1,527

5-Bedroom Homes for Sale in Cook County IL

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  • /17

    $275,000

    • 5 Beds
    • 3 Baths
    • 1,324 Sq Ft

    72 E 136th St, Riverdale, IL 60827

    Amazing huge single family in Riverdale! Excellent for investment or to live in with your big family. It shows generous size living rooms on 1st & 2nd floor. Pleasant size dining rooms in both floors. Ideal for a big family, parents, uncles, in laws, etc... Additional living space in the basement with bathroom, and extra bedrooms... Ready to be occupied. And please... Enjoy the huge yard

    Martha Prado JMAR Realty Group

    72 E 136th St, Riverdale, IL 60827
  • /88

    $1,094,000

    • 5 Beds
    • 5 Baths
    • 5,756 Sq Ft

    6022 S Peck Ave, La Grange Highlands, IL 60525

    This one-of-a-kind modern Victorian masterpiece in La Grange Highlands is more than a home-it's a lifestyle. Set on a stunning half-acre lot with low taxes, this 5,200 sq ft custom-designed residence offers 5 bedrooms, 5 baths, soaring 11' ceilings, and 14 closets-including a 500-pair shoe closet! Designed by a nationally renowned architect, the home features a dramatic 4-level spiral

    Jeremy Vitell Better Homes & Gardens Real Estate Connections

    6022 S Peck Ave, La Grange Highlands, IL 60525
  • /51

    $775,000

    • 7 Beds
    • 4 Baths

    2625 W Greenleaf Ave, Chicago, IL 60645

    Charming, vintage 3-flat building in Rogers Park features 3 units, each with 2 br + den and a LEGAL basement apartment with 1 br + a full bath. Unbeatable location. Rents are below market, offering an exceptional opportunity for investors looking for a high-potential rental property or owner occupants seeking additional rental income.

    Emilia Salonikas Coldwell Banker Realty

    2625 W Greenleaf Ave, Chicago, IL 60645
  • /18

    $360,000

    • 6 Beds
    • 2 Baths

    1321 East Ave, Berwyn, IL 60402

    Fantastic Two-Flat building in Berwyn. Don't miss this exceptional opportunity to own a two-flat in desirable Berwyn-ideal for investors or owner-occupants! Each spacious unit features 3 bedrooms and 1 full bath, boasting high ceilings, beautiful hardwood floors, oversized windows with natural light, a huge living/dining room combo, and a large eat-in kitchen, ample closet and storage space.

    Josephine Wang Concentric Realty Inc.

    1321 East Ave, Berwyn, IL 60402
  • /14

    $895,000

    • 6 Beds
    • 6 Baths

    3648 S Paulina St, Chicago, IL 60609

    Ownership spared no expense in this exceptional fully renovated 4-unit property located at 3648 S Paulina in Chicago. This two-building offering includes a classic brick front building and a fully rehabbed rear coach house, each containing two thoughtfully designed units. No detail was spared in this high-end renovation, with all-new plumbing and electrical systems, brand-new kitchens and

    Angelo Labriola Sperry Van Ness

    3648 S Paulina St, Chicago, IL 60609
  • /23

    $409,900

    • 7 Beds
    • 4 Baths

    6917 S Aberdeen St, Chicago, IL 60621

    Recently updated extra large brick 2 flat on a quiet block. Modern finishes include - white kitchen cabinets, granite counter tops, ceramic tile backsplash, new SS appliances new light fixtures, mirrors, faucets...... 2 bedrooms on first floor and 3 bedrooms on the second. Finished basement duplexed to the first floor with additional 2 bedrooms and 1 bath creates extended living space. This house

    Alicja Grzych RE/MAX City

    6917 S Aberdeen St, Chicago, IL 60621
  • /30

    $750,000

    • 6 Beds
    • 3 Baths

    1448 W Taylor St, Chicago, IL 60607

    Exceptional Investment or Rehab Opportunity - Classic 3-Unit Brick Building in the Heart of Little Italy! A rare find in one of Chicago's most historic and dynamic neighborhoods, this charming all brick 3-flat is perfectly situated just steps from vibrant Taylor Street in Little Italy. Nestled on a quiet, tree-lined block, this property offers the ideal combination of character, location, and

    Danielle Dowell Berkshire Hathaway HomeServices Chicago

    1448 W Taylor St, Chicago, IL 60607
  • /23

    $875,000

    • 5 Beds
    • 2 Baths

    406 S Evergreen Ave, Arlington Heights, IL 60005

    Charming 5-Bedroom Home Steps from Downtown Arlington Heights! The storage in this home is unbelievable. 4 walk in closets. Don't miss this incredible opportunity to own a spacious and character-filled home in the heart of the highly sought-after Pioneer Park neighborhood-just a short stroll to vibrant downtown Arlington Heights! This 5-bedroom, 2-bath home is filled with vintage charm and modern

    Kimberly Broznowski Powers @properties Christie's International Real Estate

    406 S Evergreen Ave, Arlington Heights, IL 60005
  • /27

    $459,900

    • 5 Beds
    • 3.5 Baths
    • 3,100 Sq Ft

    7022 W 64th St, Chicago, IL 60638

    Welcome to this beautifully 2-story step ranch located in the desirable Clearing neighborhood! Offering three full levels of living space, this spacious home is perfect for families, or anyone needing room to grow. The main floor features a bright, inviting living room with a gas log fireplace, a full bathroom, a half bath, and a main-level bedroom with hardwood floors that flow seamlessly into

    Mayra Hernandez RE/MAX MI CASA

    7022 W 64th St, Chicago, IL 60638
  • /21

    $388,000

    • 6 Beds
    • 3 Baths

    3651 S Archer Ave, Chicago, IL 60609

    Fantastic investment or live-in opportunity in vibrant McKinley Park! Zoned C1-2 for both residential and commercial use, this property features two spacious units - each offering 3 bedrooms, 2 bathrooms, and in-unit laundry. Major improvements after seller purchase include porches, electrical upgrades, garage, roof, and code-required deconversion from 4 units. Interiors are primed for cosmetic

    Sally Haynes Keller Williams Rlty Partners

    3651 S Archer Ave, Chicago, IL 60609
  • /22

    $5,995,000

    • 6 Beds
    • 8 Baths
    • 9,740 Sq Ft

    1019 N Wolcott Ave, Chicago, IL 60622

    Prepare to be captivated by one of Chicago's most extraordinary real estate offerings: The Lincoln Street Bath House, a jaw-dropping fusion of historic grandeur and cutting-edge luxury. One of only four surviving municipal bath houses in the city, this rare architectural masterpiece-originally built between 1894 and 1918-has been transformed into a spectacular private residence that radiates

    Jennifer Mills Jameson Sotheby's Intl Realty

    1019 N Wolcott Ave, Chicago, IL 60622
  • /31

    $279,900

    • 5 Beds
    • 3 Baths

    7125 S Cornell Ave, Chicago, IL 60649

    Situated in the South Shore Neighborhood of Chicago & a short distance from South Shore Country Club & Obama Library! Well maintained 2-unit building! 1st floor features 2 Bedrooms, 1 Bath, dining & living room& back porch! 2nd floor features 3 bedroom, 1 bath dining & living room & back porch! Full, clean basement includes an additional bathroom & washer & dryer! Newer boiler! Perfect for owner

    Denise Hoekstra RE/MAX 1st Service

    7125 S Cornell Ave, Chicago, IL 60649
  • /46

    $4,050,000

    • 5 Beds
    • 7 Baths
    • 5,918 Sq Ft

    2209 N Seminary Ave, Chicago, IL 60614

    Seeing is believing. Step into this extraordinary double lot 48' by 115' home in Lincoln Park and be amazed. For your buyers that are looking for something different and unique. Beautiful five-bedroom 4.3 bath home with wonderful huge side yard and patio. Originally a single lot home, owners purchased the lot next door and did a major renovation incorporating the additional space. They

    Suzanne Gignilliat @properties Christie's International Real Estate

    2209 N Seminary Ave, Chicago, IL 60614
  • /31

    $524,900

    • 6 Beds
    • 4 Baths

    5228 W 23rd St, Cicero, IL 60804

    Two Flat Brick Open concept. Sits on a double lot. Gut Rehab, New Electric, New plumbing, Kitchens and bathrooms. Beautiful gleaming hardwood floors throughout. New heating and air conditioning systems. New Cement carport easy fits 6 cars possibly more. New cement walkway. Basement has been drywalled and painted with a half bath and a room for storage or office within the home. This home has so

    Irma Mejia Coldwell Banker Realty

    5228 W 23rd St, Cicero, IL 60804
  • /36

    $275,000

    • 6 Beds
    • 2 Baths

    1721 W Steuben St, Chicago, IL 60643

    Smart Buy in Morgan Park! Welcome to this well-maintained, fully-occupied 2-flat in the heart of the neighborhood, perfect for first-time multifamily buyers or experienced investors looking to build long-term wealth. Priced at just $275k, this property sits on 3 full city lots - offering rare outdoor space, expansion potential , or added privacy. Each spacious unit features 3 bedrooms and 1

    Dona Crane EXIT Strategy Realty

    1721 W Steuben St, Chicago, IL 60643
  • /8

    $130,000

    • 5 Beds
    • 3 Baths

    4038 W Adams St, Chicago, IL 60624

    ***Attention all investors*** Add instant sweat equity to this 2-flat. This property needs a full renovation but has excellent potential. Sold strictly as-is. Seller does not provide survey. Cash or hard money only. Buyer will take subject to and remain responsible for vacating the Order of Permanent injunction recorded as doc #0926005097

    Anthony Disano Parkvue Realty Corporation

    4038 W Adams St, Chicago, IL 60624
  • /45

    $1,395,000

    • 5 Beds
    • 5.5 Baths
    • 4,090 Sq Ft

    87 Windmill Rd, Orland Park, IL 60467

    Like new! Fully renovated in 2025 with a spacious, thoughtfully designed floor plan and luxurious high-end finishes throughout. This stunning home, located in the highly desirable Silo Ridge Estates, offers over 4,000 sq. ft. of living space, including a fully finished basement. The home features 5 bedrooms, 5.5 bathrooms, and a luxurious first-floor main suite. Set on a spacious half acre lot

    Lori Mizera @properties Christie's International Real Estate

    87 Windmill Rd, Orland Park, IL 60467
  • /25

    $775,000

    • 5 Beds
    • 3 Baths
    • 3,079 Sq Ft

    1634 S Cumberland Ave, Park Ridge, IL 60068

    This well-maintained 2-story home offers 5 bedrooms, 3 full bathrooms, and over 3,000 square feet of living space, including a 1,450 square foot finished basement. The primary suite features a cozy fireplace, a walk-in closet, and a luxurious steam shower. Utilize the 5th bedroom as an office, yoga studio, or playroom; the possibilities are endless. The open-concept kitchen flows seamlessly into

    Craig Fallico Baird & Warner

    1634 S Cumberland Ave, Park Ridge, IL 60068
  • /37

    $547,500

    • 5 Beds
    • 2.5 Baths
    • 2,975 Sq Ft

    1612 N Burning Bush Ln, Mount Prospect, IL 60056

    This beautiful and rare 2,900 square foot, 5-bedroom 3-bathroom, 2-story home is located in the highly sought after Woodview Manor subdivision. Upon arrival you'll notice the great curb appeal and two-car garage. Once you pass through the double-door entryway with ceramic flooring, relax as you wander through the home to find freshly painted rooms throughout. The huge living room and large

    Donna Locher @properties Christie's International Real Estate

    1612 N Burning Bush Ln, Mount Prospect, IL 60056
  • /25

    $675,000

    • 9 Beds
    • 6 Baths

    2716 W Polk St, Chicago, IL 60612

    Investor's dream in the heart of the city WITH VERY strong CAP rate! This all-brick 3-flat is a prime opportunity with incredible income potential. Each spacious unit boasts 3 bedrooms and 2 baths, updated interiors, laundry in-unit. Rents are currently below market, offering room for increased profitability. The first and second floors feature soaring 9-ft ceilings, while the third floor

    Neveen Michael Keller Williams Infinity

    2716 W Polk St, Chicago, IL 60612

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