1,005

5-Bedroom Homes for Sale in Chicago, IL

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  • /69

    $5,500,000

    • 7 Beds
    • 6.5 Baths

    1646 N Leavitt St, Chicago, IL 60647

    Once in a lifetime opportunity to own a true urban oasis with a majestic renovated greystone on a 104'x126' vast city compound with a charming coach house overlooking a picturesque garden in the desirable Bucktown neighborhood. This breathtaking dwelling was meticulously restored to celebrate the original fretwork, cove moldings, oval leaded glass windows, ceiling medallions, oak fireplaces with

    Jeffrey Lowe Compass

    1646 N Leavitt St, Chicago, IL 60647
  • /16

    $369,000

    • 7 Beds
    • 3 Baths

    1417 E 69th Place, Chicago, IL 60637

    Nestled on a quiet block in one of the city's most emerging neighborhoods you will find this gorgeous brick 2-unit investment property that's ideal for any owner. No matter if you're an investor looking to beef up your portfolio or an owner-occupant looking for the ideal property to house hack. The first-floor unit is a spacious 4 bedroom 2 bathroom duplex unit with modern paint colors, an

    Melanie Miller Keller Williams ONEChicago

    1417 E 69th Place, Chicago, IL 60637
  • /35

    $1,950,000 Open Sun 1PM - 3PM

    • 6 Beds
    • 4.5 Baths
    • 4,403 Sq Ft

    1522 W Wolfram St, Chicago, IL 60657

    Experience ultimate luxury in this stately and fully renovated 4-story, 6-bed, 4.5-bath, full masonry home within Lake View's highly coveted Burley school district. This home is ready for your personal style and presents an opportunity to make it uniquely yours. The main floor offers an open concept that is flooded with natural light and includes a flexible living/dining combo space, a first

    Anthony Disano Parkvue Realty Corporation

    1522 W Wolfram St, Chicago, IL 60657
  • /16

    $255,000

    • 6 Beds
    • 3 Baths

    7038 S Vernon Ave, Chicago, IL 60637

    Income-producing 2-flat in Greater Grand Crossing with both units currently occupied. The first unit features 3 bedrooms, and the second offers 2 bedrooms. There is a remodeled space on the second floor with potential for a third unit; buyer to verify zoning and assume all responsibility for any future use or improvements. Property includes separate utilities and an unfinished basement for added

    Yuliya Onyshchuk Marblestone Property Group LLC

    7038 S Vernon Ave, Chicago, IL 60637
  • /44

    $1,099,000

    • 8 Beds
    • 4 Baths

    3246 S Normal Ave, Chicago, IL 60616

    4 unit in Prime Bridgeport location. Front main building has 3 units and there is 1 legal coach house unit in the rear of the property. The whole building has been renovated including new kitchens, baths, furnaces, A/C, flooring, plumbing, porch, electrical service etc All units have central A/C and their own washer and dryer. Great investment opportunity for an owner occupant to live in 1 unit

    Anthony Golob Halsted Taylor Real Estate

    3246 S Normal Ave, Chicago, IL 60616
  • /35

    $750,000

    • 9 Beds
    • 4 Baths

    5015 N Kimberly Ave, Chicago, IL 60630

    Great opportunity at 5015 N Kimberly Ave, Chicago! Discover this outstanding multi-family property in Chicago. It features three legal units, each with three bedrooms and one bathroom, plus a finished basement with two additional bedrooms and one bathroom. One of the units will be vacant at closing, making it a perfect option for investors or owners looking to occupy one unit while generating

    Anna Sophia Chacon Charles Rutenberg Realty of IL

    5015 N Kimberly Ave, Chicago, IL 60630
  • /23

    $120,000

    • 6 Beds
    • 2 Baths

    4224 W Maypole Ave, Chicago, IL 60624

    MOTIVATED SELLER - Investor Special in West Chicago Neighborhood - 2-Unit Property with Major Potential! This solid brick 2-flat features 3 bedrooms and 1 bath in each unit, along with separate living and dining rooms. The top-floor unit has been fully gutted, offering a blank canvas for your renovation vision. The lower unit was recently vacated and is ready for rehab. Rear stairs and deck

    Tiana Key Redhawk Realty IL

    4224 W Maypole Ave, Chicago, IL 60624
  • /3

    $189,500

    • 5 Beds
    • 2 Baths

    5545 S Throop St, Chicago, IL 60636

    Come get this Hot Hot Area West Englewood, potential cash cow. This brick 2Flat has been recently update and is waiting for your finishing touches. 1st floor is rented out for 1250 and the 2nd floor is vacant. Seller prefers Hard money loan or Cash offers. Easy to show. Let make a deal.

    Eduardo Allen Upright Realty

    5545 S Throop St, Chicago, IL 60636
  • /25

    $449,900

    • 7 Beds
    • 3 Baths

    5726 S Sangamon St, Chicago, IL 60621

    Back on the Market-Buyer Financing Fell Through! This beautifully rehabbed and refreshed 2-unit building offers a total of 7 bedrooms and 3 bathrooms, making it ideal for multi-generational living. Each unit features a spacious open-concept layout with a living room, dining area, and gourmet kitchens complete with center islands and designated homework/study spaces. Unit Breakdown: First

    Natashia Antwine Coldwell Banker Realty

    5726 S Sangamon St, Chicago, IL 60621
  • /35

    $380,000

    • 8 Beds
    • 3 Baths

    1613 S Central Park Ave, Chicago, IL 60623

    Beautiful Legal 3-Flat Greystone in North Lawndale! This charming building blends classic Chicago architecture with modern finishes. The second-floor unit features gleaming hardwood floors, 3 spacious bedrooms, 1 full bath, a large updated kitchen, and separate utilities including its own furnace and water heater. The first-floor unit also showcases hardwood flooring, 2 bedrooms, 1 full bath,

    Jonathan Gil Equity Realty

    1613 S Central Park Ave, Chicago, IL 60623
  • /26

    $549,999

    • 8 Beds
    • 3 Baths

    2701 W 24th Place, Chicago, IL 60608

    Legal 3 unit with attached storage space. Good long term tenants, easy to manage. Walking distance to pink line and easy access to the city. Units updated in 2015, Porch built with permits and inspections in 2018. Roof redone in 2020. Loads of potential.

    Colleen Berg Berg Properties

    2701 W 24th Place, Chicago, IL 60608
  • /49

    $899,995

    • 6 Beds
    • 4 Baths
    • 3,627 Sq Ft

    5801 N Drake Ave, Chicago, IL 60659

    Welcome to an urban oasis of world-class living. This exceptional property offers a perfect blend of modern sophistication and timeless elegance. Nestled on an expansive corner lot, this residence provides a secluded and tranquil retreat. Following an extensive renovation, every aspect of the home has been meticulously redesigned to exude a sense of novelty and refinement. The grand foyer,

    Tatiana Perry Berkshire Hathaway HomeServices Chicago

    5801 N Drake Ave, Chicago, IL 60659
  • /28

    $380,000

    • 10 Beds
    • 3 Baths

    4146 W Jackson Blvd, Chicago, IL 60624

    Introducing 4146 W Jackson Blvd, a stately Greystone three-flat situated in the heart of Chicago's historic West Garfield Park neighborhood. This property offers 11 bedrooms and 3 full bathrooms across three spacious units, providing a versatile opportunity for both investors and owner-occupants. Each unit has separate utilities, newer fence back porch, windows, and hardwood floors. CTA Green

    Jonathan Gil Equity Realty

    4146 W Jackson Blvd, Chicago, IL 60624
  • /29

    $300,000

    • 8 Beds
    • 2 Baths

    4107 W 16th St, Chicago, IL 60623

    Welcome to 4107 W 16th St, a solid brick multi-family residence nestled in the heart of Chicago's historic North Lawndale community. This property offers a total of 8 bedrooms and 2 full bathrooms across two spacious units, providing a versatile opportunity for both investors and owner-occupants. Each unit boasts generous living spaces with ample natural light, high ceilings, and classic

    Jonathan Gil Equity Realty

    4107 W 16th St, Chicago, IL 60623
  • /30

    $380,000

    • 10 Beds
    • 3 Baths

    1842 S Drake Ave, Chicago, IL 60623

    Discover this wonderful brick 3-flat situated in the heart of Chicago's vibrant North Lawndale neighborhood. Located less than a block from the renowned Farm on Ogden, a year-round indoor market offering fresh produce and community programs, and just minutes from the historic Douglass Park Field House-a 173-acre park featuring lagoons, playgrounds, soccer fields, and cultural events. Each of

    Jonathan Gil Equity Realty

    1842 S Drake Ave, Chicago, IL 60623
  • /74

    $1,149,000

    • 12 Beds
    • 8 Baths

    5644 S Prairie Ave, Chicago, IL 60637

    4-unit, 2007 construction, perfect OWNER-OCCUPANT investment opportunity in appreciating east Washington Park! Unit 2 has been rehabbed to feature modern improvements to be compared to other new construction in the area. All four units are 3-bed / 2-bath and have in-unit laundry hook-ups, hardwood and tile throughout, modern appliances, gas-forced-heat / central air, in-unit hot water tanks,

    Gene Hart 33 Realty

    5644 S Prairie Ave, Chicago, IL 60637
  • /28

    $695,000

    • 7 Beds
    • 3 Baths

    1437 W Augusta Blvd, Chicago, IL 60642

    Spacious and character-filled 7BD/3BA legal 2 multi-unit in vibrant Noble Square offering approximately 3,140 sq ft. The front portion, formerly a 1900s candy store, is now a spacious 16x14 living room with soaring 12-ft ceilings. The rear addition features a large primary bedroom (10x14) with in-unit washer/dryer. A portion of the basement (approximately 18x15) is unfinished and offers great

    Grisell Perez Coldwell Banker Realty

    1437 W Augusta Blvd, Chicago, IL 60642
  • /6

    $759,000

    • 14 Beds
    • 8 Baths

    1516 S Christiana Ave, Chicago, IL 60623

    EXCELLENT INVESTMENT OPPORTUNITY! 3 flat building with finished basement with 2br 2 bath unit. North Lawndale gem, including 3 units consisting of 4br and 2full bath(primary suites).Renovated a few years ago but maintained professionally you have the opportunity to step into a turn key situation as an investor or owner occupant as one tenant will be vacating this month! CHA approved building,

    Ron Lewis Re/Max Cityview

    1516 S Christiana Ave, Chicago, IL 60623
  • /30

    $429,900

    • 5 Beds
    • 3.5 Baths

    2728 W 39th Place, Chicago, IL 60632

    All-brick, recently-remodeled 5 bed/3.1 bath single family home with 3 levels of living space, located half a block away from Archer Ave! 1st floor features a spacious living room, updated kitchen has 42 in. modern cabinets, granite countertops, full backsplash, newer stainless steel appliances, a large dining/family room overlooking the deck and backyard, 2 generous-sized bedrooms,

    Qizhong Guan Century 21 S.G.R., Inc.

    2728 W 39th Place, Chicago, IL 60632
  • /25

    $449,999

    • 5 Beds
    • 3 Baths
    • 1,123 Sq Ft

    5705 S Mayfield Ave, Chicago, IL 60638

    Well-kept cape cod with room to grow! 5 bedrooms, 3 full baths one on each level. Hardwood in living room and bedrooms on the main level. Second floor with in-law situation and the Basement has recently been remodeled with summer kitchen great for entertaining, HVAC on main level and basement 6 years old, roof 7 years old. Brick 2 car garage This home is HUGE, summer kitchen in basement, bring

    Natalie Jonas First Rate Realty, Inc.

    5705 S Mayfield Ave, Chicago, IL 60638

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