Homes for Sale in Chicago, IL with 5-Bedrooms

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  /8

  $409,000

  • 9 Beds
  • 3 Baths

  1609 S Sawyer Ave, Chicago, IL 60623

  ATTENTION INVESTORS/DEVELOPERS: 2 ADJOINING GRAYSTONE BUILDINGS SELLING AS A PACKAGE (1607 AND 1609 S. SAWYER listing 12161956, each separate price, PREFERRED TO BE SOLD TOGETHER) TOTAL OF 18 BEDS, 6 BATHS, AND ROOM FOR EXPANSION, 1607 S. Sawyer has option to purchase adjacent double wide lot on 16th Street at FMV (confirm with city of Chicago). PRIME LOCATION ACROSS THE STREET OF DOUGLAS PARK

  Barbara Kieca Hometown Real Estate

  1609 S Sawyer Ave, Chicago, IL 60623
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  /2

  $300,000

  • 7 Beds
  • 3 Baths

  523 N Sawyer Ave, Chicago, IL 60624

  Classic Brick Two-Flat with Timeless Character With generous window openings, a full basement level, and a traditional rectangular footprint, this property is ideal for renovation, restoration, or investment. Whether you're envisioning a modern redesign or a faithful historic revival, this home provides the perfect canvas. A rare opportunity to transform a classic structure into something truly

  Lilia Lluvia Properties Indeed Corp

  523 N Sawyer Ave, Chicago, IL 60624
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  /44

  $359,000

  • 6 Beds
  • 2 Baths

  7729 S Laflin St, Chicago, IL 60620

  Fully renovated 2-unit multifamily property updated in 2024, ideal for investors or owner-occupants looking to live in one unit and rent the other. This building stands out for its low property taxes and strong income potential. Both units feature modern finishes, new flooring, fresh paint, and updated kitchens with granite countertops and stainless steel appliances. A great turnkey opportunity

  Jose Andres Torres Realty of America, LLC

  7729 S Laflin St, Chicago, IL 60620
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  /17

  $365,000

  • 7 Beds
  • 2 Baths

  7115 S Champlain Ave, Chicago, IL 60619

  Stunning legal two flat Brick Building with a garden apartment in basement. A total of 7 Bedrooms with 2 Bathrooms, 1st Floor has 3 Bedrooms, 1 Bathroom and 2nd Floor has 4 Bedrooms, 1 Bathroom. Both units have recently updated kitchens featuring new 42 inch cabinets and beautiful Quartz Counter Tops with Stylish Backsplash. Each unit comes with newer Samsung Stainless Steel Appliances. The

  Phyllis Scott Coldwell Banker Realty

  7115 S Champlain Ave, Chicago, IL 60619
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  /28

  $359,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 2 Baths
  • 1,632 Sq Ft

  6017 S Washtenaw Ave, Chicago, IL 60629

  Welcome home to this beautifully updated 5-bedroom, 2-bath brick bungalow that's move-in ready and full of charm! Step inside to find inviting living spaces and flexible rooms that can serve as bedrooms, family rooms, or even a spacious walk-in closet. The finished lower level expands your living options with a generous family room and a versatile bonus room-perfect for media, games, or hobbies.

  Grace Vasquez Charles Rutenberg Realty of IL

  6017 S Washtenaw Ave, Chicago, IL 60629
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  /31

  $305,000

  • 5 Beds
  • 2 Baths
  • 2,086 Sq Ft

  7238 S Paulina St, Chicago, IL 60636

  Fully renovated in 2021, this home offers generous space and a versatile layout with 5 bedrooms and 2 full bathrooms, ideal for larger households, multigenerational living, or work-from-home flexibility. The main level features an open living and dining area filled with natural light, along with a redesigned kitchen equipped with granite countertops, crown-molding cabinetry, stainless steel

  Gabriela Melgoza Coldwell Banker Realty

  7238 S Paulina St, Chicago, IL 60636
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  /8

  $409,000

  • 9 Beds
  • 3 Baths

  1607 S Sawyer Ave, Chicago, IL 60623

  ATTENTION INVESTORS/DEVELOPERS: 2 ADJOINING GRAYSTONE BUILDINGS SELLING AS A PACKAGE (1607 AND 1609 S. SAWYER listing 12161956, each separate price, PREFERRED TO BE SOLD TOGETHER) TOTAL OF 18 BEDS, 6 BATHS, AND ROOM FOR EXPANSION, 1607 S. Sawyer has option to purchase adjacent double wide lot on 16th Street at FMV (confirm with city of Chicago). PRIME LOCATION ACROSS THE STREET OF DOUGLAS PARK

  Barbara Kieca Hometown Real Estate

  1607 S Sawyer Ave, Chicago, IL 60623
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  /32

  $344,000

  • 5 Beds
  • 4 Baths
  • 3,120 Sq Ft

  7544 S Eberhart Ave, Chicago, IL 60619

  Welcome to East Chatham Living at Its Finest. Step into this beautifully designed two-story brick home nestled in the heart of East Chatham, where space and style, and comfort come together seamlessly. This impressive residence offers five generously sized bedrooms and four full bathrooms, thoughtfully laid out to accommodate both everyday living and elegant entertaining. Upon entry, you're

  Shenika Banks Kale Realty

  7544 S Eberhart Ave, Chicago, IL 60619
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  /37

  $374,000

  • 5 Beds
  • 3 Baths
  • 3,178 Sq Ft

  7435 S Indiana Ave, Chicago, IL 60619

  Welcome to the 7400 block of Indiana. Drive up to this Newly renovated classic brick bungalow 5-bedrooms, 3-bath home. Step into the spacious LR with an open floor plan facing West allowing plenty of sunlight during the height of the day, A breakfast nook tucked in off the LR for your private mornings relaxation. 2 bed rooms and a full bath on the first floor. Flow past the Dining Room into the

  Gloria Spencer Baker-Spencer Realty, LLC

  7435 S Indiana Ave, Chicago, IL 60619
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  /42

  $2,850,000

  • 5 Beds
  • 5.5 Baths

  1938 N Hudson Ave, Chicago, IL 60614

  East Lincoln Park single family home walking to Park, lake and the Lincoln Park Farmer's Market! This sensational, light-filled residence combines timeless style with modern updates, and includes a beautifully appointed coach house. East-facing bay windows bathe the main level in natural light and offer serene views of tree-lined Hudson St. The newly renovated kitchen is a fabulous design

  Emily Sachs Wong @properties Christie's International Real Estate

  1938 N Hudson Ave, Chicago, IL 60614
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  /32

  $3,995,000

  • 5 Beds
  • 5.5 Baths
  • 4,949 Sq Ft

  900 W Washington Blvd Unit PHW, Chicago, IL 60607

  Discover the best of the West Loop in this top-floor duplex penthouse at 900 West Washington, an exclusive LEED Gold-certified boutique building of just 22 homes. Sweeping skyline views surround a wraparound terrace, while the elevator opens directly into a modern, sun-filled interior with radiant-heated concrete floors. With new designer lighting, this residence offers a warm yet contemporary

  Laura England Compass

  900 W Washington Blvd Unit PHW, Chicago, IL 60607
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  /51

  $2,900,000

  • 7 Beds
  • 4.5 Baths
  • 7,500 Sq Ft

  4933 S Woodlawn Ave, Chicago, IL 60615

  New on Woodlawn Avenue. Located in the heart of the South Kenwood Historic Landmark District, this imposing and gracious three-story brick residence is a rare architectural offering. Originally designed and constructed in 1904 by noted architect George Beaumont for prominent Chicago industrialist and philanthropist Bernard E. Sunny, the home was thoughtfully and comprehensively updated in 1937

  Robert Sullivan Berkshire Hathaway HomeServices Chicago

  4933 S Woodlawn Ave, Chicago, IL 60615
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  /45

  $750,000

  • 10 Beds
  • 4 Baths

  6331 S Elizabeth St, Chicago, IL 60636

  Turn-key 4-unit with major capital improvements, immediate rental income, and room to grow in one of Chicago's steadily appreciating neighborhoods. Three units were remodeled in 2024 and are currently leased, providing immediate rental income. The fourth unit was fully upgraded in 2026 with higher-end finishes, setting a strong rental standard for the property and future income growth. Major

  Jair Reynaga Epique Realty Inc

  6331 S Elizabeth St, Chicago, IL 60636
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  /28

  $1,250,000

  • 12 Beds
  • 4 Baths

  917 N Sacramento Blvd, Chicago, IL 60622

  Prime, turn-key investment opportunity just steps from Humboldt Park. This classic Chicago graystone 4-flat blends timeless architecture with modern updates, offering strong rental appeal in a highly desirable location.Each spacious unit features 3 bedrooms and 1 bath, with recent renovations including refinished hardwood floors, updated kitchens with quartz countertops and stainless steel

  Jacqueline Alter Redfin Corporation

  917 N Sacramento Blvd, Chicago, IL 60622
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  /26

  $675,000

  • 8 Beds
  • 4 Baths

  2310 N Hoyne Ave, Chicago, IL 60647

  Investor-ready 4-unit property for redevelopment in Bucktown. The property consists of two buildings, each having two apartments. The property requires extensive repairs throughout or a complete teardown. There is an adjacent lot owned by IDOT that can be purchased to create additional development opportunities. Property is being sold as-is. All info is deemed reliable but not guaranteed.

  Adam Wavrunek Domain Realty

  2310 N Hoyne Ave, Chicago, IL 60647
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  /39

  $574,900

  • 8 Beds
  • 3 Baths

  1121 N Lawndale Ave, Chicago, IL 60651

  Completely rehabbed in 2020 and move-in ready, this stunning 2-flat is perfect for homeowners or investors alike. The first-floor duplex down features 5 bedrooms and 2 bathrooms with a spacious, open layout and modern finishes. The updated kitchen boasts stainless steel appliances and quartz countertops, while the in-unit washer and dryer add ultimate convenience. The second-floor unit offers 3

  James Shin @properties Christie's International Real Estate

  1121 N Lawndale Ave, Chicago, IL 60651
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  /35

  $580,000

  • 6 Beds
  • 2 Baths

  2017 W Norwood St, Chicago, IL 60659

  Calling all investors! This fully-occupied 2-unit has everything you need to start your home-hacking journey, or add as a valuable addition to your current portfolio. Both units are 3bed/1bath, updated/remodeled in 2018, and feature hardwood floors throughout (second floor under carpet), with ceramic tile in the kitchens. Classic Chicago-sized bedrooms all have closets, and will fit queen-size

  Kirk Hudson Baird & Warner

  2017 W Norwood St, Chicago, IL 60659
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  /21

  $359,999

  • 6 Beds
  • 2 Baths
  • 1,868 Sq Ft

  7545 S Rhodes Ave, Chicago, IL 60619

  Greater Grand Crossing - Fully Rehabbed Brick Bungalow with Modern Luxury and Space to Spare! Welcome to this beautifully renovated 6-bedroom, 2-bath brick bungalow where timeless Chicago charm meets high-end finishes. This stunning home has been thoughtfully updated from top to bottom, showcasing elegant marble details throughout and a seamless blend of classic character with contemporary style.

  Michael Woloszczuk Avenue Properties Chicago

  7545 S Rhodes Ave, Chicago, IL 60619
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  /46

  $1,900,000

  • 8 Beds
  • 6 Baths

  1053 N Damen Ave, Chicago, IL 60622

  Completely rehabbed in 2022. Brick 2-flat plus a fantastic updated coach house above a 2-car garage. The owner's duplex-down features 4 bedrooms and 3.5 bathrooms. High end finishes and vintage touches throughout. The large kitchen with an island opens up to a living/dining area with a fireplace. Gorgeous powder room off the main living area with a vessel sink and venetian plaster wall. En-suite

  Lucas Blahnik @properties Christie's International Real Estate

  1053 N Damen Ave, Chicago, IL 60622
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  /2

  $340,000

  • 7 Beds
  • 4 Baths

  9739 S Escanaba Ave, Chicago, IL 60617

  This three flat offers approximately 2,557 square feet and features three spacious units - two 2-bedroom, 1-bath units and one 3-bedroom, 1-bath unit. All units were renovated in 2021, including updated electrical and plumbing. Major capital improvements in 2021 include: new roof and gutters, new furnaces , new water heater, appliances, and the windows were updated in 2019. The upstairs unit

  Cesar Juarez Redfin Corporation

  9739 S Escanaba Ave, Chicago, IL 60617
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  /84

  $3,590,000

  • 5 Beds
  • 5.5 Baths
  • 8,000 Sq Ft

  1718 W Wrightwood Ave, Chicago, IL 60614

  Exceptional custom-built residence is ideally located in Chicago's coveted Lincoln Park neighborhood and offers 6 bedrooms 5.1 bathrooms of thoughtfully designed luxury living space. Set on an oversized lot with a rare attached 3-car garage, this home seamlessly blends timeless architecture with high-end modern amenities. The main level features elegant formal living and dining rooms, ideal for

  Sharon Wong Century 21 Realty Associates

  1718 W Wrightwood Ave, Chicago, IL 60614
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  /35

  $3,195,000

  • 5 Beds
  • 6 Baths
  • 5,000 Sq Ft

  Unlisted Address

  Step into the timeless elegance of 2103 N Clifton, a distinguished 5 bedroom, 4.2 bath home in the heart of Lincoln Park. This 5000 SF residence combines classic architecture with a flexible floor plan perfect for today's lifestyles. The gracious living room features arched windows, impressive moldings and fireplace flowing seamlessly into the formal dining room with bespoke butler's pantry.

  Catherine Egan Jameson Sotheby's Intl Realty

  Unlisted Address
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  /10

  $760,000

  • 10 Beds
  • 4 Baths

  521 E 46th Place, Chicago, IL 60653

  A rare opportunity to own a fully occupied, cash-flowing 4-unit Graystone in the heart of Bronzeville-perfect for an owner-occupant or savvy investor. This classic building offers a total of 10 bedrooms and 4 bathrooms, combining timeless architectural character with meaningful updates. Features separate forced-air heating systems for all units, with two units equipped with central air

  Tiffany Taylor Taylor Realty Group LLC

  521 E 46th Place, Chicago, IL 60653
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  /27

  $294,900

  • 6 Beds
  • 2 Baths
  • 1,315 Sq Ft

  3604 W 65th Place, Chicago, IL 60629

  Charming corner-lot home in great West Lawn! This 3-bedroom, 2-bath residence offers hardwood floors throughout the bright living room and bedrooms. Enjoy central A/C for year-round comfort and a large, 2 car garage perfect for vehicles, storage, or a workshop. Great location close to schools, shopping, and transportation. Don't miss the opportunity to make this well-maintained property your new

  Liliana Gonzalez RE/MAX Mi Casa

  3604 W 65th Place, Chicago, IL 60629
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  /29

  $469,000

  • 6 Beds
  • 5 Baths

  7305 S Sangamon St, Chicago, IL 60621

  "Investors $3,950 Monthly Rent Potential - wake up, because this property is jumping off the market! Welcome to 7305 S Sangamon, a fully rebuilt, cashflow powerhouse that's ready to make your portfolio smile. Step inside and look at these finishes - porcelain tile from floor to ceiling, sleek modern kitchens, spastyle bathrooms with Bluetooth speakers, and a duplexed unit that takes your rent

  Mandy Newman RE/MAX 10

  7305 S Sangamon St, Chicago, IL 60621
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  /29

  $474,999

  • 5 Beds
  • 2 Baths

  4847 W Washington Blvd, Chicago, IL 60644

  Discover timeless charm and modern comfort in this stunning grey stone building located in the heart of the vibrant Austin community. Renovated within the last five years, this beautifully maintained property blends classic architectural character with thoughtful contemporary updates. Each unit features gleaming hardwood floors throughout, stylish modern kitchens with updated finishes, and

  Darraneika Lacy Coldwell Banker Realty

  4847 W Washington Blvd, Chicago, IL 60644
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  /14

  $219,950

  • 5 Beds
  • 3 Baths
  • 2,710 Sq Ft

  913 N Kedvale Ave, Chicago, IL 60651

  Expanded Brick 2-story Dutch Colonial home with a full basement and a 2C-Garage. Featuring hardwood floors throughout, 2 separate kitchens and 3 bathrooms. Property is divided into 2 separate units. Per tax records this is single family residence, unknown the legality of this set up.

  Julian Taylor Goldtree Realty, Inc

  913 N Kedvale Ave, Chicago, IL 60651
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  /10

  $365,000

  • 5 Beds
  • 3 Baths
  • 1,350 Sq Ft

  8616 S Winchester Ave, Chicago, IL 60620

  Solid brick 5-bedroom, 3-bath Georgian home featuring a fresh rehab throughout. Updates include new appliances, fresh paint, newer windows, and a newer roof. The home also offers a brand-new two-car garage. Hardwood floors flow through much of the home, with custom drywall finishes in the living and formal dining rooms. The upgraded kitchen features granite countertops and modern

  Destenii Thomas-Anderson Real People Realty

  8616 S Winchester Ave, Chicago, IL 60620
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  /23

  $309,900

  • 5 Beds
  • 2 Baths
  • 1,500 Sq Ft

  11440 S Indiana Ave, Chicago, IL 60628

  MAKE YOUR APPOINTMENT TO SEE THIS TASTEFULLY UPDATED OVERSIZED BUNGALOW WITH A TOTAL OF 5 BEDROOMS AND TWO FULL BATHS. THIS BUNGALOW OFFERS A FORMAL DINING ROOM WITH A LARGE LIVING ROOM. THE BASEMENT HAS TWO BEDROOMS AND A LARGE FAMILY ROOM. BOTH BATHROOMS WERE UPDATED WITH EYE-CATCHING CERAMIC AND NEW VANITIES. NEW WINDOWS AND DOORS THROUGHOUT THE HOME. MAKE YOUR APPOINTMENT .

  Leopoldo Saucedo Urbanitas Inc.

  11440 S Indiana Ave, Chicago, IL 60628
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  /80

  $1,299,000

  • 10 Beds
  • 6 Baths

  Unlisted Address

  Two separate all-brick buildings situated on an extra-wide lot, each offering first-floor duplex-down units with spacious room sizes throughout that are perfect for an owner-occupant situation. Located just one block east of scenic Humboldt Park, the property provides abundant outdoor space ideal for entertaining and enjoyment. Conveniently located near the california and Augusta shopping district

  Mitir Patel Essex 312, LLC

  Unlisted Address
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  /10

  $589,900

  • 11 Beds
  • 3 Baths

  1510 S Drake Ave, Chicago, IL 60623

  Stop renting and start owning - while tenants help alleviate your mortgage. This solid 3-unit property offers a rare opportunity to become a homeowner and investor at the same time. Featuring a total of 11 bedrooms and 3 full bathrooms, the spacious layouts provide comfort, privacy, and flexibility for today's lifestyle. Live in one unit and rent out the others to significantly reduce your

  Melchor Domantay Second City Real Estate

  1510 S Drake Ave, Chicago, IL 60623
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  /20

  $324,500

  • 6 Beds
  • 2 Baths

  5632 S Wabash Ave, Chicago, IL 60637

  Ask your broker about terrific grants available! The property is eligible for up to $15,000 in assistance and a home warranty. Welcome to this well-maintained two-unit brick building offering expansive layouts, soaring ceilings, and three spacious bedrooms with one full bathroom in each unit. The upper unit benefits from an oversized layout, with particularly generous bedroom sizes created by the

  Cody Shipp Baird & Warner

  5632 S Wabash Ave, Chicago, IL 60637
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  /27

  $699,000

  • 7 Beds
  • 3 Baths

  2724 W Chicago Ave, Chicago, IL 60622

  Corner Building with 3 residential units + Storage Room. Southeast, Corner building with a wide and deep footprint (lot line to lot line on the sides). Great monthly income with well-maintained residential unit mix: 2 bed, 1 bath (in-unit laundry & furnace), 2 bed, 1 bath (in-unit furnace, shared w/d) and 3 bed 1 bath (in-unit furnace, shared w/d). 2 exterior, gated parking spaces. Storage Room

  Santiago Valdez Compass

  2724 W Chicago Ave, Chicago, IL 60622
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  /28

  $949,000

  • 6 Beds
  • 3.5 Baths
  • 3,131 Sq Ft

  4036 N Parkside Ave, Chicago, IL 60634

  Portage Park lux sf on oversized lot. Custom renovation with an unmatched attention to detail and quality. No upgrade or luxury detail missed! Four bedrooms up. Luxurious primary en-suite with heated bath floors and giant walk-in closet. Well appointed kitchen with marble counters and Kitchenaid appliances, adjacent family room, dining area and over-sized mudroom with built-in coat/shoe/storage

  Richard Anselmo @properties Christie's International Real Estate

  4036 N Parkside Ave, Chicago, IL 60634
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  /13

  $575,000 Open House 4/11

  • 7 Beds
  • 3 Baths

  6520 S Ellis Ave, Chicago, IL 60637

  The Obama Presidential Center is opening this June! Grab your investment property now. East Woodlawn two-unit property with all the updates, that is move-in ready. The first-floor unit is a spacious 4-bedroom duplex - including two bedrooms that can accommodate a king-size bed with nightstands, two living areas, two full bathrooms, an updated kitchen with stainless steel appliances and

  Naja Morris @properties Christie's International Real Estate

  6520 S Ellis Ave, Chicago, IL 60637
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  /35

  $280,000

  • 5 Beds
  • 2 Baths
  • 1,402 Sq Ft

  1234 W 72nd St, Chicago, IL 60636

  Discover this beautiful single-family home offering 5 bedrooms, 2 full bathrooms, and a 1-car garage. This move-in ready property features modern updates throughout and plenty of space for comfortable living. The bright kitchen has custom cabinetry and sleek quartz countertops, perfect for everyday cooking and entertaining. Upstairs, enjoy a bonus room ideal for a family room, home office, or

  Valerie Crazybear HomeSmart Realty Group

  1234 W 72nd St, Chicago, IL 60636
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  /46

  $799,000

  • 6 Beds
  • 2.5 Baths
  • 3,250 Sq Ft

  4305 N Mobile Ave, Chicago, IL 60634

  Fully updated 6-bedroom, 3,250+ sq ft contemporary home with a rare 4-level layout, Main level: great for entertaining, second level: a fully private primary-suite level, third level: 3BR - kids' level / second living zone, fourth level: finished flex level with 2 fully compliant bedrooms, but used more like a basement/media room/exercise/flex rooms. Built in 2001 and refreshed in 2025, this

  John Salidas @properties Christie's International Real Estate

  4305 N Mobile Ave, Chicago, IL 60634
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  /15

  $849,900

  • 5 Beds
  • 2 Baths

  4313 W Parker Ave, Chicago, IL 60639

  Set in the heart of Belmont Gardens and near Kelvyn Park, this fully rehabbed 2024 three-unit property blends comfort, convenience, and long-term potential. The building features a well-balanced unit mix: one 2BD/1BA, one 3BD/1BA, and a non-conforming 2BD/1BA garden unit-each with its own electric meter and the everyday luxury of in-unit laundry. A two-car detached garage and a tidy backyard add

  Tyson Schutz The Apartment Source

  4313 W Parker Ave, Chicago, IL 60639
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  /20

  $399,900

  • 6 Beds
  • 2 Baths

  3912 W 55th Place, Chicago, IL 60629

  This beautiful, newly renovated home showcases delightful spaces and an enchanting brick exterior. With its distinctive 1.5-story design, the property includes a total of six bedrooms-four located in the main house and two in the basement. You'll also find two full bathrooms and a detached garage that accommodates two vehicles. The home is heated by natural gas and features central air

  Andres Olaez Keller Williams ONEChicago

  3912 W 55th Place, Chicago, IL 60629
• 

  

  /15

  $399,999

  • 8 Beds
  • 2 Baths

  1418 S Saint Louis Ave, Chicago, IL 60623

  Great investment opportunity in North Lawndale!!!! This duplex offers strong income potential, along with an assumable 2.75percent FHA loan - subject to lender approval and the owner occupancy requirements. Ideal for buyers looking to maximize cash flow while securing a low interest rate. Perfect for buyers looking to help reduce their mortgage while generating rental income or investors seeking

  Lluviccia Gomez Realty of America, LLC

  1418 S Saint Louis Ave, Chicago, IL 60623

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