Bring your decorating idea. Needs updates and repairs but has much potential being sold As Is. Close to transportation and highway access (I-290 exit onto

  Fariba Rezaian Berkshire Hathaway HomeServices Chicago

  5706 Saint Charles Rd, Berkeley, IL 60163
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  /28

  $1,299,900

  • 5 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  1910 W George St, Chicago, IL 60657

  Nestled in the heart of Chicago's highly sought-after Roscoe/Lakeview neighborhood. Completely Remodeled, and absolutely stunning 3,400 + square feet of beautifully designed living space with 5 bedrooms, 3 1/2 bathroom . Main floor offers large living room and dining room with open floor plan show-cashing the stunning fireplace, refinished hardwood floors and beautiful staircase. Gorgeous new

  Sohail Salahuddin eXp Realty

  1910 W George St, Chicago, IL 60657
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  /30

  $349,900

  • 5 Beds
  • 2 Baths
  • 2,972 Sq Ft

  1318 N Menard Ave, Chicago, IL 60651

  Welcome to this spacious 5-bedroom, 2-bathroom gem in the heart of North Austin! With nearly 3,000 square feet of living space, this home offers room for everyone. Ideally located just west of Central Ave and south of North Ave, you'll enjoy easy access to public transportation, shopping, parks, and more. Step inside to find gleaming hardwood floors throughout the main level, a generous kitchen

  Daniel DePaepe Baird & Warner

  1318 N Menard Ave, Chicago, IL 60651
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  /31

  $949,900

  • 5 Beds
  • 4 Baths
  • 4,400 Sq Ft

  9709 S Leavitt St, Chicago, IL 60643

  LUXURY LIVING IN A BEAUTIFUL BEVERLY HISTORICAL CHICAGO BRICK BUNGALOW! This home has been masterfully reimagined and meticulously rebuilt with added new construction which seamlessly blends its storied past with modern chic couture. The awe of the hand laid distinguished cut natural stone and brick trimmings with the art of vertical insets will immediate capture your vintage sculpture eye. As

  Varine Hampton Coldwell Banker Realty

  9709 S Leavitt St, Chicago, IL 60643
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  /26

  $360,000

  • 6 Beds
  • 3 Baths

  108 W 81st St, Chicago, IL 60620

  Its time to start thinking BIG.. they say its the only Brick 3 Flat in West Chatham: 3,978 Square Feet on a Double Paved and Fenced Lot (50' wide) with Electronic Gated Entry for plenty of Off Street Parking including a 3 Car Garage. Surrounded by well maintained Single Family Homes and Across the street from Lenart Regional Gifted Center. Close to 79th Street and the Dan Ryan. Rents could be

  John Charleston RE/MAX 10

  108 W 81st St, Chicago, IL 60620
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  /19

  $197,900

  • 9 Beds
  • 4 Baths

  10230 S Yates Blvd, Chicago, IL 60617

  Calling all Landlords!!! Looking for an income property? Here's a 3-unit building! TENANT OCCUPIED! Units 1 and 2 have 3 beds 1 bath. Unit 3 has 2 beds and 1 bath. Each unit has a refrigerator & stove and each has their own separate heat, electrical, hot water heaters. Full unfinished basement accessible to all 3 units and has a bathroom. There is a 2 car carport in the back of the house off the

  Frank Montro Keller Williams Preferred Rlty

  10230 S Yates Blvd, Chicago, IL 60617
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  /21

  $300,000

  • 5 Beds
  • 2.5 Baths
  • 2,393 Sq Ft

  Unlisted Address

  Welcome to a home that's full of personality-warm, inviting, and made for someone who appreciates space, charm, and a place to grow. This potential 5-bedroom has so much to offer, whether you're raising a family, love to entertain, or simply want room to spread out and feel at home.As you step inside, the main level greets you with a comfortable, open flow and three cozy bedrooms that make daily

  DJ Peoples Keller Williams ONEChicago

  Unlisted Address

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