5-Bedroom Homes for Sale in Cook County IL

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  /40

  $1,450,000

  • 5 Beds
  • 7 Baths
  • 7,814 Sq Ft

  16 Forest Ln, South Barrington, IL 60010

  Stunning Custom Estate with Breathtaking Pond Views in Forest Knolls subdivision. This exceptional custom residence sits on over 1.5 acres of beautifully landscaped grounds with uninterrupted views of the tranquil pond. As you approach the estate, you'll be welcomed by a circular driveway and a charming brick-paved floral setting, perfect for showcasing your vibrant garden. Step inside the

  Amy Diamond @properties Christie's International Real Estate

  16 Forest Ln, South Barrington, IL 60010
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  /35

  $420,000

  • 7 Beds
  • 3 Baths

  1655 N Francisco Ave, Chicago, IL 60647

  Humboldt Park 2 unit building. 1st floor has 3 bedrooms 1 bath and remodeled kitchen and bathroom. 2nd unit Has hardwood floors on 1st level 4 bedrooms/office 1 and a half baths. Property sits at the back of the lot. Beautiful garden with front porch and balcony on the 2nd floor. Property is one block from Humboldt Park and the 606. Home needs updating and is being sold as is. 2nd floor

  Elizabeth Muscare Rooney Realty Ltd.

  1655 N Francisco Ave, Chicago, IL 60647
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  /41

  $1,495,000

  • 5 Beds
  • 4 Baths

  1335 Asbury Ave, Evanston, IL 60201

  Don't miss this beauty! With 12' ceilings and beautiful original wood molding and hardwood floors throughout, this stunning home is move in ready. The layout of the house is such that rooms can be repurposed based on your lifestyle. The entry with its arched doorway steps leads up to a foyer with a stunning staircase. On one side you will find the immense living room complete with wood burning

  Lynn Briskin @properties Christie's International Real Estate

  1335 Asbury Ave, Evanston, IL 60201
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  /12

  $420,000

  • 8 Beds
  • 3 Baths

  8513 S Sangamon St, Chicago, IL 60620

  Incredible opportunity in Auburn Gresham-this rare all-brick 2-flat offers flexibility, cash flow, and updated systems throughout. Featuring two spacious 3-bedroom, 1-bath units, plus the potential for a third unit, this property is ideal for both owner-occupants and investors alike. Garden unit is rented. A full rehab was completed in 2020, including a new front porch, HVAC systems with

  Whitney Hampton Keller Williams ONEChicago

  8513 S Sangamon St, Chicago, IL 60620
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  /11

  $365,000

  • 6 Beds
  • 4 Baths

  1827 170th St, Hazel Crest, IL 60429

  Ever dreamed of living rent-free? Occupy one unit and let your tenants pay your mortgage, or if you just want a good investment cash-flow property, the numbers speak for themselves in this affordable multi-unit. Beautiful brick 4 unit building boast two two-bedroom units and two one-bedroom units. The 2nd floor vacancy awaits your occupancy. It is newly remodeled with two bedrooms, freshly

  Dionne Scott Village Realty, Inc.

  1827 170th St, Hazel Crest, IL 60429
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  /29

  $549,000

  • 7 Beds
  • 3 Baths

  5221 W Montrose Ave, Chicago, IL 60641

  Welcome to this solid brick 2-flat with a finished basement and a 2-car garage! The second-floor unit was remodeled in 2025, featuring new windows, new flooring, fresh paint, 3 bedrooms, 1 bathroom, a spacious living room, dining room, and kitchen. The first-floor unit offers 2 bedrooms plus a tandem room, 1 bathroom, a living room, dining room, and kitchen. The finished basement includes 2

  Leo Bui LPT Realty LLC

  5221 W Montrose Ave, Chicago, IL 60641
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  /26

  $170,000

  • 6 Beds
  • 2 Baths

  5212 S Honore St, Chicago, IL 60609

  Great chance to own a 2-unit building in the growing Back of the Yards neighborhood! Each unit has 3 bedrooms and 1 bathroom, plus there's an enclosed back porch and a 2-car garage. This home needs work, but it has lots of potential. The second floor can be duplexed with attic and add an additional bedroom, and family room. The home is being sold as-is, so bring your ideas for this property with

  Humberto Manzo Bustos eXp Realty

  5212 S Honore St, Chicago, IL 60609
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  /42

  $369,900

  • 5 Beds
  • 2.5 Baths
  • 1,600 Sq Ft

  2524 N Mont Clare Ave, Chicago, IL 60707

  BEAUTIFUL, UPDATED BUNGALOW HOUSE W/ 5 BRS, 2 FULL BATH & 1 HALF BATH IN NICE NEIGHBORHOOD. HOUSE FEATURES: FRESHLY PAINTED THROUGHOUT; NEW WOOD LAMINATE ON 1ST FLOOR, NEW CARPET ON SECOND FLOOR, NEW VINYL ON BASEMENT FLOOR; ALL NEW LIGHT FIXTURES; NEW KITCHEN WITH QUARTZ COUNTER TOP; NEW SS APPLIANCES. FINISHED BASEMENT. 2 CAR GARAGE WITH NEW DOORS. LARGE YARD WITH CONCRETE PATIO. NICE HOUSE!

  Ngocmai Huynh VNT Realty

  2524 N Mont Clare Ave, Chicago, IL 60707
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  /53

  $1,600,000 Open Sun 11AM - 1PM

  • 5 Beds
  • 4.5 Baths
  • 4,812 Sq Ft

  3550 Ari Dr E, Glenview, IL 60026

  Don't miss this incredible opportunity to own the builder's former model and office-never lived in and loaded with upgrades! Situated on a premium lot, this home offers the perfect blend of style, space, and sophistication. Hardwood floors have all been refreshed and the deck is brand new. Step inside to discover a thoughtfully designed layout with modern finishes throughout and appliances that

  Michael Lafido LPT Realty

  3550 Ari Dr E, Glenview, IL 60026
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  /55

  $874,900 Open Sun 12PM - 2PM

  • 6 Beds
  • 3.5 Baths
  • 3,804 Sq Ft

  312 Home Ave, Oak Park, IL 60302

  This solid, well-maintained, and extra-spacious three-story home offers 6 bedrooms and 3.5 bathrooms, lovingly cared for by the same family for over 50 years. Showcasing timeless craftsmanship, the home features high ceilings, sun-filled windows, rich hardwood floors, and intricate woodwork throughout. The home reflects the quality and craftsmanship with attention to detail. The main level

  Michael Dmyterko Berkshire Hathaway HomeServices Chicago

  312 Home Ave, Oak Park, IL 60302
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  /25

  $475,000

  • 5 Beds
  • 2 Baths
  • 1,933 Sq Ft

  121 N Kensington Ave, La Grange, IL 60525

  Charming vintage 5BR/2BA farmhouse with endless potential in the heart of La Grange brimming with timeless appeal. Nestled in a prime La Grange location, this home features four spacious bedrooms on the second level plus a large, finished attic that offers the opportunity to create one or two additional bedrooms, a playroom, or a private home office. The main floor includes a full bath, formal

  Kara Kennedy O'Connell @properties Christie's International Real Estate

  121 N Kensington Ave, La Grange, IL 60525
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  /34

  $450,000

  • 5 Beds
  • 3 Baths

  1833 Oak Park Ave, Berwyn, IL 60402

  WOW!!! OMG!! Great Berwyn legal 3 flat! Rarely available! Awesome LOCATION! Solid Structure! With some TLC this is a Good Opportunity! Features two large 2 Bed units, with living room, eat-in Kitchens and great garden unit! SEPARATE FURNACE & Electric! 2 car garage! Great Location! So much potential all around! And Close to all, shopping, highway, restaurants, & schools!! Great Investment! Come

  Gregorio Cirone xr realty

  1833 Oak Park Ave, Berwyn, IL 60402
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  /47

  $589,900 Open Sat 10AM - 1PM

  • 6 Beds
  • 4 Baths

  2101 48th Ct, Cicero, IL 60804

  Future Homeowners & Community Investors! Looking to call a striking and lavishly new rehabbed home yours? Welcome to this stunning BRAND NEW 2 unit multi-family located in the vibrant and rising town of Cicero. This freshly gut rehab has been remodeled down to the studs (2025) in order to provide a premium luxury living experience. Each unit has 3 bedrooms / 1.5 baths with separate living and

  Edgar Diaz Duarte Realty Company

  2101 48th Ct, Cicero, IL 60804
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  /38

  $289,000

  • 5 Beds
  • 1.5 Baths
  • 1,364 Sq Ft

  149 Washington Ave, La Grange, IL 60525

  Prime Opportunity in La Grange - Ideal for Investors, Flippers, or Builders! Located on a generous corner lot, this 5-bedroom, 1.5-bathroom home features over 1,300 square feet of above-ground living space, including a desirable first-floor bedroom and full bathroom-perfect for flexible living arrangements. A full unfinished basement offers even more potential for added value. This property

  Jeremy Vitell Better Homes & Gardens Real Estate Connections

  149 Washington Ave, La Grange, IL 60525
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  /28

  $350,000

  • 6 Beds
  • 2 Baths

  12842 Winchester Ave, Blue Island, IL 60406

  **Completely Renovated Two-Flat (Available to purchase fully furnished as photographed) - CLOSING TIMELINE APPROX. 2 MONTHS DUE TO VILLAGE REQUIREMENTS. Ideal for Investors or Owner-Occupants!** This beautifully updated two-flat building has been completely gutted and rehabbed from the studs up, offering modern finishes, upgraded systems, and excellent income potential. Whether you're an

  Nia Crawford Realty of America, LLC

  12842 Winchester Ave, Blue Island, IL 60406
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  /22

  $725,000

  • 5 Beds
  • 3 Baths

  2076 N Campbell Ave, Chicago, IL 60647

  Excellent opportunity to own this updated and fully rented Bucktown/Logan Sq 2 flat. Perfect for investors and those looking to owner-occupy. Great location, just 2 blocks to the Western/Armitage blue line stop, with countless shops, restaurants & nightlife in every direction. This property features a first-floor 2-bedroom, 1 bathroom unit with a new kitchen, central heat and A/C & a dedicated

  Ben Lalez Compass

  2076 N Campbell Ave, Chicago, IL 60647
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  /18

  $179,900

  • 6 Beds
  • 1.5 Baths
  • 1,713 Sq Ft

  7807 S Burnham Ave, Chicago, IL 60649

  Prime South Shore Opportunity! Don't miss this incredible opportunity to own a spacious and attractive brick bungalow in the red-hot South Shore neighborhood! Offering 6 total bedrooms, this home provides generous space and endless potential. The main level features beautiful hardwood floors, a welcoming foyer, a cozy living room with a decorative fireplace, a formal dining room, a full

  Araceli Munoz Realty of America, LLC

  7807 S Burnham Ave, Chicago, IL 60649
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  /36

  $330,000

  • 5 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  3920 N Lake Shore Dr Unit 4N, Chicago, IL 60613

  Welcome to lakeside living in the heart of Chicago's Lakeview East neighborhood, a unique find that eagerly awaits your creative touch. Not only does this residence greet you with a promise of luxury, but also serves as a canvas for your imagination. A pre-war, co-op building, standing tall along the picturesque Lake Shore Drive, exudes the utmost charm with tons of character. With a sprawling

  Victoria Rezin Coldwell Banker Realty

  3920 N Lake Shore Dr Unit 4N, Chicago, IL 60613
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  /65

  $2,900,000

  • 5 Beds
  • 6.5 Baths
  • 7,869 Sq Ft

  500 S Edgewood Ave, La Grange, IL 60525

  This is more than a move-it's a lifestyle upgrade. Set on a private, ultra-rare half-acre in-town La Grange, this estate is the masterstroke of acclaimed architect Michael Abraham. Rebuilt with over $4M invested, it redefines suburban sophistication while preserving a city-caliber design aesthetic. Inside, every detail is tailored for elevated living: a world-class kitchen with restaurant-grade

  Bryan Bomba @properties Christie's International Real Estate

  500 S Edgewood Ave, La Grange, IL 60525
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  $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 Open Sun 2PM - 4PM

  • 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 Open Sun 11AM - 1PM

  • 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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