Homes for Sale in Cook County IL with 5-Bedrooms

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  /44

  $1,495,000

  • 5 Beds
  • 3.5 Baths
  • 3,875 Sq Ft

  5720 S Dorchester Ave, Chicago, IL 60637

  Welcome to 5720 South Dorchester Avenue, a beautifully updated residence nestled on a picturesque, tree-lined street in the heart of Hyde Park. This elegant and historic home seamlessly blends classic Chicago architecture with modern updates, offering bright, open living spaces designed for today's lifestyle - all in a location that truly cannot be beat. Originally constructed during the era when

  Susan O'Connor Berkshire Hathaway HomeServices Chicago

  5720 S Dorchester Ave, Chicago, IL 60637
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  /43

  $1,100,000

  • 21 Beds
  • 10 Baths

  32 S Menard Ave, Chicago, IL 60644

  This well-maintained vintage 4-flat (6 full units, 2 non-conforming), built in 1918, has been fully renovated throughout all four units while preserving its classic character. Each apartment has newly refinished dark hardwood floors, updated white woodwork, fresh paint, and new lighting. The kitchens feature new cabinetry, granite countertops, a large farmhouse-style sink, and brand-new stainless

  Grigory Pekarsky Vesta Preferred LLC

  32 S Menard Ave, Chicago, IL 60644
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  /27

  $899,000

  • 5 Beds
  • 5 Baths
  • 4,641 Sq Ft

  6431 N Paulina St, Chicago, IL 60626

  Spanning three spacious levels and situated on an extra-deep 30' x 155' lot, this expansive 5-bedroom, 3 full and 2 half-bathroom home offers over 4,600 square feet of finished living space-each level approximately 1,500 sq ft. Step inside to a wide entry foyer with a large coat closet and dramatic black accent wall, leading into an open-concept formal living room with soaring ceilings and brand

  Tedi Smola @properties Christie's International Real Estate

  6431 N Paulina St, Chicago, IL 60626
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  /83

  $2,730,000

  • 6 Beds
  • 5 Baths
  • 5,246 Sq Ft

  461 W Melrose St, Chicago, IL 60657

  Behind a classic Chicago facade, this contemporary four-level home in East Lakeview offers spacious living and thoughtful updates throughout. Renovated in 2020, this home includes all newer mechanicals, windows, designer lighting, and an elevator that connects every level, from the finished English basement to the 3rd level. The main level features a large living and dining area that flows into

  Lorenzo Sanchez Engel & Voelkers Chicago

  461 W Melrose St, Chicago, IL 60657
• 

  

  

  /25

  $725,000

  • 14 Beds
  • 7 Baths

  3544 W Douglas Blvd, Chicago, IL 60623

  Beautifully rehabbed in 2018, this all-brick building features three spacious 4 bed / 2 bath units and one well-appointed 2 bed / 1 bath unit. Each residence includes individual in-unit laundry, updated kitchens and baths, and generous living spaces ideal for tenants Major improvements-including the roof and windows-were completed in 2018, ensuring long-term durability and minimal maintenance.

  William Fisher Compass

  3544 W Douglas Blvd, Chicago, IL 60623
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  /48

  $1,500,000

  • 5 Beds
  • 5 Baths
  • 5,760 Sq Ft

  3914 W 51st St, Chicago, IL 60632

  This extraordinary custom-built estate redefines luxury living in Chicago's West Elsdon neighborhood. Constructed in 2005 with a full masonry and stone exterior, the residence offers over 5,760 square feet of living spaces, combining high-end mechanical systems with exceptional custom craftsmanship. The privately gated residence features 5 spacious bedrooms and 3 bathrooms, 2 powder rooms,

  Sharon Wong Century 21 Realty Associates

  3914 W 51st St, Chicago, IL 60632
• 

  

  /50

  $729,900

  • 5 Beds
  • 4 Baths
  • 3,010 Sq Ft

  1638 N Hamlin Ave, Chicago, IL 60647

  LOVELY SINGLE FAMILY HOME WITH 5 BEDROOMS, 4 FULL BATHS, FULL FINISHED BASEMENT & A 2 1/2 CAR. UPON OPENING YOUR FRONT DOOR YOUR WELCOMED WITH A LARGE LVING ROOM, DINING ROOM & KITCHEN OPEN SPACE SETTING. A LOVELY PLACE TO GATHER WITH FAMILY / FRIENDS THIS KITCHEN COMES WITH AN OVERSIZED ISLAND, PLENTY OF CABINETRY, QUARTZ COUNTER-TOPS & STAINLESS STEEL APPLIANCES. AN OVERSIZED 1ST FLOOR BEDROOM

  Eduardo Padro Pearson Realty Group

  1638 N Hamlin Ave, Chicago, IL 60647
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  /20

  $119,900

  • 5 Beds
  • 2 Baths

  5607 S Emerald Ave, Chicago, IL 60621

  BRING YOUR TOOLS!!! Wonderful opportunity to own good size 2-story all brick 2-flat in north side of Englewood area right across the street from Emerald Park with basketball court!!! The building itself features 2,298 SQF of living space plus additional full walk-out basement. Both units have rear deck - open living room - separate dining room - eat in kitchen - full bathroom - 2nd floor has 3

  Petra Sestakova Anthony J.Trotto Real Estate

  5607 S Emerald Ave, Chicago, IL 60621
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  /30

  $749,000

  • 5 Beds
  • 3 Baths

  3719 W Palmer St, Chicago, IL 60647

  Your next investment awaits at 3719 Palmer in the heart of Logan Square! Currently configured as a 3-unit building with two spacious 2BR/1BA units and a non-conforming 1BR/1BA attic apartment. Perfect for an investor or owner occupant w/MTM leases and unit 1 exp:9/26. Property has been completely renovated. Features include hardwood floors throughout, updated kitchens and modern bathrooms, along

  Amy Duong Kim Compass

  3719 W Palmer St, Chicago, IL 60647
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  /30

  $665,000

  • 5 Beds
  • 2.5 Baths
  • 2,450 Sq Ft

  8537 W Sunnyside Ave, Chicago, IL 60656

  Completely remodeled single family house in the best neighborhood in chicago. 5 bed/3 bath. Move in ready, anlmost everything new. New kitchen, new appliances, refinished oak hardwood floors on main level, new electric, new light fixtures, new doors, new wood work, huge kitchen island with open layout, new central air, new furnace, new custom laundry room with washer dryer, new waterproof vinyl

  Jorge Zea Jorge Zea Managing Broker

  8537 W Sunnyside Ave, Chicago, IL 60656
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  /49

  $1,995,900

  • 5 Beds
  • 4.5 Baths
  • 4,497 Sq Ft

  326 E Central Rd, Arlington Heights, IL 60005

  Nestled in the prestigious Scarsdale Estates Subdivision of Arlington Heights, this stunning 5-bedroom, 4.5-bathroom Colonial home, custom design/build in 2019, offers 4,500 square feet of luxury living above ground and another 2000+ square feet in the lower-level. The open floor plan showcases beautiful Oak hardwood floors, recessed ceilings ranging from 9 to 10 feet, an inviting family room

  Sohail Salahuddin eXp Realty

  326 E Central Rd, Arlington Heights, IL 60005
• 

  

  /10

  $399,999

  • 10 Beds
  • 6 Baths

  4123 W Washington Blvd, Chicago, IL 60624

  Oversized updated Chicago 3-Flat. First and second floors feature 3BR/1.5BA with enclosed porch. Third floor offers 4BR/1.5BA. Many recent updates throughout. Walking distance to Pulaski Green Line, Garfield Park, and Madison St. shops. Cash or conventional only.

  Robert Los Century 21 Langos & Christian

  4123 W Washington Blvd, Chicago, IL 60624
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  /24

  $450,000

  • 7 Beds
  • 3 Baths

  4500 S California Ave, Chicago, IL 60632

  STUNNING BRIGHTON PARK 2-flat situated in a bustling area packed with stores and services for everyday convenience. The unit showcases professional tuckpointing for last quality. This family-owned building is ideal for SHOW & SELL and GREAT FOR INVESTORS looking for strong rental or resale potential. Features a 3-car garage with corner access, perfect for parking and storage.

  Laura Lagunas Smart Home Realty

  4500 S California Ave, Chicago, IL 60632
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  /48

  $2,650,000

  • 5 Beds
  • 7 Baths
  • 4,000 Sq Ft

  1939 N Bissell St, Chicago, IL 60614

  Nestled on one of Lincoln Park's most desirable tree-lined streets, 1939 N. Bissell is a beautifully renovated single-family home offering luxury living across four thoughtfully designed levels. Featuring five bedrooms plus office, four full and three half baths, this stately home showcases a timeless limestone and brick facade, elegant architectural details, and expansive windows that fill it

  Marta Kazmierczak Compass

  1939 N Bissell St, Chicago, IL 60614
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  /60

  $689,000

  • 5 Beds
  • 4.5 Baths
  • 4,200 Sq Ft

  7347 S Merrill Ave, Chicago, IL 60649

  South Shore has a history of producing greatness, and 7347 Merrill is a testament to that legacy. It has been an honor to work with the owner, whose commitment to quality transforms every project into a masterpiece. Unlike a typical "flip," this 4,000-square-foot home was built with exceptional thought, care, and the finest materials. This stunning property features: - Main Floor: A sun-drenched

  Kevin Glover HomeSmart Realty Group

  7347 S Merrill Ave, Chicago, IL 60649
• 

  

  /21

  $308,900

  • 6 Beds
  • 2 Baths

  146 E 24th St, Chicago Heights, IL 60411

  Come see this 2 unit Property! Its a great investment opportunity! It offers 3 beds and 1 bathroom on each unit. Each unit has white kitchen cabinets and granite countertops. Each kitchen has stainless steel appliances including fridge, stove and microwave. Some of the updates done in 2022 include new electrical, new plumbing, new drywall, new windows with low E and argon gas for efficiency, new

  Sarah Garay Keller Williams Infinity

  146 E 24th St, Chicago Heights, IL 60411
• 

  

  /23

  $299,000

  • 5 Beds
  • 2 Baths
  • 2,197 Sq Ft

  8420 S Carpenter St, Chicago, IL 60620

  Welcome to this beautifully redesigned 5-bedroom, 2-bath brick bungalow in the heart of Auburn Gresham-a true showstopper that combines modern luxury with classic Chicago charm. Step inside to an open-concept kitchen featuring extended cabinetry, modern finishes, and a seamless flow into the dining area-perfect for entertaining. This home offers three spacious bedrooms on the main level and two

  Shenika Banks Kale Realty

  8420 S Carpenter St, Chicago, IL 60620
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  /13

  $539,900

  • 6 Beds
  • 2 Baths

  2102 S Harvey Ave, Berwyn, IL 60402

  Fully updated 2-unit property in Berwyn featuring spacious units with open-concept layouts, high ceilings, hardwood floors, and separate dining rooms in both units. The second-floor unit offers 3 bedrooms, while the first-floor unit includes 2 bedrooms, plus a finished basement with separate exits for added flexibility. Both kitchens are updated with quartz countertops, and the bathrooms showcase

  Baxtie Rodriguez SaveEstate Flat Fee Brokerage, LLC

  2102 S Harvey Ave, Berwyn, IL 60402
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  /87

  $8,995,000

  • 7 Beds
  • 5.5 Baths
  • 8,691 Sq Ft

  1853 N Burling St, Chicago, IL 60614

  Set on an expansive 44-ft-wide lot on the most coveted block of one of Chicago's most prestigious streets, 1853 N Burling is an exceptional custom-built estate. Situated in the heart of Lincoln Park, this architectural tour de force seamlessly combines masterful craftsmanship & refined modern living. Designed for extraordinary living, every element of this home has been carefully curated to

  Carrie McCormick @properties Christie's International Real Estate

  1853 N Burling St, Chicago, IL 60614
• 

  

  /22

  $250,000

  • 5 Beds
  • 2 Baths

  7728 S Maryland Ave, Chicago, IL 60619

  Great investment opportunity in the desirable Greater Grand Crossing neighborhood! This two-unit building was newly renovated in 2023 and offers excellent potential for both investors and owner-occupants alike. The first-floor unit features 2 bedrooms, while the second-floor unit offers a spacious 3-bedroom layout, providing flexibility and strong rental potential. Whether you're an investor

  Amaiya Smith Keller Williams ONEChicago

  7728 S Maryland Ave, Chicago, IL 60619
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  /34

  $2,375,000

  • 6 Beds
  • 4.5 Baths
  • 4,736 Sq Ft

  908 Elm Place, Glencoe, IL 60022

  Welcome to this spacious 6 bedroom, 4.1 bath, 2-car attached garage home sitting on an expansive and spectacularly landscaped 1/2 acre lot! Enveloped by mature trees & lush landscaping, this home offers respite and tranquility inside and out. This magnificent French Provincial home boasts splendid architectural elements preserved amidst meticulous updates throughout. You are met with beautiful

  Lisa Miceli Jameson Sotheby's International Realty

  908 Elm Place, Glencoe, IL 60022
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  /46

  $1,699,000

  • 5 Beds
  • 4.5 Baths
  • 4,901 Sq Ft

  3900 Forest Ave, Western Springs, IL 60558

  Welcome to this beautifully crafted modern farmhouse in coveted Old Town Western Springs. Custom built in 2012 this home showcases timeless design and high-end craftsmanship throughout, including 3" hardwood floors, striking millwork, coffered ceilings, and designer finishes. The chef's kitchen anchors the main level with a large center island, stainless steel appliances, butler's pantry with

  Amy Avakian @properties Christie's International Real Estate

  3900 Forest Ave, Western Springs, IL 60558
• 

  

  /22

  $375,000

  • 6 Beds
  • 2 Baths
  • 14,580 Sq Ft

  5127 155th St, Oak Forest, IL 60452

  Welcome to this charming home in the heart of Oak Forest! This well-maintained property offers spacious living areas, generous bedroom sizes, and plenty of natural light throughout. The home features a functional layout perfect for everyday living and entertaining. Enjoy a large backyard ideal for outdoor gatherings, gardening, or relaxing evenings. Conveniently located near parks, schools,

  Brenda Romero RE/MAX LOYALTY

  5127 155th St, Oak Forest, IL 60452
• 

  

  /37

  $339,900

  • 6 Beds
  • 2 Baths

  7436 S Langley Ave, Chicago, IL 60619

  Discover this beautifully rehabbed legal 2 unit 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 move in ready experience. The unfinished basement

  Diego Andrade Coldwell Banker Realty

  7436 S Langley Ave, Chicago, IL 60619
• 

  

  /29

  $629,900

  • 5 Beds
  • 3 Baths

  4224 N Kimball Ave, Chicago, IL 60618

  Fantastic Albany Park location. Rehabbed 2-unit building featuring a duplex-up 3 bed, 2 bath and a 2 bed, 1 bath, both currently rented. The 3 bed, 2 bath duplex offers a flexible layout with a private interior staircase, separate rear entrances, two back patios, in-unit laundry, hardwood floors, and a spacious second living area on the upper level. Currently leased through 2/28/2027. The 2 bed,

  Emir Vulic Berkshire Hathaway HomeServices Chicago

  4224 N Kimball Ave, Chicago, IL 60618
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  /37

  $799,995

  • 5 Beds
  • 5.5 Baths
  • 7,592 Sq Ft

  724 S Plum Grove Rd, Palatine, IL 60067

  This is your chance to unlock endless potential in the heart of Palatine with two prime parcels totaling one near acre and a 7500 square foot home, being sold together as one extraordinary opportunity. Whether you're looking to build single-family homes or townhomes, convert into a rental property, or create a unique live/work compound from the existing structure, this offering delivers unmatched

  Michael Mandile Compass

  724 S Plum Grove Rd, Palatine, IL 60067
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  /66

  $600,000

  • 7 Beds
  • 5.5 Baths
  • 5,500 Sq Ft

  Unlisted Address

  Welcome home to this stunning 7-bedroom, 5.5-bath multi-level brick residence offering an exceptional blend of space, elegance, and modern comfort! Perfectly designed for both everyday living and grand entertaining, this impressive home showcases expansive living areas, thoughtful upgrades, and timeless architectural details throughout. The classic brick exterior provides outstanding curb appeal

  Jaime Birks eXp Realty

  Unlisted Address
• 

  

  /16

  $897,500

  • 11 Beds
  • 4 Baths

  6429 N Claremont Ave, Chicago, IL 60645

  Jumbo solid yellow brick octagon front construction with 3 car brick garage. Legal 4 units with all separate utilities. Each unit has its own separate furnace. 2014 rehab. Large units with 3 original bdrms, ample LR and separate DR plus eat-in kitchens with dishwashers. Excellent public transportation and park location.

  Elena Jorrin Elena Jorrin Real Estate

  6429 N Claremont Ave, Chicago, IL 60645
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  /37

  $234,999

  • 5 Beds
  • 2 Baths
  • 1,700 Sq Ft

  363 Indianwood Blvd, Park Forest, IL 60466

  Welcome to this beautifully updated 5 bedroom, 2 bath ranch offering the perfect blend of space, style and value in Park Forest. This home has been thoughtfully renovated with modern finishes throughout, featuring a stunning kitchen with contemporary cabinetry, sleek countertops, and brand new appliances. Both bathrooms have been tastefully updated with modern vanities, fresh tile, and high end

  Shannon Williams United Real Estate - Chicago

  363 Indianwood Blvd, Park Forest, IL 60466
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  /62

  $975,000

  • 7 Beds
  • 4.5 Baths
  • 3,852 Sq Ft

  4553 S Ellis Ave, Chicago, IL 60653

  Timeless Elegance Meets Modern Luxury in This Stately Greystone Nestled on a prime block in one of Chicago's most coveted neighborhoods, this stately Greystone-built in 1892-seamlessly blends timeless architectural detail with refined modern updates. From the moment you step into the grand entry gallery, you're greeted by a sweeping staircase and an abundance of natural light, setting the tone

  Anthony Rouches @properties Christie's International Real Estate

  4553 S Ellis Ave, Chicago, IL 60653
• 

  

  /20

  $299,000

  • 5 Beds
  • 2 Baths

  9328 S Paxton Ave, Chicago, IL 60617

  Welcome to 9328 South Paxton Avenue, a beautifully refreshed home that effortlessly combines modern updates with timeless appeal. Featuring five bedrooms and two bathrooms, this spacious residence is designed to accommodate a variety of lifestyles. Situated on a double lot, the property offers generous outdoor space, perfect for entertaining or unwinding. Inside, you'll find newly refinished

  Julie Latsko Compass

  9328 S Paxton Ave, Chicago, IL 60617
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  /61

  $3,395,000

  • 6 Beds
  • 5 Baths
  • 6,035 Sq Ft

  405 Sheridan Rd, Kenilworth, IL 60043

  Perfect & truly incredible interior design and architecture are showcased at this 6 bedroom, 3.2 bathroom East Kenilworth home close to Lake Michigan & The Kenilworth Beach. The fantastically functional floorplan features all large rooms, high ceilings, amazing decor and incredible new designer lighting & stunning details throughout. Elegant architectural details have been accentuated by venetian

  Kathryn Mangel @properties Christie's International Real Estate

  405 Sheridan Rd, Kenilworth, IL 60043
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  /33

  $1,199,000 Open Sat 11AM - 12:30PM

  • 6 Beds
  • 3 Baths

  425 N Maple Ave, Oak Park, IL 60302

  This one you have to see! Located in the Frank Lloyd Wright-Prairie School of Architecture Historic district!! They live in top floor unit (first set of pics in the group is their unit). The units are spacious and very light and bright!! All three units are 2 bed (plus den office space in 2 of them) and one bath. When my client bought the building, they rehabbed all the units and they are

  Mark Paul @properties Christie's International Real Estate

  425 N Maple Ave, Oak Park, IL 60302
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  /5

  $259,900

  • 14 Beds
  • 3 Baths

  8751 S Loomis St, Chicago, IL 60620

  Potential, Potential, Potential, awaits you in this Huge Auburn Gresham 2-flat Investment property featuring spacious rooms, including 3 bedrooms, large living room with fireplace that leads into a formal dining room, large enough to host those holidays gatherings. Separate kitchen that leads to an enclosed back porch, leading into the back yard. The basement is completed finished and can be used

  Yvette Crisp Coldwell Banker Realty

  8751 S Loomis St, Chicago, IL 60620
• 

  

  /28

  $320,000

  • 7 Beds
  • 3 Baths

  6613 S Justine St, Chicago, IL 60636

  Solid brick 2-flat in the West Englewood neighborhood offering strong income potential and versatile living space. This well-maintained building features two spacious units plus a finished basement, providing excellent opportunities for investors or owner-occupants alike. The first-floor unit offers 2 bedrooms with separate living and dining areas, creating a comfortable and functional layout.

  Amaiya Smith Keller Williams ONEChicago

  6613 S Justine St, Chicago, IL 60636
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  /32

  $5,900,000

  • 5 Beds
  • 6 Baths
  • 8,400 Sq Ft

  800 N Michigan Ave Unit 63, Chicago, IL 60611

  Unparalleled opportunity to own a full floor Park Tower penthouse at a truly outstanding value. Spanning 8,400 square feet, this residence offers 360-degree views of Chicago's iconic skyline, world-class architecture, and Lake Michigan, delivering front-row sunrise to sunset views. Perched above the Park Hyatt Hotel, this 5-bedroom, 4.2-bath home provides access to top-tier amenities: Spa, Indoor

  Jeffrey Lowe Compass

  800 N Michigan Ave Unit 63, Chicago, IL 60611
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  /30

  $359,900 Open Sat 1PM - 3PM

  • 6 Beds
  • 5 Baths

  372 Yates Ave, Calumet City, IL 60409

  Don't miss this opportunity to own a 4 flat in Calumet City. The building is fully rented. The building has 2 one bedrooms; one 2 bedroom and one 3 bedroom with a laundry room and a two car garage. The building has been well maintained and updated as needed. The lower-level unit has been completed renovated as of 2023. Unit 2 has long-term tenants and they have a new oven range and fridge; unit 3

  Renate Martin Baird & Warner

  372 Yates Ave, Calumet City, IL 60409
• 

  

  /65

  $1,774,500

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

  1856 W Huron St, Chicago, IL 60622

  Nothing you've seen comes close to this inordinately EXTRA-WIDE (18'+ interior) and EXTRA-DEEP (reduced front setback allows for a deeper home AND a massive backyard) 5BD/3.1BA 4500+ SQFT CONTROL 4 SMART HOME spread over 3+floors w/3BD/2BA & large LAUNDRY ROOM on 2nd floor in the heart of WEST TOWN'S East Village that's a PERFECT blend of a WARM/MODERN aesthetic with unparalleled QUALITY &

  Mario Greco Compass

  1856 W Huron St, Chicago, IL 60622
• 

  

  /46

  $649,000 Open House 4/12

  • 5 Beds
  • 2.5 Baths

  3024 W Fargo Ave, Chicago, IL 60645

  ******The house recently appraised at $690,000.****** Exquisitely renovated 5-bedroom, 2.5-bath residence in the highly coveted West Rogers Park neighborhood of Chicago. This exceptional home has been completely reimagined with refined finishes, thoughtful design, and superior craftsmanship throughout. No detail was overlooked. The home features all-new windows, doors, trim, flooring, a designer

  Ariz Gohar Sky High Real Estate Inc.

  3024 W Fargo Ave, Chicago, IL 60645
• 

  

  /22

  $388,000

  • 5 Beds
  • 2.5 Baths
  • 3,200 Sq Ft

  3006 Buttonwood Walk, Hazel Crest, IL 60429

  RARE FIVE-BEDROOM UPPER LEVEL LAYOUT Welcome to this beautifully updated two-story home offering exceptional space, comfort, and functionality for modern living. A standout feature of this home is the rare layout of five true bedrooms on the upper level, providing an incredible amount of space for family, guests, or work-from-home flexibility. The primary suite serves as a private retreat,

  Shanee Easter Robert James Collective

  3006 Buttonwood Walk, Hazel Crest, IL 60429

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